
Chicago Vacation Packages
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4.0-star property
Hyatt Regency Deerfield
8.6/10 Excellent! (1,002 reviews)
Nov 10 - Nov 16
6 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $724, price is now $420 per person
$420
per person
found 11 hours ago
⭐️⭐️⭐️⭐️⭐️ Hotel Review: Hyatt Regency Deerfield
I stayed at the Hyatt Regency Deerfield from Friday to Sunday, and it was truly a wonderful experience! The rooms were cozy, spotless, and very comfortable, making it easy to relax after a busy weekend.
The staff was exceptional—warm, welcoming, and attentive in every interaction. The dining facility was excellent, with both the food and service exceeding expectations.
After attending the John Legend concert, returning to the hotel felt like coming to a home away from home. Kudos to the entire team at Hyatt Regency Deerfield for making the stay memorable. I’ll definitely return and highly recommend this hotel!
Reviewed on Aug 25, 2025

4.5-star property
The Royal Sonesta Chicago River North
Downtown Chicago
9.2/10 Wonderful! (2,028 reviews)
Oct 31 - Nov 5
5 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $838, price is now $456 per person
$456
per person
found 1 day ago
Great location and room was fantastic! Only negatives were a lengthy check in and access to the outside deck was closed at 10 PM. Probably a good idea for that, but it would’ve been nice to go out there for a nightcap.
Reviewed on Aug 26, 2025

4.0-star property
Palmer House a Hilton Hotel
Downtown Chicago
8.4/10 Very Good! (1,872 reviews)
Oct 31 - Nov 5
5 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $986, price is now $549 per person
$549
per person
found 1 day ago
Customer service amazing
Reviewed on Aug 24, 2025

4.0-star property
Arlo Chicago
Downtown Chicago
9.2/10 Wonderful! (1,831 reviews)
Oct 31 - Nov 5
5 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $989, price is now $552 per person
$552
per person
found 1 day ago
Staying here was nothing short of amazing thanks to this staff. They were very friendly, courteous and nice. Everyone was attentive and you can tell. They really loved working there and delivering service.
Reviewed on Aug 20, 2025

3.0-star property
Staybridge Suites Chicago O'Hare - Rosemont by IHG
O'Hare
8.8/10 Excellent! (1,012 reviews)
Oct 8 - Oct 13
5 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $773, price is now $455 per person
$455
per person
found 2 days ago
It was a very nice place. I don’t agree with the parking fees and then the added on three dollar Eco fee when nursing to be parking right beside it that was the cities and didn’t seem like very of secure parking. It wasn’t fenced in or anything just I don’t understand the fee for the parking Other night. It was a stay
Reviewed on Aug 24, 2025
Top rated hotels for your Chicago vacation package

The Wade
644 N Lake Shore Dr, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
1.12 mi from city center
The price is $177 total per night
$177 total
per night
Sep 1 - Sep 2
At The Wade, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is offered for USD 86 per night. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, securing valuables, and tours or tickets. Other amenities at this luxury hotel include conference space, a 24-hour business center, and express check-in.
Pool
Pet friendly

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.43 mi from city center
The price is $184 total per night
$184 total
per night
Sep 1 - Sep 2
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

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
The price is $179 total per night
$179 total
per night
Sep 3 - Sep 4
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, luggage storage, and securing valuables. 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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