Central Chicago Vacation Packages
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Top Central Chicago vacation package deals
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5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
9.4/10 Exceptional! (1,623 reviews)
Aug 15 - Aug 17
2 night stay
Dallas (DFW) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
This is the nicest hotel that I have ever stayed at. Everything was perfect!
Reviewed on Jun 16, 2025
5.0-star property
Park Hyatt Chicago
Downtown Chicago
9.6/10 Exceptional! (1,002 reviews)
Aug 30 - Sep 1
2 night stay
Dallas (DFW) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.
Reviewed on Sep 13, 2024
4.5-star property
The Royal Sonesta Chicago River North
Downtown Chicago
9.2/10 Wonderful! (1,822 reviews)
Aug 28 - Sep 1
4 night stay
Dallas (DFW) to Chicago (ORD)
Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The staff were highly accommodating, and helped make the stay remarkably comfortable.
We were traveling with children under the age of 10, so having a restaurant option at the location (River North) was really great, but even more outstanding was the quality of the food! We are looking forward to a return trip soon!
Reviewed on Dec 9, 2024
Top rated hotels for your Central Chicago vacation package
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.48 mi from city center
$143 nightly
The price is $168 total per night
$168 total
Aug 5 - Aug 6
Total includes 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 luggage storage. Additional amenities include conference space, a business center, and express check-out.
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Free Cancellation
0.67 mi from city center
$291 nightly
The price is $336 total per night
$336 total
Aug 7 - Aug 8
Total includes taxes and fees
At InterContinental Chicago Magnificent Mile by IHG, guests enjoy an indoor pool, a gym, and a steam room. Valet parking is offered for USD 88 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this luxury hotel include free WiFi in public areas, express check-out, and a reception hall.
Pool
Spa
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
1.27 mi from city center
$168 nightly
The price is $198 total per night
$198 total
Jul 10 - Jul 11
Total includes taxes and fees
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 luggage storage, dry cleaning/laundry, and concierge services. Additional amenities include a business center, express check-out, and a banquet hall.
Pet friendly
Free WiFi
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View all propertiesLowest 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.
