
Northwest Chicago Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
Photo by Margy Moore
- 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
- Rest easyPlan, book, and manage your trip all in one place
Top Luxury vacation packages in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Chicago Schaumburg
Price was ¥373,915, price is now ¥313,997 per person
¥313,997
per person
Feb 20 - Feb 23
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
7.2/10 Good! (1,003 reviews)
The room was clean. Staff and bar was really nice.
Reviewed on Dec 18, 2025

The Westin Chicago Northwest
Price was ¥370,155, price is now ¥316,923 per person
¥316,923
per person
Feb 20 - Feb 23
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.8/10 Excellent! (1,004 reviews)
My stay was wonderful . It’s always nice and clean when I go to this hotel
Reviewed on Jan 2, 2026

Eaglewood Resort and Spa
Price was ¥371,582, price is now ¥319,588 per person
¥319,588
per person
Feb 20 - Feb 23
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.8/10 Excellent! (1,004 reviews)
I was so disappointed and disgusted with the stains all over the chair in the room. When I reported it all I got was I won’t be charged for damages.
I really liked the stay overall I was just very disappointed with this situation
Reviewed on Jan 1, 2026

Hyatt Regency Schaumburg Chicago
Price was ¥376,164, price is now ¥327,383 per person
¥327,383
per person
Feb 20 - Feb 23
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.6/10 Excellent! (1,265 reviews)
Bathroom is small but over all good experience
Reviewed on Dec 26, 2025

Renaissance Schaumburg Convention Center Hotel
Price was ¥395,196, price is now ¥349,589 per person
¥349,589
per person
Feb 20 - Feb 23
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (1,000 reviews)
Rooms were very clean and bed was super comfy. Sweet pool and hot tub area too.
Reviewed on Jan 7, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Chicago
View all trips3 Night Luxury vacations in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Chicago Schaumburg
Price was ¥373,915, price is now ¥313,997 per person
¥313,997
per person
Feb 20 - Feb 23
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
7.2/10 Good! (1,003 reviews)
The room was clean. Staff and bar was really nice.
Reviewed on Dec 18, 2025

The Westin Chicago Northwest
Price was ¥370,155, price is now ¥316,923 per person
¥316,923
per person
Feb 20 - Feb 23
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.8/10 Excellent! (1,004 reviews)
My stay was wonderful . It’s always nice and clean when I go to this hotel
Reviewed on Jan 2, 2026

Eaglewood Resort and Spa
Price was ¥371,582, price is now ¥319,588 per person
¥319,588
per person
Feb 20 - Feb 23
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.8/10 Excellent! (1,004 reviews)
I was so disappointed and disgusted with the stains all over the chair in the room. When I reported it all I got was I won’t be charged for damages.
I really liked the stay overall I was just very disappointed with this situation
Reviewed on Jan 1, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Chicago
View all tripsTop Luxury Northwest Chicago Hotels

Holiday Inn Chicago - Schaumburg by IHG
1998 North Roselle Road Schaumburg IL
Visit Holiday Inn Chicago - Schaumburg by IHG for a relaxing stay in Schaumburg. Sought-after amenities at this hotel include a restaurant, a fitness center, ...
8.2/10 Very Good! (1,000 reviews)
We were very tired after a long drive in. The staff was extremely helpful & made us feel very welcome. Our room was so nice & clean. The bed was the most comfortable bed I’ve ever slept in& the whole hotel was very clean! Thank you so much!
Reviewed on Nov 23, 2025

Renaissance Schaumburg Convention Center Hotel
1551 Thoreau Dr N Schaumburg IL
Treat yourself to a luxury stay at Renaissance Schaumburg Convention Center Hotel, where you can enjoy amenities like pillowtop beds, designer toiletries, and ...
9/10 Wonderful! (1,001 reviews)
Hotel was clean, smelled really good, staff from front desk to cleaning was very welcoming and nice.
Reviewed on Jan 2, 2026

Hyatt Regency Schaumburg Chicago
1800 East Golf Rd Schaumburg IL
Treat yourself to some luxurious accommodations at Hyatt Regency Schaumburg Chicago, where you can enjoy amenities like pillowtop beds, rainfall showers, and ...
8.6/10 Excellent! (1,280 reviews)
Bathroom is small but over all good experience
Reviewed on Dec 26, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
