Pet-friendly Vacations in Northwest Chicago 2026

Plan, book, travel with confidence
Better together
Save up to CA $4,200 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

Flight and Pet-friendly hotel deals in Northwest Chicago

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

Eaglewood Resort and Spa

CA $722

per person

Oct 30 - Nov 2

found 22 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

8.8/10 Excellent! (1,304 reviews)

The Westin Chicago Northwest

CA $855

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,003 reviews)

Clean

Reviewed on Sep 28, 2026

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

View all trips

3 Night Pet-friendly holidays in Northwest Chicago

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

Eaglewood Resort and Spa

CA $722

per person

Oct 30 - Nov 2

found 22 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

8.8/10 Excellent! (1,304 reviews)

The Westin Chicago Northwest

CA $855

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,003 reviews)

Clean

Reviewed on Sep 28, 2026

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

View all trips

4 Night Pet-friendly holidays in Northwest Chicago

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

Motel 6 Elk Grove Village, IL

CA $657

per person

Nov 2 - Nov 6

found 4 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

8.4/10 Very good! (1,303 reviews)

Hyatt Place Itasca

CA $709

per person

Nov 14 - Nov 18

found 20 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

8.6/10 Excellent! (1,352 reviews)

The Westin Chicago Northwest

CA $835

per person

Dec 10 - Dec 14

found 2 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,003 reviews)

Clean

Reviewed on Sep 28, 2026

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

View all trips

Pet-friendly Hotels in Northwest Chicago

Eaglewood Resort and Spa

1401 Nordic Rd Itasca IL

15 min drive from Woodfield Mall

Book a stay at this spa resort in Itasca. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in ...

Hyatt Place Itasca

1150 North Arlington Heights Road Itasca IL

10 min drive from Woodfield Mall

Book a stay at this business-friendly hotel in Itasca. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Motel 6 Rolling Meadows, IL - Chicago Northwest

1800 Winnetka Cir Rolling Meadows IL

8 min drive from Woodfield Mall

Stay at this motel in Rolling Meadows. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...

See all 3,931 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.