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Lollapalooza Survival Guide 2021 – 29 Tips to Save Money & Time

I’m not the hippest kid on the block. I watch the pop culture scene with maybe one-quarter of one eye when I feel like it. I stopped seeking out new music years ago. I’m not confident I could name any artists on the pop charts right now.

My wife is much more in tune. So it didn’t come as a total shock when she approached me in early 2017 with a proposal: “Let’s go to Lollapalooza this year.” Actually, it was an ultimatum. She’d already purchased our tickets.

She’s culturally attuned, for sure, but neither of us is really a “festival person.” What saved the deal for me was Lollapalooza’s location right in the middle of Chicago near the Lake Michigan waterfront in Grant Park. It’s a stunning, super-convenient spot within easy reach of the city’s top restaurants, museums, performance venues, and parks. So I agreed, and I learned a lot about the festival from the experience.

The following is an unbiased, unvarnished look at how to do Lollapalooza safely and relatively affordably.

What Is Lollapalooza?

Lollapalooza – or Lolla, as it’s known colloquially – got its start as a one-off multicity tour in 1991. Jane’s Addiction frontman Perry Farrell planned Lolla as an extended farewell for his band, but its popularity convinced him and the other organizers to plan a revival in 1992. A second successful year begat a third, fourth, and fifth. As its popularity increased, Lolla’s core ideal remained the same: showcasing the breadth and diversity of the alternative rock scene.

Farrell remained involved until 1996 when he stepped back to focus on other projects. The 1996 and 1997 editions of Lollapalooza were poorly received for a variety of reasons, and the 1998 edition was canceled when organizers couldn’t find a suitable headline act in time.

The festival remained defunct for five years. In 2003, Jane’s Addiction announced a reunion tour, and Farrell decided it was time to give Lolla another shot. Though the 2003 and 2004 editions sold poorly, the rebirth wasn’t a total failure. So in 2005, Farrell partnered with a seasoned event promotion company to professionalize Lollapalooza.

The team reimagined Lolla as a destination festival and chose Chicago’s Grant Park as the permanent venue. Since 2005, Lolla has been synonymous with Grant Park, though Chicago isn’t the only host city anymore. In 2011, the festival expanded to Santiago, Chile and now hits nearly a dozen cities around the world throughout the year. Chicago remains Lolla’s home base and largest single event.

Farrell and company expanded Lolla to the current four-day format in 2015, and visitor counts have swelled since then. Up to 100,000 people pass through Grant Park each day for the festival. According to Lolla’s website, the 2019 edition features over 170 performing acts on eight stages and 30 to 40 food vendors affiliated with popular Chicago restaurants.

What to Expect from Lollapalooza 2019

Lollapalooza 2019 is Thursday, August 1, 2019 through Sunday, August 4, 2019 in Chicago’s Grant Park.

Admission Options

Lolla’s admission tiers, more than anything else, will determine whether the festival is financially realistic for you. Here’s what you get at each tier. For all the nitty-gritty on Lollapalooza, check out their comprehensive festival information page.

1. General Admission (GA)

Most Lolla-goers buy general admission tickets. They’re pricey enough at $340 for a four-day pass or $130 for a day pass for 2019. Neither price includes taxes and fees, which add about $60 to the cost of a four-day pass. Prices have steadily risen over time, so expect to pay more for future festivals.

General admission passes for 2019 officially went on sale in conjunction with the festival’s lineup announcement in the spring. General admission passes typically sell out within hours. Resale values then rise for a while, level off, and eventually fall as the festival’s start date nears. If you miss the initial sales window, as many Lolla-goers do, you can likely score a four-day pass for less than $400 on the secondary market. Tickets are available on resale sites such as Stubhub.

If you buy before passes officially go on sale, you won’t receive your pass until after the launch date. Lolla may make addition GA passes available as opening night nears. There’s no discount for these under-the-wire sales.

