Chicago

160 E Pearson St (at N. Michigan Ave.), Chicago, IL

Hotel Bar · Streeterville · 22 tips and reviews

Thrillist: 1/2 price wine Sunday-Thursday all the way through Labor Day at this hot spot in 12th floor lobby of the Ritz-Carlton. Read more.

2. Pops for Champagne

8.5

601 N State St (at E Ohio St), Chicago, IL

Wine Bar · Near North Side · 114 tips and reviews

Topo Gigio Ristorante is one of Chicago.

3. Topo Gigio Ristorante

8.6

1516 N Wells St (btwn North Ave & Schiller St), Chicago, IL

Italian Restaurant · Old Town · 81 tips and reviews

4. Girl & The Goat

9.1

809 W Randolph St (at Halsted St), Chicago, IL

New American Restaurant · West Town · 553 tips and reviews

5. The Purple Pig

500 N Michigan Ave (at W Illinois St), Chicago, IL

Mediterranean Restaurant · Streeterville · 633 tips and reviews

6. Au Cheval

9.1

800 W Randolph St (at S Halsted St), Chicago, IL

Burger Joint · Fulton Market · 483 tips and reviews

Thrillist: "Gluttony" is AC's middle name. The "single" burger is actually a double and it's topped with steak-thick bacon and crispy potato hash doused with duck heart gravy. Read more.

7. Maude's Liquor Bar

840 W Randolph St (btwn Green St & Peoria St), Chicago, IL

French Restaurant · Fulton Market · 104 tips and reviews

Andrew Hilsberg: Shaved vegetable salad is AMAZING. Also, if on a romantic date, request a table upstairs. Dark and less crowded.

Sweetwater Tavern & Grille is one of Chicago.

8. Sweetwater Tavern & Grille

8.2

225 N Michigan Ave (at S Water St), Chicago, IL

American Restaurant · The Loop · 199 tips and reviews

The San Jose Group: Great place for lunch or a drink after work. Large outdoor seating area for beautiful weather.

Twin Anchors Restaurant & Tavern is one of Chicago.

9. Twin Anchors Restaurant & Tavern

9.0

1655 N Sedgwick St (at Eugenie St), Chicago, IL

BBQ Joint · Old Town Triangle · 88 tips and reviews