Chicago Pet-friendly Vacations
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Top Pet-friendly vacation packages in Chicago
Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel
Downtown Chicago
Price was $714, price is now $533 per person
$533
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
9.2/10 Wonderful! (1,993 reviews)
Very friendly staff. Room was big and bed was very comfy. I would stay here again
Reviewed on Dec 8, 2025
L7 Chicago by LOTTE
Downtown Chicago
Price was $457, price is now $352 per person
$352
per person
Feb 11 - Feb 14
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.6/10 Exceptional! (3,227 reviews)
The best hotel we booked at Chicago. Very good service. Antonio was very knowledgeable with great spot to visit. He goes the extra mile with making sure we have a smooth stay in our trip. The room was nice and clean.
Reviewed on Dec 11, 2025
Hotel Lincoln
Lincoln Park
Price was $517, price is now $402 per person
$402
per person
Feb 13 - Feb 15
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
7.8/10 Good! (1,050 reviews)
It was a really nice hotel and the staff was nice as well but the door to our room wasn’t great. The hallway lights came thru the side of the door and lit up our room which made it hard to sleep. There also wasn’t much storage area for clothes and the bathroom didn’t have much counter space. Not sure if we’d stay there again.
Reviewed on Dec 9, 2025
5* Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
3 Night Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel
Downtown Chicago
Save 100% on your flight
Price was $404, price is now $287 per person
$287
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,993 reviews)
Very friendly staff. Room was big and bed was very comfy. I would stay here again
Reviewed on Dec 8, 2025
Hilton Chicago
Downtown Chicago
Price was $463, price is now $331 per person
$331
per person
Feb 11 - Feb 14
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.4/10 Very Good! (2,301 reviews)
I loved coming in to this old but elegant hotel.
The park in front is beautiful, and very close to the museum, aquarium, Millenium park, the bean.
It’s been a beautiful experience ❤️
Reviewed on Dec 9, 2025
4 Night Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
L7 Chicago by LOTTE
Downtown Chicago
Save 100% on your flight
Price was $513, price is now $374 per person
$374
per person
Feb 18 - Feb 22
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (3,227 reviews)
The best hotel we booked at Chicago. Very good service. Antonio was very knowledgeable with great spot to visit. He goes the extra mile with making sure we have a smooth stay in our trip. The room was nice and clean.
Reviewed on Dec 11, 2025
Kinzie Hotel
Downtown Chicago
Price was $714, price is now $533 per person
$533
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
9.2/10 Wonderful! (1,993 reviews)
Very friendly staff. Room was big and bed was very comfy. I would stay here again
Reviewed on Dec 8, 2025
Hilton Chicago
Downtown Chicago
Price was $714, price is now $534 per person
$534
per person
Feb 11 - Feb 15
found 17 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
8.4/10 Very Good! (2,301 reviews)
I loved coming in to this old but elegant hotel.
The park in front is beautiful, and very close to the museum, aquarium, Millenium park, the bean.
It’s been a beautiful experience ❤️
Reviewed on Dec 9, 2025
Top Pet-friendly Chicago Hotels
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Dogs and cats are welcome (fees apply) at this pet-friendly, city-center hotel. If you'd like to stretch your legs, look no further than nearby Lincoln ...
8.8/10 Excellent! (3,456 reviews)
Clean room and friendly staff. We would definitely visit again.
Reviewed on Dec 10, 2025
Homewood Suites by Hilton Chicago Downtown South Loop
59 E. 11th Street Chicago IL
This hotel is pet-friendly, allowing dogs and cats with an additional fee. If you're going for a walk during your stay, swing by nearby Grant Park.
8.6/10 Excellent! (2,128 reviews)
We loved our stay. Room was clean and comfortable. Fantastic location nice pool area .
Reviewed on Dec 11, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
A city-center getaway awaits at this luxury hotel, where pets are welcome (fees apply). Need a walk during your pet-friendly stay? Stretch your legs at nearby ...
8.4/10 Very Good! (2,128 reviews)
Great room with double bathroom. Executive level with private elevator.
Reviewed on Dec 10, 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.
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