Chicago Vacation Packages
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4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (3,991 reviews)
Jul 3 - Jul 6
3 night stay
Atlanta (ATL) to Chicago (ORD)
Southwest Airlines • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $934, price is now $512 per person
$512
per person
found 1 day ago
Great location, clean, and great breakfast buffet
Reviewed on Mar 8, 2026
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
9.4/10 Exceptional! (3,670 reviews)
Jun 15 - Jun 20
5 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,862, price is now $1,156 per person
$1,156
per person
found 1 day ago
Amazing view!! Great rooftop at night!!! Drinks were excellent Expresso Martini!!
Reviewed on Mar 30, 2026
4.0-star property
Hilton Chicago
Downtown Chicago
8.6/10 Excellent! (2,759 reviews)
Jul 22 - Jul 27
5 night stay
Atlanta (ATL) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,371, price is now $889 per person
$889
per person
found 1 day ago
Very cool hotel. Helpful staff. Great location.
Reviewed on Apr 19, 2026
4.0-star property
Level Chicago – Old Town
Downtown Chicago
9/10 Wonderful! (468 reviews)
Jun 23 - Jun 26
3 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $971, price is now $634 per person
$634
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
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.97 mi from city center
$125 nightly
The price is $148 total per night
$148 total
May 25 - May 26
Total with taxes and fees
Guests of Hotel Felix River North/Magnificent Mile enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 74 per day. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, tours or tickets, and securing valuables. Other amenities at this boutique hotel include a 24-hour business center, coffee/tea in a common area, and express check-out.
Pet friendly
Free WiFi
River Hotel
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.5 mi from city center
$135 nightly
The price is $161 total per night
$161 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
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.91 mi from city center
$151 nightly
The price is $180 total per night
$180 total
May 27 - May 28
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
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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