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Top Pet-friendly vacation packages in Northwest Chicago

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

Eaglewood Resort and Spa

$392

per person

Dec 15 - Dec 17

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Chicago (ORD)

8.8/10 Excellent! (1,390 reviews)

The Westin Chicago Northwest

$433

per person

Jan 15 - Jan 17

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Chicago (ORD)

8.8/10 Excellent! (1,004 reviews)

No included breakfast

Reviewed on Nov 15, 2026

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3 Night Pet-friendly vacations in Northwest Chicago

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

Eaglewood Resort and Spa

$334

per person

Dec 15 - Dec 18

found 1 day ago

Roundtrip flight included

Denver (DEN) to Chicago (ORD)

8.8/10 Excellent! (1,390 reviews)

The Westin Chicago Northwest

$373

per person

Dec 15 - Dec 18

found 1 day ago

Roundtrip flight included

Denver (DEN) to Chicago (ORD)

8.8/10 Excellent! (1,004 reviews)

No included breakfast

Reviewed on Nov 15, 2026

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

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4 Night Pet-friendly vacations in Northwest Chicago

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

Eaglewood Resort and Spa

$508

per person

Dec 16 - Dec 20

found 16 hours ago

Roundtrip flight included

Houston (HOU) to Chicago (ORD)

8.8/10 Excellent! (1,390 reviews)

The Westin Chicago Northwest

$530

per person

Dec 16 - Dec 20

found 16 hours ago

Roundtrip flight included

Houston (HOU) to Chicago (ORD)

8.8/10 Excellent! (1,004 reviews)

No included breakfast

Reviewed on Nov 15, 2026

Home2 Suites by Hilton Chicago/Schaumburg, IL

$523

per person

Jan 6 - Jan 10

found 11 hours ago

Roundtrip flight included

Memphis (MEM) to Chicago (ORD)

8.8/10 Excellent! (1,001 reviews)

Convenient location. Wish breakfast would have had more options. Pool was great for the family. Would stay again.

Reviewed on Nov 13, 2026

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Top Pet-friendly Northwest Chicago Hotels

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 ...

7.2/10 Good! (1,466 reviews)

"The room is good , the bed also good , I don't like woman hairs in the towel"

Reviewed on Nov 15, 2026

Hyatt Place Itasca

1150 North Arlington Heights Road Itasca IL

10 min drive from Woodfield Mall

Hiking and biking trails are ready for you to explore near this suburban hotel, where dogs can stay for an additional fee.

8.6/10 Excellent! (1,430 reviews)

"It was a good experience"

Reviewed on Nov 15, 2026

The Westin Chicago Northwest

400 Park Blvd Itasca IL

10 min drive from Woodfield Mall

Hiking and biking trails are ready for you to explore near this suburban hotel, where dogs can stay for an additional fee.

8.8/10 Excellent! (1,004 reviews)

"No included breakfast"

Reviewed on Nov 15, 2026

See all 3,982 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.