Chicago Roadtrip

Chicago Roadtrip

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Created by Sarah Brown • Updated On: September 26, 2014
Fairfield Inn & Suites Seymour is one of Chicago Roadtrip.

1. Fairfield Inn & Suites Seymour

5.4
327 North Sandy Creek Drive, Seymour, IN
Hotel · 7 tips and reviews
Steak 'n Shake is one of Chicago Roadtrip.

2. Steak 'n Shake

5.3
1236 W. S.R. 32 (at Garoffolo Blvd), Lebanon, IN
American Restaurant · 19 tips and reviews
Meadow Lake Wind Farm is one of Chicago Roadtrip.

3. Meadow Lake Wind Farm

5.6
White County (along Interstate 65), Brookston, IN
Farm · 78 tips and reviews
Chili's Grill & Bar is one of Chicago Roadtrip.

4. Chili's Grill & Bar

6.5
7140 Mannheim Road, Rosemont, IL
Tex-Mex Restaurant · 37 tips and reviews

5. Intersection: Oakton and Lee St.

(Oakton Street), Des Plaines, IL
Road · No tips or reviews
Kmart is one of Chicago Roadtrip.

6. Kmart

1155 E Oakton St (at Lee St), Des Plaines, IL
Department Store · 8 tips and reviews
Starbucks is one of Chicago Roadtrip.

7. Starbucks

7.4
7000 Mannheim Rd (at Target), Rosemont, IL
Coffee Shop · No tips or reviews
Target is one of Chicago Roadtrip.

8. Target

7.4
7000 Mannheim Rd (at Lunt St), Rosemont, IL
Big Box Store · 20 tips and reviews
Holiday Inn and Suites Chicago O'Hare Rosemont Hotel is one of Chicago Roadtrip.

9. Holiday Inn and Suites Chicago O'Hare Rosemont Hotel

10233 W Higgins Rd, Rosemont, IL
Hotel · 25 tips and reviews
Village of Rosemont is one of Chicago Roadtrip.

10. Village of Rosemont

Rosemont, IL
Village · 5 tips and reviews
Toll Plaza 17 is one of Chicago Roadtrip.

11. Toll Plaza 17

Devon Avenue (I-90), Rosemont, IL
Toll Plaza · 12 tips and reviews
Harry Caray's cow statue is one of Chicago Roadtrip.

12. Harry Caray's cow statue

Des Plaines, IL
Sculpture Garden · No tips or reviews
The Magnificent Mile is one of Chicago Roadtrip.

13. The Magnificent Mile

N Michigan Ave (btwn E Oak St & Chicago River), Chicago, IL
Road · Streeterville · 90 tips and reviews
Michigan Avenue Bridge is one of Chicago Roadtrip.

14. Michigan Avenue Bridge

350 N Michigan Ave (at E Wacker Dr), Chicago, IL
Bridge · The Loop · 41 tips and reviews
Sheraton Grand Chicago is one of Chicago Roadtrip.

15. Sheraton Grand Chicago

7.5
301 E North Water St (at N Columbus Dr), Chicago, IL
Hotel · Streeterville · 133 tips and reviews
McCormick & Schmick's is one of Chicago Roadtrip.

16. McCormick & Schmick's

4999 Old Orchard Ctr., North Ring Rd. (at Skokie Blvd.), Skokie, IL
Seafood Restaurant · 28 tips and reviews
Bloomingdale's is one of Chicago Roadtrip.

17. Bloomingdale's

6.9
4963 Old Orchard Ctr, Skokie, IL
Department Store · 5 tips and reviews
Nordstrom is one of Chicago Roadtrip.

18. Nordstrom

8.8
4937 Old Orchard Ctr, Skokie, IL
Women's Store · 23 tips and reviews
Banana Republic is one of Chicago Roadtrip.

19. Banana Republic

7.5
4999 Old Orchard Ctr Ste L14, Skokie, IL
Clothing Store · 7 tips and reviews
Westfield Old Orchard is one of Chicago Roadtrip.

20. Westfield Old Orchard

8.5
4905 Old Orchard Ctr (btwn Skokie Blvd & Golf Rd), Skokie, IL
Shopping Mall · 47 tips and reviews
Starbucks is one of Chicago Roadtrip.

21. Starbucks

7.3
505 N Michigan Ave (at Illinois St), Chicago, IL
Coffee Shop · Streeterville · 57 tips and reviews
American Girl Place is one of Chicago Roadtrip.

