West Side Vacations
Book a Hotel + Flight together to unlock savings
Photo by throwingsofas
- Plan, book, travel with confidence
- Better togetherSave up to SARĀ 5,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in West Side
Find the best West Side areas and neighborhoods for the activities you enjoy most. Learn more about West Side
West Loop
1 out of top 10 points of interest in this area
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.
Find the Best West Side Vacation Packages
West Side Hotel Deals
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
Fully refundable
The price is SARĀ 678 per night from Aug 10 to Aug 11
SARĀ 678
SARĀ 806 total
10 Aug - 11 Aug
includes taxes & fees
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is SARĀ 552 per night from Aug 9 to Aug 10
SARĀ 552
SARĀ 701 total
9 Aug - 10 Aug
includes taxes & fees
The Emily Hotel
311 North Morgan Street Chicago IL
The price is SARĀ 1,213 per night from Aug 16 to Aug 17
SARĀ 1,213
SARĀ 1,442 total
16 Aug - 17 Aug
includes taxes & fees
9.2/10 Wonderful! (1,313 reviews)
"When I got there at 11am my room was ready but they wanted to charge me a $75 early check-in fee. Seems like a missed opportunity for good customer service."
Reviewed on 17 July 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
