
West Side Holidays
Book a Hotel + Flight or Car together to unlock savings
Where to stay in West Side

West Loop
Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.
Top hotels in West Side

Crowne Plaza Chicago West Loop by IHG
Clean room comfortable bed good views of the city
Reviewed on 18 Apr 2026

Holiday Inn & Suites Chicago - Downtown by IHG
Clean rooms. Close to public transportation. Safe area.
Reviewed on 18 Apr 2026

Hyatt House Chicago West Loop
The pool was nice. Friendly staff. Breakfast was decent
Reviewed on 15 Apr 2026
Popular places to visit

United Center
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Humboldt Park
Humboldt Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the acclaimed art galleries and fascinating museums in this vibrant area.

Garfield Park Conservatory
Enjoy a stop at Garfield Park Conservatory, an entertaining place to visit in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
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