Northwest Chicago Pet-friendly Vacations

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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

Eaglewood Resort and Spa

$385
per person
Dec 6 - Dec 8
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.8/10 Excellent! (1,367 reviews)
The Westin Chicago Northwest

The Westin Chicago Northwest

$398
per person
Dec 6 - Dec 8
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.8/10 Excellent! (1,013 reviews)
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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

Eaglewood Resort and Spa

$358
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,367 reviews)
The Westin Chicago Northwest

The Westin Chicago Northwest

$516
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.8/10 Excellent! (1,013 reviews)
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.
Hyatt Place Itasca

Hyatt Place Itasca

$427
per person
Nov 8 - Nov 12
found 6 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
8.6/10 Excellent! (1,360 reviews)
Only one of two elevators was working. The workout facility is laughable. And breakfast is something best left skipped.

Reviewed on Oct 5, 2026

Eaglewood Resort and Spa

Eaglewood Resort and Spa

$486
per person
Nov 5 - Nov 9
found 1 hour ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
8.8/10 Excellent! (1,367 reviews)
The Westin Chicago Northwest

The Westin Chicago Northwest

$826
per person
Dec 7 - Dec 11
found 3 hours ago
Roundtrip flight included
Monterrey (MTY) to Chicago (ORD)
8.8/10 Excellent! (1,013 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Northwest Chicago
View all trips

Top Pet-friendly Northwest Chicago Hotels

Eaglewood Resort and Spa

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 ...
Eaglewood Resort and Spa
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.
8.6/10 Excellent! (1,374 reviews)
"Only one of two elevators was working. The workout facility is laughable. And breakfast is something best left skipped."

Reviewed on Oct 5, 2026

Hyatt Place Itasca
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
See all 3,948 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.