Central Chicago Vacation Packages
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Top Central Chicago vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
8.8/10 Excellent! (2,269 reviews)
Aug 11 - Aug 15
4 night stay
Atlanta (ATL) to Chicago (ORD)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Great spot, great room! Offered us a free upgrade!
Reviewed on May 19, 2025
4.0-star property
Palmer House a Hilton Hotel
Downtown Chicago
8.4/10 Very Good! (1,733 reviews)
Aug 11 - Aug 15
4 night stay
Atlanta (ATL) to Chicago (ORD)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Amazing hotel. My wife and I love staying here.
Reviewed on May 28, 2025
4.0-star property
Level Chicago - River North
Downtown Chicago
9/10 Wonderful! (591 reviews)
Aug 3 - Aug 8
5 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Coach
Chicago (ORD) to Atlanta (ATL)
Spirit Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
The pool area is fantastic. Rooms very ample-sized and comfortable. I would stay here again!
Reviewed on Jul 8, 2024
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
9.4/10 Exceptional! (1,598 reviews)
Aug 11 - Aug 15
4 night stay
Atlanta (ATL) to Chicago (ORD)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Perfect stay. Great hotel. Only complaint is the death spot in the bedroom. Gross looking stain on the floor: other than that- perfect.
Reviewed on Jun 1, 2025
4.0-star property
Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
8.4/10 Very Good! (4,131 reviews)
Aug 11 - Aug 15
4 night stay
Atlanta (ATL) to Chicago (ORD)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Great location, many good restaurants around.
Reviewed on May 27, 2025
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
$127 nightly
The price is $150 total per night
$150 total
Jul 1 - Jul 2
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 dry cleaning/laundry, securing valuables, and concierge services. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.38 mi from city center
$144 nightly
The price is $169 total per night
$169 total
Jul 1 - Jul 2
Total includes taxes and fees
At citizenM Chicago Downtown, guests have access to a gym, free WiFi in public areas, and a 24-hour business center. The 24-hour front desk has staff standing by to help with luggage storage and securing valuables. Additional amenities include coffee/tea in a common area, a computer station, and express check-in.
Free WiFi
Restaurant
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
$161 nightly
The price is $189 total per night
$189 total
Jun 29 - Jun 30
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 securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include a business center, express check-out, and a porter/bellhop.
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.