General admission entitles you to:

  • An RFID wristband that serves as your entry ticket (you’re encouraged to “activate” it for security purposes)
  • Full access to all the stages, shows, and vendors
  • Full access to non-VIP and non-Platinum facilities and merchandise shops
  • Autograph-signing opportunities with select Lolla acts
  • Access to secure lockers (for a fee) and device charging stations
  • Festival hotel rates at participating local hotels

2. GA+ Admission

New in 2019, GA+ admission comes with some perks and comforts not available to the GA masses. Four-day passes cost $650 plus taxes and fees; one-day passes cost $225 plus taxes and fees. GA+ guests enjoy everything on the table for GA passholders, plus:

  • Seating in two shaded private lounges
  • Premium restrooms (trust me, this perk is worth paying for)
  • Complimentary water and soft drinks at select locations around the festival grounds
  • Full-service lounge bar with preferred (slightly lower) pricing
  • Lounge food catered by popular Chicago restaurants
  • Bulk hotel pricing at participating local hotels

3. VIP Admission

2019 VIP admission costs $2,200 for a four-day pass or $650 for a single-day pass. (Yes, you read that right.) As a VIP guest, you enjoy:

  • A separate, dedicated entrance with water bottle service while you wait
  • Complimentary golf cart shuttles to and from the entrance
  • Exclusive access to two shaded VIP-only lounges on the north and south sides of the park, each with unobstructed sightlines to two stages
  • Complimentary food from “award-winning” Chicago chefs
  • Complimentary “mini-spa” treatments, such as massages
  • Complimentary beer, wine, and cocktails featuring name-brand liquors at private bars
  • Air-conditioned, wood-paneled bathrooms
  • Exclusive, small-group performances from select Lolla artists

4. Platinum VIP Admission

2019 Platinum VIP admission costs $4,200 for a four-day pass or $2,000 for a single-day pass. (You read that right too.) Your investment entitles you to everything those lowly VIP guests get, plus:

  • A complimentary swag bag
  • Platinum-only viewing areas on four stages (about 10 to 20 feet above stage level and maybe 30 feet from the artists)
  • Unlimited access to two air-conditioned lounges with even better sightlines than the VIP lounges
  • Complimentary lockers and charging stations
  • Catered lunch and dinner

Platinum and VIP guests have free reign of the general admission areas as well, but it’s hard to imagine why they’d want to step outside the cozy confines of their lounges.

Pro Tip

Protect your Lollapalooza ticket purchase with a form of travel insurance by choosing Front Gate Tickets’ Secure Ticket™ feature. For a 9.2% surcharge on your ticket’s face value, Secure Ticket™ guarantees you a full refund if you have to cancel your trip for certain covered reasons. Check out the Secure Ticket™ terms and conditions for more details.

Getting Around Grant Park

Lollapalooza takes over pretty much all of Grant Park. The layout seems to change a bit each year, so be sure to check the Lolla website for the latest map.

Adjacent streets Monroe, Jackson, Columbus, and Balbo are all closed for the duration of the festival. Michigan is closed between Randolph and Roosevelt after the festival when tens of thousands of revelers stream out into the city.

Columbus is the main pedestrian thoroughfare through Lolla. There’s a back way that cuts through along the Buckingham Fountain axis (more on that below) and some other useful paths around the park.

If you don’t get stuck in a crowd, it takes about 12 minutes to walk briskly from the north entrance at Monroe and Columbus to the Grant Park stage. It’s the longest distance you’ll have to cover in one go at the festival, but throngs lengthen transit times. In the evening, my wife and I budgeted 15 minutes to get from the west (main) entrance on Congress Parkway to either the Bud Light or Grant Park stages.

Lollapalooza for Kids

For the most part, Lollapalooza is not a kid-friendly event. The exception is Kidapalooza, a semi-independent event held in a fenced-off section of Grant Park. Kidapalooza is the best deal at Lollapalooza; kids under 10 get in free with general-admission parents. If you’d rather not leave your small children with the babysitter or grandma, this event is worth considering.

Kidapalooza has family-friendly music from 11am to 7pm all four days, plus a slew of fun, age-appropriate activities for tykes.

The Tag-A-Kid booth, where you can register your child and get a wristband for them, is reason enough to at least stop by Kidapalooza. It provides festival staff with a way to unite you with your child if they happen to get lost.

Lollapalooza Kid Friendly EventHow to Save Money on Lollapalooza Tickets & Accommodations

Follow these tips to reduce your expenses and save yourself logistical headaches before you even set foot in Grant Park.

1. Don’t Go for the Whole Time

If I ever do Lollapalooza again, I’m following this advice. By Sunday, we were pretty tuckered out from an extended weekend of walking, biking, and mainlining loud music.

