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Chicago Holidays
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Top Chicago Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/1676cf3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
per person
6 Aug - 8 Aug
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
8/10 Very Good! (2,380 reviews)
Perfect location to literally everything. Very nice hotel and a good breakfast each morning.
Reviewed on 19 Jun 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)
![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
6 Aug - 8 Aug
found 1 day ago
Return flight included
Boston (BOS) 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 17 Jun 2024
![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/0a75f592_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Where to stay in Chicago
Find the best Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Chicago
![Downtown Chicago featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium)
Downtown Chicago
4 out of top 10 points of interest in this area
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Grant Park and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Top hotels in Chicago
![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 HK$1,062 per night from 2 Jul to 3 Jul
HK$1,062
per night
2 Jul - 3 Jul
7.6/10 Good! (7,011 reviews)
"NA"
Reviewed on 19 Jun 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 HK$1,421 per night from 2 Jul to 3 Jul
HK$1,421
per night
2 Jul - 3 Jul
8/10 Very Good! (2,400 reviews)
Great stay loved it
"Love staying at the embassy suits. Breakfast as well as there social hour"
Reviewed on 18 Jun 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 HK$1,135 per night from 2 Jul to 3 Jul
HK$1,135
per night
2 Jul - 3 Jul
8.6/10 Excellent! (2,962 reviews)
"Great place to stay for travelers"
Reviewed on 18 Jun 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
Popular places to visit
Wrigley Field
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Six Flags Great America
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
Navy Pier
4/5(125 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Chicago
Odyssey Lake Michigan Premier Dinner Cruise
HK$1,031
Per adult
76% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
HK$172
Per adult
90% of travellers recommend
Chicago: City Minibus Tour with Optional Architecture Cruise
HK$367
Per adult
98% of travellers recommend
More trip options
Hotels
Flights
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.