So you know how ESPN has power-rankings of sports teams? If you’re a hipster, of course you don’t. But that’s okay, because we’ve taken it upon ourselves to power-rank the top 15 hipster bars in a city that's overflowing with hipsterdom. Although, we assume that now that you know this, they're no longer hipster...
The 15 most hipster bars in Chicago, ranked
It doesn’t get much more hipster than taking a sip from a Rusty Nail (Scotch, Drambuie) served at a 1937 Brunswick bar, surrounded by enough dim red lighting to get a Chinese takeout joint evicted from Amsterdam’s Red Light District. Board games, kitschy lamps, and an allegedly haunted atmosphere round out the classic hipster vibe. As do its patrons.
If the Divvy station out front isn’t a good indication of this Pilsen bar’s hipster bona fides, it might be time to grab a seat in the back room called “The Lab”, and survey your surroundings -- which may or may not include a rooftop herb garden, graffiti street art, and a bar top made from an old bowling lane. It’s as good a place as any to dissect the latest Pitchfork review.
13. The Continental
When hipsters want to drink after 2am, they don’t go to Tai’s Till 4. They go to this tiny little strip of real estate next to a chicken shack in Humboldt Park, where the cramped quarters mean you're basically forced to make friends. Quickly. It’s a nice alternative to the traditional cheese of 4am bardom, with a great outdoor patio that finally makes wearing that beanie kinda worthwhile.
Made famous as Vince Vaughn’s favorite hangout in The Break-Up, this cozy brick shack was cool before Pilsen was cool. With a vintage photobooth and old rifles on the wall, it also boasts a surprising quality range of food options, from potato and cheese pierogi to beer-battered cod sandwiches. Because simply tearing open a bag of Doritos would be totally un-hipster.
11. Hungry Brain
Hipsters are into their indie rock. This much we know. But did you know some are also into jazz? Yes, the music genre that originally coined the term comes to life at this delightful little dive off Belmont, complete with colorful Christmas lights and beat-up antique lounge sofas. See top-tier local jazz bands, or just set up shop at the Galaga machine, aka hipster Pac-Man.
10. Bar DeVille
Driving up from the United Center to Wicker Park, blink and you might miss this bar. And that’s how hipsters like it. It’s famous for Moscow Mules and an awesome back room where everything from dance parties to comedy sets go down, in what looks to be some lost Medieval parlor room. You can also shoot pool beneath a massive set of animal antlers that will go nicely with your flannel shirt and skin-tight jeans.
9. Club Foot
Need proof that hipsters like to get weird? Two words: Club Foot. If you’re into strange flotsam hanging from the ceiling (including blow-up balloons of French fries and a sticker-plastered bathroom with a weird elevated toilet), this is the place for you. If not, do a shot, wander over to the cage-like DJ booth, and ask them to play some punk. They’ll be more than happy to oblige. Or not.
Yes, something smells funny in here. Don’t worry. You get used to it in this hipster’s attic lined with unusual wall trappings, such as a Mona Lisa traced in Christmas lights. Stop by on open mic night for some real entertainment, or just hangout in front next to the bike rack and bum a Parliament from someone in a Minor Threat t-shirt.
When a place has an event called “Bike Messenger Mondays” (where bike messengers get free fries), you know their hipster index is probably pretty high. Couple that with an all-vegan menu and ubiquitous hipster band posters, and you’ve got yourself one of the city’s most mustachio'd hubs, with a classic back patio that feels like your buddy’s backyard. You know, the cool one.
6. East Room
Hipsters love to be the first to know about the latest, cool new thing. And East Room is one of those things. With an unmarked entrance only accessible by alley, and random art films projected on walls, this place is “so hot right now” in the hipster community, were one of those to even exist (they don't organize, bro). Simply measuring by the amount of PBR consumed alone, this place could win an award. If hipsters were into awards.
5. Empty Bottle
While this is more of a music venue than the traditional “bars” associated with this list, it doesn't change the fact that this is the kind of place where you shoot pool with the dudes from Interpol and swap obscure vinyl at handmade markets. Plus, you’ll also see bands like Arcade Fire here before they get big. And no longer cool.
4. Rainbo Club
This legendary local dive is famous as the one-time stomping ground for local ‘90s greats like The Smashing Pumpkins and Urge Overkill. And it hasn’t changed much since then. Enter to find a tripped-out mashup of gold-framed antique art, deer heads, and cheap booze. Gotta have cheap booze.
While technically any bar in Logan Square could make this list, this late-night haunt is one of the most authentic of hipster mainstays, with obscure bands playing nightly and an insider’s vibe that makes you feel like this is where they shoot indie rock videos (... because they do). They’re also putting on the Neon Marshmallow Fest -- the hipster’s anti-Lollapalooza -- over Lolla weekend.
