Chicago Pet-friendly Holidays
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
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Save up to ₹43,962 when you book a flight and hotel together*
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Top flight + Pet-friendly hotel deals in Chicago
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,822 reviews)
Advertised a pool and breakfast was included. The pool was closed and there was no breakfast. I was offered a credit for breakfast at the restaurant, used it, and then was billed for it.
Reviewed on 1 Jul 2025
Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,333 reviews)
We really enjoyed our stay but felt the price was too high for the size of the room, and the lack of places to sit in the room. Only one chair.
Reviewed on 1 Jul 2025
Top Pet-friendly Chicago Hotels
The Royal Sonesta Chicago River North
505 N State Street, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and valet parking (surcharge). Our guests praise the pool and the restaurant ...
9/10 Wonderful! (1,844 reviews)
"The room was spacious and clean. The staff were friendly and helpful."
Reviewed on 30 Jun 2025
Virgin Hotels Chicago
203 N Wabash Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free Wi-Fi, a nightclub and a rooftop terrace. Our guests praise the bar and the helpful staff in their ...
9/10 Wonderful! (1,342 reviews)
"We really enjoyed our stay but felt the price was too high for the size of the room, and the lack of places to sit in the room. Only one chair."
Reviewed on 1 Jul 2025
Hilton Chicago
720 S Michigan Ave, Chicago, IL
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,975 reviews)
"Good"
Reviewed on 30 Jun 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.