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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 $1,053

per person

Aug 21 - Aug 25

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Chicago (ORD)

8.8/10 Excellent! (1,139 reviews)

The hotel was very relaxing and and beautiful. As a suggestion I believe they should include a complimentary breakfast. The breakfast was pretty costly so I just didn't eat breakfast that day. Overall nice hotel.

Reviewed on Jun 20, 2026

The Westin Chicago Northwest

CA $1,075

per person

Aug 21 - Aug 25

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Chicago (ORD)

8.8/10 Excellent! (1,028 reviews)

Huge hotel, nice area and great staff.

Reviewed on Jun 19, 2026

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3 Night Pet-friendly holidays in Northwest Chicago

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

Eaglewood Resort and Spa

CA $750

per person

Jul 23 - Jul 26

found 4 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,139 reviews)

The hotel was very relaxing and and beautiful. As a suggestion I believe they should include a complimentary breakfast. The breakfast was pretty costly so I just didn't eat breakfast that day. Overall nice hotel.

Reviewed on Jun 20, 2026

The Westin Chicago Northwest

CA $1,031

per person

Aug 26 - Aug 29

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Chicago (ORD)

8.8/10 Excellent! (1,028 reviews)

Huge hotel, nice area and great staff.

Reviewed on Jun 19, 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 holidays in Northwest Chicago

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

Hyatt Place Itasca

CA $683

per person

Jul 24 - Jul 28

found 12 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,132 reviews)

Hotel was clean and help was nice, but they have maintenance issues to address.

Reviewed on Jun 16, 2026

Eaglewood Resort and Spa

CA $1,053

per person

Aug 21 - Aug 25

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Chicago (ORD)

8.8/10 Excellent! (1,139 reviews)

The hotel was very relaxing and and beautiful. As a suggestion I believe they should include a complimentary breakfast. The breakfast was pretty costly so I just didn't eat breakfast that day. Overall nice hotel.

Reviewed on Jun 20, 2026

The Westin Chicago Northwest

CA $801

per person

Jul 24 - Jul 28

found 12 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,028 reviews)

Huge hotel, nice area and great staff.

Reviewed on Jun 19, 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

The Westin Chicago Northwest

400 Park Blvd Itasca IL

13 min drive from Schaumburg Convention Center

Book a stay at this business-friendly hotel in Itasca. Enjoy breakfast (surcharge), a free area shuttle, and a 24-hour fitness center. Our guests praise the ...

8.8/10 Excellent! (1,004 reviews)

"Huge hotel, nice area and great staff."

Reviewed on Jun 19, 2026

Eaglewood Resort and Spa

1401 Nordic Rd Itasca IL

17 min drive from Schaumburg Convention Center

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 ...

8.8/10 Excellent! (1,155 reviews)

"The hotel was very relaxing and and beautiful. As a suggestion I believe they should include a complimentary breakfast. The breakfast was pretty costly so I just didn't eat breakfast that day. Overall nice hotel."

Reviewed on Jun 20, 2026

Hyatt Place Itasca

1150 North Arlington Heights Road Itasca IL

13 min drive from Schaumburg Convention Center

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 ...

8.8/10 Excellent! (1,152 reviews)

"Hotel was clean and help was nice, but they have maintenance issues to address."

Reviewed on Jun 16, 2026

See all 3,934 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.