Chicago Pet-friendly Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to HK$1,282 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
The Royal Sonesta Chicago River North
505 N State Street, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant ...
9/10 Wonderful! (2,123 reviews)
"The Staff, especially Shaunda was so kind and helpful! They really made the stay great. Also, incredibly accommodating and dog friendly! Rooms are a bit old but the staff is incredible."
Reviewed on 15 Sept 2025
Virgin Hotels Chicago
203 N Wabash Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. ...
9/10 Wonderful! (1,363 reviews)
"Loved the property. Suggested that Cerise not reserve all the tables ... we went up two evenings at 5:00 p.m. before going out for the night and the couch areas were all set with reserve signs... we understand if there are reservations but they sat empty the whole time we stood there... for an hour ..."
Reviewed on 15 Sept 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! (2,210 reviews)
"Easy parking and walkable to all the fun stuff in under 10 mins. And bonus my room was really really comfortable!"
Reviewed on 19 Sept 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
