
West Loop Gate Vacations from ¥233,242
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
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The Latest West Loop Gate Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Arlo Chicago
Downtown Chicago
Price was ¥272,038, price is now ¥233,242 per person
¥233,242
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,993 reviews)
My stay at the Arlo hotel was nothing short of amazing. From the moment I arrived, I felt like I was at home. The staff was incredibly friendly and welcoming, making my stay even more enjoyable.
Reviewed on Mar 2, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥287,779, price is now ¥235,449 per person
¥235,449
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (413 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.
Reviewed on Feb 16, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥348,600, price is now ¥297,716 per person
¥297,716
per person
Apr 18 - Apr 21
found 11 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (3,422 reviews)
Great breakfast buffet! Great location to Michigan Ave. I would stay here again.
Reviewed on Mar 3, 2026

Level Chicago – Old Town
Downtown Chicago
Price was ¥338,152, price is now ¥301,452 per person
¥301,452
per person
Apr 18 - Apr 21
found 11 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Had a great stay!! Kelly at the front desk was so sweet
Reviewed on Feb 22, 2026

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Price was ¥356,949, price is now ¥319,891 per person
¥319,891
per person
Apr 18 - Apr 21
found 11 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
8.8/10 Excellent! (1,870 reviews)
Such a convenient location, staff were very friendly and efficient
Reviewed on Mar 1, 2026
Where to stay in West Loop Gate
Find the best West Loop Gate areas and neighborhoods for the activities you enjoy most. Learn more about West Loop Gate

Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
West Loop Gate Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is ¥25,336 per night from Mar 21 to Mar 22
¥25,336
¥29,742 total
Mar 21 - Mar 22
includes taxes & fees
8/10 Very Good! (9,909 reviews)
There was no hot water in the shower the whole time we were there.
Reviewed on Mar 3, 2026

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
The price is ¥20,154 per night from Mar 8 to Mar 9
¥20,154
¥28,091 total
Mar 8 - Mar 9
includes taxes & fees
9.4/10 Exceptional! (3,449 reviews)
Great breakfast buffet! Great location to Michigan Ave. I would stay here again.
Reviewed on Mar 3, 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is ¥19,215 per night from Mar 22 to Mar 23
¥19,215
¥22,556 total
Mar 22 - Mar 23
includes taxes & fees
8.6/10 Excellent! (5,711 reviews)
Love the hotel just wish the pool water was warmer
Reviewed on Mar 2, 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