22. American Girl Place

6.7
835 N Michigan Ave (at Water Tower Pl.), Chicago, IL
Toy Store · Streeterville · 52 tips and reviews
Macy's is one of Chicago Roadtrip.

23. Macy's

835 N Michigan Ave Ste 100, Chicago, IL
Department Store · Streeterville · 45 tips and reviews
Pandora is one of Chicago Roadtrip.

24. Pandora

7.3
806 N Michigan Ave (at Water Tower Place), Chicago, IL
Jewelry Store · Streeterville · 3 tips and reviews
Foodlife is one of Chicago Roadtrip.

25. Foodlife

835 N Michigan Ave (at Water Tower Place), Chicago, IL
Food Court · Streeterville · 93 tips and reviews
Columbus Dr Bridge is one of Chicago Roadtrip.

26. Columbus Dr Bridge

Columbus (Wacker), Chicago, IL
Bridge · Streeterville · No tips or reviews
Shula's Steak House is one of Chicago Roadtrip.

27. Shula's Steak House

6.1
301 E North Water St (at N Fairbanks Ct), Chicago, IL
Steakhouse · Streeterville · 14 tips and reviews
Downtown Chicago is one of Chicago Roadtrip.

28. Downtown Chicago

Chicago, IL
Neighborhood · 38 tips and reviews
LaSalle Street Bridge is one of Chicago Roadtrip.

29. LaSalle Street Bridge

N LaSalle St (at W Wacker Dr), Chicago, IL
Bridge · River North · 5 tips and reviews
Clark Street Bridge is one of Chicago Roadtrip.

30. Clark Street Bridge

320 N Clark St (btwn W Kinzie St and W Wacker Dr), Chicago, IL
Bridge · The Loop · 5 tips and reviews
Fulton's on the River is one of Chicago Roadtrip.

31. Fulton's on the River

315 N La Salle Dr (btwn W Kinzie St & N Wacker Dr), Chicago, IL
Seafood Restaurant · River North · 20 tips and reviews
Starbucks is one of Chicago Roadtrip.

32. Starbucks

7.7
444 N Michigan Ave, Chicago, IL
Coffee Shop · Streeterville · 51 tips and reviews
Art Institute of Chicago Museum Shop is one of Chicago Roadtrip.

33. Art Institute of Chicago Museum Shop

8.6
111 S Michigan Ave, Chicago, IL
Gift Store · Grant Park · 19 tips and reviews
The Modern Wing is one of Chicago Roadtrip.

34. The Modern Wing

8.7
159 E. Monroe, Chicago, IL
Art Gallery · Grant Park · 24 tips and reviews
The Art Institute of Chicago is one of Chicago Roadtrip.

35. 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
The Rolling Bean is one of Chicago Roadtrip.

36. The Rolling Bean

6.3
Chicago, IL
Food Truck · Grant Park · 2 tips and reviews

37. Millennium Park Chiropractic

155 N Michigan Ave (Randolph and Michigan), Chicago, IL
Chiropractor · The Loop · No tips or reviews
Flat Top Grill is one of Chicago Roadtrip.

38. Flat Top Grill

7.8
30 S Wabash Ave (at E Monroe St), Chicago, IL
Vegan and Vegetarian Restaurant · The Loop · 113 tips and reviews
Illinois Center is one of Chicago Roadtrip.

39. Illinois Center

111 E Wacker (btwn N Michigan Ave and N Stetson Ave), Chicago, IL
Structure · The Loop · 12 tips and reviews
J.Crew is one of Chicago Roadtrip.

40. J.Crew

7.2
900 N Michigan Ave, Chicago, IL
Clothing Store · Streeterville · 9 tips and reviews
900 North Michigan Shops is one of Chicago Roadtrip.

41. 900 North Michigan Shops

7.8
900 N Michigan Ave, Chicago, IL
Shopping Mall · Streeterville · 42 tips and reviews
Sheraton Link Cafe is one of Chicago Roadtrip.

42. Sheraton Link Cafe

5.6
301 E North Water St, Chicago, IL
Café · Streeterville · 1 tip
The Shops At North Bridge is one of Chicago Roadtrip.

43. The Shops At North Bridge

7.6
520 N Michigan Ave (at Grand Ave.), Chicago, IL
Shopping Mall · Streeterville · 23 tips and reviews
Weber Grill Restaurant is one of Chicago Roadtrip.

44. Weber Grill Restaurant

7.7
539 N State St (at Grand Ave), Chicago, IL
American Restaurant · Near North Side · 184 tips and reviews
Tiffany & Co. is one of Chicago Roadtrip.