At $130 apiece, one-day general admission passes aren’t cheap, but they’re still easier on your budget than four-day passes. Come for Saturday, Sunday, or both, and you might not have to take a day off work.

2. Buy Resale Passes at the Last Minute

This is an admittedly risky strategy. But if your travel plans are flexible or you already know you’ll be in Chicago during Lolla, it’s realistic. Passholders whose plans have changed are increasingly desperate to sell as the festival approaches.

In 2017, we saw passes advertised at 50% off face value 10 days before the event – enough to make us question our decision to buy as soon as possible. I notice a similar trend in 2019. Interestingly, Platinum and VIP passes seem to be especially good deals, though they’re still pricey in absolute terms.

3. Skip the VIP Treatment

Our four-day Lolla passes cost $335 apiece in 2017. That kind of money is already prohibitive for millions of frugal music fans, and VIP passes cost six times more. Let’s not even talk about Platinum passes.

We had a great time hanging out with the masses. We saw all the acts we wanted to see with good to great sightlines. The worst mishaps we suffered involved long entry lines and internal crowds, but those didn’t really move the needle on our overall experience. And we escaped without destroying our budget for the year.

Sure, you get a lot for your VIP or Platinum Pass, but is it really worth the price? Probably not.

4. Coordinate With Local Lolla-Goers

Before firming up your travel plans, consider combining forces with other Lolla-goers and carpooling to Chicago. I’m not saying you need to put up a Craigslist ad and accept a ride offer from a total stranger. That’s a recipe for regret. But reach out to those you trust, or at least know by association: colleagues, classmates, friends, and friends of friends.

5. Fly a Discount Airline

This isn’t exactly earth-shattering advice, but it bears repeating. Chicago is a major city with two busy airports. Midway Airport – a compact, often overlooked little facility tucked away on the city’s southwest side – is almost entirely serviced by Southwest Airlines, the country’s best-known discount airline. It’s also an easy jaunt from Midway to Grant Park on the El. If you’re flying in from a major U.S. city, you can probably snag a direct Southwest flight to Midway.

We seriously considered flying Southwest to Midway from Minneapolis. It ended up being slightly cheaper to drive, and the prospect of catching up with an old friend along the way sealed the deal. Had our journey been any longer, though, we definitely would have flown.

Pro Tip: Flying Southwest to Lolla? Before you go, apply for one of Southwest’s two consumer credit cards, Chase Southwest Airlines Rapid Rewards Plus Credit Card or Chase Southwest Airlines Rapid Rewards Premier Credit Card. Use your card enough, and your next Lolla flight might be free.

6. Avoid Scalpers

You can get a great deal on Lollapalooza wristbands once the festival has already started. The catch is that you have to get them from the scalpers congregating around Grant Park.

This approach has too many risks to warrant serious consideration. The biggest is that you won’t find out your wristband doesn’t work until you try to enter the festival grounds. And you can’t exactly ask a scalper for a refund.

7. Avoid Downtown Hotels

According to this handy Lollapalooza tip sheet from Time Money, nightly hotel room rates rose about 55% across Chicago before Lollapalooza 2017. The most conveniently located hotels within walking distance of Grant Park charged a whopping 77% higher than their baseline rates during the festival.

You can find a decently priced hotel for Lollapalooza; it just won’t be in downtown Chicago. Check and look to nearby suburbs with good transit connections to Chicago and plenty of hotel options. Evanston, Skokie, Park Ridge, and Des Plaines all work. Park Ridge and Des Plaines are close to O’Hare International Airport, so they’re especially convenient for Lolla-goers flying in from elsewhere.

8. Stay With a Friend or Acquaintance

Chicago is the third-biggest city in the United States. The Chicagoland metro area has about 9 million residents. Even if you’ve never been to Chicago, there’s a decent chance you know a local well enough to crash on their couch for a couple of nights.

Early in the planning process, my wife and I made a list of people we knew in Chicago. We came up with about a dozen names, mostly former high school and college classmates with whom we’d been out of regular contact. We were tempted to reach out to a few to try to strike a deal – perhaps a reasonable, under-the-table cash payment or generous post-stay gift.

Ultimately, we decided that an Airbnb rental would be more private and less intrusive. We’d be returning to our home base after midnight each night, and we didn’t want to put out people we didn’t know that well. Still, it doesn’t hurt to reach out to locals before you make other plans. Worst-case scenario, they ignore your email or text.

