Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Check prices on hotels in Chicago

Best deal Best deal 25 May - 27 May
Tonight Tonight 21 May - 22 May
This weekend This weekend 25 May - 27 May
Next weekend Next weekend 1 Jun - 3 Jun

Featured Chicago Ski Hotels

See all 981 Hotels in Chicago
Victorian Rose Garden
314 Washington Street, Algonquin
Victorian Rose Garden
C$138
4.8/5 (35 reviews)

A beautiful house with a friendly and courteous staff. Absolutely wonderful stay and would recommend this place to anyone.

altText 18 Feb 2018
 
 
Hyatt Regency Lisle near Naperville
1400 Corporetum Drive, Lisle
Hyatt Regency Lisle near Naperville
C$123
4.1/5 (1,455 reviews)
 
 
Holiday Inn Express Hotel & Suites Chicago-Algonquin
2595 Bunker Hill Dr, Algonquin
Holiday Inn Express Hotel & Suites Chicago-Algonquin
C$100
4.2/5 (271 reviews)
 
 
Country Inn & Suites by Radisson, Naperville, IL
1837 Centre Point Circle, Naperville
Country Inn & Suites by Radisson, Naperville, IL
C$92
4.2/5 (830 reviews)

Older hotel, but reasonably maintained in very convenient location of Naperville. Close to several restaurants and entertainment. Good value.

altText 18 May 2018
 
 
The Mansion Bed & Breakfast
305 Oregon Avenue, West Dundee
The Mansion Bed & Breakfast
Get Rates
4.7/5 (16 reviews)

We enjoyed our stay in the John F. Fierke suite, to celebrate our anniversary. The suite is quite spacious, with a large bedroom, a large whirlpool in an adjoining room, and a separate bathroom. The room temperature was a bit on the chilly side as it had been warm earlier in the week but then the ...

altText 24 May 2017
 
 
Comfort Suites Elgin
2480 Bushwood Drive, Elgin
Comfort Suites Elgin
C$94
4.5/5 (529 reviews)
 
 
Country Inn & Suites by Radisson, Elgin, IL
2270 Point Blvd, Elgin
Country Inn & Suites by Radisson, Elgin, IL
C$89
4.3/5 (389 reviews)

Nice and close to a good restaurant

altText 8 May 2018
 
 
Courtyard by Marriott Elgin West Dundee
2175 Marriott Dr, West Dundee
Courtyard by Marriott Elgin West Dundee
C$106
4.1/5 (167 reviews)

Clean and easy to find...just far from things we want to do in the city

altText 19 May 2018
 
 
TownePlace Suites by Marriott Chicago Elgin-West Dundee
2185 Marriott Dr, West Dundee
TownePlace Suites by Marriott Chicago Elgin-West Dundee
C$95
4.1/5 (206 reviews)

was very relaxing and close to where we wanted to be. very nice place to stay. J.P.

altText 17 May 2018
 
 
Map

Recently booked Chicago hotels

Carlton Inn Midway
2.0 out of 5.0
Last booking: 2 minutes ago
City Suites Hotel
3.0 out of 5.0
Last booking: 2 minutes ago
Holiday Inn Chicago-Oakbrook
3.0 out of 5.0
Last booking: 2 minutes ago
Courtyard by Marriott Chicago Glenview/Northbrook
3.0 out of 5.0
Last booking: 2 minutes ago
Wyndham Garden Schaumburg Chicago Northwest
3.0 out of 5.0
Last booking: 2 minutes ago
The Godfrey Hotel Chicago
4.5 out of 5.0
Last booking: 5 minutes ago
InterContinental Chicago Magnificent Mile
4.5 out of 5.0
Last booking: 5 minutes ago
The Talbott Hotel
4.0 out of 5.0
Last booking: 6 minutes ago
Chicago South Loop Hotel
3.0 out of 5.0
Last booking: 6 minutes ago

Pocket Guide: Ski Hotels in Chicago

Search for hotels in Chicago on Expedia. You can easily find your hotels in Chicago using one of the methods below:

  • View our selection of featured hotels in Chicago
  • Use the map to find hotels in the Chicago neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chicago, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Chicago
  • Enter your travel dates to view the best deals on hotels in Chicago - while they last