Northwest Side Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
Top Pet-friendly vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $368, price is now $213 per person
$213
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Everything was perfect. Will stay at Riu Plaza again.
Reviewed on Oct 24, 2025
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $835, price is now $445 per person
$445
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
We really like The Emily Hotel Chicago. We've stayed a few times this year because the location is very near many great restaurants and bars. The hotel itself has really good dining and lounge options. The staff treats us very well and the rooms and beds are clean and comfortable. A great hotel in a really fun part of town!
Reviewed on Oct 22, 2025
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $708, price is now $411 per person
$411
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (721 reviews)
When I visit Chicago again I’m coming back the ladies on night shift front desk made my stay welcome!!!
Reviewed on Oct 22, 2025
Don't see what you're looking for?
See all available trips from Columbus to Northwest Side
View all trips5* Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $685, price is now $420 per person
$420
per person
Dec 29 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
I didn't like the two occasions I used the men's bathroom on the first floor (lobby) because on both occasions, the single toilet was being used. Would be great if a second toilet was installed since there is plenty of room to do so.
Loyal Customer.
Dimitri R
Reviewed on Oct 24, 2025
The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,546, price is now $1,121 per person
$1,121
per person
Dec 26 - Dec 31
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.8/10 Exceptional! (1,008 reviews)
Excellent staff, check in process and dining experiences all superb!
Reviewed on Oct 14, 2025
Don't see what you're looking for?
See all available trips from Columbus to Northwest Side
View all trips3 Night Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $368, price is now $213 per person
$213
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Everything was perfect. Will stay at Riu Plaza again.
Reviewed on Oct 24, 2025
Don't see what you're looking for?
See all available trips from Columbus to Northwest Side
View all trips4 Night Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $755, price is now $368 per person
$368
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Everything was perfect. Will stay at Riu Plaza again.
Reviewed on Oct 24, 2025
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $738, price is now $379 per person
$379
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.
Reviewed on Oct 16, 2025
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $835, price is now $445 per person
$445
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
We really like The Emily Hotel Chicago. We've stayed a few times this year because the location is very near many great restaurants and bars. The hotel itself has really good dining and lounge options. The staff treats us very well and the rooms and beds are clean and comfortable. A great hotel in a really fun part of town!
Reviewed on Oct 22, 2025
Don't see what you're looking for?
See all available trips from Columbus to Northwest Side
View all tripsTop Pet-friendly Northwest Side Hotels
Quiet Area - Revamped Basement
Chicago
Don't leave your four-legged friend behind. They are welcome (fees apply) at this pet-friendly hotel located near hiking and biking trails.
8.6/10 Excellent! (3 reviews)
We had a great stay here! The place was fantastic! Thanks!
Reviewed on Sep 11, 2025
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Chicago
Book a stay at this family-friendly apartment in Chicago. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Portage Park and Copernicus Center ...
10/10 Exceptional! (108 reviews)
Clean, Comfy, and convenient!!! Located in a family friendly, and safe neighborhood!!!Host knows what shes doing!!!10 stars!!!!
Reviewed on Oct 9, 2025
Modern 2 King BR Apt, Relax in Style!!
Chicago
Stay at this apartment in Chicago. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wrigley Field and United Center are located ...
9.6/10 Exceptional! (44 reviews)
Nice, quiet neighborhood. We enjoyed walking our dogs in the nearby park. Parking right out front was great. Easy access to Wrigley and downtown.
Reviewed on Sep 28, 2025
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.