Chicago
We’ve compiled the best of the best in Chicago - browse our top choices for the top things to see or do during your stay.
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1. Berlin Nightclub
Lakeview | Dance ClubsA multicultural, pansexual dance club near the Belmont El station, Berlin has progressive electronic dance music and fun themed nights (Madonna...Read More
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2. Big Chicks
Far North Side | Bars/PubsIn the Uptown area of the Far North Side, Big Chicks is a striking alternative to the Halsted strip, with a funky crowd that appreciates the...Read More
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3. Buddy Guy's Legends
South Loop | Music ClubsRelocated from its original location a few doors down, Buddy Guy's Legends has a superb sound system, excellent sightlines, and more space to...Read More
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4. Chicago Blues Festival
Music ClubsThe Chicago Blues Festival leaves no doubt about it: Chicago still loves to sing the blues. Each June, the city pulses with sounds from the...Read More
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5. Gilt Bar
River North | Bars/PubsVintage furnishings and cocktails like the Bee's Knees (gin, lemon, and honey) set the 1920s speakeasy scene at this low-lighted lounge. The...Read More
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6. Green Mill Cocktail Lounge
Far North Side | Music ClubsA Chicago institution, the Green Mill in not-so-trendy Uptown has been around since 1907. Deep leather banquettes and ornate wood paneling line...Read More
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7. Hopleaf
Far North Side | Bars/PubsAn anchor in the Andersonville corridor, Hopleaf continues the tradition of the classic Chicago bar hospitable to conversation (there's not...Read More
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8. House of Blues
River North | Music ClubsThough its name implies otherwise, House of Blues actually attracts big-name performers of all genres, including jazz, roots, gospel, alternative...Read More
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9. Old Town Ale House
Near North | Bars/PubsJust a stone's throw from Second City, Old Town Ale House has attracted a diverse cast of characters since it opened in 1958, including comedy...Read More
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10. Old Town School of Folk Music
Lincoln Square | Music ClubsChicago's oldest folk-music school has served as folk central in the city since it opened in 1957. The welcoming spot in Lincoln Square hosts...Read More
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11. Rosa's Lounge
Logan Square | Music ClubsOn a given night at Rosa's Lounge, near Bucktown, you'll find Tony, the owner, working the crowd, and his mother, Rosa, behind the bar. What...Read More
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12. Second City
Near North | Comedy ClubsAn institution since 1959, Second City has served as a launching pad for some of the hottest comedians around. Alumni include Dan Aykroyd, Tina...Read More
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13. Signature Lounge
Near North | Bars/PubsWhen it comes to views, the Signature Lounge has no competition. Perched on the 96th floor of the John Hancock Center—above even the tower's...Read More
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14. Simon's Tavern
Andersonville | Bars/PubsThis classic Andersonville bar honors the neighborhood’s Swedish roots with its signature drink, glögg —mulled Swedish wine, served hot in...Read More
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15. The Annoyance Theatre & Bar
Lakeview | Comedy ClubsThis is home base for Annoyance Productions, an irreverent group best known for hits like Skinprov and Hitch*Cocktails . ...Read More
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16. The Empty Bottle
Wicker Park | Music ClubsThis place, in the Ukrainian Village near Wicker Park, may have toys and knickknacks around the bar (including a case of macabre baby-doll heads...Read More
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17. The Hideout
Bucktown | Music ClubsThe Hideout, which is literally hidden away in a North Side industrial zone, has managed to make country music hip in Chicago. Players on the...Read More
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18. The Matchbox
Wicker Park | Bars/PubsIn West Town near Wicker Park, the Matchbox isn't much bigger than a you-know-what, but the hodgepodge of regulars don't seem to mind. In fact...Read More
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19. 3rd Coast Cafe & Wine Bar
Near North | Cafes–NightlifeThe oldest coffeehouse in the Gold Coast pleases just about everyone with a full menu served until midnight seven nights a week. The inviting...Read More
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20. 404 Wine Bar
Lakeview | Wine Bars–NightlifeEnter through rowdy Jack's Bar & Grill to find the serene 404 Wine Bar, a romantic spot filled with cozy nooks. The librarylike back room...Read More
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