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.

Sort by: 68 Recommendations {{numTotalPoiResults}} {{ (numTotalPoiResults===1)?'Recommendation':'Recommendations' }} 0 Recommendations
CLEAR ALL CLEAR ALL
Loading...
Loading...
  • 1. Big Chicks

    Lakeview and the Far North Side | Bars/Pubs

    In 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

  • 2. Gilt Bar

    Near North and River North | Bars/Pubs

    Vintage 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

  • 3. Hopleaf

    Lakeview and the Far North Side | Bars/Pubs

    An anchor in the Andersonville corridor, Hopleaf continues the tradition of the classic Chicago bar hospitable to conversation (there's not...Read More

  • 4. Old Town Ale House

    Near North and River North | Bars/Pubs

    Just 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

  • 5. Signature Lounge

    Near North and River North | Bars/Pubs

    When 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

  • 6. Simon's Tavern

    Lakeview and the Far North Side | Bars/Pubs

    This classic Andersonville bar honors the neighborhood’s Swedish roots with its signature drink, glögg —mulled Swedish wine, served hot in...Read More

  • 7. The Matchbox

    Lincoln Park, Wicker Park, and Bucktown | Bars/Pubs

    In 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

  • 8. Blokes & Birds

    Lakeview and the Far North Side | Bars/Pubs

    A departure from the typical Wrigleyville sports bar, this modern public house draws Anglophiles thirsty for a well-poured pint and contemporary...Read More

  • 9. Bridge House Tavern

    Near North and River North | Bars/Pubs

    With an enormous patio overlooking the Chicago River, this bar attracts both the after-work crowd and tourists searching for the quintessential...Read More

  • 10. Bull & Bear

    Near North and River North | Bars/Pubs

    Bull & Bear amps up the testosterone, with a dual focus on sports—the bar's name references two Chicago sports teams—and the stock market...Read More

  • 11. Castaways

    Near North and River North | Bars/Pubs

    This breezy, casual bar and grill puts you so close to Lake Michigan that you might consider wearing a swimsuit. Perched atop the North Avenue...Read More

  • 12. Charlie's

    Lakeview and the Far North Side | Bars/Pubs

    A country-and-western dance spot, Charlie's lets you two-step nightly to achy-breaky tunes (club music takes over after midnight). It's mostly...Read More

  • 13. Circuit

    Lakeview and the Far North Side | Bars/Pubs

    The biggest dance club in Boystown is a stripped-down hall energized by flashing lights, booming sounds, and a partying crowd. Take a break...Read More

  • 14. Citizen Bar

    Near North and River North | Bars/Pubs

    Everyone's welcome at Citizen Bar, a sleek space with exposed brick walls and traditional bar fare. But the real draw is the huge, multilevel...Read More

  • 15. Debonair Social Club

    Lincoln Park, Wicker Park, and Bucktown | Bars/Pubs

    In the historic Flat Iron Building, the Debonair Social Club combines visual arts, music, and late-night dining. Upstairs, curated video...Read More

  • 16. Delilah's

    Lincoln Park | Bars/Pubs

    A rare dive bar amid Lincoln Park's tonier establishments, Delilah's is dark and a bit grungy. But the bar has a friendly, unpretentious vibe...Read More

  • 17. Division Street

    Near North and River North | Bars/Pubs

    For vestiges of the old Rush Street, continue north to Division Street, between Clark and State. The watering holes here are crowded and noisy...Read More

  • 18. Drumbar

    Near North and River North | Bars/Pubs

    Located on the 18th floor of the Raffaello Hotel, Drumbar boasts a delicious, whiskey-focused cocktail menu plus divine city views....Read More

  • 19. East Room

    Lincoln Park, Wicker Park, and Bucktown | Bars/Pubs

    This unmarked "secret" bar carries through with its speakeasy theme—the only sign you’re in the right place is the red light above the door...Read More

  • 20. Emporium Arcade Bar

    Lincoln Park, Wicker Park, and Bucktown | Bars/Pubs

    Two of America’s favorite pastimes—drinking and playing classic arcade games—come together here. You can do both affordably, too. Most games...Read More

No nightlife Results

Please try a broader search, or expore these popular suggestions: