Two days in Chicago, IL
The Loop is one of Two days in Chicago, IL.

1. The Loop

Chicago, IL
Neighborhood · 36 tips and reviews
Gold Coast is one of Two days in Chicago, IL.

2. Gold Coast

Chicago, IL
Neighborhood · 18 tips and reviews
West Loop is one of Two days in Chicago, IL.

3. West Loop

Chicago, IL
Neighborhood · 11 tips and reviews
Printers Row is one of Two days in Chicago, IL.

4. Printers Row

Chicago, IL
Neighborhood · 3 tips and reviews
The Art Institute of Chicago is one of Two days in Chicago, IL.

5. The Art Institute of Chicago

9.6
111 S Michigan Ave (btwn Monroe St & Jackson Dr), Chicago, IL
Art Museum · Grant Park · 595 tips and reviews

Explore ChicagoExplore Chicago: The "Historic Route 66" begins in Chicago at Grant Park on Adams Street in front of the Art Institute of Chicago. Read more.

Chicago Cultural Center is one of Two days in Chicago, IL.

6. Chicago Cultural Center

9.3
78 E Washington St (btwn N Michigan & N Garland Ct.), Chicago, IL
Museum · The Loop · 134 tips and reviews

CheapismCheapism: This landmark building houses free public events, such as lectures, films, music and dance events. They have the world’s largest stained glass Tiffany dome. Read more.

Museum of Science and Industry is one of Two days in Chicago, IL.

7. Museum of Science and Industry

9.4
5700 S Lake Shore Dr (at 57th Dr), Chicago, IL
Science Museum · 351 tips and reviews

NASANASA: This is the largest science museum in the Western Hemisphere. The Henry Crown Space Center features rockets, shuttles, satellites, rovers and probes. You can even see the actual Apollo 8 spacecraft! Read more.

Chicago Architecture Foundation is one of Two days in Chicago, IL.

8. Chicago Architecture Foundation

9.2
224 S Michigan Ave (at E Jackson Blvd), Chicago, IL
Museum · The Loop · 48 tips and reviews
Chicago Architecture Foundation River Cruise is one of Two days in Chicago, IL.

9. Chicago Architecture Foundation River Cruise

9.4
112 E Wacker Dr (at Michigan Ave), Chicago, IL
Boat or Ferry · The Loop · 58 tips and reviews
Lincoln Park is one of Two days in Chicago, IL.

10. Lincoln Park

9.4
5700 N Lake Shore Dr (btwn Glenlake Ave & Grand Ave), Chicago, IL
Park · Lincoln Park · 39 tips and reviews

Time Out ChicagoTime Out Chicago: The park stretches along the lakeshore and contains the Lincoln Park Zoo, the Lincoln Park Conservatory and the Lincoln Park Cultural Center.

Village of Oak Park is one of Two days in Chicago, IL.

11. Village of Oak Park

Illinois
City · 13 tips and reviews
Millennium Park Chiropractic is one of Two days in Chicago, IL.

12. Millennium Park Chiropractic

155 N Michigan Ave (Randolph and Michigan), Chicago, IL
Chiropractor · The Loop · 1 tip

Explore ChicagoExplore Chicago: This 24.5-acre park features the work of world-renowned architects, planners, artists and designers. Read more.

Boeing Galleries is one of Two days in Chicago, IL.

13. Boeing Galleries

8.4
Millennium Park (btwn Columbus Dr & Michigan Ave), Chicago, IL
Sculpture Garden · Grant Park · 14 tips and reviews
BP Bridge is one of Two days in Chicago, IL.

14. BP Bridge

201 E Randolph St (In Millennium Park), Chicago, IL
Bridge · Grant Park · 8 tips and reviews
Chase Promenade Millennium Park is one of Two days in Chicago, IL.

15. Chase Promenade Millennium Park

7.7
Chicago, IL
Plaza · Grant Park · 2 tips and reviews
Cloud Gate is one of Two days in Chicago, IL.

16. Cloud Gate

9.5
Michigan Ave (btwn Randolph St & Monroe St), Chicago, IL
Public Art · Grant Park · 236 tips and reviews
Crown Fountain is one of Two days in Chicago, IL.

17. Crown Fountain

8.8
Michigan Ave (btwn S Michigan Ave and Boeing Gallery S), Chicago, IL
Outdoor Sculpture · Grant Park · 55 tips and reviews
Exelon Pavilion is one of Two days in Chicago, IL.

18. Exelon Pavilion

Chicago, IL
Plaza · Grant Park · No tips or reviews
Jay Pritzker Pavilion is one of Two days in Chicago, IL.

19. Jay Pritzker Pavilion

9.5
Millennium Park (btwn Columbus Dr & Michigan Ave), Chicago, IL
Music Venue · Grant Park · 100 tips and reviews
Lurie Garden is one of Two days in Chicago, IL.

20. Lurie Garden

9.1
Millennium Park (btwn Columbus Dr & Michigan Ave), Chicago, IL
Garden · Grant Park · 46 tips and reviews
Navy Pier is one of Two days in Chicago, IL.

21. Navy Pier

8.8
600 E Grand Ave (at Streeter Dr), Chicago, IL
Pier · Streeterville · 336 tips and reviews

Explore ChicagoExplore Chicago: The first Ferris wheel made its debut in Chicago at the 1893 World's Columbian Exposition. Today, Navy Pier is home to a 15-story Ferris wheel, modeled after the original one. Read more.

Oak Street Beach is one of Two days in Chicago, IL.

22. Oak Street Beach

9.2
1000 N Lake Shore Dr (at Oak St), Chicago, IL
Beach · Gold Coast · 54 tips and reviews

The Magnificent MileThe Magnificent Mile: Spend a day playing in the sand with the Chicago skyline on one side and endless blue on the other. Access Oak Street Beach via the underground tunnels at Michigan Avenue and Oak Street. Read more.

The Beginning Of Route 66 is one of Two days in Chicago, IL.

23. The Beginning Of Route 66

7.9
Adams St. (Michigan Av.), Chicago, IL
Road · The Loop · 7 tips and reviews
Alexander Calder's Flamingo Sculpture is one of Two days in Chicago, IL.

24. Alexander Calder's Flamingo Sculpture

8.0
230 S Dearborn St (at W Adams St), Chicago, IL
Public Art · The Loop · 23 tips and reviews

Explore ChicagoExplore Chicago: The three International style federal buildings that form a plaza around Calder's Flamingo were designed by the architect Mies van der Rohe. Read more.

Chagall Mosaic, "The Four Seasons" is one of Two days in Chicago, IL.

25. Chagall Mosaic, "The Four Seasons"

8.6
70 W Madison St (at Chase Tower), Chicago, IL
Public Art · The Loop · 13 tips and reviews

Explore ChicagoExplore Chicago: Composed of thousands of inlaid chips in over 250 colors, Marc Chagall’s mosaic artwork The Four Seasons portrays six scenes of Chicago. Read more.

Clarence Buckingham Memorial Fountain is one of Two days in Chicago, IL.

26. Clarence Buckingham Memorial Fountain

9.2
301 S Columbus Dr (btwn Jackson Dr & Balbo Dr), Chicago, IL
Fountain · Grant Park · 116 tips and reviews
Michael Jordan Statue is one of Two days in Chicago, IL.

27. Michael Jordan Statue

8.9
United Center (at Wood St), Chicago, IL
Monument / Landmark · Near West Side · 30 tips and reviews

Explore ChicagoExplore Chicago: Located outside the United Center’s east end, the sculpture, which can be seen without buying a ticket to a Bulls or Blackhawks game, celebrates one of Chicago’s most internationally known figures. Read more.

Aon Center is one of Two days in Chicago, IL.

28. Aon Center

200 E Randolph Drive (at Columbus Dr), Chicago, IL
Office · The Loop · 19 tips and reviews
Auditorium Theatre is one of Two days in Chicago, IL.

29. Auditorium Theatre

9.3
50 E Congress Pkwy (Roosevelt University), Chicago, IL
Theater · South Loop · 50 tips and reviews

Explore ChicagoExplore Chicago: The Auditorium Theatre was designed and constructed by famed architects Dankmar Adler and Louis Sullivan; it opened in 1889. Read more.

Chicago Board of Trade is one of Two days in Chicago, IL.

30. Chicago Board of Trade

141 W Jackson Blvd (at LaSalle St), Chicago, IL
Office · The Loop · 40 tips and reviews

Explore ChicagoExplore Chicago: The Chicago Board of Trade was designed by Holabird & Root, and is an example of Art Deco style architecture. Read more.

Carbide & Carbon Building is one of Two days in Chicago, IL.

31. Carbide & Carbon Building

230 N Michigan Ave, Chicago, IL
Office · The Loop · 4 tips and reviews

Jeremy G.Jeremy Green: The Carbide & Carbon Building is a Chicago landmark located at 230 N. Michigan Avenue. The building, which was built in 1929, is an example of Art Deco architecture designed by Daniel and Hubert Burnh

Chase Tower is one of Two days in Chicago, IL.

32. Chase Tower

10 S Dearborn St (at W Madison St), Chicago, IL
Building · The Loop · 27 tips and reviews

Chicago TribuneChicago Tribune: At 850 feet tall, this Chase has a zagillion (actual figure) ATM machines and a large bank in the lobby. For more building talk, Trib architecture critic Blair Kamin's your guy. http://bit.ly/6e8rN0

Fine Arts Building is one of Two days in Chicago, IL.

33. Fine Arts Building

7.9
410 S. Michigan (South Michigan and East Congress Parkway), Chicago, IL
General Entertainment · The Loop · 14 tips and reviews
Fisher Building City Apartments is one of Two days in Chicago, IL.

34. Fisher Building City Apartments

343 S Dearborn St Ste 202, Chicago, IL
Residential Building (Apartment / Condo) · The Loop · 4 tips and reviews
Frank Lloyd Wright Home and Studio is one of Two days in Chicago, IL.

35. Frank Lloyd Wright Home and Studio

9.4
951 Chicago Ave (at Forest Ave), Oak Park, IL
Historic Site · 48 tips and reviews
Frank Lloyd Wright Robie House is one of Two days in Chicago, IL.

36. Frank Lloyd Wright Robie House

8.9
5757 S Woodlawn Ave, Chicago, IL
History Museum · Hyde Park · 30 tips and reviews

37. James R. Thompson Center

100 W Randolph St. (btwn LaSalle & Clark St.), Chicago, IL
Government Building · The Loop · 29 tips and reviews

Explore ChicagoExplore Chicago: See the sculpture, Monument With Standing Beast, by Jean Dubuffet outside, then step inside to snap a photo of the Thompson Center's unusually shaped atrium.

Monument with Standing Beast - Dubuffet sculpture is one of Two days in Chicago, IL.

38. Monument with Standing Beast - Dubuffet sculpture

7.0
100 West Randolph St. (James R Thompson Center), Chicago, IL
Public Art · The Loop · 2 tips and reviews

Agnes R.Agnes R.: Monument with Standing Beast by Dubuffet

John Hancock Center is one of Two days in Chicago, IL.

39. John Hancock Center

8.9
875 N Michigan Ave (btwn Delaware Pl & Chestnut St), Chicago, IL
Building · Streeterville · 218 tips and reviews

Chicago TribuneChicago Tribune: 1,127 feet tall. Rises 100 stories above the northern end of the Magnificent Mile. Did you know the building was a "brace tube"? Read more at http://trib.in/razwrg

360 CHICAGO is one of Two days in Chicago, IL.

40. 360 CHICAGO

9.2
875 N Michigan Ave (btwn Delaware Pl & Chestnut St), Chicago, IL
Scenic Lookout · Streeterville · 134 tips and reviews

HISTORYHISTORY: Located on the 94th floor of the building 1,000 feet above the Magnificent Mile, it's the city's only open-air skywalk. Here you'll see an incredible 360-degree view of Chicago, WI, IN & parts of IL.

Kluczynski Federal Building is one of Two days in Chicago, IL.

41. Kluczynski Federal Building

230 S Dearborn St (at W Jackson Blvd), Chicago, IL
Office · The Loop · 14 tips and reviews
LaSalle Street Financial District is one of Two days in Chicago, IL.

42. LaSalle Street Financial District

8.1
Lasalle St (Jackson Blvd), Chicago, IL
General Travel · The Loop · 2 tips and reviews
The Magnificent Mile is one of Two days in Chicago, IL.

43. The Magnificent Mile

9.1
N Michigan Ave (btwn E Oak St & Chicago River), Chicago, IL
Road · Streeterville · 85 tips and reviews
Marina City is one of Two days in Chicago, IL.

44. Marina City

300 N State St (at Chicago River), Chicago, IL
Building · Near North Side · 11 tips and reviews
Marquette Building is one of Two days in Chicago, IL.

