Wheeling Vacations from ￥193,273
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The Latest Wheeling Vacation Packages
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ￥239,810, price is now ￥193,273 per person
￥193,273
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
VERY CONVENIENT LOCATION WAS THE BEST PART OF THIS HOTEL
Reviewed on Dec 29, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥298,398, price is now ￥212,062 per person
￥212,062
per person
Feb 3 - Feb 7
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Everything was perfect
Reviewed on Dec 29, 2025
The Peninsula Chicago
Downtown Chicago
Price was ￥369,816, price is now ￥287,046 per person
￥287,046
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Emil was a fabulous server at the Lobby Restaurant. I think that’s his name. Tall guy. Becca at front desk also fantastic. The lady who checked us in not so good.
Reviewed on Dec 29, 2025
Level Chicago – Old Town
Downtown Chicago
Price was ￥263,876, price is now ￥209,148 per person
￥209,148
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in
Reviewed on Dec 25, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥266,082, price is now ￥213,456 per person
￥213,456
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.
Reviewed on Dec 18, 2025
Find the Best Wheeling Vacation Packages
Wheeling Hotel Deals
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥37,277 per night from Jan 17 to Jan 18
￥37,277
￥43,761 total
Jan 17 - Jan 18, 2026
includes taxes & fees
8.2/10 Very Good! (2,175 reviews)
Early check in available for $25, worth it for getting rest between flights. Very friendly staff
Reviewed on Dec 27, 2025
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ￥19,754 per night from Jan 4 to Jan 5
￥19,754
￥22,515 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.6/10 Excellent! (2,264 reviews)
Room was nice, but beds were hard and pillows too soft. Barely slept. Doors are too loud and are constantly being slammed throughout day and night. Breakfast service was excellent. Wish there were more options for the price.
Reviewed on Dec 29, 2025
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Fully refundable
The price is ￥15,753 per night from Jan 2 to Jan 3
￥15,753
￥17,955 total
Jan 2 - Jan 3, 2026
includes taxes & fees
8.6/10 Excellent! (2,665 reviews)
Clean, spacious room. Comfortable bed. Quick shuttle service from airport. Friendly staff.
Reviewed on Dec 24, 2025
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 Wheeling
Michigan Avenue
4.5/5(332 reviews)
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
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Wheeling
Chicago: Navy Pier Centennial Wheel Ticket
￥3,827
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
￥6,310
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.
