
East Chicago Vacations from ¥270,646
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The Latest East Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.

The Wade
Downtown Chicago
Price was ¥365,416, price is now ¥270,646 per person
¥270,646
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,444 reviews)
The staff were friendly and kind. They assisted immediately when there was an issue and for the inconvenience l was given a credit. The customer service is great and staff really works to ensure that your stay is a great experience.
Reviewed on Feb 23, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ¥467,216, price is now ¥279,560 per person
¥279,560
per person
May 1 - May 6
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Great staff, clean rooms. Great location
Reviewed on Feb 21, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥397,982, price is now ¥292,068 per person
¥292,068
per person
May 1 - May 6
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.
Reviewed on Feb 16, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥495,740, price is now ¥371,432 per person
¥371,432
per person
May 1 - May 6
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Todo maravilloso, una experiencia inolvidable....
Reviewed on Feb 23, 2026

Level Chicago – Old Town
Downtown Chicago
Price was ¥386,986, price is now ¥293,822 per person
¥293,822
per person
May 1 - May 6
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) 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
Find the Best East Chicago Vacation Packages
East Chicago Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥15,001 per night from Mar 23 to Mar 24
¥15,001
¥17,611 total
Mar 23 - Mar 24
includes taxes & fees
8/10 Very Good! (9,926 reviews)
Great place
Reviewed on Feb 22, 2026

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥15,358 per night from Mar 4 to Mar 5
¥15,358
¥22,398 total
Mar 4 - Mar 5
includes taxes & fees
9.2/10 Wonderful! (3,388 reviews)
So clean, amazing breakfast - high quality rooms
Reviewed on Feb 22, 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥15,257 per night from Mar 4 to Mar 5
¥15,257
¥17,909 total
Mar 4 - Mar 5
includes taxes & fees
8.4/10 Very Good! (5,683 reviews)
Nice location, clean room, Happy Hour passes, and included breakfast.
Reviewed on Feb 22, 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 East Chicago
Ameristar Casino East Chicago
3.5/5(26 reviews)
Why not try your luck with a visit to Ameristar Casino East Chicago during your time in East Chicago? While you're in the area, find time to visit its casinos.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
