Central Chicago Vacation Packages
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Top Central Chicago vacation package deals
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4.5-star property
The Talbott, Autograph Collection
Downtown Chicago
9.4/10 Exceptional! (159 reviews)
Nov 3 - Nov 10
7 night stay
Atlanta (ATL) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,502, price is now $845 per person
$845
per person
found 1 day ago
The room was spacious for two. The location was easy to reach from the bus line. We were able to check in early! The only problems were that the phone would ring randomly throughout the morning. We didn't ask for any wake-up calls, and you could hear through the walls into the next room. All in all, the hotel location was a good choice for this trip.
Reviewed on Sep 2, 2026
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (5,106 reviews)
Nov 3 - Nov 10
7 night stay
Atlanta (ATL) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,792, price is now $927 per person
$927
per person
found 1 day ago
We absolutely loved this hotel. My wife and I came for two days to celebrate my birthday. The location is fantastic to walk many great places, breakfast buffet was the best, excellent selection and tasty. While eating breakfast then brought me a birthday brownie and put chocolate in our room. Above and beyond expectations. Very clean and modern hotel with great staff. Roof top bar is a must!
Reviewed on Sep 2, 2026
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
9.6/10 Exceptional! (2,003 reviews)
Nov 3 - Nov 10
7 night stay
Atlanta (ATL) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $2,973, price is now $1,693 per person
$1,693
per person
found 1 day ago
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍
Reviewed on Sep 2, 2026
4.5-star property
Swissotel - Chicago
Downtown Chicago
9/10 Wonderful! (3,577 reviews)
Nov 3 - Nov 10
7 night stay
Atlanta (ATL) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $2,031, price is now $1,186 per person
$1,186
per person
found 1 day ago
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
9.4/10 Exceptional! (2,685 reviews)
Nov 3 - Nov 10
7 night stay
Atlanta (ATL) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,945, price is now $1,145 per person
$1,145
per person
found 1 day ago
O
Reviewed on Sep 2, 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
$101 nightly
The price is $120 total per night
$120 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 securing valuables. Additional amenities include conference space, a business center, and express check-out.
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
$122 nightly
The price is $144 total per night
$144 total
Sep 8 - Sep 9
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 82 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.
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.
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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: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Chicago CityPASS®: Experience 5 must-see attractions
$144
per adult
94% of travellers recommend
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