9. Stay in Private Rentals in Urban Neighborhoods & Transit-Friendly Suburbs

If you don’t have friends in town, or you aren’t sure about putting them out for an extended weekend, do what we did: Rent modest digs on Airbnb, HomeAway, or another reputable short-term rental platform.

We got a private room in a walk-up on Chicago’s North Side. The neighborhood was great – quiet yet close to tons of restaurants and bars. The 606, a disused elevated rail line that’s now a popular multiuse path, was just steps from our door. We had a secure indoor place to store our bikes. Though we didn’t have the place to ourselves, our host was accommodating and gave us our space. And we spent well under $100 per night, half the cost of a hotel room anywhere in the city.

All told, we couldn’t have been happier with the place and its value. If you’re willing to go farther out to Chicago’s first- and second-ring suburbs, you’ll no doubt find even better deals.

Pro Tip: It won’t help reduce your Lolla costs directly, but a tourist discount pass or booklet from CityPASS or Smart Destinations can help cut additional costs. Both offer bulk or a la carte admission and service discounts in and around Chicago. If you plan to work some non-Lolla activities around your festival experience, they’re worth looking into.

Save Money Time Inside LollapaloozaHow to Save Money & Time at Lollapalooza

Once you arrive in Chicago, follow these tips to stretch your dollars – and sanity – further.

10. Avoid the El at Peak Times

The El, Chicago’s rail rapid transit system, is more than a century old. It’s notoriously slow and unreliable in the best of times. Lollapalooza is not the best of times.

I won’t go so far as to advise against using the El under any circumstances during your Lolla trip, but at a minimum, be prepared for it to be an adventure. We stayed less than half a mile from an El stop, so it was theoretically convenient to take the train. But after a rough evening ride, complete with an enormous line into the station and a car packed so tight the doors could hardly shut, we resolved to make different arrangements the following days.

It was a good thing we brought our bikes to Chicago. For the next three days, we made like true bike commuters and rode downtown from our place each afternoon, a distance of about 6 miles each way. It was way easier, and a whole lot healthier, than riding the El.

If you can’t bring your own bike to Chicago, and you don’t want to pay eye-popping surge pricing to catch an Uber or Lyft home from the festival each night, look into Divvy, Chicago’s excellent bike-sharing network. The stations around Grant Park will likely be overcapacity, but you can probably find a bike if you’re willing to walk a few blocks in any direction. If you’re not staying close to a Divvy station, use the app to find a station partway home and use that as a transfer point to catch the bus or grab a more reasonably priced ride-share.

11. Arrive Early on the First Day

Even if you’re not thrilled about the first day’s schedule, get there as early as possible and hit the will-call stand to pick up your wristband. We arrived around 1:30pm on Thursday and still had to wait almost an hour to grab our bands.

You don’t have to enter the festival right away. Your pickup could turn into an opportunity to check out nearby Field Museum or Shedd Aquarium on an uncrowded weekday afternoon.

12. Go Cashless

Every vendor I encountered at Lolla accepted credit cards. I don’t think I used cash for a single transaction inside the festival grounds. It was nice not to have to worry about carrying around much paper money in a big, unruly crowd.

For even faster payment, consider using Lolla Cashless, a secure mobile contactless payment system that uses your wristband’s RFID transmitter. It’s fairly easy to set up when you activate your wristband, and Internet connectivity in the park is good, though it can slow during peak use periods.

13. Try Not to Bring a Bag

This is easier said than done when you’re planning to spend an entire afternoon and evening away from home exposed to the elements, but try not to bring a bag into Lollapalooza. Everyone entering Lolla’s secure area is subject to search.

For bag-toting visitors, that means a thorough pat-down and a long look inside the bag. Multiply that by thousands of visitors, divide by perhaps 8 to 10 bag-checkers, and you get some idea of the time involved. Festival-goers without bags can skip the main security line and go directly through the no-bag express line, a much faster process.

We were fortunate enough not to contend with extreme security lines until Saturday when it was warm, sunny, and bustling. I stood in line for about 45 minutes, watching nervously as sun- and booze-addled revelers jostled one another for a position. A fight nearly broke out in front of me, but fortunately, cooler heads prevailed before anyone got hurt.

