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 Felix River North/Magnificent Mile
Downtown Chicago
8.2/10 Very Good! (2,797 reviews)
Sep 18 - Sep 22
4 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $910, price is now $579 per person
$579
per person
found 1 day ago
Loved this hotel and their customer service. Overall, a great experience, highly recommend.
Reviewed on Jul 4, 2026
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (4,586 reviews)
Aug 16 - Aug 21
5 night stay
Atlanta (ATL) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,073, price is now $628 per person
$628
per person
found 1 day ago
Excellent customer service, amazing staff!
Reviewed on Jul 4, 2026
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
9.4/10 Exceptional! (2,566 reviews)
Aug 16 - Aug 21
5 night stay
Atlanta (ATL) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,114, price is now $699 per person
$699
per person
found 1 day ago
Room and view were great, but beware the $29 card they sell you at check-in to make sure you will actually use and benefit from it.
Reviewed on Jul 5, 2026
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
9.4/10 Exceptional! (3,764 reviews)
Aug 16 - Aug 21
5 night stay
Atlanta (ATL) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,166, price is now $753 per person
$753
per person
found 1 day ago
We generally stay here when we travel to Chicago by the quality of service has diminished lately. Additionally if your booking is through Expedia, everything gets complicated and not well treated.
Reviewed on Jul 5, 2026
4.0-star property
Level Chicago – Old Town
Downtown Chicago
9/10 Wonderful! (497 reviews)
Sep 23 - Sep 27
4 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,284, price is now $846 per person
$846
per person
found 1 day ago
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Top rated hotels for your Central Chicago vacation package
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
Jul 7 - Jul 8
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 a banquet hall.
Pet friendly
Free WiFi
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.48 mi from city center
$121 nightly
The price is $144 total per night
$144 total
Jul 6 - Jul 7
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 dry cleaning/laundry, concierge services, and securing valuables. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.9 mi from city center
$174 nightly
The price is $207 total per night
$207 total
Jul 8 - Jul 9
Total with taxes and fees
Guests of Omni Chicago Hotel have access to a 24-hour gym, in-room fitness, and free WiFi in public areas. Valet parking is offered for USD 89.49 per night. The 24-hour front desk has staff standing by to help with concierge services, dry cleaning/laundry, and securing valuables. Other amenities at this luxury hotel include conference space, express check-out, and a porter/bellhop.
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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.
Things to do
Chicago CityPASS®: Experience 5 must-see attractions
$144
per adult
94% of travellers recommend
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