Oak Brook Vacations from ￥252,916
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The Latest Oak Brook Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North
Downtown Chicago
Price was ￥294,574, price is now ￥252,916 per person
￥252,916
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,159 reviews)
Great location. Good size room. Restaurant was awesome.
Reviewed on Jan 9, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥334,992, price is now ￥259,064 per person
￥259,064
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Super clean hotel. Friendly and informative staff.
Reviewed on Jan 11, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ￥294,481, price is now ￥254,092 per person
￥254,092
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
Clean room, amazinggggg views, everyone was so nice. Must go downstairs to Toro and get a martini from John!!
Reviewed on Jan 10, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥293,314, price is now ￥253,315 per person
￥253,315
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Favorite hotel in Chicago!!
Reviewed on Jan 11, 2026
The Emily Hotel
Downtown Chicago
Price was ￥319,399, price is now ￥278,176 per person
￥278,176
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
The room was spacious and the amenities great.
Food was good both at the cafe and in the restaurant.
Good location
Reviewed on Jan 9, 2026
Find the Best Oak Brook Vacation Packages
Oak Brook Hotel Deals
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,880 per night from Jan 19 to Jan 20
￥21,880
￥30,320 total
Jan 19 - Jan 20
includes taxes & fees
8.4/10 Very Good! (2,510 reviews)
Staff members were friendly and helpful. Great location walking distance and transportation options.
Reviewed on Jan 9, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥14,112 per night from Jan 18 to Jan 19
￥14,112
￥16,567 total
Jan 18 - Jan 19
includes taxes & fees
8.8/10 Excellent! (3,677 reviews)
Room and hotel overall very clean. Noted some things that could be updated in bathroom(stopper in sink didnt go all the way down, peeling caulk and some missing grout). Minor updates. Our sink was clogged when we checked in and I called the front desk, housekeeping and the hotel hotline 4 different ...
Reviewed on Jan 7, 2026
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥13,130 per night from Jan 12 to Jan 13
￥13,130
￥15,413 total
Jan 12 - Jan 13
includes taxes & fees
8.6/10 Excellent! (2,048 reviews)
Pedro and front office staff made our stay excellent. Return customer love the location, room quality and value overall. Room size and features make this our first choice in the city
Reviewed on Jan 7, 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
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.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oak Brook
Skydeck - Willis Tower Admission
￥6,889
per adult
100% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
￥3,845
per adult
88% 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.
