Adventures in the Windy City

1. Chicago O'Hare International Airport (ORD)

6.1

10000 W O’Hare Ave, Chicago, IL

International Airport · 3934 tips and reviews

Willis Tower is one of Adventures in the Windy City.

2. Willis Tower

8.2

233 S Wacker Dr (btwn W Adams St & W Jackson Blvd), Chicago, IL

Structure · The Loop · 311 tips and reviews

875 North Michigan Avenue is one of Adventures in the Windy City.

3. 875 North Michigan Avenue

875 N Michigan Ave (btwn Delaware Pl & Chestnut St), Chicago, IL

Structure · Streeterville · 207 tips and reviews

The Violet Hour is one of Adventures in the Windy City.

4. The Violet Hour

8.9

1520 N Damen Ave (at Pierce Ave), Chicago, IL

Speakeasy · Wicker Park · 255 tips and reviews

Watershed is one of Adventures in the Windy City.

5. Watershed

8.4

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

Cocktail Bar · Near North Side · 57 tips and reviews

Portillo's is one of Adventures in the Windy City.

6. Portillo's

9.0

100 W Ontario St (at Clark St), Chicago, IL

Hot Dog Joint · River North · 667 tips and reviews

Fatso's Last Stand is one of Adventures in the Windy City.

7. Fatso's Last Stand

8.4

2258 W Chicago Ave. (Oakley), Chicago, IL

Hot Dog Joint · Ukrainian Village · 66 tips and reviews

Cloud Gate by Anish Kapoor (2004) is one of Adventures in the Windy City.

8. Cloud Gate by Anish Kapoor (2004)

8.9

N Michigan Ave (btwn Randolph St & Monroe Dr), Chicago, IL

Outdoor Sculpture · Grant Park · 304 tips and reviews

Clarence Buckingham Memorial Fountain is one of Adventures in the Windy City.

9. Clarence Buckingham Memorial Fountain

9.1

301 S Columbus Dr (btwn Jackson Dr & Balbo Dr), Chicago, IL

Fountain · Grant Park · 133 tips and reviews

The Art Institute of Chicago is one of Adventures in the Windy City.

10. The Art Institute of Chicago

9.5

111 S Michigan Ave (btwn Monroe St & Jackson Dr), Chicago, IL

Art Museum · Grant Park · 685 tips and reviews

Wendella Boat Tours is one of Adventures in the Windy City.

11. Wendella Boat Tours

400 N Michigan Ave (on the Chicago River), Chicago, IL

Boat or Ferry · Streeterville · 86 tips and reviews

Avec is one of Adventures in the Windy City.

12. Avec

9.2

615 W Randolph St (at N Jefferson St), Chicago, IL

New American Restaurant · West Loop · 214 tips and reviews

Mario's Italian Lemonade is one of Adventures in the Windy City.

13. Mario's Italian Lemonade

8.7

1068 W Taylor St (at S Carpenter St), Chicago, IL

Dessert Shop · University Village - Little Italy · 82 tips and reviews

Al's Italian Beef is one of Adventures in the Windy City.

14. Al's Italian Beef

8.5

1079 W Taylor St (btwn S May St & S Morgan St), Chicago, IL

Sandwich Spot · University Village - Little Italy · 51 tips and reviews

Potbelly Sandwich Shop is one of Adventures in the Windy City.

15. Potbelly Sandwich Shop

8.3

15901 Harlem Ave Ste E, Tinley Park, IL

Sandwich Spot · 4 tips and reviews

Giordano's is one of Adventures in the Windy City.

16. Giordano's

8.6

130 E Randolph St (at N Michigan Ave), Chicago, IL

Pizzeria · The Loop · 299 tips and reviews

Lou Malnati's Pizzeria is one of Adventures in the Windy City.

17. Lou Malnati's Pizzeria

8.7

439 N Wells St (btwn Illinois St & Hubbard St), Chicago, IL

Pizzeria · River North · 332 tips and reviews

Millennium Park is one of Adventures in the Windy City.

18. Millennium Park

9.5

201 E Randolph St (btwn Columbus Dr & Michigan Ave), Chicago, IL

Park · Grant Park · 619 tips and reviews

Grant Park is one of Adventures in the Windy City.

19. Grant Park

9.5

337 E Randolph Dr (at Michigan Ave), Chicago, IL

Park · Grant Park · 132 tips and reviews

The Gage is one of Adventures in the Windy City.

20. The Gage

8.9

24 S Michigan Ave (btwn Monroe & Madison St.), Chicago, IL

Gastropub · The Loop · 341 tips and reviews

Garrett Popcorn Shops is one of Adventures in the Windy City.

21. Garrett Popcorn Shops

8.9

625 N Michigan Ave (at E Ontario St), Chicago, IL

Snack Place · Streeterville · 131 tips and reviews

Lula Café is one of Adventures in the Windy City.

22. Lula Café

9.3

2537 N Kedzie Blvd (btwn Linden & Logan Sq.), Chicago, IL

Café · Logan Square · 256 tips and reviews

Museum Campus is one of Adventures in the Windy City.

23. Museum Campus

9.2

Burnham Park (btwn Roosevelt Rd & 18th Dr), Chicago, IL

Other Great Outdoors · 28 tips and reviews

Calumet Fisheries is one of Adventures in the Windy City.

24. Calumet Fisheries

8.5

3259 E 95th St (at Calumet River), Chicago, IL

Fish Market · 56 tips and reviews

United Center is one of Adventures in the Windy City.

25. United Center

9.2

1901 W Madison St (btwn Wood St & Damen Ave), Chicago, IL

Stadium · Near West Side · 467 tips and reviews

Chicago Cultural Center is one of Adventures in the Windy City.

26. Chicago Cultural Center

9.1

78 E Washington St (btwn N Michigan & N Garland Ct.), Chicago, IL

Museum · The Loop · 153 tips and reviews

The Aviary is one of Adventures in the Windy City.

27. The Aviary

8.8

955 W Fulton Market (at Morgan St.), Chicago, IL

Cocktail Bar · Fulton Market · 174 tips and reviews