Illinois
Finding stuff to do in the Windy City is a breeze- they've got two baseball teams, legendary museums (and an aquarium and a planetarium and zoos) and some of the best regional eats in the country. But once you've had your fill of Chicago (and deep dish p…
Read More ›Best Time To Go
May-Jun, Sep-Oct
Best Places To Stay
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Chicago, IL -
Chicago, IL -
Chicago, IL -
Galena, IL -
Mount Morris, IL -
Hanover, IL -
Gurnee, IL -
Springfield, IL
Trip Guides
- Trip Guide
These are America's 8 most iconic road trips
- 15 Places
- Trip Guide
U.S. Route 12 Road Trip
- Illinois, US
- Minnesota, US
- Idaho, US
- Wisconsin, US
- Washington, US
- North Dakota, US
- Michigan, US
- Montana, US
- Indiana, US
- United States of America
- Billings, MT
- Bozeman, MT
- Chicago, IL
- Detroit, MI
- Madison, WI
- Minneapolis, MN
- Seattle, WA
- Spokane, WA
- St. Paul, MN
- Fargo
- Olympia
- Eau Claire
- Kalamazoo
- Bismarck
- Aberdeen
- Coeur d'Alene
- Ann Arbor
- 51 Places
- 46:22
- 2,661 mi
- Trip Guide
The magical Midwest: Castle ruins, epic dunes, and Badlands
- 15 Places
- 54:52
- 3,238 mi
- Trip Guide
Pun-tastic Restaurants
- Illinois, US
- Maryland, US
- Connecticut, US
- California, US
- Oregon, US
- Washington, US
- Texas, US
- Tennessee, US
- New York, US
- Missouri, US
- Montana, US
- District of Columbia, US
- United States of America
- Austin, TX
- Chicago, IL
- Los Angeles, CA
- Missoula, MT
- Oakland, CA
- Port Angeles, WA
- Portland, OR
- Sacramento, CA
- Syracuse, NY
- Bay Area
- Washington
- Nashville
- Berkeley
- 16 Places
- Trip Guide
Check out Chicago's epic lazy river ice skating rink
- 10 Places
- Trip Guide
These are America’s most adorably whimsical bookstores
- 15 Places
- Trip Guide
Big Things in a Small Town: Casey's collection of big stuff
- 12 Places
- Trip Guide
- 1 Week
The Great River Road
- 34 Places
- 37:30
- 1,968 mi
- Trip Guide
Get your kicks on Illinois's Route 66
- 24 Places
- 06:35
- 323 mi
- Trip Guide
- 2 Weeks
The ultimate road trip guide to I-90, from Boston to Seattle
- 48 Places
- 61:26
- 3,560 mi
- Trip Guide
The Coolest Attractions and Stops Along I-80
- Illinois, US
- California, US
- New Jersey, US
- Nebraska, US
- Pennsylvania, US
- Utah, US
- Ohio, US
- Wyoming, US
- Nevada, US
- Indiana, US
- Iowa, US
- United States of America
- Des Moines, IA
- Joliet, IL
- Omaha, NE
- Paterson, NJ
- Reno, NV
- Sacramento, CA
- Salt Lake City, UT
- San Francisco, CA
- Route 66
- Bay Area
- Kearney
- Elko
- Laramie
- Davenport
- 35 Places
- 53:41
- 3,194 mi
- Trip Guide
The best stops along I-65 from Chicago to Birmingham
- 49 Places
- 17:22
- 874 mi
