Chicago Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
4.0-star property
La Banque Hotel
9.4/10 Exceptional! (469 reviews)
Jun 3 - Jun 6
3 night stay
Dallas (DFW) to Chicago (ORD)
Spirit Airlines • Coach
Chicago (ORD) to Dallas (DFW)
Frontier Airlines • Coach
Price was $608, price is now $371 per person
$371
per person
found 1 day ago
Beautiful boutique hotel with great staff!
Reviewed on Sep 16, 2022
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
8.6/10 Excellent! (2,076 reviews)
Jun 5 - Jun 8
3 night stay
Dallas (DFW) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,095, price is now $705 per person
$705
per person
found 1 day ago
The room was great the service was good
Reviewed on Feb 16, 2026
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
9.4/10 Exceptional! (3,613 reviews)
May 7 - May 11
4 night stay
Dallas (DFW) to Chicago (ORD)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $850, price is now $560 per person
$560
per person
found 1 day ago
Everything was perfect
Reviewed on Mar 9, 2026
3.0-star property
Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
8.8/10 Excellent! (1,873 reviews)
Jun 5 - Jun 8
3 night stay
Dallas (DFW) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,117, price is now $778 per person
$778
per person
found 1 day ago
Very nice room, super clean, friendly staff, great location
Reviewed on Feb 18, 2026
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
$101 nightly
The price is $118 total per night
$118 total
Apr 1 - Apr 2
Total with 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 concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.91 mi from city center
$156 nightly
The price is $183 total per night
$183 total
Mar 30 - Mar 31
Total with taxes and fees
A 24-hour gym and free WiFi in public areas are features at Hotel Riu Plaza Chicago. Multilingual staff at the 24-hour front desk can assist with luggage storage, dry cleaning/laundry, and concierge services.
Breakfast included
Free WiFi
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.83 mi from city center
$127 nightly
The price is $149 total per night
$149 total
Mar 22 - Mar 23
Total with taxes and fees
Guests of Embassy Suites by Hilton Chicago Downtown River North have access to an indoor pool, a gym, and WiFi in public areas. Valet parking is available for USD 79.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included
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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