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Downtown Chicago Vacations from ¥282,385
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The Latest Downtown Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
![The Allegro Royal Sonesta Hotel Chicago Loop](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/2a95e836_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.6/10 Excellent! (1,166 reviews)
We like staying at this property because it is convenient to many shopping and restaurant venues within a couple blocks.
The only thing that we didn’t like is that sometimes the unhoused individuals would come into the Ground floor entrance and beg for money. The security desk is not manned at times.
Other than that, the property is well kept and the staff is incredible! This was our second time staying here and we will stay again.
Reviewed on Jun 17, 2024
![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)
![Virgin Hotels Chicago](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/63f8ab3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/0a75f592_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![21c Museum Hotel Chicago](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/3256bad7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
21c Museum Hotel Chicago
Downtown Chicago
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.4/10 Very Good! (1,838 reviews)
The “suites” were vey nice, clean, modern. Location was central to being close to museums and Michigan Ave, and State Street restaurants, although the’re in-house restaurant was perfect for breakfast and afternoon “oysters and a whisky” before dinner.
Reviewed on Jun 17, 2024
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
![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
Fully refundableReserve now, pay when you stay
The price is ¥22,584 per night from Jul 1 to Jul 2
¥22,584
per night
Jul 1 - Jul 2
7.6/10 Good! (7,026 reviews)
"Wonderful location and a beautiful property."
Reviewed on Jun 17, 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
Fully refundableReserve now, pay when you stay
The price is ¥28,689 per night from Jul 2 to Jul 3
¥28,689
per night
Jul 2 - Jul 3
8/10 Very Good! (2,396 reviews)
"The main lobby was inviting. Breakfast was provided. The food on the breakfast bar was only mildly warm but the omelettes were good. The staff were friendly and helpful."
Reviewed on Jun 18, 2024
![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
Fully refundableReserve now, pay when you stay
The price is ¥22,923 per night from Jul 2 to Jul 3
¥22,923
per night
Jul 2 - Jul 3
8.6/10 Excellent! (2,949 reviews)
"Great place to stay for travelers"
Reviewed on Jun 18, 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.