
Oak Brook Vacations from ¥278,428
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The Latest Oak Brook Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ¥464,008, price is now ¥278,428 per person
¥278,428
per person
May 1 - May 6
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Amenities, staff was ok
Reviewed on Feb 25, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥647,042, price is now ¥463,177 per person
¥463,177
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
We had a great stay!
Reviewed on Feb 23, 2026

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ¥531,588, price is now ¥383,018 per person
¥383,018
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
From beginning to the end my stay was a 10/10. I only stayed one night but that one night was worth it.
Reviewed on Feb 24, 2026

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥576,142, price is now ¥415,219 per person
¥415,219
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Always the best place to stay downtown. Central to everything with a great staff. Highly recommend!
Reviewed on Feb 25, 2026

Virgin Hotels Chicago
Downtown Chicago
Price was ¥538,122, price is now ¥391,416 per person
¥391,416
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
Room was very clean, staff was very pleasant. Will definitely return
Reviewed on Feb 15, 2026
Find the Best Oak Brook Vacation Packages
Oak Brook Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥13,915 per night from Feb 27 to Feb 28
¥13,915
¥16,335 total
Feb 27 - Feb 28
includes taxes & fees
8/10 Very Good! (9,937 reviews)
Shortly after our check in when noticed our room did not have heat called the operator only to be told the hotels boiler was out, had to call a 2nd time because the toilet wouldn't flush finally when the maintenance guy came to fix the toilet he said he could get us a space heater we was so excited ...
Reviewed on Feb 26, 2026

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥18,038 per night from Mar 2 to Mar 3
¥18,038
¥25,569 total
Mar 2 - Mar 3
includes taxes & fees
9.4/10 Exceptional! (3,415 reviews)
To recessed lights in the ceiling near the windows the windows would not shut off. We tried every little light switch in the room eight ways to Sunday and could not get those recessed lights off. The only way to shut them off was to take the card out to stop the electricity in the room. But then ...
Reviewed on Feb 26, 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥15,981 per night from Mar 4 to Mar 5
¥15,981
¥18,762 total
Mar 4 - Mar 5
includes taxes & fees
8.6/10 Excellent! (5,685 reviews)
Service was great, and the staff was very kind.
Reviewed on Feb 26, 2026
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.
Discover the most popular places to visit in Oak Brook

Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oak Brook

Chicago River: 1.5-Hour Guided Architecture Cruise
¥6,810
per adult
98% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
¥6,269
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

