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.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

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

Aug 20 - Aug 22

2 night stay

Atlanta (ATL) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $689, price is now $417 per person
$417
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

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

Downtown Chicago
8.2/10 Very Good! (2,779 reviews)

Sep 3 - Sep 6

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $866, price is now $526 per person
$526
per person
found 1 day ago
Best vibe. In the mix!

Reviewed on May 2, 2026

Pendry Chicago
4.5-star property

Pendry Chicago

Downtown Chicago
9.2/10 Wonderful! (1,119 reviews)

Sep 3 - Sep 6

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,082, price is now $658 per person
$658
per person
found 1 day ago
Room was clean and comfortable. We really appreciated the chocolates and water!

Reviewed on Feb 25, 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)

Sep 3 - Sep 6

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,154, price is now $746 per person
$746
per person
found 1 day ago
Really nice property, rooms were clean, and staff was extremely friendly

Reviewed on May 5, 2026

Omni Chicago Hotel
4.5-star property

Omni Chicago Hotel

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

Sep 3 - Sep 6

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $752, price is now $510 per person
$510
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.
Free WiFi
Restaurant
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
Jun 29 - Jun 30
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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Lowest 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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