West Chicago Vacations from ￥251,553
Book a Hotel + Flight or Car together to unlock savings
Photo by Richard Remington
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest West Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥334,890, price is now ￥251,553 per person
￥251,553
per person
Apr 8 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Very clean room, friendly staff, wonderful breakfast!
Reviewed on Jan 22, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥450,632, price is now ￥332,884 per person
￥332,884
per person
Apr 1 - Apr 6
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
First time there. Staff was helpful and they provided excellent memorable service
Reviewed on Jan 20, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥407,761, price is now ￥319,483 per person
￥319,483
per person
Apr 1 - Apr 6
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The room and the staff were wonderful!
Reviewed on Jan 22, 2026
The Peninsula Chicago
Downtown Chicago
Price was ￥474,268, price is now ￥392,745 per person
￥392,745
per person
Apr 1 - Apr 6
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.
Reviewed on Jan 11, 2026
Find the Best West Chicago Vacation Packages
West Chicago Hotel Deals
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥31,057 per night from Feb 13 to Feb 14
￥31,057
￥36,456 total
Feb 13 - Feb 14
includes taxes & fees
8.2/10 Very Good! (2,193 reviews)
I did not eat breakfast at the hotel. I missed my connection home and the Hilton at the airport is the most convenient place to stay in that situation. You can walk to it from the terminal without going outside.
Reviewed on Jan 22, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ￥18,723 per night from Jan 24 to Jan 25
￥18,723
￥21,339 total
Jan 24 - Jan 25
includes taxes & fees
8.8/10 Excellent! (2,341 reviews)
Yes all was lovely
Reviewed on Jan 21, 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Fully refundable
The price is ￥16,639 per night from Jan 27 to Jan 28
￥16,639
￥18,965 total
Jan 27 - Jan 28
includes taxes & fees
8.6/10 Excellent! (2,705 reviews)
Room we well kept, staff was mildly unresponsive. Food is waaaay overpriced, but the free shuttle to the airport is clutch
Reviewed on Jan 16, 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 West Chicago
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 West Chicago
Chicago: Navy Pier Centennial Wheel Ticket
￥3,883
per adult
88% of travellers recommend
Chicago Blackhawks Ice Hockey Game at United Center
￥10,567
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
