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.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (5,045 reviews)
Nov 20 - Nov 23
3 night stay
Denver (DEN) to Chicago (ORD)
United • Roundtrip • Coach
Save 100% on your flight
Price was $780, price is now $526 per person
$526
per person
found 1 day ago
Fantastic breakfast, great location, great room. The rooftop terrace was amazing, but we wishes we had known to make a reservation to be able to enjoy a drink there.
Reviewed on Aug 26, 2026
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
9.6/10 Exceptional! (1,986 reviews)
Nov 7 - Nov 9
2 night stay
Denver (DEN) to Chicago (ORD)
Southwest Airlines • Coach
Chicago (ORD) to Denver (DEN)
Frontier Airlines • Coach
Save 100% on your flight
Price was $976, price is now $654 per person
$654
per person
found 1 day ago
隔音效果差
Reviewed on Aug 27, 2026
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
$115 nightly
The price is $136 total per night
$136 total
Sep 8 - Sep 9
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 concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.67 mi from city center
$134 nightly
The price is $159 total per night
$159 total
Aug 30 - Aug 31
Total with taxes and fees
Guests of The Chicago Hotel Collection Ambassador Gold Coast enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 75 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include conference space, express check-out, and wedding services.
Pet friendly
Free WiFi
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
0.93 mi from city center
Guests staying at Kasa Magnificent Mile Chicago enjoy a gym, free WiFi in public areas, and a convenience store. Self parking is available for USD 51.00 per day. Front-desk staff can help with luggage storage, and provide local restaurant recommendations.
Kitchen
Washer
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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.
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