Title: Pet-friendly Vacations in Illinois 2026 | Expedia.ca ![](https://images.trvl-media.com/place/215/aa920d34-e093-4af5-87ef-8a5ae8eefcac.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Illinois Pet-friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Pet-friendly hotel deals in Illinois Price found within the past 48 hours. Click for updated prices. ![Staypineapple, An Iconic Hotel, The Loop](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/eac2e31f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Staypineapple, An Iconic Hotel, The Loop Downtown Chicago CA $713 per person Apr 10 - Apr 13 found 1 day ago Roundtrip non-stop flight included Edmonton (YEA) to Chicago (ORD) 9.4/10 Exceptional! (1,003 reviews) Staff was excellent and the building is literally iconic. Our only negative is that the bathrooms were a bit tired. Ours had a yellowed, loose fitting toilet seat and a light out on the mirror. Reviewed on Feb 2, 2026 ![Virgin Hotels Chicago](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/63f8ab3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Virgin Hotels Chicago Downtown Chicago CA $1,303 per person Mar 11 - Mar 16 found 1 day ago Roundtrip non-stop flight included Minot (MOT) to Chicago (ORD) 9.2/10 Wonderful! (1,404 reviews) Staff was super friendly and rooms were clean. Definitely will come back Reviewed on Jan 20, 2026 ![Kinzie Hotel](https://images.trvl-media.com/lodging/1000000/1000000/992500/992500/6044b661_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinzie Hotel Downtown Chicago CA $802 per person Mar 15 - Mar 19 found 19 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,993 reviews) The room was incredibly clean and had a great view! The staff was so nice and Deandre was such a wonderful host at checkout. Thank you for the amazing stay! Reviewed on Jan 29, 2026 ![Kimpton Gray Hotel by IHG](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/14bf852a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Gray Hotel by IHG Downtown Chicago CA $1,133 per person Mar 18 - Mar 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,003 reviews) Enjoyed our time at this hotel. Reviewed on Jan 19, 2026 ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Chicago Downtown Chicago CA $817 per person Apr 13 - Apr 16 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 8.4/10 Very Good! (2,301 reviews) Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field. Reviewed on Feb 1, 2026 Don't see what you're looking for? See all available trips from Columbus to Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Pet-friendly holidays in Illinois Price found within the past 48 hours. Click for updated prices. ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Chicago Downtown Chicago CA $732 per person Mar 13 - Mar 16 found 1 day ago Roundtrip flight included Seattle (SEA) to Chicago (ORD) 8.4/10 Very Good! (2,301 reviews) Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field. Reviewed on Feb 1, 2026 ![Kinzie Hotel](https://images.trvl-media.com/lodging/1000000/1000000/992500/992500/6044b661_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinzie Hotel Downtown Chicago CA $757 per person Mar 19 - Mar 22 found 13 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,993 reviews) The room was incredibly clean and had a great view! The staff was so nice and Deandre was such a wonderful host at checkout. Thank you for the amazing stay! Reviewed on Jan 29, 2026 ![Staypineapple, An Iconic Hotel, The Loop](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/eac2e31f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Staypineapple, An Iconic Hotel, The Loop Downtown Chicago CA $801 per person Mar 13 - Mar 16 found 1 day ago Roundtrip flight included Seattle (SEA) to Chicago (ORD) 9.4/10 Exceptional! (1,003 reviews) Staff was excellent and the building is literally iconic. Our only negative is that the bathrooms were a bit tired. Ours had a yellowed, loose fitting toilet seat and a light out on the mirror. Reviewed on Feb 2, 2026 Don't see what you're looking for? See all available trips from Columbus to Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Pet-friendly holidays in Illinois Price found within the past 48 hours. Click for updated prices. ![Kinzie Hotel](https://images.trvl-media.com/lodging/1000000/1000000/992500/992500/6044b661_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinzie Hotel Downtown Chicago CA $802 per person Mar 15 - Mar 19 found 19 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,993 reviews) The room was incredibly clean and had a great view! The staff was so nice and Deandre was such a wonderful host at checkout. Thank you for the amazing stay! Reviewed on Jan 29, 2026 ![Virgin Hotels Chicago](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/63f8ab3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Virgin Hotels Chicago Downtown Chicago CA $927 per person Mar 15 - Mar 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,404 reviews) Staff was super friendly and rooms were clean. Definitely will come back Reviewed on Jan 20, 2026 ![Kimpton Gray Hotel by IHG](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/14bf852a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Gray Hotel by IHG Downtown Chicago CA $1,133 per person Mar 18 - Mar 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,003 reviews) Enjoyed our time at this hotel. Reviewed on Jan 19, 2026 Don't see what you're looking for? See all available trips from Columbus to Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Pet-friendly Hotels in Illinois ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Chicago - Magnificent Mile 300 E Ohio St Chicago IL - 10 min drive from Wrigley Field CA $126 CA $147 total Feb 15 - Feb 16 includes taxes & fees Book a stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ... 8.6/10 Excellent! (2,285 reviews) Awesome quite hotel beds are amazing great location Reviewed on Feb 5, 2026 [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago 720 S Michigan Ave Chicago IL - 13 min drive from Wrigley Field CA $190 CA $263 total Feb 21 - Feb 22 includes taxes & fees Book a stay at this 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! (2,611 reviews) Yes Reviewed on Feb 7, 2026 [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Magnificent Mile Suites 198 E Delaware Pl Chicago IL - 9 min drive from Wrigley Field CA $133 CA $157 total Feb 15 - Feb 16 includes taxes & fees Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ... 8.8/10 Excellent! (3,783 reviews) Such great service, room was clean, and hotel staff were amazing! 10/10 recommend and will be staying here again when we come back! Reviewed on Feb 4, 2026 [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) [See all 10,578 properties in Illinois](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=215) 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 ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Illinois Flights ](https://expedia.ca/Destinations-In-Illinois.d215.Flight-Destinations)[ Illinois Hotels ](https://expedia.ca/Destinations-In-Illinois.d215.Hotel-Destinations)[ Illinois Vacation Rentals ](https://expedia.ca/Destinations-In-Illinois.d215.Vacation-Rental-Destinations)[ Illinois Car Rentals ](https://expedia.ca/Destinations-In-Illinois.d215.Car-Rental-Destinations)[ Illinois Vacations ](https://expedia.ca/Illinois.d215.Destination-Travel-Guides)[ Things to do in Illinois ](https://expedia.ca/Things-To-Do-In-Illinois.d215.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app