Chicago

Chicago

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Created by Josh Labove • Updated On: February 1, 2015

I spent my college years in Chicago, and while much has changed, much stays the same. Bigger buildings, bigger pizzas, and great bookstores--it's still my kind of town.

Big Star is one of Chicago.

1. Big Star

9.0
1531 N Damen Ave (at N Wicker Park Ave), Chicago, IL
Taco Restaurant · Wicker Park · 572 tips and reviews
Longman & Eagle is one of Chicago.

2. Longman & Eagle

9.2
2657 N Kedzie Ave (at W Schubert Ave), Chicago, IL
New American Restaurant · Logan Square · 352 tips and reviews
The Publican is one of Chicago.

3. The Publican

8.8
837 W Fulton Market (at N Green St), Chicago, IL
New American Restaurant · Fulton Market · 358 tips and reviews
Avec is one of Chicago.

4. Avec

9.2
615 W Randolph St (at N Jefferson St), Chicago, IL
New American Restaurant · West Loop · 214 tips and reviews
Hopleaf Bar is one of Chicago.

5. Hopleaf Bar

9.2
5148 N Clark St (at W Foster Ave), Chicago, IL
Beer Bar · Andersonville · 334 tips and reviews
Piece Brewery and Pizzeria is one of Chicago.

6. Piece Brewery and Pizzeria

9.1
1927 W North Ave (btwn Elk Grove Ave & Damen Ave), Chicago, IL
Pizzeria · Wicker Park · 349 tips and reviews
Girl & The Goat is one of Chicago.

7. Girl & The Goat

9.0
809 W Randolph St (at Halsted St), Chicago, IL
New American Restaurant · West Town · 552 tips and reviews
Seminary Co-op Bookstore is one of Chicago.

8. Seminary Co-op Bookstore

8.7
5751 S Woodlawn Ave (at 58th St.), Chicago, IL
Bookstore · Hyde Park · 13 tips and reviews
57th Street Books is one of Chicago.

9. 57th Street Books

9.1
1101 E 57th St (at S Kimbark Ave), Chicago, IL
Bookstore · Hyde Park · 16 tips and reviews
Medici on 57th is one of Chicago.

10. Medici on 57th

8.7
1327 E 57th St (btwn S Kimbark Ave & S Kenwood Ave), Chicago, IL
Bakery · Hyde Park · 111 tips and reviews
WBEZ is one of Chicago.

11. WBEZ

7.2
848 E Grand Ave (Navy Pier), Chicago, IL
Radio Station · Streeterville · 5 tips and reviews

Josh L.Josh Labove: Closed to the public, but the closest you can get to Ira Glass' chair!

The Art Institute of Chicago is one of Chicago.

12. The Art Institute of Chicago

9.5
111 S Michigan Ave (btwn Monroe St & Jackson Dr), Chicago, IL
Art Museum · Grant Park · 686 tips and reviews
Chicago O'Hare International Airport (ORD) is one of Chicago.

13. Chicago O'Hare International Airport (ORD)

6.1
10000 W O’Hare Ave, Chicago, IL
International Airport · 3936 tips and reviews
Promontory Point Park is one of Chicago.

14. Promontory Point Park

9.3
5491 S Shore Dr, Chicago, IL
Park · East Hyde Park · 32 tips and reviews
The University of Chicago is one of Chicago.

15. The University of Chicago

5801 S Ellis Ave, Chicago, IL
University · Hyde Park · 26 tips and reviews
The Second City is one of Chicago.

16. The Second City

9.2
1616 N Wells St (btwn Concord Ln & North Ave), Chicago, IL
Comedy Club · Old Town Triangle · 151 tips and reviews
Mindy's Hot Chocolate is one of Chicago.

17. Mindy's Hot Chocolate

1747 N Damen Ave (at W Willow St), Chicago, IL
Dessert Shop · Bucktown · 199 tips and reviews
Symphony Center (Chicago Symphony Orchestra) is one of Chicago.