If you can’t carry everything in your pockets, share a bag with your partner. If you’re part of a larger group, try to fit everything the group needs into a single bag.

14. Don’t Bring Anything You Don’t Want Security to Find

Given the sheer volume of visitors, I was surprised by security’s diligence. While they didn’t open every hidden compartment in my shoulder bag, they definitely would have found – or at least felt – any bulky contraband items in there. Don’t tempt fate by bringing anything you wouldn’t want security to find. For those keeping score, cannabis is illegal in Illinois until 2020.

If you get cold feet before you enter security, you can use the “amnesty bins” just outside the security gate. They’re big, unsupervised trash bins for dumping contraband, no questions asked. And to avoid unwittingly bringing anything illicit into the festival, be sure to check Lolla’s information page for a full list of prohibited items. It’s pretty long and includes seemingly benign things such as Frisbees, inflatable furniture, and selfie sticks.

15. Avoid Peak Check-In Times

Getting stuck in the security line for 45 minutes was no fun at all. I can’t guarantee you’ll completely avoid lines by timing your arrival right, but be aware that entry volumes peak from mid- to late afternoon. To beat the lines, arrive early in the afternoon before 2pm, or later in the evening after 7pm. And try the north entrance if the main entrance is packed; we had much better luck there.

Pro Tip: Daily lineups affect entry volumes. Larger acts usually play later in the evening during the 7pm and 8:45pm sets. But the pattern breaks down when local artists or acts with rabid followings perform. For instance, the biggest crowds we encountered were during Chicago native Chance the Rapper’s evening set. Check the schedule before you leave for the park and time your entry accordingly.

16. Bring a Poncho & Towel

The weather mostly cooperated for our Lolla adventure. The hottest day was sunny and maybe 82 degrees – pretty bearable for Chicago in August. The other days saw highs in the 60s and 70s. But it did rain a couple of times, and a severe thunderstorm on Thursday night cut the festival’s final act short.

I’d take cool, wet weather over hot, muggy conditions any day, but I might be singing a different tune if we hadn’t brought rain gear. We spent $10 to purchase ponchos specifically for the festival, and it was probably the single best purchase we made all week. I strongly recommend doing the same, even if the weather looks clear for the duration of the event. Summer thunderstorms can strike with little warning, and umbrellas aren’t allowed inside the festival.

Also, be sure to bring a towel to sit on. Even if the ground is dry, it will keep your clothes clean. Grant Park’s grass gets pretty beat up by the end of the weekend.

17. Carry an Empty Water Bottle

Lolla security doesn’t allow any liquids in unsealed containers. If it’s still factory-sealed, that’s fine; otherwise, whatever’s inside gets dumped in the trash.

Bottled water is a ripoff at Lolla, and recycling bins fill up quickly. Avoid paying festival prices for the privilege of hydrating and bring a large, empty water bottle into Grant Park with you. You can fill up at one of the many hydration stations around the park, though the lines can be a bear on hot, busy days.

Carry Empty Water Bottle

18. Fill Up Before You Arrive

Lolla partners with about three dozen food vendors, all based in Chicago and some quite well-known to locals. The selection is surprisingly eclectic. We had Chicago-style pizza and sausages, obviously, but also pork buns, mac and cheese on a stick, multiple kinds of noodles, and some other stuff I ate too fast to remember.

We paid dearly for the privilege, though. It was hard to fill up at Lolla for less than $10 per person per meal, which adds up over four days. On the second day, we crunched the numbers and decided it would be more cost-effective to eat a big lunch before arriving at Grant Park, tide ourselves over with snacks brought from outside, and eat a smaller dinner before the closing act each night.

It worked pretty well. We got to try three affordable, unpretentious eateries in the neighborhood around our Airbnb, and we likely saved $40 to $50 between the two of us.

19. Patronize Bars & Breweries Away From Grant Park

Lolla is an excellent opportunity to sample Chicago’s bar and brewery scene too. Every day before we arrived at Grant Park, my wife and I tried a different brewery somewhere in the city. It was a great way to indulge our taste for craft beer and avoid buying too many overpriced drinks inside the festival. The standard price for a 16-ounce, 6% to 7% ABV brew at neighborhood Chicago breweries and bars was about $7 – not cheap, but a far cry from about $10 for a watery Bud Light.

