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! (2,365 reviews)
Apr 16 - Apr 19
3 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $367, price is now $205 per person
$205
per person
found 1 day ago
The rooms were clean and smelled fresh.
Reviewed on Jan 8, 2026
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (2,790 reviews)
Apr 16 - Apr 19
3 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Price was $629, price is now $315 per person
$315
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.
Reviewed on Jan 14, 2026
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
8.6/10 Excellent! (2,008 reviews)
Apr 16 - Apr 19
3 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $474, price is now $290 per person
$290
per person
found 1 day ago
Solid place to stay
Reviewed on Nov 5, 2025
4.0-star property
Level Chicago – Old Town
Downtown Chicago
9/10 Wonderful! (380 reviews)
May 4 - May 7
3 night stay
New York (JFK) to Chicago (ORD)
Delta • Coach
Chicago (ORD) to New York (JFK)
JetBlue Airways • Coach
Save 100% on your flight
Price was $918, price is now $568 per person
$568
per person
found 1 day ago
We always love staying here. Such great service and nice accommodations.
Reviewed on Nov 20, 2025
3.0-star property
Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
8.8/10 Excellent! (1,706 reviews)
Apr 16 - Apr 19
3 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $562, price is now $362 per person
$362
per person
found 1 day ago
AC was a tad loud but didn’t affect our sleep, the blankets didn’t fit both my husband and I. We ended having to buy another blanket for our night. Our room was very clean and the views were spectacular.
Reviewed on Dec 11, 2025
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
$93 nightly
The price is $109 total per night
$109 total
Feb 16 - Feb 17
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
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.84 mi from city center
$143 nightly
The price is $167 total per night
$167 total
Mar 4 - Mar 5
Total with taxes and fees
A 24-hour gym and free WiFi in public areas are features at Hotel Riu Plaza Chicago. Multilingual staff at the 24-hour front desk can assist with luggage storage, concierge services, and dry cleaning/laundry.
Breakfast included
Free WiFi
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.76 mi from city center
$103 nightly
The price is $120 total per night
$120 total
Feb 22 - Feb 23
Total with taxes and fees
Guests of Embassy Suites by Hilton Chicago Downtown River North have access to an indoor pool, a gym, and WiFi in public areas. Valet parking is available for USD 79.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included
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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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