
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
It was a perfect location and great value for the price
Reviewed on 12 Jan 2026

Hyatt House Chicago West Loop
Room was great and the staff was all very nice
Reviewed on 16 Jan 2026

Hyatt House Chicago Medical/University District
Always a pleasure staying here - the location and proximity to the L makes getting anywhere in the city very easy. The deposit structure is the only negative. $50 PER NIGHT - on a previous stay we were there for 10 and had a $500 deposit which is excessive.
Reviewed on 14 Jan 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 fascinating museums and acclaimed art galleries 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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