West Side Pet-friendly Vacations
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Top Pet-friendly vacation packages in West Side
Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
Price was $629, price is now $371 per person
$371
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (1,001 reviews)
convenient location and lots of nearby dining options
Reviewed on Aug 20, 2025
Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,511, price is now $998 per person
$998
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,539 reviews)
Staff was fabulous! Especially the guys working the curb. I had a broken leg when there and they were very kind and helpful!
Reviewed on Aug 22, 2025
The Neighborhood Hotel-Little Italy
Near West Side
Save 100% on your flight
Price was $802, price is now $542 per person
$542
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.8/10 Exceptional! (181 reviews)
The fully stocked kitchen was awesome, I was able to cook a HomeChef meal (they had salt, pepper, olive oil, pots/pans, cutting board, etc)
Reviewed on Aug 14, 2025
5* Pet-friendly vacations in West 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 $793, price is now $561 per person
$561
per person
Sep 27 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on Aug 19, 2025
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,581, price is now $1,803 per person
$1,803
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on Aug 10, 2025
Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,671, price is now $2,044 per person
$2,044
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (999 reviews)
I loved it all. Brought my 5 year old grandson Mateo and they catered to him including their kid room key card , a treasure chest choice, a hat and stuffed animal and his own kid sized robe. He spilled some food in restaurant and we apologized profusely, but they waved it off saying they were family friendly. Loved the pool, loved the hot tub, loved how kind and friendly staff was
Reviewed on Aug 14, 2025
3 Night Pet-friendly vacations in West Side
Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel
East Hazel Crest
Save 100% on your flight
Price was $432, price is now $299 per person
$299
per person
Nov 8 - Nov 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (MDW)
9.2/10 Wonderful! (86 reviews)
They have a Starbucks which I loved and a lot of food options to choose from at their food court. They also have a steakhouse restaurant on the top floor that has an amazing view.
Reviewed on Aug 18, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $747, price is now $478 per person
$478
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,316 reviews)
Great experience, highly recommended.
Reviewed on Aug 21, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,219, price is now $809 per person
$809
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on Aug 19, 2025
4 Night Pet-friendly vacations in West 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 $1,306, price is now $828 per person
$828
per person
Sep 25 - Sep 29
just found
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,316 reviews)
Great experience, highly recommended.
Reviewed on Aug 21, 2025
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $770, price is now $508 per person
$508
per person
Oct 23 - Oct 27
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.6/10 Excellent! (1,857 reviews)
What I like about this is that is near every attraction that I wanna go to and I hate that the parking for public transport was not available and hard to find
Reviewed on Aug 22, 2025
Top Pet-friendly West Side Hotels
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Your four-legged friend can come along to this pet-friendly hotel (fees apply for pets). If you need a walk, try nearby Union Park.
8.8/10 Excellent! (1,399 reviews)
"No earlier check in, then a large line when we could."
Reviewed on Aug 21, 2025
Level Chicago Fulton Market
354 North Union Avenue, Chicago, IL
Pet-friendly amenities, like a dog park, are offered at this city-center hotel where four-legged friends are welcome (fees apply). Explore nearby Union Park ...
9.2/10 Wonderful! (272 reviews)
"Enjoyed it"
Reviewed on Aug 17, 2025
Hampton Inn & Suites Chicago Medical District UIC
710 S Seeley Avenue, 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 Union Park.
9.6/10 Exceptional! (224 reviews)
Great stay!
"Best breakfast at a hotel I've ever had. Wide variety of options and very large spacious area to enjoy it. Pool was amazing, and possibly salt over chlorinated? Light, didnt sry out skin or eyes. Was very nice overall! Lots of food options surrounding outside. I will be returning."
Reviewed on Aug 17, 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.