45. Marquette Building

140 S Dearborn St (at W Adams St), Chicago, IL
Building · The Loop · 3 tips and reviews
Michigan Avenue Bridge is one of Two days in Chicago, IL.

46. Michigan Avenue Bridge

350 N Michigan Ave (at E Wacker Dr), Chicago, IL
Bridge · The Loop · 25 tips and reviews
Chicago Riverwalk is one of Two days in Chicago, IL.

47. Chicago Riverwalk

9.7
Chicago River, Chicago, IL
Trail · Near North Side · 96 tips and reviews
Monadnock Building is one of Two days in Chicago, IL.

48. Monadnock Building

53 W Jackson Blvd, Chicago, IL
Office · The Loop · 8 tips and reviews

Explore ChicagoExplore Chicago: Built in two phases during the late 1880s and early 1890s, the Monadnock reveals the change in modern architectural construction in the late nineteenth century. Check out the amazing staircase inside. Read more.

Old Colony Building is one of Two days in Chicago, IL.

49. Old Colony Building

407 S Dearborn St, Chicago, IL
Office · The Loop · No tips or reviews
Chicago Public Library is one of Two days in Chicago, IL.

50. Chicago Public Library

9.2
400 S. State St. (btwn Van Buren & Congress), Chicago, IL
Library · The Loop · 79 tips and reviews

Explore ChicagoExplore Chicago: Head to the 9th Floor of the city's central library to visit the Winter Garden, a spacious atrium with a terrazzo and marble floor and glass dome.

CTA - Quincy/Wells is one of Two days in Chicago, IL.

51. CTA - Quincy/Wells

5.9
220 S Wells St (at W Quincy St), Chicago, IL
Train Station · The Loop · 24 tips and reviews

Dylan C.Dylan Conn: Coolest L station in the Loop! Historically renovated to look like it did when it opened in 1897. Make sure to check out the period advertisements while you wait on the platform.

Railway Exchange Building is one of Two days in Chicago, IL.

52. Railway Exchange Building

224 S Michigan Ave (Jackson), Chicago, IL
Historic Site · The Loop · No tips or reviews
The Railway Exchange is one of Two days in Chicago, IL.

53. The Railway Exchange

224 S Michigan Ave (at E Jackson Blvd), Chicago, IL
Building · The Loop · 4 tips and reviews
Richard J. Daley Center is one of Two days in Chicago, IL.

54. Richard J. Daley Center

50 W Washington St (btwn Clark & Dearborn), Chicago, IL
Courthouse · The Loop · 55 tips and reviews
Daley Plaza is one of Two days in Chicago, IL.

55. Daley Plaza

8.8
50 W Washington St (btwn Clark St & Dearborn St), Chicago, IL
Plaza · The Loop · 48 tips and reviews

Explore ChicagoExplore Chicago: Sculptor Pablo Picasso never named his sculpture – nor did he ever explain what it represents. Read more.

56. The Rookery Building

209 S La Salle St (at Adams St), Chicago, IL
Building · The Loop · 16 tips and reviews

Jeremy G.Jeremy Green: Built in 1888 by Chicago architectural office of Burnham and Root the twelve story Rookery is considered the oldest standing high-rise in Chicago. The lobby was remodeled in 1905 by Frank L. Wright

Roosevelt University is one of Two days in Chicago, IL.

57. Roosevelt University

430 S Michigan Ave (E Congress Pkwy), Chicago, IL
University · The Loop · 14 tips and reviews

58. Second Leiter Building

State Street (East Congress Parkway), Chicago, IL
Historic Site · The Loop · 1 tip

Agnes R.Agnes R.: Also known as Leiter II Building or Sears Building, but not to be confused with Willis Tower, formerly Sears Tower.

Chicago Temple is one of Two days in Chicago, IL.

59. Chicago Temple

77 W Washington St (at N Clark St), Chicago, IL
Temple · The Loop · 15 tips and reviews
Tribune Tower is one of Two days in Chicago, IL.

60. Tribune Tower

8.5
435 N Michigan Ave (at E Illinois St.), Chicago, IL
Office · Streeterville · 73 tips and reviews

Explore ChicagoExplore Chicago: Did you know? A piece of the Berlin wall is one of the many special stones embedded in the wall of the Tribune Tower. Head to the Western Brown Line 'L' stop to see another Berlin Wall monument. Read more.

