Chicago Vacation Packages
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Top Chicago vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Congress Plaza Hotel
Downtown Chicago
7.8/10 Good! (8,642 reviews)
Jul 22 - Jul 25
3 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Loved our stay! Cool historic hotel in an excellent location. Breakfast buffet was $29.95 and had wonderful variety of choices.
Reviewed on Apr 28, 2025
4.0-star property
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
8.8/10 Excellent! (1,610 reviews)
Jul 22 - Jul 25
3 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The best!!!!!!!!! Beautiful hotel, rooms are small but we got upgraded to a suite and it was worth it! The customer service was excellent. David and Hethel were excellent.
Reviewed on May 2, 2025
4.0-star property
Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
8.4/10 Very Good! (3,744 reviews)
Jul 22 - Jul 25
3 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Staff was friendly and very helpful.
Reviewed on May 4, 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
The price is $157 per night
$157
includes taxes & fees
$133 per night
May 11 - May 12
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.
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 $189 per night
$189
includes taxes & fees
$161 per night
May 11 - May 12
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.
Pool
Breakfast included
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
The price is $179 per night
$179
includes taxes & fees
$152 per night
May 11 - May 12
Guests of Hilton Chicago/Magnificent Mile Suites enjoy a gym, free WiFi in public areas, and conference space. 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 a business center, express check-out, and wedding services.
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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