20. Don’t Buy Anything at the “Cocktail Bar”

If you plan to purchase adult beverages inside Lollapalooza, you’ll have plenty of options. Outdoor bars selling those $10 Bud Lights abound, as do a few other macrobrew options at similar price points. There’s also a “craft beer” bar selling $10 pints, though we found every brand was owned by Anheuser-Busch, cheapening the experience a bit. And there’s a wine bar (more on that below).

One place you definitely shouldn’t buy drinks is the “cocktail bar.” It looks tempting because it’s fenced-in, relatively uncrowded, and 21+. It’s an ideal place for older attendees to congregate and mingle away from the throngs of high schoolers and college-age kids.

It’s fine to hang out there; just don’t buy a drink there. The cocktails are watery and weak, with maybe one full measure of liquor, and they cost about $15 apiece. My wife and I visited once, learned our lesson, and never returned. Don’t make the same mistake.

21. Learn to Love Cheap Wine

The first thing I saw upon entering Lolla’s main gate the first day was a young woman drinking red wine straight from a plastic carafe. Pretty aggressive, I said to myself. Then I looked around and saw a sea of carafe-clutching Lolla-goers before me.

It’s not that Lolla attracts wine connoisseurs. It’s that these unassuming carafes of Cupcake wine were far and away Lolla’s best alcohol deal. Yes, they were about $30 each, which sounds like a ripoff next to the $7 or $8 you’d pay for the same amount at your local liquor store. But the equivalent beer share would set you back $40 or $50, depending on the size of the pour. And the carafes come with cups, so you can share with your friends without swigging straight from the container.

You can buy these relatively affordable carafes at regular outdoor bars and the Cupcake wine bar, a gigantic tent near the festival’s center. If you want to imbibe at Lolla without spending a fortune, learn to love them.

22. Know Where All the Bathrooms Are

As soon as you get to Lolla, consult a grounds map. There are tons of portable toilets, which is necessary with tens of thousands of partiers in attendance. But not all portable toilet banks are created equal.

The most visible clusters flank the festival grounds’ central boulevard. One, right near a bank of food stalls and bars, is particularly prominent – and reliably chaotic. On the second day, which wasn’t as busy as the third, my wife and I waited at least 20 minutes for a free stall there.

Other banks are less noticeable; those are the ones you want to find. By the third day, we’d located a hidden gem: a smallish cluster of portable toilets beyond the Bud Light stage in the extreme northeastern corner of the park. We never had to wait for a free stall there, even when the stage was active. The obvious downside was the distance from other stages, but walking beat standing in line for us.

23. Avoid Central Boulevard (Columbus Drive) When Possible

Columbus Drive bisects Grant Park the long way from north to south. During Lolla, it’s closed to vehicle traffic and serves as the festival’s main street. You’ll undoubtedly use it to travel between stages, food vendors, bathrooms, and quieter spots throughout the festival.

Don’t rely on it too much, though. By midafternoon, especially on Saturday, it’s completely packed. Much of its eastern edge is occupied by food and beverage vendors, whose queues force pedestrians into narrower, even more congested lanes. More often than not, our walks along Columbus Drive were little more than lazy shuffles, and our transit times rose accordingly. The mess cost us the start of two sets.

The best alternative to Columbus Drive is further east: a wide pedestrian thoroughfare that connects the northern end of the park (at the Bud Light stage) to the southern half, passing Buckingham Fountain. It doesn’t go all the way through, but it’s not too congested, and it’s relatively straightforward to get from the southern terminus to the two southeastern stages.

Avoid Central BoulevardGeneral Health & Safety Tips for Lollapalooza

These tips might not directly impact your bottom line, but they’ll still save you a world of trouble.

24. Bring a Hat & Plenty of Sunscreen

Don’t forget sun protection, even if you don’t burn easily. With a couple of noteworthy exceptions, Lolla’s venues have limited cover. During afternoon sets, the sun can be intense.

It doesn’t hurt to pack bug spray, either. We didn’t encounter many mosquitoes at Lolla, but Grant Park is built on former swampland within sight of Lake Michigan, so it’s a bug-friendly environment.

