![](https://mediaim.expedia.com/destination/9/22c7b01c6dbee662deb2ad27e7057eb3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Downtown Chicago Vacations from ¥285,013
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The Latest Downtown Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
![W Chicago - City Center](https://images.trvl-media.com/lodging/1000000/30000/23500/23481/ad18e96a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/425695dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/cb208a99_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Level Chicago – Old Town
Downtown Chicago
per person
Sep 4 - Sep 6
found 9 hours ago
Roundtrip flight included
Takamatsu (TAK) to Chicago (ORD)
8.8/10 Excellent! (210 reviews)
Great room - fabulous fitness center. Easy access to grocery stores to stock fridge. Room is furnished with all amenities.
Reviewed on Jun 9, 2024
![21c Museum Hotel Chicago](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/e03aaf00_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Where to stay in Downtown Chicago
Find the best Downtown Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Chicago
![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=350&h=192&q=medium)
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
Downtown Chicago Hotel Deals
![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/a97325e3_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
River Hotel
75 East Wacker Drive, Chicago, IL
The price is ¥25,569 per night from Jul 3 to Jul 4
¥25,569
per night
Jul 3 - Jul 4
8.6/10 Excellent! (2,947 reviews)
"Perfect place with a water view. Walkable"
Reviewed on Jun 13, 2024
![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/41255425_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is ¥25,952 per night from Jun 17 to Jun 18
¥25,952
per night
Jun 17 - Jun 18
7.6/10 Good! (6,961 reviews)
"Great values."
Reviewed on Jun 15, 2024
![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/1676cf3d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is ¥32,423 per night from Jul 1 to Jul 2
¥32,423
per night
Jul 1 - Jul 2
8/10 Very Good! (2,389 reviews)
"Overall, very satisfied with everything."
Reviewed on Jun 15, 2024
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.
Frequently asked questions
Discover the most popular places to visit in Downtown Chicago
Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Grant Park
4.5/5(3,318 reviews)
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
Millennium Park
4.5/5(7,198 reviews)
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Things to do
Odyssey Lake Michigan Premier Dinner Cruise
¥27,764
Per adult
76% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
¥3,241
Per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.