
Northwest Chicago Luxury Vacations
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Top Luxury vacation packages in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

The Westin Chicago Northwest
Price was ¥312,380, price is now ¥299,938 per person
¥299,938
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,012 reviews)
Clean room, housekeeper didn’t want to give new towels
Reviewed on Jun 29, 2026

Eaglewood Resort and Spa
Price was ¥339,482, price is now ¥323,212 per person
¥323,212
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,168 reviews)
GREAT time for us, wonderful staff & beautiful views. A truly Peaceful resort in Illinois.
Reviewed on Jul 2, 2026

DoubleTree by Hilton Chicago Schaumburg
Price was ¥316,596, price is now ¥314,000 per person
¥314,000
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7.2/10 Good! (1,006 reviews)
We arrived into town at 7pm and were told that the room was not ready. We waited for 3 hours in the lobby for it to be ready. The email I received prior to checking in said that I can check in to our room anytime after 3pm. My son and I needed to get up very early the next morning, so this was extremely frustrating. In addition, when we finally got our room, we opened the door to find only one king bed, even though we had prepaid for a room with 2 doubles. After chatting with the front desk, they informed us there was not a roll away available nor another room with 2 beds, so our option was an additonal room with a king bed, which was very kind to offer, but my son is 15 and I was not thrilled about him sleeping 2 floors above on his own. In addition, the television in the room did not work and the shades were broken, falling off the wall, so there was no privacy from the outside. Lastly, the pool was under construction and this was not told to us prior to check in.
Reviewed on Jun 29, 2026
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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 ¥316,596, price is now ¥314,000 per person
¥314,000
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7.2/10 Good! (1,006 reviews)
We arrived into town at 7pm and were told that the room was not ready. We waited for 3 hours in the lobby for it to be ready. The email I received prior to checking in said that I can check in to our room anytime after 3pm. My son and I needed to get up very early the next morning, so this was extremely frustrating. In addition, when we finally got our room, we opened the door to find only one king bed, even though we had prepaid for a room with 2 doubles. After chatting with the front desk, they informed us there was not a roll away available nor another room with 2 beds, so our option was an additonal room with a king bed, which was very kind to offer, but my son is 15 and I was not thrilled about him sleeping 2 floors above on his own. In addition, the television in the room did not work and the shades were broken, falling off the wall, so there was no privacy from the outside. Lastly, the pool was under construction and this was not told to us prior to check in.
Reviewed on Jun 29, 2026

Eaglewood Resort and Spa
Price was ¥339,482, price is now ¥323,212 per person
¥323,212
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,168 reviews)
GREAT time for us, wonderful staff & beautiful views. A truly Peaceful resort in Illinois.
Reviewed on Jul 2, 2026

The Westin Chicago Northwest
Price was ¥321,978, price is now ¥316,118 per person
¥316,118
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,012 reviews)
Clean room, housekeeper didn’t want to give new towels
Reviewed on Jun 29, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Chicago
View all trips4 Night Luxury vacations in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

Quality Inn Schaumburg - Chicago near the Mall
Price was ¥268,430, price is now ¥265,215 per person
¥265,215
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (1,003 reviews)
The room was comfortable and the staff were very friendly. The location is near many of the attractions we visited! I would stay here again in the future.
Reviewed on Jun 30, 2026


The Westin Chicago Northwest
Price was ¥312,380, price is now ¥299,938 per person
¥299,938
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,012 reviews)
Clean room, housekeeper didn’t want to give new towels
Reviewed on Jun 29, 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 an indoor pool, a restaurant, and ...
8.2/10 Very Good! (1,000 reviews)
"The property was very clean and the staff was helpful!"
Reviewed on Jun 28, 2026

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! (1,003 reviews)
"Amazing"
Reviewed on Jun 19, 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! (1,343 reviews)
"Person at front desk rude."
Reviewed on Jun 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.
Things to do

Chicago: Navy Pier Centennial Wheel Ticket
¥3,853
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.


