Northwest Side Luxury Vacations
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Top Luxury vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
￥279,728
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
It's our second time staying at the RIU and it's always an amazing experience. The staff is amazing, the cleanliness, the food, the overall experience of staying at the RIU is amazing. Thank you all for the wonderful experience!
Reviewed on Oct 4, 2026
InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
￥313,520
per person
Nov 9 - Nov 13
found 22 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (3,324 reviews)
I had 2 rooms, adjacent to one another and both 2 queen rooms. You'd think they would be the same layout but couldn't have been more different. I room was spacious, two windows, bathroom had a separate shower and tub - the other was cramped, single window because it was visibly smaller, bathroom had a tub shower and a "vanity" over the toilet. Same price - extremely different experience.
Reviewed on Oct 4, 2026
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See all available trips from Osaka to Northwest Side
View all trips5* Luxury vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
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See all available trips from Osaka to Northwest Side
View all trips3 Night Luxury vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
￥506,220
per person
Nov 29 - Dec 2
found 24 hours ago
Roundtrip flight included
Kitakyushu (KKJ) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
It's our second time staying at the RIU and it's always an amazing experience. The staff is amazing, the cleanliness, the food, the overall experience of staying at the RIU is amazing. Thank you all for the wonderful experience!
Reviewed on Oct 4, 2026
Don't see what you're looking for?
See all available trips from Kitakyushu to Northwest Side
View all trips4 Night Luxury vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
￥279,728
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
It's our second time staying at the RIU and it's always an amazing experience. The staff is amazing, the cleanliness, the food, the overall experience of staying at the RIU is amazing. Thank you all for the wonderful experience!
Reviewed on Oct 4, 2026
Don't see what you're looking for?
See all available trips from Osaka to Northwest Side
View all tripsThings to do
Skydeck Chicago at Willis Tower
￥6,642
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
