
Woodridge Vacations from ¥267,343
Book a Hotel + Flight or Car together to unlock savings
Photo by WERONIKA Sedzikowska
- 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 Woodridge Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥374,596, price is now ¥267,343 per person
¥267,343
per person
Mar 23 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Cleanliness, exceptional customer service, and a complimentary upgrade made our stay outstanding! The way the buffet staff efficiently managed the line, guided guests to tables, and consistently kept the food fresh—all while wearing genuine smiles—was truly impressive. Our room was spotless, modern, and well-stocked, exceeding our expectations. We will definitely be back!
Reviewed on Jan 11, 2026


Level Chicago – Old Town
Downtown Chicago
Price was ¥382,283, price is now ¥286,916 per person
¥286,916
per person
Mar 23 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
I stayed 5 nights total, 4 nights in a two BR, 1 bath with a balcony and the last night in a one BR. The 2BR was great. It faced East, received a lot of sunlight, was clean, modern and the bed was very comfortable. The gym had what I needed too. actually liked sleeping with the sound of the el nearby because I used to live in the area. I did not give it 5 stars because the walls are super thin. Someone had a party next to me and it was impossible to sleep hearing voices straight through the walls. Being a newer building, I don’t think the best quality appliances or fixtures were chosen. My ice machine wasn’t working and the heat/fan only worked in certain areas in the 2BR. Additional lighting should be added. The 1BR shower fixtures and drain needed some attention. That said, Mihajlo and the front desk staff were very helpful and attentive and helped me with whatever I needed. The 1BR seemed more like a studio to m. I’d prefer to book directly through Level, but it was a better price with Expedia. I still thought it was pricey but I was overall happy with my stay.
Reviewed on Jan 12, 2026


The Peninsula Chicago
Downtown Chicago
Price was ¥536,808, price is now ¥407,372 per person
¥407,372
per person
Mar 23 - Mar 30
found 1 day 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 Woodridge Vacation Packages
Woodridge Hotel Deals

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥30,971 per night from Feb 6 to Feb 7
¥30,971
¥36,357 total
Feb 6 - Feb 7
includes taxes & fees
8.2/10 Very Good! (2,179 reviews)
We didn’t have breakfast included
Reviewed on Jan 11, 2026

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ¥18,671 per night from Feb 1 to Feb 2
¥18,671
¥21,281 total
Feb 1 - Feb 2
includes taxes & fees
8.8/10 Excellent! (2,305 reviews)
The doorman is an expert on his field, the check in was seamless, fast and early, the room is neat. Definitely would stay again, close to the airport but you can’t hear a thing.
Reviewed on Jan 11, 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Fully refundable
The price is ¥16,593 per night from Jan 20 to Jan 21
¥16,593
¥18,913 total
Jan 20 - Jan 21
includes taxes & fees
8.6/10 Excellent! (2,692 reviews)
Great hotel! Other than the unexpected $29/day uncovered parking far away and very thin blankets, I had a lovely time for a business trip with my coworkers!
Reviewed on Jan 11, 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 Woodridge

Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

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.

Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Woodridge

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
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.