The publisher of local hipster bible Lumpen is now the co-proprietor of this recently revamped South Side tavern, which's more like an evolving art project than a bar. Curating some of the best DJ nights in the city paired with 500 craft beers and a weekly Korean-Polish BBQ held in the back patio, this neighborhood bar/liquor store is a fanny pack-wearers oasis in a sea of blue collars.
1. The Whistler
Part-cocktail bar, part-record label, part-art gallery, and part-live music venue, this place checks all the essential hipster boxes. Sip a world-famous cocktail poured from top local mixologists and listen to tracks from the in-house record label, all while packing yourself into this tiny 74-capacity hipster VIP lounge. Because 75 people would be way too mainstream.
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1. California Clipper1002 N California Ave, Chicago
2. Simone's960 W 18th St, Chicago
3. The Continental2801 W Chicago Ave, Chicago
4. Skylark2149 S Halsted St, Chicago
5. Hungry Brain2319 W Belmont Ave, Chicago
6. Bar DeVille701 N Damen Ave, Chicago
7. The Handlebar2311 W North Ave, Chicago
8. East Room2828 W Medill Ave, Chicago
9. Empty Bottle1035 N Western Ave, Chicago
10. Rainbo Club1150 N Damen Ave, Chicago
11. Maria's Packaged Goods & Community Bar960 W 31st St, Chicago
12. The Whistler2421 N Milwaukee Ave, Chicago
13. Club Foot1824 W Augusta Blvd, Chicago
14. Innertown Pub1935 W Thomas St, Chicago
15. The Burlington3425 W Fullerton Ave, Chicago
If you're looking for a true hipster bar in Humboldt Park, it doesn’t get much more hipster than taking a toke from a Rusty Nail (Scotch, Drambuie) served at this 1937 Brunswick bar surrounded by dim red lighting, and filled with board games and kitschy lamps.
From the Danny's/Northside/Black Beetle team and housed in a 100-year-old building, Simone's is a sprawling, laid-back bar & grill whose eco-friendly credo actually plays out cool, with a wire-fence-wrapped elevated DJ booth, barstools made from old doors, booths constructed from vintage pinball machines and old seatbelts, and a J-shaped bartop made from wooden bowling lanes -- so you can throw back Turkeys where others have thrown them.
Head to this divey Humboldt Park bar for a great patio space, tight (but friendly) quarters, and a prime location next to a chicken shack.
Not only does this dive bar have some of the best tater tots in the area and an awesome beer list -- it's got a photo booth too. Warning: cash only.
If you head to this Roscoe Village drinkery, you're guaranteed to get your fill of indie rock, colorful Christmas tree lights, and beat-up antique sofas (not to mention a good time and cheap drinks).
Craft drafts, liquor-forward libations, and hip environs -- such are the makings of a great night out at Bar DeVille. Manned by veteran bartender Brad Bolt and Chicago hospitality gurus Matt Eisler and Kevin Heisner, Bar DeVille offers expertly mixed cocktails, whether familiar classics or original favorites like The Hard Sell, made with Beefeater gin, Malort, St. Germain, and lemon. Come for the drinks, stay for the ambience: from the live DJ, pool room, and photo booth, to the Art Deco-inspired bar and refurbished Victorian sofas, this trendy neighborhood watering hole is frequented by industry folk and locals alike.
This hipster-approved restaurant and bar in Wicker Park serves a vegan and vegetarian menu of American classics. Breakfast is served daily until 3pm (don't worry, there are plenty of egg dishes) but expect seitan sausage instead of bacon. The rest of the menu (it serves lunch and dinner too) is filled with meat-free bar bites like fried avocado tacos, chili cheese fries (available with vegan queso), soy-based sloppy Joes, all of which taste especially good when paired with a drink in the beer garden.
This Logan Square drinkery serves up moderately priced drinks (especially their whiskey/bourbon tails) in a relaxed lounge atmosphere.
Empty Bottle's got awesome live music, a photobooth, and a cheap booze selection.
Rainbo's got a hipster vibe with a photo booth and cheap brews to keep you satisfied.
Maria's is an awesome dive bar with eclectic selections and friendly staff.
Started by two indie label owners/members of a punk acapella group (seriously), Whistler's a music venue so great, you'd happily hang out when no bands are playing: decked out w/ exposed brick, an L-shaped walnut bar top, reclaimed church pews and chairs with hymnal holders on back, and an intimate, nicotine-friendly back patio, where you can indulge in the habit that'll one day ensure daily prayer.
If you're ready to get a little (or a lot) weird, you're ready to hit up Club Foot. Get your dance on to some punk music while enjoying the strange decor and unique crowd.
Innertown Pub is home to one of the best hipster dives in Chi. Sidle up with a cold brew, cheap 'tail, or hit some pool and darts in the back.
This bar in Logan Square is one of Chicago's most authentic of hipster bars, thanks to obscure bands playing every night and an insider’s vibe that makes you feel like this is where they shoot indie rock videos (which they totally do...)