18. Symphony Center (Chicago Symphony Orchestra)

9.5
220 S Michigan Ave (btwn Adams & Jackson), Chicago, IL
Concert Hall · Chicago Loop, IL · 35 tips and reviews
Tribune Tower is one of Chicago.

19. Tribune Tower

435 N Michigan Ave (at E Illinois St), Chicago, IL
Structure · Streeterville · 56 tips and reviews
875 North Michigan Avenue is one of Chicago.

20. 875 North Michigan Avenue

875 N Michigan Ave (btwn Delaware Pl & Chestnut St), Chicago, IL
Structure · Streeterville · 206 tips and reviews
Harold's Chicken Shack is one of Chicago.

21. Harold's Chicken Shack

6.6
1208 E 53rd St, Chicago, IL
Fried Chicken Joint · Hyde Park · 32 tips and reviews
Kuma's Corner is one of Chicago.

22. Kuma's Corner

8.8
2900 W Belmont Ave (at Francisco Ave), Chicago, IL
Burger Joint · Northwest Side · 417 tips and reviews
Milk & Honey Café is one of Chicago.

23. Milk & Honey Café

8.0
1920 W Division St (btwn Damen Ave & Wolcott Ave), Chicago, IL
Café · Wicker Park · 92 tips and reviews
Lula Café is one of Chicago.

24. Lula Café

9.3
2537 N Kedzie Blvd (btwn Linden & Logan Sq.), Chicago, IL
Café · Logan Square · 256 tips and reviews
Giordano's is one of Chicago.

25. Giordano's

8.5
730 N Rush St (at E Superior St), Chicago, IL
Pizzeria · Near North Side · 412 tips and reviews
Al's #1 Italian Beef is one of Chicago.

26. Al's #1 Italian Beef

8.4
169 W Ontario St (at Wells), Chicago, IL
Sandwich Spot · River North · 85 tips and reviews
Filter is one of Chicago.

27. Filter

1373 N Milwaukee Ave (at N Wood St), Chicago, IL
Coffee Shop · Wicker Park · 109 tips and reviews
Intelligentsia Coffee is one of Chicago.

28. Intelligentsia Coffee

9.1
53 E Randolph St (btwn Wabash Ave & Garland Ct), Chicago, IL
Coffee Shop · The Loop · 316 tips and reviews
Xoco is one of Chicago.

29. Xoco

8.8
449 N Clark St (at W Illinois St), Chicago, IL
Mexican Restaurant · Near North Side · 360 tips and reviews
Hannah's Bretzel is one of Chicago.

30. Hannah's Bretzel

8.9
400 N La Salle Dr (at W Kinzie St), Chicago, IL
Sandwich Spot · River North · 43 tips and reviews
Eleven City Diner is one of Chicago.

31. Eleven City Diner

8.9
1112 S Wabash Ave (btwn 11th St & Roosevelt Rd), Chicago, IL
Diner · South Loop · 299 tips and reviews
The Field Museum is one of Chicago.

32. The Field Museum

9.2
1400 S Lake Shore Dr (at McFetridge Dr), Chicago, IL
History Museum · Museum Campus · 357 tips and reviews
Newberry Library is one of Chicago.

33. Newberry Library

60 W Walton St, Chicago, IL
College Library · Near North Side · 14 tips and reviews
Water Tower Park is one of Chicago.

34. Water Tower Park

6.0
180 E Pearson St, Chicago, IL
Park · Streeterville · 8 tips and reviews
The Chicago Theatre is one of Chicago.

35. The Chicago Theatre

9.4
175 N State St (at E Lake St), Chicago, IL
Theater · The Loop · 100 tips and reviews
Museum of Science and Industry is one of Chicago.

36. Museum of Science and Industry

9.2
5700 S Lake Shore Dr (at 57th Dr), Chicago, IL
Science Museum · 406 tips and reviews

37. Millennium Park Chiropractic

155 N Michigan Ave (Randolph and Michigan), Chicago, IL
Chiropractor · The Loop · No tips or reviews
Cloud Gate by Anish Kapoor (2004) is one of Chicago.

