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
-
Chicago, IL -
Chicago, IL -
Chicago, IL -
Chicago, IL -
Joliet, IL -
Chicago, IL -
Collinsville, IL -
Chicago, IL
Trip Guides
- Trip Guide
Things to do in ... Chicago
- 15 Places
- Trip Guide
The top things to do on a U.S. Route 20 road trip
- 23 Places
- 60:25
- 3,576 mi
- Trip Guide
- 1 Week
The top things to do on a Route 66 road trip
- 41 Places
- 38:08
- 2,284 mi
- Trip Guide
The top things to do on an I-80 road trip
- 35 Places
- 53:41
- 3,194 mi
- Trip Guide
Ultimate Offbeat Guide to Chicago, Illinois
- 15 Places
- Trip Guide
A holly, jolly guide to Christmas movie filming locations
- 25 Places
- Trip Guide
"Planes, Trains, and Automobiles" filming locations
- 6 Places
- 16:45
- 1,037 mi
- Trip Guide
Get your kicks on Illinois's Route 66
- 24 Places
- 06:35
- 323 mi
- Trip Guide
Ribs, Rivers, and Really Big Slides: 48 Hours in St. Louis
- 18 Places
- Trip Guide
Cruise through the Land of Lincoln on IL's Route 66
- 15 Places
- 05:16
- 290 mi
- Trip Guide
America's sexiest hostels are as cool as any boutique hotel
- 9 Places
- Trip Guide
Your road trip guide to every awesome detour off I-70
- 42 Places
- 45:04
- 2,584 mi
