Chicago Pet-friendly Holidays

Book a Pet-friendly Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₹43,962 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

The Royal Sonesta Chicago River North

4.5 out of 5
505 N State Street Chicago IL
  • 3 min walk from Michigan Avenue
Stay at this 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! (2,403 reviews)
I was very pleased with my room upgrade in celebration of my wedding anniversary. The room was beautifully set up with wine, balloons, and a thoughtful card from the front desk. It was such a pleasant and welcoming surprise. Thank you to the Royal Sonesta team for making our anniversary truly memorable. ...

Reviewed on 17 Jan 2026

The Royal Sonesta Chicago River North
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave Chicago IL
  • 8 min walk from Michigan Avenue
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, a nightclub and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (1,399 reviews)
The location was great and made it easy to navigate about the city. The staff were all extremely friendly and helpful, and the perks of staying here were great. They offered a complimentary item from the coffee shop and hosted happy hour during my stay. My room was neat and well kept and a great ...

Reviewed on 20 Jan 2026

Virgin Hotels Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
  • 26 min walk from Michigan Avenue
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! (2,551 reviews)
Did not have breakfast

Reviewed on 19 Jan 2026

Hilton Chicago
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.