45. Tiffany & Co.

8.7
730 N Michigan Ave (at E Superior St), Chicago, IL
Jewelry Store · Streeterville · 17 tips and reviews
McCormick Place is one of Chicago Roadtrip.

46. McCormick Place

2301 S Lake Shore Dr (btwn Burnham Harbor Dr. & Access Rd.), Chicago, IL
Convention Center · South Loop · 88 tips and reviews
Mity Nice is one of Chicago Roadtrip.

47. Mity Nice

835 N Michigan Ave, Chicago, IL
American Restaurant · Streeterville · 39 tips and reviews
Banana Republic is one of Chicago Roadtrip.

48. Banana Republic

835 N Michigan Ave, Chicago, IL
Clothing Store · Streeterville · 2 tips and reviews
Water Tower Place is one of Chicago Roadtrip.

49. Water Tower Place

8.3
835 N Michigan Ave (E Pearson St), Chicago, IL
Shopping Mall · Streeterville · 158 tips and reviews
Starbucks is one of Chicago Roadtrip.

50. Starbucks

5.4
2301 S Martin Luther King Dr, Chicago, IL
Coffee Shop · South Loop · 16 tips and reviews
875 North Michigan Avenue is one of Chicago Roadtrip.

51. 875 North Michigan Avenue

875 N Michigan Ave (btwn Delaware Pl & Chestnut St), Chicago, IL
Structure · Streeterville · 206 tips and reviews
The Cheesecake Factory is one of Chicago Roadtrip.

52. The Cheesecake Factory

7.8
875 N Michigan Ave Ste 102, Chicago, IL
American Restaurant · Streeterville · 199 tips and reviews
Chicago Skyway is one of Chicago Roadtrip.

53. Chicago Skyway

I-90 (btwn Dan Ran Expy & Indiana E-W Toll Rd), Chicago, IL
Bridge · East Side · 80 tips and reviews
Indiana Skyway Industrial Wasteland is one of Chicago Roadtrip.

54. Indiana Skyway Industrial Wasteland

6.4
Whiting, IN
Other Great Outdoors · 2 tips and reviews

55. US 31 and CR550N

Columbus, IN
Intersection · No tips or reviews
Exit 80 is one of Chicago Roadtrip.

56. Exit 80

Edinburgh, IN
Road · No tips or reviews
Town of Edinburgh is one of Chicago Roadtrip.

57. Town of Edinburgh

Edinburgh, IN
Town · 2 tips and reviews
Traffic! is one of Chicago Roadtrip.

58. Traffic!

I-65, Edinburgh, IN
Travel and Transportation · No tips or reviews
I-65 & E 500 N is one of Chicago Roadtrip.

59. I-65 & E 500 N

I-65 (E 500 N), Whiteland, IN
Intersection · 4 tips and reviews
South Lake is one of Chicago Roadtrip.

60. South Lake

Greenwood, IN
Housing Development · No tips or reviews
Lucas Oil Stadium is one of Chicago Roadtrip.

61. Lucas Oil Stadium

9.1
500 S Capitol Ave (at W Henry St), Indianapolis, IN
Football Stadium · Downtown Indianapolis · 243 tips and reviews

62. parking

Indianapolis, IN
Parking · Downtown Indianapolis · No tips or reviews
I-65 & IN-47 is one of Chicago Roadtrip.

63. I-65 & IN-47

I-65 (IN-47), Lebanon, IN
Intersection · 1 tip

64. Community of Egypt

Egypt, IN
Village · 1 tip

65. BP

5.9
2636 E Tipton St, Seymour, IN
Fuel Station · No tips or reviews
SUBWAY is one of Chicago Roadtrip.

66. SUBWAY

6.5
1600 E Tipton St, Seymour, IN
Sandwich Spot · No tips or reviews
Walmart Supercenter is one of Chicago Roadtrip.

67. Walmart Supercenter

5.4
1600 E Tipton St, Seymour, IN
Big Box Store · 9 tips and reviews
Henryville Rest Area Southbound is one of Chicago Roadtrip.

68. Henryville Rest Area Southbound

5.8
Interstate 65 Southbound (near Mile Marker 22), Henryville, IN
Rest Area · 24 tips and reviews
Clark Memorial Bridge is one of Chicago Roadtrip.

69. Clark Memorial Bridge

Louisville, KY
Bridge · 6 tips and reviews

70. Bullitt County

Kentucky
County · 1 tip
Kentucky Welcome Center / Rest Area is one of Chicago Roadtrip.

