New Chicago Vacations from ￥337,288
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The Latest New Chicago Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Wade
Downtown Chicago
Price was ￥442,434, price is now ￥337,288 per person
￥337,288
per person
May 13 - May 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,719 reviews)
Enjoyed our stay. Views were amazing and location convenient.
Reviewed on Mar 26, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥437,268, price is now ￥349,207 per person
￥349,207
per person
May 14 - May 19
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,582 reviews)
Very pet friendly. Small room but fine for the 2 overnights in city. The Shower head in 1003 leaks & reduced the flow but otherwise decent.
Spot Hero parking ($35 night) around the corner for easy in and out. Central location to most areas of interest @$125 value
Reviewed on Mar 24, 2026
Four Seasons Hotel Chicago
Downtown Chicago
Price was ￥641,108, price is now ￥516,587 per person
￥516,587
per person
May 14 - May 19
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (999 reviews)
Service was wonderful! Hotel is very well located close to shops, restaurants and coffee shops. Lots to see and do around and hotel itself is pure luxury. We had a wonderful stay!
Reviewed on Mar 27, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ￥475,226, price is now ￥383,552 per person
￥383,552
per person
May 14 - May 19
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,414 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on Mar 9, 2026
Find the Best New Chicago Vacation Packages
New Chicago Hotel Deals
Motel 6 Hammond, IN - Chicago Area
3840 179th St Hammond IN
Fully refundableReserve now, pay when you stay
The price is ￥8,217 per night from Mar 29 to Mar 30
￥8,217
￥9,203 total
Mar 29 - Mar 30
includes taxes & fees
6.4/10 (1,003 reviews)
The rumor was filthy the washer and dryers don’t work. The bathroom was dirty.
Reviewed on Mar 26, 2026
Econo Lodge South Holland - Chicago Southland
17301 S Halsted St, Building B South Holland IL
Fully refundableReserve now, pay when you stay
The price is ￥9,277 per night from Apr 22 to Apr 23
￥9,277
￥10,482 total
Apr 22 - Apr 23
includes taxes & fees
5.8/10 (740 reviews)
Yes,my room was clean
Reviewed on Mar 17, 2026
Hampton Inn & Suites Munster
8936 Calumet Ave Munster IN
Fully refundableReserve now, pay when you stay
The price is ￥18,199 per night from Apr 19 to Apr 20
￥18,199
￥20,383 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Excellent
Reviewed on Mar 27, 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.
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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.