38. Cloud Gate by Anish Kapoor (2004)

9.1
N Michigan Ave (btwn Randolph St & Monroe Dr), Chicago, IL
Outdoor Sculpture · Grant Park · 304 tips and reviews
The Violet Hour is one of Chicago.

39. The Violet Hour

9.0
1520 N Damen Ave (at Pierce Ave), Chicago, IL
Speakeasy · Wicker Park · 256 tips and reviews
Jeni's Splendid Ice Creams is one of Chicago.

40. Jeni's Splendid Ice Creams

9.3
3404 N Southport Ave (at W Roscoe St), Chicago, IL
Ice Cream Parlor · Lakeview · 78 tips and reviews
Chicago Architecture Center River Cruise is one of Chicago.

41. Chicago Architecture Center River Cruise

9.5
112 E Wacker Dr (at Michigan Ave), Chicago, IL
Tour Provider · The Loop · 105 tips and reviews
Chicago Architecture Foundation is one of Chicago.

42. Chicago Architecture Foundation

224 S Michigan Ave (at E Jackson Blvd), Chicago, IL
Museum · The Loop · 51 tips and reviews
Foursided Card + Gift is one of Chicago.

43. Foursided Card + Gift

9.1
2958 N Clark St (at Wellington), Chicago, IL
Gift Store · Lake View East · 14 tips and reviews
Foursided is one of Chicago.

44. Foursided

8.9
5061 N Clark St (at W. Carmen Ave.), Chicago, IL
Gift Store · Andersonville · 18 tips and reviews
Dollop Coffee & Tea is one of Chicago.

45. Dollop Coffee & Tea

8.1
345 E Ohio St (at N McClurg Ct.), Chicago, IL
Coffee Shop · Streeterville · 81 tips and reviews
Trenchermen is one of Chicago.

46. Trenchermen

2039 W North Ave, Chicago, IL
New American Restaurant · Wicker Park · 100 tips and reviews
Nightwood Restaurant is one of Chicago.

47. Nightwood Restaurant

2119 S Halsted St (at 21st Pl), Chicago, IL
New American Restaurant · East Pilsen · 92 tips and reviews
Bow Truss Coffee Roasters is one of Chicago.

48. Bow Truss Coffee Roasters

2934 N Broadway St (at W Oakdale Ave), Chicago, IL
Coffee Shop · Lake View East · 50 tips and reviews
Oak + Char is one of Chicago.

49. Oak + Char

217 W Huron St, Chicago, IL
American Restaurant · River North · 13 tips and reviews
Do-Rite Donuts & Chicken is one of Chicago.

50. Do-Rite Donuts & Chicken

9.0
233 W Erie St (btwn N St Clair St & N Fairbanks Ct), Chicago, IL
Donut Shop · Streeterville · 77 tips and reviews
The Langham, Chicago is one of Chicago.

51. The Langham, Chicago

9.2
330 N Wabash Ave (At the Chicago River), Chicago, IL
Hotel · Near North Side · 52 tips and reviews
Nellcôte is one of Chicago.

52. Nellcôte

833 W Randolph St (at N Green St), Chicago, IL
New American Restaurant · West Town · 98 tips and reviews
The Promontory is one of Chicago.

53. The Promontory

8.6
5311 S Lake Park West (at 53rd St), Chicago, IL
Gastropub · Hyde Park · 56 tips and reviews
Smart Museum of Art is one of Chicago.

54. Smart Museum of Art

8.5
5550 S Greenwood Ave (at E. 56th St.), Chicago, IL
Art Museum · Hyde Park · 11 tips and reviews
W Chicago - Lakeshore is one of Chicago.

55. W Chicago - Lakeshore

7.4
644 N Lake Shore Dr (at E Ontario St), Chicago, IL
Hotel · Streeterville · 124 tips and reviews