Trump International Hotel & Tower Chicago is one of Two days in Chicago, IL.

61. Trump International Hotel & Tower Chicago

8.5
401 N Wabash Ave (at E Kinzie St), Chicago, IL
Hotel · Near North Side · 99 tips and reviews

Chicago TribuneChicago Tribune: 1,389 feet tall, not counting the hair. Great story from the Tribune's Blair Kamin on Trump Tower. http://trib.in/oCe3oR

Chicago Water Tower is one of Two days in Chicago, IL.

62. Chicago Water Tower

9.1
806 N Michigan Ave (btwn Pearson St & Chicago Ave), Chicago, IL
Historic Site · Streeterville · 31 tips and reviews

Loyola University ChicagoLoyola University Chicago: This landmark is just steps away from Loyola's Water Tower Campus on Pearson Street.

Willis Tower is one of Two days in Chicago, IL.

63. Willis Tower

9.1
233 S Wacker Dr (btwn W Adams St & W Jackson Blvd), Chicago, IL
Building · The Loop · 279 tips and reviews

Chicago TribuneChicago Tribune: 1,451 feet tall. If you're brave enough, the skydeck is amazing. You literally feel like you're floating on top of the world. For more stories mentioning the Willis Tower, go to http://trib.in/ogoEOZ

Skydeck Chicago is one of Two days in Chicago, IL.

64. Skydeck Chicago

9.1
233 S Wacker Dr (btwn Adams St & Jackson Blvd), Chicago, IL
Scenic Lookout · The Loop · 336 tips and reviews

Explore ChicagoExplore Chicago: Superman can leap "the tallest building in a single bound", quite a feat at the Willis Tower, which is 1,450 feet (443 meters) high or 1,730 feet (520 meters) including the twin antenna towers.

Wrigley Building is one of Two days in Chicago, IL.

65. Wrigley Building

8.8
400 N Michigan Ave, Chicago, IL
Building · Streeterville · 12 tips and reviews
Wrigley Field is one of Two days in Chicago, IL.

66. Wrigley Field

9.3
1060 W Addison St (btwn Sheffield Ave & Clark St), Chicago, IL
Baseball Stadium · Wrigleyville · 511 tips and reviews
Blue Chicago is one of Two days in Chicago, IL.

67. Blue Chicago

8.8
536 N Clark St (Bt W Grand Av & Ohio St.), Chicago, IL
Jazz Club · Near North Side · 42 tips and reviews

Explore ChicagoExplore Chicago: Mark Blue Chicago on your map; the venue offers plenty of live music at a convenient downtown location. Read more.

Buddy Guy's Legends is one of Two days in Chicago, IL.

68. Buddy Guy's Legends

8.8
700 S Wabash Ave (at Balbo Dr.), Chicago, IL
Music Venue · South Loop · 122 tips and reviews

Explore ChicagoExplore Chicago: Local and international legends play here, and Buddy Guy himself graces the stage of his authentic blues club, where memorabilia like B.B. King and John Lee Hooker’s guitars complete the atmosphere. Read more.

Alinea is one of Two days in Chicago, IL.

69. Alinea

9.2
1723 N Halsted St (btwn W North Ave & W Willow St), Chicago, IL
Molecular Gastronomy Restaurant · Lincoln Park · 117 tips and reviews

Travel ChannelTravel Channel: Sardine sandwiches floating on titanium antennae, solidified olive oil -- Alinea may well be, and I do not say this lightly, the most important restaurant in America. -- Andrew Zimmern, Bizarre Foods

676 Restaurant and Bar is one of Two days in Chicago, IL.

70. 676 Restaurant and Bar

8.2
676 N Michigan Ave (at Huron St), Chicago, IL
Bar · Streeterville · 16 tips and reviews

Time Out ChicagoTime Out Chicago: How can a bar sitting on prime Mag Mile property be unsung? It’s a mystery, but we don’t mind, because for an after-work cocktail there’s perhaps no better perch than one of this bar’s window seats. Read more.

Avec is one of Two days in Chicago, IL.

71. Avec

9.4
615 W Randolph St (at N Jefferson St), Chicago, IL
New American Restaurant · West Loop · 175 tips and reviews

ZAGATZAGAT: The chorizo-stuffed dates and wood-oven pork shoulder are worth the wait.

