Central Chicago Vacation Packages
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Top Central Chicago vacation package deals
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4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
8.2/10 Very Good! (2,809 reviews)
Sep 18 - Sep 21
3 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $578, price is now $367 per person
$367
per person
found 1 day ago
Staff were great but the room was much smaller than expected. There was a desk in room which was unnecessary and it took up so much of the walk that the bar fridge and microwave stacked on top of it stuck out past the wall and ended up being a tripping hazard.
Reviewed on Jul 18, 2026
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (4,714 reviews)
Sep 10 - Sep 13
3 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $919, price is now $554 per person
$554
per person
found 1 day ago
Our room on the 26th floor was outstanding!!! We went to breakfast early because the first morning was a zoo with children running around and absent parents. Scrambled eggs are always tricky when made for 100 people but the hot sauce made them edible. Traffic pattern at breakfast was a bit congested with people going in all directions at once.
Reviewed on Jul 18, 2026
4.0-star property
Level Chicago – Old Town
Downtown Chicago
9/10 Wonderful! (501 reviews)
Sep 25 - Sep 29
4 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,237, price is now $751 per person
$751
per person
found 1 day ago
Level hotels are awesome
Reviewed on Jul 18, 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
$144 nightly
The price is $171 total per night
$171 total
Jul 19 - Jul 20
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.
The Wade
644 N Lake Shore Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.04 mi from city center
$254 nightly
The price is $302 total per night
$302 total
Aug 9 - Aug 10
Total with taxes and fees
At The Wade, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is offered for USD 86 per night. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, securing valuables, and tours or tickets. Other amenities at this luxury hotel include conference space, a 24-hour business center, and express check-out.
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.9 mi from city center
$287 nightly
The price is $341 total per night
$341 total
Jul 26 - Jul 27
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.
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Chicago CityPASS®: Experience 5 must-see attractions
$144
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