
Oak Lawn Vacations from ¥208,544
Book a Hotel + Flight or Car together to unlock savings
- 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 Oak Lawn Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥247,197, price is now ¥208,544 per person
¥208,544
per person
Mar 12 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Jasmine was courteous and friendly, made our check in process smooth. Clean rooms and the breakfast was amazing. I definitely recommend staying here.
Reviewed on Dec 31, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥270,996, price is now ¥225,271 per person
¥225,271
per person
Mar 12 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Great time and staff
Reviewed on Dec 30, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ¥249,510, price is now ¥214,361 per person
¥214,361
per person
Mar 12 - Mar 14
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

The Peninsula Chicago
Downtown Chicago
Price was ¥273,745, price is now ¥236,100 per person
¥236,100
per person
Mar 12 - Mar 14
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
Find the Best Oak Lawn Vacation Packages
Oak Lawn Hotel Deals

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥19,056 per night from Jan 6 to Jan 7
¥19,056
¥26,948 total
Jan 6 - Jan 7, 2026
includes taxes & fees
8.4/10 Very Good! (2,424 reviews)
Overall very clean and very friendly staff
Reviewed on Dec 28, 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥13,977 per night from Jan 6 to Jan 7
¥13,977
¥16,407 total
Jan 6 - Jan 7, 2026
includes taxes & fees
8.8/10 Excellent! (3,613 reviews)
Clean room , great location.
Reviewed on Dec 30, 2025

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥22,254 per night from Jan 6 to Jan 7
¥22,254
¥30,022 total
Jan 6 - Jan 7, 2026
includes taxes & fees
8.4/10 Very Good! (2,195 reviews)
Our stay was absolutely perfect. The room was clean. The staff was amazing! The decorations were festive and the pool was spotless warm and very very family friendly!!
Reviewed on Dec 29, 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 Oak Lawn

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 Lawn

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
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.