Blackbird is one of Two days in Chicago, IL.

72. Blackbird

8.7
619 W Randolph St (at N Desplaines St.), Chicago, IL
New American Restaurant · West Loop · 116 tips and reviews

Time Out ChicagoTime Out Chicago: Try the frozen cucumber mousse from our 100 Best list: Executive pastry chef Bryce Caron turns a humble cucumber into this creamsicle-like dessert, which is unexpectedly rich & surprisingly refreshing

Bongo Room is one of Two days in Chicago, IL.

73. Bongo Room

9.0
1152 S Wabash Ave (at Roosevelt Rd), Chicago, IL
Breakfast Spot · South Loop · 108 tips and reviews

@nicoleyeary@nicoleyeary: Try the Red Velvet Pancakes with vanilla creme sauce ~ amazing... Perfect balance of sweet and savory

La Colombe Torrefaction is one of Two days in Chicago, IL.

74. La Colombe Torrefaction

9.2
955 W Randolph St (at Morgan St), Chicago, IL
Coffee Shop · West Town · 84 tips and reviews

Explore ChicagoExplore Chicago: La Colombe supplies coffee to West Loop restaurants as well as to cafe patrons. Try their Leonardo DiCaprio blend: proceeds go to the Actor’s foundation to support environmental sustainability.

David Burke's Primehouse is one of Two days in Chicago, IL.

75. David Burke's Primehouse

8.7
616 N Rush St (at E Ontario St), Chicago, IL
Steakhouse · Near North Side · 128 tips and reviews

Time Out ChicagoTime Out Chicago: Warm popovers stand in for bread, filets are tender and rich, and brunch gets served in bento boxes with themes— “griddled” (pancakes and French toast) and “hangover” (burgers, fries and sunglasses). Read more.

The Drawing Room is one of Two days in Chicago, IL.

76. The Drawing Room

937 N Rush St (at E Walton Pl), Chicago, IL
Cocktail Bar · Streeterville · 78 tips and reviews

EsquireEsquire: Congratulations, you've found one of Esquire's Best Bars in America. Ask Charles Joly to make you The Old Man, the Monk, and the Sea. Read more.

The Gage is one of Two days in Chicago, IL.

77. The Gage

9.1
24 S Michigan Ave (btwn Monroe & Madison St.), Chicago, IL
Gastropub · The Loop · 284 tips and reviews

Time Out ChicagoTime Out Chicago: The food is rich and flavorful, from the perfect-for-snacking Scotch egg to the Gage burger, served a juicy medium-rare and dripping with melted onion marmalade and gobs of Midwestern Camembert. Read more.

Haymarket Pub & Brewery is one of Two days in Chicago, IL.

78. Haymarket Pub & Brewery

8.6
737 W Randolph St (at Halsted St), Chicago, IL
Brewery · West Town · 169 tips and reviews

Explore ChicagoExplore Chicago: Haymarket offers American and Belgium-inspired beers brewed in-house and delicious food (vegan options available). Sip on a brew while taking in a play at the connected Drinking and Writing Theater.

Hot Doug's is one of Two days in Chicago, IL.

79. Hot Doug's

3324 N California Ave (at Roscoe St), Chicago, IL
Hot Dog Joint · Northwest Side · 244 tips and reviews

ZAGATZAGAT: Bear the line on Fridays and Saturdays for the duck-fat fries.

The Bar At The Intercontinental Hotel is one of Two days in Chicago, IL.

80. The Bar At The Intercontinental Hotel

Chicago, IL
Bar · Streeterville · No tips or reviews
Manny's Cafeteria & Delicatessen is one of Two days in Chicago, IL.

81. Manny's Cafeteria & Delicatessen

9.3
1141 S Jefferson St (at Roosevelt Rd.), Chicago, IL
Sandwich Place · South Loop · 98 tips and reviews

Explore ChicagoExplore Chicago: Stop in this coffee shop and deli for a corned beef sandwich lunch! Manny's staff says it's a local favorite.

NoMI is one of Two days in Chicago, IL.

82. NoMI

9.2
800 N Michigan Ave (North Rush Street), Chicago, IL
New American Restaurant · Streeterville · 97 tips and reviews

Time Out ChicagoTime Out Chicago: If your idea of winding down involves 12-year single malt, a Montecristo cigar and rubbing elbows with businessmen, you’ll find all three on the seventh-floor patio lounge of this Park Hyatt stunner. Read more.

