
West Chicago Vacations from ¥242,386
Book a Hotel + Flight or Car together to unlock savings
Photo by Khryz Garcia
- Plan, book, travel with confidence
Better together
Save up to ¥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, 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.

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
Price was ¥272,044, price is now ¥242,386 per person
¥242,386
per person
Oct 5 - Oct 10
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,825 reviews)
Excellent location and accommodations. The only disappointment was the indoor pool, as it was not heated, although hotel website states it is.
Reviewed on Sep 3, 2025

Park Hyatt Chicago
Downtown Chicago
Price was ¥481,088, price is now ¥378,840 per person
¥378,840
per person
Oct 5 - Oct 10
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Excellent service with great top notch amenities and a room that has everything you can need away from home. Highly recommend!
Reviewed on Aug 31, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ¥328,690, price is now ¥269,942 per person
¥269,942
per person
Oct 5 - Oct 10
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (286 reviews)
The staff were excellent
Reviewed on Aug 21, 2025

The Langham, Chicago
Downtown Chicago
Price was ¥542,698, price is now ¥463,804 per person
¥463,804
per person
Oct 5 - Oct 10
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug 12, 2025

The Peninsula Chicago
Downtown Chicago
Price was ¥519,605, price is now ¥452,942 per person
¥452,942
per person
Oct 5 - Oct 10
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Truly enjoyed our experience at this hotel. Staff very kind and helpful. Location was perfect because of its location on the Magnificent Mile and getting to other areas of interest in Chicago. The room was very comfortable and clean. Definitely recommend this hotel!
Reviewed on Sep 4, 2025
Find the Best West Chicago Vacation Packages
West Chicago Hotel Deals

Marriott Chicago O'Hare
8535 West Higgins Road, Chicago, IL
The price is ¥23,851 per night from Sep 27 to Sep 28
¥23,851
¥28,001 total
Sep 27 - Sep 28
includes taxes & fees

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is ¥21,171 per night from Sep 14 to Sep 15
¥21,171
¥24,131 total
Sep 14 - Sep 15
includes taxes & fees

Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥26,613 per night from Oct 4 to Oct 5
¥26,613
¥31,241 total
Oct 4 - Oct 5
includes taxes & fees
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

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.

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.

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

Wendella's 90-min Chicago River Architecture Tour
¥5,986
per adult
94% of travellers recommend

Chicago By Night River & Lake Cruise
¥6,651
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.