Chicago Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
3.0-star property
Wyndham Garden Schaumburg Chicago Northwest
6.8/10 (1,001 reviews)
Sep 11 - Sep 16
5 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Not great. Terrible suggestion of "pillows". Beds very uncomfortable. Sheets and bedding yellowed and old looking. Bathroom had a vanity made from painted plywood.
Cheap - don't expect much.
Reviewed on Feb 28, 2025
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (2,253 reviews)
Oct 8 - Oct 12
4 night stay
Atlanta (ATL) to Chicago (ORD)
Southwest Airlines • Coach
Chicago (ORD) to Atlanta (ATL)
United • Coach
Save 100% on your flight
per person
found 1 day ago
Very convenient to the heart of Chicago!
Nice hotel!
Reviewed on Jul 24, 2025
4.5-star property
Pendry Chicago
Downtown Chicago
9.4/10 Exceptional! (1,031 reviews)
Sep 6 - Sep 8
2 night stay
Atlanta (ATL) to Chicago (ORD)
Southwest Airlines • Coach
Chicago (ORD) to Atlanta (ATL)
American Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Pendry was historic and great
Reviewed on Jul 5, 2024
Top rated hotels for your Chicago vacation package
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.43 mi from city center
$161 nightly
The price is $189 total per night
$189 total
Sep 1 - Sep 2
Total includes taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, concierge services, and securing valuables. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.05 mi from city center
$198 nightly
The price is $229 total per night
$229 total
Aug 22 - Aug 23
Total includes taxes and fees
Guests of Palmer House a Hilton Hotel enjoy a full-service spa, an indoor pool, and a 24-hour gym. Parking is available for USD 57 per night (USD 85 per night for valet parking), and there's also limo/town car service. Multilingual staff at the front desk are standing by 24/7 to help with access to locker space, concierge services, and dry cleaning/laundry. Other amenities at this spa hotel include a conference center, a business center, and express check-in.
Pool
Spa
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Free Cancellation
0.98 mi from city center
$146 nightly
The price is $171 total per night
$171 total
Aug 24 - Aug 25
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 luggage storage. Additional amenities include a 24-hour business center, express check-in, and express check-out.
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.
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