Northwest Chicago Pet-friendly Vacations

Book a Pet-friendly Hotel + Flight or Car together to unlock savings

Top Pet-friendly vacation packages in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Eaglewood Resort and Spa

Eaglewood Resort and Spa

$288
per person
Nov 24 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,367 reviews)
Ask for help with your bags the walk to the room is super far.

Reviewed on Oct 23, 2026

The Westin Chicago Northwest

The Westin Chicago Northwest

$305
per person
Dec 25 - Dec 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
8.8/10 Excellent! (1,004 reviews)
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3 Night Pet-friendly vacations in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
The Westin Chicago Northwest

The Westin Chicago Northwest

$312
per person
Nov 24 - Nov 27
found 3 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
8.8/10 Excellent! (1,004 reviews)
Eaglewood Resort and Spa

Eaglewood Resort and Spa

$329
per person
Nov 24 - Nov 27
found 3 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
8.8/10 Excellent! (1,367 reviews)
Ask for help with your bags the walk to the room is super far.

Reviewed on Oct 23, 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 vacations in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Chicago/ Schaumburg

Hyatt Place Chicago/ Schaumburg

$300
per person
Dec 25 - Dec 29
found 14 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
8.4/10 Very Good! (1,035 reviews)
Overall okay.

Reviewed on Oct 25, 2026

Eaglewood Resort and Spa

Eaglewood Resort and Spa

$505
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
8.8/10 Excellent! (1,367 reviews)
Ask for help with your bags the walk to the room is super far.

Reviewed on Oct 23, 2026

Hyatt Place Itasca

Hyatt Place Itasca

$438
per person
Dec 25 - Dec 29
found 8 hours ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
8.6/10 Excellent! (1,393 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Northwest Chicago
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Top Pet-friendly Northwest Chicago Hotels

Motel 6 Rolling Meadows, IL - Chicago Northwest

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 ...
Motel 6 Rolling Meadows, IL - Chicago Northwest
Hyatt Place Itasca

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.
Hyatt Place Itasca
The Westin Chicago Northwest

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.
The Westin Chicago Northwest
See all 4,042 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$24
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$41
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
cruise ship sailing past navy pier in chicago

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

$158
per adult
80% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
See all activities in Northwest Chicago

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.