West Side Vacation Packages
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Top West Side vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Emily Hotel
Downtown Chicago
9.2/10 Wonderful! (1,097 reviews)
Aug 22 - Aug 25
3 night stay
Austin (AUS) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Wonderful boutique hotel in excellent Fulton Market area. Walkable to excellent dining and shopping options. The staff were all very friendly and efficient and we loved the convenience of the attached coffee shop.
Reviewed on Jun 14, 2025
3.0-star property
Holiday Inn & Suites Chicago - Downtown by IHG
Downtown Chicago
8.4/10 Very Good! (1,014 reviews)
Aug 29 - Sep 3
5 night stay
Austin (AUS) to Chicago (ORD)
United • Coach
Chicago (ORD) to Austin (AUS)
Spirit Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
No washclothes in room. Close to Amtrak and Hertz
Reviewed on Jun 18, 2025
Top rated hotels for your West Side vacation package
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Free Cancellation
3.15 mi from city center
$169 nightly
The price is $198 total per night
$198 total
Jul 6 - Jul 7
Total includes taxes and fees
Guests of Crowne Plaza Chicago West Loop by IHG enjoy a gym, free WiFi in public areas, and conference space. Self parking is offered for USD 54.00 per day. Multilingual staff at the 24-hour front desk can assist with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include a 24-hour business center, express check-in, and express check-out.
Pet friendly
Free WiFi
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street, Chicago, IL
Free Cancellation
3.51 mi from city center
$166 nightly
The price is $194 total per night
$194 total
Jul 8 - Jul 9
Total includes taxes and fees
At Holiday Inn & Suites Chicago - Downtown by IHG, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. If you drive, self parking is USD 65 per day, and there's also limo/town car service. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include conference space, a microwave in a common area, and a computer station.
Pool
Free WiFi
The Emily Hotel
311 North Morgan Street, Chicago, IL
2.98 mi from city center
$195 nightly
The price is $229 total per night
$229 total
Jul 27 - Jul 28
Total includes taxes and fees
At The Emily Hotel, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 80 per night. The 24-hour front desk has staff standing by to help with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include a banquet hall, wedding services, and an ATM.
Pet friendly
Free WiFi
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.
