Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, 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.

Eaglewood Resort and Spa

￥355,549

per person

Apr 29 - May 5

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Chicago (ORD)

8.8/10 Excellent! (1,011 reviews)

The maid service was poor. The food was okay. The price for a massage was to high. However it was close to Woodfield Shopping Mall. I paid for the room and still they had several more fees. The service simply was not there.

Reviewed on Mar 17, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Northwest Chicago

View all trips

3 Night Luxury vacations in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.

Eaglewood Resort and Spa

￥210,031

per person

May 21 - May 24

found 1 day ago

Roundtrip non-stop flight included

Osaka (KIX) to Chicago (ORD)

8.8/10 Excellent! (1,011 reviews)

The maid service was poor. The food was okay. The price for a massage was to high. However it was close to Woodfield Shopping Mall. I paid for the room and still they had several more fees. The service simply was not there.

Reviewed on Mar 17, 2026

Don't see what you're looking for?

See all available trips from Osaka to Northwest Chicago

View all trips

Top Luxury Northwest Chicago Hotels

Holiday Inn Chicago - Schaumburg by IHG

1998 North Roselle Road Schaumburg IL

4 min drive from Woodfield Mall

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! (999 reviews)

Clean room. Pool was decent but the hot tub was not in service. Overall this was a good stay.

Reviewed on Mar 17, 2026

Renaissance Schaumburg Convention Center Hotel

1551 Thoreau Dr N Schaumburg IL

20 min walk from Woodfield Mall

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)

Clean room, beautiful hotel, quick easy access to convention center for events

Reviewed on Mar 14, 2026

Hyatt Regency Schaumburg Chicago

1800 East Golf Rd Schaumburg IL

9 min walk from Woodfield Mall

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! (1,300 reviews)

Kam at the front desk was the best csr Ive ever dealt with she went above an above to make our stay was the best

Reviewed on Mar 18, 2026

See all 4,034 properties in Northwest Chicago

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.