Central Chicago Vacation Packages

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The Whitehall Hotel, BW Premier Collection
3.5-star property

The Whitehall Hotel, BW Premier Collection

Downtown Chicago
8.4/10 Very Good! (3,921 reviews)

Aug 27 - Aug 31

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $974, price is now $592 per person
$592
per person
found 1 day ago
The two main complaints that I have is that there wasn’t a full length mirror anywhere and no complementary bottles of water in the room. Other than that, the beds were fantastic. The sheets were great. The pillows were awesome and the staff was terrific.

Reviewed on Jun 9, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Downtown Chicago
9.4/10 Exceptional! (4,319 reviews)

Aug 27 - Aug 31

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,265, price is now $668 per person
$668
per person
found 1 day ago
Nice staff. Clean. Great rooftop bar!! Great location. Great included breakfast buffet! I prefer a comforter rather than a sheet and blanket but still loved it!!

Reviewed on Jun 5, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
9.4/10 Exceptional! (2,535 reviews)

Aug 27 - Aug 31

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,662, price is now $1,034 per person
$1,034
per person
found 1 day ago
Really nice property, rooms were clean, and staff was extremely friendly

Reviewed on May 5, 2026

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Downtown Chicago
9/10 Wonderful! (484 reviews)

Aug 6 - Aug 10

4 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,407, price is now $895 per person
$895
per person
found 1 day ago
We always love staying here. Such great service and nice accommodations.

Reviewed on Nov 20, 2025

Omni Chicago Hotel
4.5-star property

Omni Chicago Hotel

Downtown Chicago
9.2/10 Wonderful! (1,791 reviews)

Aug 27 - Aug 31

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,017, price is now $658 per person
$658
per person
found 1 day ago
The excellent hotel launch our vacation in Chicago. The rooms were modern and comfortable. Did you help?

Reviewed on Jun 12, 2026

Top rated hotels for your Central Chicago vacation package

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.48 mi from city center
$136 nightly
The price is $162 total per night
$162 total
Jun 29 - Jun 30
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 securing valuables, concierge services, and luggage storage. Additional amenities include conference space, a business center, and express check-out.
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free Cancellation
0.99 mi from city center
$146 nightly
The price is $174 total per night
$174 total
Jun 30 - Jul 1
Total with taxes and fees
Guests of The Chicago Hotel Collection - Magnificent Mile enjoy features like a 24-hour gym, free WiFi in public areas, and express check-out. Self parking is available for USD 58 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Other amenities at this boutique hotel include a TV in a common area, wedding services, and a reception hall.
Pet friendly
Free WiFi
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.67 mi from city center
$154 nightly
The price is $183 total per night
$183 total
Jul 1 - Jul 2
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 fireplace in the lobby.
Pet friendly
Free WiFi
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