Chicago Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
4.0-star property
Le Méridien Essex Chicago
Downtown Chicago
8.8/10 Excellent! (1,004 reviews)
Jul 16 - Jul 20
4 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $830, price is now $553 per person
$553
per person
found 1 day ago
Not bad. A high level mid-range hotel.
Reviewed on Apr 21, 2025
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (4,070 reviews)
Jul 9 - Jul 12
3 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $997, price is now $627 per person
$627
per person
found 1 day ago
Great location, clean, and great breakfast buffet
Reviewed on Mar 8, 2026
4.0-star property
Level Chicago – Old Town
Downtown Chicago
9/10 Wonderful! (472 reviews)
Jul 23 - Jul 26
3 night stay
Atlanta (ATL) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,319, price is now $858 per person
$858
per person
found 1 day ago
We always love staying here. Such great service and nice accommodations.
Reviewed on Nov 20, 2025
Top rated hotels for your Chicago vacation package
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
0.43 mi from city center
$135 nightly
The price is $161 total per night
$161 total
May 25 - May 26
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 securing valuables, concierge services, 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
$165 nightly
The price is $197 total per night
$197 total
May 25 - May 26
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 concierge services, luggage storage, and dry cleaning/laundry.
Breakfast included
Free WiFi
River Hotel
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.5 mi from city center
$152 nightly
The price is $181 total per night
$181 total
May 26 - May 27
Total with taxes and fees
River Hotel features a gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 76 per night. The front desk is staffed 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a business center, and express check-in.
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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