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The Latest Downtown Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Sonesta Chicago O'Hare Airport Rosemont
O'Hare
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,456 reviews)
The staff were very inviting and Helpful. Being able to rely on their shuttle service to the airport was extremely convenient as well as the wake up alarm, phone calls…..those always help
Reviewed on Jun 12, 2024
Hilton Chicago O'Hare Airport
O'Hare
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7.6/10 Good! (1,971 reviews)
The convenience of being right at the airport was fantastic. The rooms were not very clean, had a lot of dust build up, like they hadn’t been dusted in a long time.
Reviewed on Jun 13, 2024
The Westin Chicago Northwest
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,005 reviews)
Really great environment and open space. Plenty of space in the room as well. Dining options in hotel as well. Nothing in walking distance though.
Reviewed on Jun 10, 2024
Best Western At O'Hare
O'Hare
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7.4/10 Good! (1,868 reviews)
The business center really didn't exist. There were two computers in the open lobby, which they called their business center, and they didn't even work. Breakfast, though something, wasn't really worth waking up for.
Reviewed on Jun 13, 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
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
520 South Michigan Avenue, Chicago, IL
The price is ¥23,393 per night from Jun 18 to Jun 19
¥23,393
per night
Jun 18 - Jun 19
7.6/10 Good! (6,961 reviews)
"Great values."
Reviewed on Jun 15, 2024
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is ¥32,334 per night from Jun 17 to Jun 18
¥32,334
per night
Jun 17 - Jun 18
8/10 Very Good! (2,373 reviews)
"I love the location of this hotel. It’s vey convenient to walk everywhere. Breakfast is awesome. Front desk is lukewarm not the friendliest but not the worse. One is not even paying attention and charged me again even though I prepaid my stayed in Expedia. It’s still showing pending in my CC so I’m ..."
Reviewed on Jun 12, 2024
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
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 Pizza Tour
¥13,111
Per adult
100% 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.