25. Bring Earplugs

Trust me: Earplugs make multiple hours of loud music a lot more bearable, and it’s easier to carry on a conversation with earplugs in. If you’re an audiophile, splurge on musicians’ earplugs, which can cost upward of $15 per pack. Otherwise, visit a pharmacy near Grant Park on your first day and grab a roughly $6 pack of regular foam earplugs. That should be enough to last through the weekend.

26. Watch Your Drinks

Don’t let your beverages out of your sight, period. The statistical likelihood that someone will slip something in your drink is quite small, but it’s not worth the risk.

27. Don’t Leave Valuables Unattended

Take all of your things with you all the time, even if you’re not walking out of eyeshot. It’s way too easy to steal stuff in a crowd, and the cops patrolling Lolla have better things to do than help you find your purse. There is a lost and found on site, and you should absolutely check there if and when you misplace something, but don’t bet on a favorable resolution.

28. Keep Your Wits About You in Crowds

Thankfully, the near fistfight referenced above is the closest I came to witnessing person-on-person violence at Lollapalooza. A heavy police presence probably did more to keep things safe than anything.

That said, any situation involving drugs, alcohol, large groups of people, and wait times is inherently combustible. Don’t overestimate the danger or worry too much, but do keep an eye out for signs of trouble, such as sharp exchanges (preludes to fights), sudden flows of people from one place to another (indications of crushes or stampedes), and police activity (hints that an altercation may already be in progress).

Your own safety comes first. If you get the sense that you’re close to a situation that could escalate, move to safer ground before doing anything else. Then, alert the authorities if it’s safe and appropriate to do so. Don’t spectate; in dynamic crowds, bystanders become part of the action in the blink of an eye.

29. Look Out for Others’ Safety

This is a tricky one. You don’t want to step on others’ toes or get in the way of anyone’s good time. But I’d argue that you have a moral obligation to speak up when you see someone in distress – or even someone who might be in distress.

For example, my wife and I were walking up a grassy hillside after a set when we came upon a guy lying face-down on the ground. He was completely motionless, clearly unconscious. We looked around, then at each other, and then back at him. At first, it wasn’t clear that he was breathing. After a few seconds, we determined that he was, but slowly and shallowly enough that it seemed like a good idea to let someone else know. We asked the nearest group if they knew the guy. They did, fortunately, though they admitted they hadn’t paid much attention to him for the duration of the set. We explained what we’d seen and gently suggested that they try to wake him up, then left.

My last glance back revealed a concerted effort to wake the guy up and some stirring on his part, so I’m pretty sure things turned out OK. He probably would have been fine had we not said anything, but I’m glad we did.

Look Out Others SafetyFinal Word

Many of these tips and tricks apply to music and entertainment festivals in general, not just Lollapalooza. But Lollapalooza is notable for its location smack in the middle of the United States’ third-largest city. You can make a vacation out of Lolla without a four-day general admission pass; hit the festival for one or two days, then spend the rest of your time in Chicago exploring the city. You won’t run out of things to do.

Lolla’s location was a big selling point for my wife and me. Out-of-the-way events such as Bonnaroo in rural Tennessee and Coachella in California’s Mojave Desert have never been on our radar. We saw Lolla as an opportunity to visit Chicago for the first time in a few years and do some sightseeing and exploring while there.

The result was a mixed bag. We attempted to explore the big museum campus just south of Grant Park, but it was packed with tourists. We spent 45 minutes waiting in line at the Shedd Aquarium before giving up and heading back to the festival. Our mistake was trying to get in on Saturday, the busiest day of the festival by far.

In the win column were our visits to a handful of low-key Chicago attractions. We enjoyed a couple of great runs on the 606, an elevated multiuse trail near where we stayed on the North Side. We patronized two awesome craft breweries we’d long wanted to try, plus a couple of other cool watering holes. And we spent a leisurely hour at the American Writers Museum, an awesome collection that had just opened the previous year.

If you want your Lolla trip to include some bonus Chicago exploration time, learn from our experience and be sure to plan ahead, think outside the box, and save money on sightseeing with discounts from CityPASS or Smart Destinations.

Have you ever been to Lollapalooza? How did you control your spending and minimize the impact on your budget?

Brian Martucci
Brian Martucci writes about credit cards, banking, insurance, travel, and more. When he's not investigating time- and money-saving strategies for Money Crashers readers, you can find him exploring his favorite trails or sampling a new cuisine. Reach him on Twitter @Brian_Martucci.

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