Plan, book, travel with confidence
Better together
Save up to ￥85,000 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 Romantic vacation packages in Northwest Chicago

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

Eaglewood Resort and Spa

￥296,422

per person

Jun 2 - Jun 7

found 8 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.8/10 Excellent! (1,036 reviews)

This resort was just ok imo. Pretty old and dated. Not the worst place I’ve been but needs work. Carpet old , old scratched up furnishings in the rooms. ATP no hotel should have a tub only glassed in showers. Didn’t use the amenities like the bowling alley as it was closed when we arrived. This place is def for golfers. Asked for a room w a view of the GC and what I got was a view of a parking lot and trees blocked the view of the course. Although Itasca itself didn’t have much to offer it is nearby Schaumburg that has plenty to do and that’s where I’ll be staying for any future trips to the area.

Reviewed on Apr 26, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Northwest Chicago

View all trips

4 Night Romantic vacations in Northwest Chicago

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

Eaglewood Resort and Spa

￥272,446

per person

Jun 11 - Jun 15

found 15 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

8.8/10 Excellent! (1,036 reviews)

This resort was just ok imo. Pretty old and dated. Not the worst place I’ve been but needs work. Carpet old , old scratched up furnishings in the rooms. ATP no hotel should have a tub only glassed in showers. Didn’t use the amenities like the bowling alley as it was closed when we arrived. This place is def for golfers. Asked for a room w a view of the GC and what I got was a view of a parking lot and trees blocked the view of the course. Although Itasca itself didn’t have much to offer it is nearby Schaumburg that has plenty to do and that’s where I’ll be staying for any future trips to the area.

Reviewed on Apr 26, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Northwest Chicago

View all trips

Top Romantic Northwest Chicago Hotels

The Westin Chicago Northwest

400 Park Blvd Itasca IL

13 min drive from Schaumburg Convention Center

Rekindle the romance with your special someone. Consider booking a getaway at this hotel where you're sure to love the hot tub and garden. Other amenities to ...

8.8/10 Excellent! (1,005 reviews)

Couples like: bar, hot tub

Travelers say...

Excellent location.

Reviewed on Apr 26, 2026

Embassy Suites by Hilton Chicago Schaumburg Woodfield

1939 N Meacham Rd Schaumburg IL

7 min walk from Schaumburg Convention Center

Enjoy a stay at this romantic hotel, featuring onsite dining and a bar for couples to enjoy.

8.4/10 Very Good! (1,002 reviews)

Our room smelled musty/stale and we opened the window to air it out but came back to it closed both days. Sunday morning at 620am music began blaring throughout the hotel which was pretty irritating. The room itself was nice and breakfast had a good selection.

Reviewed on Apr 26, 2026

Homewood Suites by Hilton Chicago - Schaumburg

815 East American Lane Schaumburg IL

21 min walk from Schaumburg Convention Center

If you're looking for a special getaway, consider a stay at this romantic hotel where there's a terrace and much more for you and your partner to enjoy.

8.6/10 Excellent! (1,000 reviews)

Property was pristine. Property did allow pets, but we didn't bring any. Overall, our stay was pleasant, but the slamming of doors was a bit much. It was also noisy above us since we stayed on the 1st floor. We would book a stay here again, but away from the exits and book a room on the 3rd ...

Reviewed on Mar 22, 2026

See all 4,018 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.