
Chicago Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Pet-friendly Chicago Hotels

The Royal Sonesta Chicago River North
505 N State Street, Chicago, IL
Dogs and cats are welcome (fees apply) at this luxury hotel offering pet-friendly amenities, like food and water bowls. If you need a walk during your stay, ...
9/10 Wonderful! (2,021 reviews)
"so I gotta say The royal sonesta river north in particular is amazing it feels more like a hotel, it feels like a small community and all the staff and guest know each other. The front desk woman Gabby is amazing and dope as heck. Shaunda is a travel guide there, shes hilarious and gave us wonderful ..."
Reviewed on Aug 15, 2025

Virgin Hotels Chicago
203 N Wabash Ave, Chicago, IL
Four-legged friends stay free at this luxury, city-center hotel, which offers pet-friendly amenities, like food and water bowls. While you're here, visit nearby ...
9.2/10 Wonderful! (1,336 reviews)
"Best service hands down. There area lot of choices at this luxury point. THis one is the best"
Reviewed on Aug 15, 2025

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! (2,089 reviews)
Relaxing Stay
"Love the lake views from the Hilton and the location. Pool area is relaxing and well staffed"
Reviewed on Aug 18, 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 Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.