
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.

Hilton Chicago
Downtown Chicago
Price was $293, price is now $232 per person
$232
per person
Dec 23 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (2,261 reviews)
Location is really great but building needs a lot of updating. Didn’t get the room serviced the whole 3 nights but perhaps we had to call for them to do it. I had picked a room facing out and they changed it to one facing a wall. We didn’t bother complaining since we spent most of the time exploring the city. Breakfast buffet was very expensive but not really worth it.
Reviewed on Oct 22, 2025

Park Hyatt Chicago
Downtown Chicago
Price was $1,227, price is now $845 per person
$845
per person
Dec 23 - Dec 26
found 15 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!
Reviewed on Oct 20, 2025



The Royal Sonesta Chicago River North
Downtown Chicago
Price was $597, price is now $480 per person
$480
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (2,192 reviews)
Royal Sonesta has become our go-to stay when we are in Chicago. The staff is great and the rooms are always clean and comfortable..
Reviewed on Oct 22, 2025
5* Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.

Park Hyatt Chicago
Downtown Chicago
Price was $1,227, price is now $845 per person
$845
per person
Dec 23 - Dec 26
found 15 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!
Reviewed on Oct 20, 2025
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 $390, price is now $304 per person
$304
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
9/10 Wonderful! (2,137 reviews)
The room I was in was smaller than expected but was clean and well furnished. All of the staff that I interacted with were polite, courteous and professional at all times. Most things in Chicago are within walking distance from this hotel so it is well located in this respect. A couple of theatres are very close, one next-door, so handy in this respect. A good hotel with great staff.
Reviewed on Oct 22, 2025

Park Hyatt Chicago
Downtown Chicago
Price was $1,227, price is now $845 per person
$845
per person
Dec 23 - Dec 26
found 15 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!
Reviewed on Oct 20, 2025

4 Night Pet-friendly vacations in Chicago
Price found within the past 48 hours. Click for updated prices.


The Westin Michigan Avenue Chicago
Downtown Chicago
Price was $1,338, price is now $582 per person
$582
per person
Dec 27 - Dec 31
found 10 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Chicago (ORD)
8.8/10 Excellent! (1,070 reviews)
Hotel in great location, would stay again
Reviewed on Oct 19, 2025

Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,308, price is now $937 per person
$937
per person
Nov 23 - Nov 27
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!
Reviewed on Oct 20, 2025
Top Pet-friendly Chicago Hotels

Freehand Chicago
19 East Ohio Street, Chicago, IL
This pet-friendly, city-center hotel welcomes dogs for an additional fee. Nearby Millennium Park is a good place to stretch your legs if you need a walk.
7.8/10 Good! (2,498 reviews)
Great Vibe!
Reviewed on Oct 19, 2025

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! (3,133 reviews)
Great place to stay in the city!!! The room was super nice with an amazing city view and the end was just perfect !!! Housekeeping staff was outstanding and it was in a very downtown convenient area to walk and find everything around !!! Would come back for sure 10000%
Reviewed on Oct 23, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
This pet-friendly, city-center hotel welcomes dogs and cats for an additional fee. Nearby Millennium Park is a good place to stretch your legs if you need a ...
8.4/10 Very Good! (4,116 reviews)
Great room
Reviewed on Oct 21, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.