Uno Pizzeria & Grill - Chicago is one of Two days in Chicago, IL.

83. Uno Pizzeria & Grill - Chicago

8.1
29 E Ohio St (N Wabash Av), Chicago, IL
Pizza Place · Near North Side · 138 tips and reviews

Travel ChannelTravel Channel: Pizzeria Uno invented the deep-dish, and there is no arguing with fans that it's still number 1. – Camille Ford, Food Wars Read more.

Porkchop is one of Two days in Chicago, IL.

84. Porkchop

7.5
941 W Randolph St (btwn N Morgan St & N Sangamon St), Chicago, IL
BBQ Joint · West Town · 59 tips and reviews

Explore ChicagoExplore Chicago: Ask Porkchop to “add meat” to anything on your menu. Besides their grilled porkchop, this place is also known for fried chicken! Come here on a Friday or Saturday to listen to live local rock bands.

Pops for Champagne is one of Two days in Chicago, IL.

85. Pops for Champagne

8.8
601 N State St (at E Ohio St), Chicago, IL
Wine Bar · Near North Side · 110 tips and reviews
Portillo's is one of Two days in Chicago, IL.

86. Portillo's

9.3
100 W Ontario St (at N Clark St), Chicago, IL
Hot Dog Joint · River North · 556 tips and reviews

Explore ChicagoExplore Chicago: Making a Chicago-style hot dog, with all its requisite toppings, is also known as "dragging it through the garden". Read more.

The Publican is one of Two days in Chicago, IL.

87. The Publican

9.3
837 W Fulton Market (at N Green St), Chicago, IL
New American Restaurant · Fulton Market · 337 tips and reviews

ZAGATZAGAT: Head over Sunday nights for a $45-per-person family-style four-course dinner.

Rock Bottom Restaurant & Brewery is one of Two days in Chicago, IL.

88. Rock Bottom Restaurant & Brewery

8.1
1 W Grand Ave (at N State St), Chicago, IL
Brewery · Near North Side · 211 tips and reviews

Time Out ChicagoTime Out Chicago: Just a drunken stumble from the Grand Red Line station, this sporty brewpub offers six house-brewed beers to sip on. Read more.

Sepia is one of Two days in Chicago, IL.

89. Sepia

8.8
123 N Jefferson St (btwn Washington & Randolph), Chicago, IL
New American Restaurant · West Loop · 54 tips and reviews

Time Out ChicagoTime Out Chicago: No time for dinner? Opt for the lounge, a gingery Sepia Mule cocktail and the sweet-salty-smoky flatbread of fresh peaches, creamy blue cheese and bacon Read more.

The Signature Lounge at the 96th is one of Two days in Chicago, IL.

90. The Signature Lounge at the 96th

8.4
875 N Michigan Ave (btwn Delaware Pl & Chestnut St), Chicago, IL
Lounge · Streeterville · 278 tips and reviews
The Signature Room at the 95th is one of Two days in Chicago, IL.

91. The Signature Room at the 95th

8.9
875 N Michigan Ave (btwn Delaware Pl & Chestnut St), Chicago, IL
American Restaurant · Streeterville · 151 tips and reviews
Sprinkles Cupcakes is one of Two days in Chicago, IL.

92. Sprinkles Cupcakes

9.1
50 E Walton St (btwn Rush & Ernst), Chicago, IL
Cupcake Shop · Streeterville · 146 tips and reviews

Time Out ChicagoTime Out Chicago: There’s no opening wide for these things—these are cupcakes that are, for once, of manageable size. That may convince you that you can eat more than one, which you probably can. Read more.

Wishbone Restaurant is one of Two days in Chicago, IL.

93. Wishbone Restaurant

9.2
1001 W Washington Blvd (at Morgan), Chicago, IL
Southern / Soul Food Restaurant · Near West Side · 90 tips and reviews

Explore ChicagoExplore Chicago: Wishbone’s mascot Dolly is the owner’s actual childhood dog. Stop by for fast-service brunch, but also don’t forget to try their signature shrimp & grits, blackened catfish, or smoked beef brisket.

The Drake Hotel is one of Two days in Chicago, IL.

