Northwest Side All inclusive Vacations
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Top All inclusive vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was ￥433,462, price is now ￥347,568 per person
￥347,568
per person
Apr 29 - May 4
found 7 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
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥378,268, price is now ￥308,210 per person
￥308,210
per person
May 3 - May 6
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026
The Peninsula Chicago
Downtown Chicago
Price was ￥589,325, price is now ￥511,050 per person
￥511,050
per person
Apr 29 - May 4
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The room was comfortable and beautiful design. Comfortable bed and bedding. Large desk. Good walkable location. But we could hear sirens at night
Reviewed on Feb 16, 2026
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View all trips5* All inclusive vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥378,268, price is now ￥308,210 per person
￥308,210
per person
May 3 - May 6
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥376,204, price is now ￥310,597 per person
￥310,597
per person
May 3 - May 6
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Great hotel, plus excellent service me and my wife like it we definitely coming back thanks
Reviewed on Feb 17, 2026
The Peninsula Chicago
Downtown Chicago
Price was ￥589,325, price is now ￥511,050 per person
￥511,050
per person
Apr 29 - May 4
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The room was comfortable and beautiful design. Comfortable bed and bedding. Large desk. Good walkable location. But we could hear sirens at night
Reviewed on Feb 16, 2026
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See all available trips from Tokyo to Northwest Side
View all trips3 Night All inclusive vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥378,268, price is now ￥308,210 per person
￥308,210
per person
May 3 - May 6
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.
Reviewed on Jan 26, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥376,204, price is now ￥310,597 per person
￥310,597
per person
May 3 - May 6
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Great hotel, plus excellent service me and my wife like it we definitely coming back thanks
Reviewed on Feb 17, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Side
View all trips4 Night All inclusive vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥360,946, price is now ￥296,452 per person
￥296,452
per person
May 14 - May 18
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
Room neat, clean and cozy. Check in was easy. Small and intimate for quick weekend getaway.
Reviewed on Feb 16, 2026
Arlo Chicago
Downtown Chicago
Price was ￥380,418, price is now ￥314,525 per person
￥314,525
per person
May 14 - May 18
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
Excellent customer service from Security to Front Desk ,Restaurant,cleanliness ,best amenities
Reviewed on Feb 16, 2026
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
