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.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was $500, price is now $360 per person
$360
per person
Mar 22 - Mar 25
found 1 day ago
Roundtrip flight included
Wichita (ICT) to Chicago (ORD)
9/10 Wonderful! (2,208 reviews)
Perfect location for a show at the Cadillac Theater!
Reviewed on Jan 18, 2026
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,527, price is now $1,204 per person
$1,204
per person
Mar 22 - Mar 27
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Room was excellent. Everything was clean and the amenities were fantastic. Staff was very warm and helpful. Will go back
Reviewed on Jan 2, 2026
5* Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,527, price is now $1,204 per person
$1,204
per person
Mar 22 - Mar 27
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Room was excellent. Everything was clean and the amenities were fantastic. Staff was very warm and helpful. Will go back
Reviewed on Jan 2, 2026
3 Night Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was $500, price is now $360 per person
$360
per person
Mar 22 - Mar 25
found 1 day ago
Roundtrip flight included
Wichita (ICT) to Chicago (ORD)
9/10 Wonderful! (2,208 reviews)
Perfect location for a show at the Cadillac Theater!
Reviewed on Jan 18, 2026
4 Night Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $402, price is now $283 per person
$283
per person
Feb 19 - Feb 23
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.2/10 Very Good! (3,702 reviews)
Communication with the front desk prior to check in was very friendly and helpful. Check in was a breeze. The room was charming, clean, comfortable and had everything we needed. The hotel had all the ambience of the Gold Coast in 1928.
Reviewed on Jan 19, 2026
Aloft Chicago Downtown River North
Downtown Chicago
Save 100% on your flight
Price was $434, price is now $320 per person
$320
per person
Feb 19 - Feb 23
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (1,159 reviews)
Didnt eat breakfast and air was ok
Reviewed on Jan 17, 2026
Top Pet-friendly Chicago Hotels
Hilton Chicago
720 S Michigan Ave Chicago IL
A city-center getaway awaits at this historic 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! (2,543 reviews)
Great. Did not put us in king size bed as ordered. Did not have washcloths/makeup cloths. They fixed all upon asking. Great service overall. Would stay again.
Reviewed on Jan 18, 2026
DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St Chicago IL
This hotel is pet-friendly, allowing dogs with an additional fee. If you're going for a walk during your stay, swing by nearby Lincoln Park.
8.6/10 Excellent! (2,251 reviews)
We did not purchase breakfast at the hotel.
Reviewed on Jan 19, 2026
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! (3,743 reviews)
It was great
Reviewed on Jan 19, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
