Chicago Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
3.0-star property
Hotel Gurnee
7.6/10 Good! (997 reviews)
Sep 17 - Sep 23
6 night stay
New York (NYC) to Chicago (ORD)
JetBlue Airways • Roundtrip • Coach
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per person
found 17 hours ago
Staff was extremely helpful. Rooms were clean and everyone in my family enjoyed our stay. We will definitely be back to stay!
Reviewed on Aug 18, 2021
3.5-star property
Hyatt House Chicago Medical/University District
Near West Side
9/10 Wonderful! (1,036 reviews)
Aug 27 - Sep 1
5 night stay
Los Angeles (LAX) to Chicago (ORD)
Spirit Airlines • Roundtrip • Coach
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per person
found 18 hours ago
Cool property in an interesting building. Clean and quiet. Near a ton of bars/restaurants two or three streets over. Will ABSOLUTELY stay there again.
Reviewed on Jun 14, 2025
5.0-star property
Park Hyatt Chicago
Downtown Chicago
9.6/10 Exceptional! (1,002 reviews)
Sep 21 - Sep 24
3 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Roundtrip • Coach
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per person
found 21 hours ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.
Reviewed on Sep 13, 2024
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (2,065 reviews)
Sep 12 - Sep 16
4 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
JetBlue Airways • Coach
Save 100% on your flight
per person
found 14 hours ago
Our second time. Here, highly recommended
Reviewed on Mar 3, 2025
Top rated hotels for your Chicago vacation package
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
0.43 mi from city center
$166 nightly
The price is $194 total per night
$194 total
Jul 13 - Jul 14
Total includes 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
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Free Cancellation
0.75 mi from city center
$239 nightly
The price is $275 total per night
$275 total
Aug 7 - Aug 8
Total includes taxes and fees
At InterContinental Chicago Magnificent Mile by IHG, guests enjoy an indoor pool, a gym, and a steam room. Valet parking is offered for USD 88 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this luxury hotel include free WiFi in public areas, express check-out, and a reception hall.
Pool
Spa
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
1.35 mi from city center
$178 nightly
The price is $209 total per night
$209 total
Aug 6 - Aug 7
Total includes taxes and fees
Guests of Hilton Chicago/Magnificent Mile Suites enjoy a gym, free WiFi in public areas, and conference space. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and concierge services. Additional amenities include a business center, express check-out, and a banquet hall.
Pet friendly
Free WiFi
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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