94. The Drake Hotel

9.2
140 E Walton Pl (at Michigan Ave), Chicago, IL
Hotel · Gold Coast · 82 tips and reviews
Four Seasons Hotel Chicago is one of Two days in Chicago, IL.

95. Four Seasons Hotel Chicago

9.1
120 E Delaware Pl (at N Lake Shore Dr), Chicago, IL
Hotel · Streeterville · 44 tips and reviews
The James Chicago is one of Two days in Chicago, IL.

96. The James Chicago

8.9
55 E Ontario St (at N Rush St), Chicago, IL
Hotel · Near North Side · 79 tips and reviews

Travel ChannelTravel Channel: If you want to unwind in style, this is your hotel. James Hotel is one of Chicago’s most luxurious hotels. – Samantha Brown Read more.

The Peninsula is one of Two days in Chicago, IL.

97. The Peninsula

9.4
108 E Superior St (at N Michigan Ave.), Chicago, IL
Hotel · Streeterville · 67 tips and reviews
The Peninsula Spa is one of Two days in Chicago, IL.

98. The Peninsula Spa

8.4
108 E Superior St (at Michigan Avenue), Chicago, IL
Spa · Streeterville · 7 tips and reviews

The Peninsula ChicagoThe Peninsula Chicago: Enjoy two hours or more of Spa services and receive complimentary usage of The Peninsula's Fitness Center and pool.

Anthropologie is one of Two days in Chicago, IL.

99. Anthropologie

8.5
111 E Chicago Ave (at N Rush St), Chicago, IL
Women's Store · Streeterville · 9 tips and reviews
Bloomingdale's is one of Two days in Chicago, IL.

100. Bloomingdale's

7.9
900 N Michigan Ave (At E Delaware Pl), Chicago, IL
Department Store · Streeterville · 33 tips and reviews
Forever 21 is one of Two days in Chicago, IL.

101. Forever 21

7.2
540 N Michigan Ave (at E Ohio St), Chicago, IL
Clothing Store · Streeterville · 35 tips and reviews
Gap Outlet is one of Two days in Chicago, IL.

102. Gap Outlet

6.3
2778 N Milwaukee Ave (at Kimball Ave.), Chicago, IL
Clothing Store · Logan Square · 6 tips and reviews
kate spade new york is one of Two days in Chicago, IL.

103. kate spade new york

7.5
56 E Oak St, Chicago, IL
Women's Store · Streeterville · 2 tips and reviews
Macy's is one of Two days in Chicago, IL.

104. Macy's

8.2
111 N State St (btwn W Randolph St & W Washington St), Chicago, IL
Department Store · The Loop · 158 tips and reviews

Explore ChicagoExplore Chicago: Head to the 5th Floor for a view of the Tiffany Favrile glass ceiling, which was installed in 1907, and contains over 1.6 million pieces of glass.

Nine West is one of Two days in Chicago, IL.

105. Nine West

2058 N Halsted St (at Dickens), Chicago, IL
Shoe Store · North Side · 2 tips and reviews
Nordstrom Michigan Avenue is one of Two days in Chicago, IL.

106. Nordstrom Michigan Avenue

8.8
55 E Grand Ave, Chicago, IL
Department Store · Near North Side · 89 tips and reviews

107. Pavilion

Illinois
Antique Shop · Roscoe Village · No tips or reviews
Topshop Topman is one of Two days in Chicago, IL.

108. Topshop Topman

7.6
830 N Michigan Ave (at Pearson St), Chicago, IL
Clothing Store · Streeterville · 40 tips and reviews
Saks Fifth Avenue is one of Two days in Chicago, IL.

109. Saks Fifth Avenue

8.2
717 N Michigan Ave (at E Superior St), Chicago, IL
Department Store · Streeterville · 10 tips and reviews
Tribeca is one of Two days in Chicago, IL.

110. Tribeca

1050 W Madison St, Chicago, IL
Women's Store · Near West Side · 2 tips and reviews

Explore ChicagoExplore Chicago: Tribeca is passionate about color - you’ll have to look hard to find anything black in the store! If you’re a woman who loves fun yet sophisticated clothing, Tribeca is the place for you.

Urban Outfitters is one of Two days in Chicago, IL.

111. Urban Outfitters

7.8
1100 N. State St, Chicago, IL
Clothing Store · Near North Side · 6 tips and reviews