Chicago Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (2,790 reviews)
Apr 24 - Apr 26
2 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $519, price is now $333 per person
$333
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
La Banque Hotel
9.4/10 Exceptional! (447 reviews)
May 1 - May 4
3 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $637, price is now $373 per person
$373
per person
found 1 day ago
Beautiful boutique hotel with great staff!
Reviewed on Sep 16, 2022
4.5-star property
JW Marriott Chicago
Downtown Chicago
9.2/10 Wonderful! (1,000 reviews)
May 1 - May 3
2 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $651, price is now $419 per person
$419
per person
found 1 day ago
Loved how close the property is to union station and walkable to magnificent mile of shopping/dining and millennium park.
Reviewed on Dec 30, 2024
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
9.4/10 Exceptional! (1,773 reviews)
Mar 25 - Mar 29
4 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,382, price is now $929 per person
$929
per person
found 1 day ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!
Reviewed on Oct 13, 2025
4.5-star property
Viceroy Chicago
Downtown Chicago
9.4/10 Exceptional! (1,129 reviews)
Apr 22 - Apr 26
4 night stay
Atlanta (ATL) to Chicago (ORD)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,063, price is now $715 per person
$715
per person
found 15 hours ago
Fantastic Aria for shopping and dining. The beach is close, too. The only negative I can say is we try to valet our car and there were two cars in front of the hotel and we could not even pull up behind them. We had to drive to the closest parking garage and park and we’ll our luggage to the hotel. Other than that, it was a perfect day!
Reviewed on Sep 23, 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
$93 nightly
The price is $109 total per night
$109 total
Feb 11 - Feb 12
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 dry cleaning/laundry, concierge services, and securing valuables. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Free Cancellation
Reserve now, pay when you stay
15.67 mi from city center
$196 nightly
The price is $230 total per night
$230 total
Mar 7 - Mar 8
Total with taxes and fees
Guests of Hilton Chicago O'Hare Airport enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is USD 77 per day if you plan to drive, or hop aboard the free airport shuttle (available on request). Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, concierge services, and securing valuables. Additional amenities include a conference center, a business center, and a computer station.
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
$103 nightly
The price is $120 total per night
$120 total
Feb 22 - Feb 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 securing valuables, dry cleaning/laundry, 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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