my Chicago favorites
Big Star is one of my Chicago favorites.

1. Big Star

9.0
1531 N Damen Ave (at N Wicker Park Ave), Chicago, IL
Taco Restaurant · Wicker Park · 572 tips and reviews
Pump Room is one of my Chicago favorites.

2. Pump Room

1301 N State Pkwy (at E Goethe St), Chicago, IL
American Restaurant · Gold Coast · 94 tips and reviews
Studio Paris Nightclub is one of my Chicago favorites.

3. Studio Paris Nightclub

59 W Hubbard Street (btwn. Clark & Dearborn), Chicago, IL
Night Club · Near North Side · 34 tips and reviews

Chicago magazineChicago magazine: Go early, when you can sit in the good seats and order drinks à la carte.

Spiaggia is one of my Chicago favorites.

4. Spiaggia

980 N Michigan Ave (at Oak St), Chicago, IL
Italian Restaurant · Streeterville · 70 tips and reviews
Pane Caldo is one of my Chicago favorites.

5. Pane Caldo

111 E Chestnut St, Chicago, IL
Italian Restaurant · Streeterville · 10 tips and reviews
Pelago Ristorante is one of my Chicago favorites.

6. Pelago Ristorante

6.6
201 E Delaware Pl (Mies van der Rohe), Chicago, IL
Italian Restaurant · Streeterville · 23 tips and reviews
Prosecco is one of my Chicago favorites.

7. Prosecco

8.1
710 N Wells St (at W Superior St), Chicago, IL
Italian Restaurant · River North · 30 tips and reviews
Museum of Contemporary Art Chicago is one of my Chicago favorites.

8. Museum of Contemporary Art Chicago

8.7
220 E Chicago Ave (at Mies van der Rohe Way), Chicago, IL
Art Museum · Streeterville · 154 tips and reviews
The Purple Pig is one of my Chicago favorites.

9. The Purple Pig

500 N Michigan Ave (at W Illinois St), Chicago, IL
Mediterranean Restaurant · Streeterville · 633 tips and reviews
Xoco is one of my Chicago favorites.

10. Xoco

8.4
449 N Clark St (at W Illinois St), Chicago, IL
Mexican Restaurant · Near North Side · 360 tips and reviews

Time Out ChicagoTime Out Chicago: Breakfast at Rick Bayless’s most casual spot yet is quiet perfection: a cup of masterfully concocted hot chocolate, a flaky egg empanada, one hell of a sugar-and-cocoa-coated churro.

Slurping Turtle is one of my Chicago favorites.

11. Slurping Turtle

116 W Hubbard St (at N LaSalle St), Chicago, IL
Noodle Restaurant · River North · 193 tips and reviews

Time Out ChicagoTime Out Chicago: Highlights of the menu include hamachi tartare in delicate little taro-root tacos, tan tan men ramen weighted with herb-packed pork meatballs, and joyful desserts like softball-sized cream puffs.

The Doughnut Vault is one of my Chicago favorites.

12. The Doughnut Vault

8.9
401 1/2 N Franklin St (at W Kinzie St), Chicago, IL
Donut Shop · River North · 145 tips and reviews

Time Out ChicagoTime Out Chicago: Download a podcast. Bring a long-lost friend. Get there at 8:30am. This is the doughnut we’ve been waiting for.

Miller's Pub is one of my Chicago favorites.

13. Miller's Pub

8.3
134 S Wabash Ave (btwn E Adams & E Monroe St), Chicago, IL
Pub · The Loop · 214 tips and reviews

Time Out ChicagoTime Out Chicago: A classic Loop bar with a spruced-up beer list, a great chicken-potpie (until 4pm) and, often, a TOC editor at the bar.

The Art Institute of Chicago is one of my Chicago favorites.

14. The Art Institute of Chicago

9.5
111 S Michigan Ave (btwn Monroe St & Jackson Dr), Chicago, IL
Art Museum · Grant Park · 687 tips and reviews