Chicago Daters' Choice Award Winners
90 Miles Cuban Cafe is one of Chicago Daters' Choice Award Winners.

1. 90 Miles Cuban Cafe

8.6
2540 W Armitage Ave (at Stave St), Chicago, IL
Cuban Restaurant · Logan Square · 173 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: 90 Miles Cuban Cafe was voted the Best Dime Saver Date Spot by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

Emporium Wicker Park is one of Chicago Daters' Choice Award Winners.

2. Emporium Wicker Park

8.6
1366 N Milwaukee Ave, Chicago, IL
Bar · Wicker Park · 75 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: Emporium Arcade Bar was voted the Best Nerdy Date Spot by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

3 Arts Club Cafe is one of Chicago Daters' Choice Award Winners.

3. 3 Arts Club Cafe

9.1
1300 N Dearborn St (at W Goethe St), Chicago, IL
Café · Gold Coast · 83 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: 3 Arts Club Cafe was voted the Best Instagramable Date Spot by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

The Map Room is one of Chicago Daters' Choice Award Winners.

4. The Map Room

8.6
1949 N Hoyne Ave (at W Armitage Ave), Chicago, IL
Beer Bar · Bucktown · 108 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: The Map Room was voted the Best Boozy Date Spot by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

WhirlyBall is one of Chicago Daters' Choice Award Winners.

5. WhirlyBall

8.7
1825 W. Webster Ave. (Elston), Chicago, IL
Arts and Entertainment · Bucktown · 44 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: WhirlyBall was voted the Best Date Spot for Friendly Competition by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

Three Dots and a Dash is one of Chicago Daters' Choice Award Winners.

6. Three Dots and a Dash

8.4
435 N Clark St (btwn Illinois & Hubbard St), Chicago, IL
Tiki Bar · Near North Side · 223 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: Three Dots and a Dash was voted the Best Hidden Gem Date Spot by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

Big Star is one of Chicago Daters' Choice Award Winners.

7. Big Star

9.0
1531 N Damen Ave (at N Wicker Park Ave), Chicago, IL
Taco Restaurant · Wicker Park · 571 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: Big Star was voted the Best Open Air Date Spot by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

Slippery Slope is one of Chicago Daters' Choice Award Winners.

8. Slippery Slope

7.6
2357 N Milwaukee Ave, Chicago, IL
Night Club · Logan Square · 33 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: Slippery Slope was voted the Best Bathroom for Sex by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

SmallBar is one of Chicago Daters' Choice Award Winners.

9. SmallBar

8.2
2956 N Albany Ave (at Wellington), Chicago, IL
Bar · Logan Square · 39 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: SmallBar was voted the Best Sports Bar with No Bros by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

Green Door Tavern is one of Chicago Daters' Choice Award Winners.

10. Green Door Tavern

8.5
678 N Orleans St (at Huron St), Chicago, IL
Speakeasy · River North · 76 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: Green Door Tavern was voted the Best Classic Date Spot by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

The Violet Hour is one of Chicago Daters' Choice Award Winners.

11. The Violet Hour

8.9
1520 N Damen Ave (at Pierce Ave), Chicago, IL
Speakeasy · Wicker Park · 255 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: The Violet Hour was voted the Best Date Spot to Get Sex Started by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.

The Second City is one of Chicago Daters' Choice Award Winners.

12. The Second City

9.3
1616 N Wells St (btwn Concord Ln & North Ave), Chicago, IL
Comedy Club · Old Town Triangle · 151 tips and reviews

OkCupid Daters' ChoiceOkCupid Daters' Choice: The Second City was voted the Best Intellectual Date Spot by OkCupid users in the first-ever Daters' Choice Awards! Tap Read more for additional date spot categories in Chicago. #daterschoice Read more.