71. Kentucky Welcome Center / Rest Area

7.3
I-65 Southbound (at MM 113.5), Shepherdsville, KY
Rest Area · 23 tips and reviews
Lebanon Junction, KY is one of Chicago Roadtrip.

72. Lebanon Junction, KY

Kentucky
City · 1 tip
Cocoa Bean is one of Chicago Roadtrip.

73. Cocoa Bean

5.3
2800 Opryland Dr (Gaylord Opryland Resort), Nashville, TN
Coffee Shop · 4 tips and reviews
Gaylord Opryland Resort & Convention Center is one of Chicago Roadtrip.

74. Gaylord Opryland Resort & Convention Center

8.5
2800 Opryland Dr, Nashville, TN
Resort · 245 tips and reviews
Cascades American Cafe is one of Chicago Roadtrip.

75. Cascades American Cafe

7.0
2800 Opryland Dr (Gaylord Opryland Resort), Nashville, TN
American Restaurant · 22 tips and reviews
Gaylord Opryland Resort Cascades Waterfall is one of Chicago Roadtrip.

76. Gaylord Opryland Resort Cascades Waterfall

8.8
2800 Opryland Dr, Nashville, TN
Resort · 18 tips and reviews
COACH Outlet is one of Chicago Roadtrip.

77. COACH Outlet

8.1
236 Opry Mills Dr Spc 634A, Nashville, TN
Fashion Accessories Store · 4 tips and reviews
Polo Ralph Lauren Factory Store is one of Chicago Roadtrip.

78. Polo Ralph Lauren Factory Store

7.7
261 Opry Mills Dr, Nashville, TN
Clothing Store · No tips or reviews
Bravo Gelato is one of Chicago Roadtrip.

79. Bravo Gelato

6.9
2800 Opryland Dr (Gaylord Opryland), Nashville, TN
Ice Cream Parlor · 7 tips and reviews
Opry Mills is one of Chicago Roadtrip.

80. Opry Mills

8.5
433 Opry Mills Dr (at Briley Pkwy), Nashville, TN
Shopping Mall · 84 tips and reviews
Opry mills Parking is one of Chicago Roadtrip.

81. Opry mills Parking

Nashville, TN
Parking · 4 tips and reviews
Claim Jumper is one of Chicago Roadtrip.

82. Claim Jumper

514 Opry Mills Drive (Opry Mills Mall), Nashville, TN
American Restaurant · 54 tips and reviews
Canal E is one of Chicago Roadtrip.

83. Canal E

Nashville, TN
Convention Center · 3 tips and reviews
McDonald's is one of Chicago Roadtrip.

84. McDonald's

5.2
1005 E Christi Dr, Dickson, TN
Fast Food Restaurant · 8 tips and reviews
I-40 & TN-46 is one of Chicago Roadtrip.

85. I-40 & TN-46

I-40 (TN-46), Dickson, TN
Intersection · No tips or reviews
Exxon is one of Chicago Roadtrip.

86. Exxon

5.7
2332 Highway 46 S, Dickson, TN
Fuel Station · No tips or reviews
Dickson, TN is one of Chicago Roadtrip.

87. Dickson, TN

Tennessee
City · 3 tips and reviews
Tennessee River Bridge is one of Chicago Roadtrip.

88. Tennessee River Bridge

Interstate 40, Waverly, TN
Bridge · 9 tips and reviews

89. eagle creek bridge

1 (Birdsong Road), Holladay, TN
Bridge · No tips or reviews
Rest Area — I-40 EB is one of Chicago Roadtrip.

90. Rest Area — I-40 EB

6.1
Interstate 40 EB, Holladay, TN
Rest Area · 3 tips and reviews
Rest Area — I-40 WB is one of Chicago Roadtrip.

91. Rest Area — I-40 WB

6.9
I-40 WB (MM 130), Holladay, TN
Rest Area · 8 tips and reviews
Field Of Cotton is one of Chicago Roadtrip.

92. Field Of Cotton

Jackson, TN
Field · No tips or reviews
I-40 & US-70 / US-412 is one of Chicago Roadtrip.

93. I-40 & US-70 / US-412

I-40 (US-70), Jackson, TN
Intersection · 1 tip
I-40 & TN-223 is one of Chicago Roadtrip.

94. I-40 & TN-223

I-40 (TN-223), Jackson, TN
Intersection · 1 tip
Mississippi / Tennessee State Line is one of Chicago Roadtrip.

95. Mississippi / Tennessee State Line

Interstate 55, Southaven, MS
Border Crossing · 6 tips and reviews
City of Southaven is one of Chicago Roadtrip.

