Chicago, Illinois
Sponsored by Illinois
Illinois. The middle of unexpected.
Here, you can experience world-class culture along with ocean-like beaches in Chicago, or explore further afield for small-town charm in Galena, and wintering bald eagles in Mississippi River Country.
And if you want to relive the golden age of road trips, legendary Route 66 where nearly 300+ miles of roadside attractions, museums, diners, and drive-ins, await.
City
Art-filled parks and iconic skyscrapers set the scene for big-city adventures in Chicago, Illinois.
Places to go
Explore landmarks and local treasures on an epic adventure through Illinois.
Adventure
Explore Illinois’ incredible scenery on outings from boat tours to byway road trips.
Start your great American adventure in Illinois
Chicago
A stunning skyline is the friendly welcome to a lively, mix of food, music, museums, architecture.
Route 66
Route 66 in Illinois is packed with 300+ miles of quirky, nostalgic kitsch for a perfect Instagram post.
Select offers in Illinois
Image gallery for Marriott Chicago O'Hare
Marriott Chicago O'Hare
Chicago
Image gallery for Holiday Inn Chicago O'Hare Area by IHG
Holiday Inn Chicago O'Hare Area by IHG
Chicago
Image gallery for Courtyard by Marriott Chicago Downtown River North
Courtyard by Marriott Chicago Downtown River North
Chicago
Image gallery for L7 Chicago by LOTTE
L7 Chicago by LOTTE
Chicago
Image gallery for Hyatt Regency Chicago
Hyatt Regency Chicago
Chicago
Image gallery for Irish Cottage Inn & Suites
Irish Cottage Inn & Suites
Galena
Image gallery for Lefevre Inn and Resort
Lefevre Inn and Resort
Galena
Image gallery for Best Western Galena Inn & Suites
Best Western Galena Inn & Suites
Galena
Image gallery for Hotel Galena
Hotel Galena
Galena
Image gallery for Chestnut Mountain Resort
Chestnut Mountain Resort
Galena
Image gallery for President Abraham Lincoln Springfield - DoubleTree by Hilton
President Abraham Lincoln Springfield - DoubleTree by Hilton
Springfield
Image gallery for Courtyard by Marriott Springfield
Courtyard by Marriott Springfield
Springfield
Image gallery for Wyndham Springfield City Centre
Wyndham Springfield City Centre
Springfield
Image gallery for Drury Inn & Suites Springfield IL
Drury Inn & Suites Springfield IL
Springfield
Image gallery for Route 66 Hotel, Springfield, Illinois
Route 66 Hotel, Springfield, Illinois
Springfield
Image gallery for Mansion View Inn and Suite
Mansion View Inn and Suite
Springfield
Image gallery for The Great Rivers, Ascend Hotel Collection
The Great Rivers, Ascend Hotel Collection
Alton
Image gallery for Comfort Inn Alton near I-255
Comfort Inn Alton near I-255
Alton
Image gallery for Best Western Plus Parkway Hotel
Best Western Plus Parkway Hotel
Alton
Image gallery for Hampton Inn & Suites St. Louis/Alton
Hampton Inn & Suites St. Louis/Alton
Alton
Image gallery for Holiday Inn Express and Suites Alton St Louis Area by IHG
Holiday Inn Express and Suites Alton St Louis Area by IHG
Alton
Flights to Chicago, Illinois
Enjoy Illinois
#EnjoyIllinois
Plan your trip
Enjoy Illinois travel guide
Find unexpected ways to enjoy Illinois in this biannual magazine that explores every corner of the state. Each issue offers a mix of travel stories, stunning photography and timely trip ideas that make the most of each season.
Terms and Conditions
Expedia's usual booking terms and conditions apply. Special offers are only available at participating hotels. Minimum stay may be required. Offers are subject to availability and may be discontinued without notice. Additional restrictions and blackout dates may apply.