Orland Park Vacations from ￥223,048
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The Latest Orland Park Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥263,537, price is now ￥223,048 per person
￥223,048
per person
Nov 28 - Nov 30
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
They had a buffet in the hotel which was great and it’s in a great location . Close to everything
Reviewed on Sep 26, 2025
Level Chicago - River North
Downtown Chicago
Price was ￥280,959, price is now ￥226,887 per person
￥226,887
per person
Dec 3 - Dec 8
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
Close to any and everything u wanna do highly suggested place to stay
Reviewed on Sep 19, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥320,939, price is now ￥259,332 per person
￥259,332
per person
Nov 28 - Nov 30
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.
Reviewed on Sep 24, 2025
Arlo Chicago
Downtown Chicago
Price was ￥281,081, price is now ￥232,163 per person
￥232,163
per person
Dec 3 - Dec 8
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
We loved the atmosphere, style and the location. The beds are super comfortable, the room large and the bathroom was really great. The only issue we had was with food quality in the dining room and though our room service breakfast was tasty, it was served as take out- no coffee pot or plates. Hopefully they will change this as they get more established.
Reviewed on Sep 24, 2025
Find the Best Orland Park Vacation Packages
Orland Park Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
7.8/10 Good! (9,307 reviews)
"Parking situation is ridicules, hallways carpet very filthy. I understand it’s an older hotel but needs to be kept up. Bathroom door didn’t even close."
Reviewed on Sep 25, 2025
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥15,969 per night from Oct 28 to Oct 29
￥15,969
￥21,378 total
Oct 28 - Oct 29
includes taxes & fees
7.8/10 Good! (2,387 reviews)
"It felt cozy and comfortable. The room was a little bit dusty and the night light was not working."
Reviewed on Sep 24, 2025
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥27,238 per night from Sep 28 to Sep 29
￥27,238
￥31,975 total
Sep 28 - Sep 29
includes taxes & fees
9.2/10 Wonderful! (3,871 reviews)
"My only complaint, and I guess it is the main reason you get a hotel -- was the bed. It was in a nook, no nightstands, 1 hard pillow each, super hard "matress" the flat comforter was a queen for a king sized bed. I mean, really? I am ok with the bed located as it is, but the appointments were just ..."
Reviewed on Sep 26, 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 Orland Park
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 Orland Park
Wendella's 90-min Chicago River Architecture Tour
￥6,633
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
￥6,633
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.