96. City of Southaven

Mississippi
City · 4 tips and reviews
I-55 & Nesbit Rd / Pleasant Hill Rd is one of Chicago Roadtrip.

97. I-55 & Nesbit Rd / Pleasant Hill Rd

I-55 (Nesbit Rd), Nesbit, MS
Intersection · 1 tip

98. Green T Lake Lake

Green T Lake, Hernando, MS
Lake · No tips or reviews
Mississippi is one of Chicago Roadtrip.

99. Mississippi

State · 19 tips and reviews
55 South is one of Chicago Roadtrip.

100. 55 South

Winona, MS
Road · No tips or reviews

101. Beside an 18 Wheeler On I 55

Mississippi
Travel and Transportation · No tips or reviews
Kangaroo Express is one of Chicago Roadtrip.

102. Kangaroo Express

100 Colony Crossing Way (Hwy 463), Madison, MS
Fuel Station · 1 tip

103. Exxon

5.8
974 Highway 51 (Madison Ave), Madison, MS
Fuel Station · 2 tips and reviews
Cracker Barrel Old Country Store is one of Chicago Roadtrip.

104. Cracker Barrel Old Country Store

7.2
225 Lakewood Dr, Batesville, MS
American Restaurant · 9 tips and reviews
Cups An Espresso Cafe' is one of Chicago Roadtrip.

105. Cups An Espresso Cafe'

8.4
1903 Main St (Hwy. 463), Madison, MS
Coffee Shop · 12 tips and reviews

106. Woodrow Wilson Bridge

Jackson, Mississippi, Jackson, MS
Bridge · No tips or reviews
Pearl Street Bridge is one of Chicago Roadtrip.

107. Pearl Street Bridge

Jackson, MS
Bridge · 1 tip
Manheim Louisville is one of Chicago Roadtrip.

108. Manheim Louisville

5425 Highway 31 E, Clarksville, IN
Car Dealership · No tips or reviews
Veterans Parkway is one of Chicago Roadtrip.

109. Veterans Parkway

Clarksville, IN
Road · No tips or reviews
Interstate 65 is one of Chicago Roadtrip.

110. Interstate 65

Interstate 65 (btwn I-64 & KY-44), Louisville, KY
Road · 3 tips and reviews
Jefferson Mall is one of Chicago Roadtrip.

111. Jefferson Mall

5.6
4801 Outer Loop (Jefferson Blvd), Louisville, KY
Shopping Mall · Okolona · 28 tips and reviews
City of Bowling Green is one of Chicago Roadtrip.

112. City of Bowling Green

Kentucky
City · 20 tips and reviews
Kentucky / Tennessee State Line is one of Chicago Roadtrip.

113. Kentucky / Tennessee State Line

I-65 (btwn TN 52 & US 31W), Portland, TN
Border Crossing · 24 tips and reviews
Exxon is one of Chicago Roadtrip.

114. Exxon

4763 Scottsville Rd, Bowling Green, KY
Fuel Station · 1 tip
Cracker Barrel Old Country Store is one of Chicago Roadtrip.

115. Cracker Barrel Old Country Store

7.9
1960 Mel Browning St, Bowling Green, KY
American Restaurant · 24 tips and reviews
Water's Edge at Delta Island Opryland is one of Chicago Roadtrip.

116. Water's Edge at Delta Island Opryland

Nashville, TN
Hotel · 2 tips and reviews
Aquarium Restaurant is one of Chicago Roadtrip.

117. Aquarium Restaurant

7.3
516 Opry Mills Dr (at McGavock Pk), Nashville, TN
Seafood Restaurant · 59 tips and reviews
I-65 & US-31 is one of Chicago Roadtrip.

118. I-65 & US-31

I-65 (US-31), Falkville, AL
Intersection · 1 tip
Smoke Rise, AL is one of Chicago Roadtrip.

119. Smoke Rise, AL

Warrior, AL
Home (private) · 6 tips and reviews

120. Mini Grand Canyon

Alabama
Hiking Trail · No tips or reviews
Panera Bread is one of Chicago Roadtrip.

121. Panera Bread

8.2
1800 McFarland Blvd E Ste 402, Tuscaloosa, AL
Bakery · 32 tips and reviews
Midtown Village is one of Chicago Roadtrip.

122. Midtown Village

8.2
1800 McFarland Blvd E, Tuscaloosa, AL
Shopping Plaza · 26 tips and reviews

123. Highway 98

(I-59), Hattiesburg, MS
Bridge · No tips or reviews