Chicago Vacation Packages
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4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
8.2/10 Very Good! (2,582 reviews)
Jun 21 - Jun 27
6 night stay
Dallas (DAL) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Dallas (DAL)
Spirit Airlines • Coach
Save 100% on your flight
Price was $1,143, price is now $701 per person
$701
per person
found 1 day ago
The rooms were clean and smelled fresh.
Reviewed on Jan 8, 2026
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (3,495 reviews)
Jun 21 - Jun 27
6 night stay
Dallas (DAL) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Dallas (DAL)
Spirit Airlines • Coach
Price was $1,794, price is now $881 per person
$881
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.
Reviewed on Jan 14, 2026
4.0-star property
Level Chicago – Old Town
Downtown Chicago
9/10 Wonderful! (441 reviews)
Jun 18 - Jun 21
3 night stay
Dallas (DFW) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,322, price is now $836 per person
$836
per person
found 1 day ago
We always love staying here. Such great service and nice accommodations.
Reviewed on Nov 20, 2025
4.0-star property
Palmer House a Hilton Hotel
Downtown Chicago
8.6/10 Excellent! (2,329 reviews)
Jun 21 - Jun 27
6 night stay
Dallas (DAL) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Dallas (DAL)
Spirit Airlines • Coach
Save 100% on your flight
Price was $1,469, price is now $973 per person
$973
per person
found 1 day ago
Our stay was absolutely perfect. The room was clean. The staff was amazing! The decorations were festive and the pool was spotless warm and very very family friendly!!
Reviewed on Dec 29, 2025
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
$115 nightly
The price is $135 total per night
$135 total
Apr 5 - Apr 6
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.
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.35 mi from city center
$122 nightly
The price is $143 total per night
$143 total
Apr 5 - Apr 6
Total with taxes and fees
At Hilton Chicago/Magnificent Mile Suites, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include conference space, a business center, and express check-out.
Pool
Pet friendly
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
$130 nightly
The price is $152 total per night
$152 total
Apr 12 - Apr 13
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.
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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