Title: Winnebago Vacation Packages & Trips 2026 from CA $597 | Expedia.ca [Hotels in Winnebago](https://expedia.ca/Winnebago-Hotels.d3000435733.Travel-Guide-Hotels)[Vacation Rentals in Winnebago](https://expedia.ca/Winnebago-Vacation-Rentals.d3000435733.Travel-Guide-VacationRentals)[Winnebago Car Rentals](https://expedia.ca/Car-Rentals-In-Winnebago.d3000435733.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Winnebago Vacation Packages ## 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 ## Top Winnebago Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Chicago – Midway Airport S by IHG](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/w3836h2161x5y0-7f85e9e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Chicago – Midway Airport S by IHG West Lawn CA $597 per person Apr 23 - Apr 28 found 10 hours ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 8.4/10 Very Good! (1,000 reviews) I was greeted with a smile we checking our room and we were late. They were very accommodating. They have a bar which we went over to eat from. I don’t know the bartender’s real name we were cold to call her TT. She was the very best ever very kind very sociable and friendly. I will be returning to this property the next time I’m in Chicago. I really had a great experience at this hotel with the staff is also includes the manager the hotel clerk, as well as the security guard. I will give my experience at this hotel five stars. Reviewed on Jan 12, 2026 ![Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination](https://images.trvl-media.com/lodging/1000000/560000/554500/554417/2123ebc4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination CA $960 per person Apr 23 - Apr 28 found 6 hours ago Roundtrip flight included Montreal (YUL) to Chicago (ORD) 8.4/10 Very Good! (999 reviews) Enjoyed the room. The staff could use a hug not the friendliest. The games our outdated. Seen many guest besides me decide to go play at the other area casino Reviewed on Jan 1, 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $743 per person Apr 16 - Apr 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Amazing staff, very friendly, clean, comfortable, amazing breakfast. Reviewed on Feb 1, 2026 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $791 per person Apr 16 - Apr 19 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium. Reviewed on Jan 31, 2026 ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago CA $1,117 per person Apr 23 - Apr 28 found 1 day ago Roundtrip flight included Montreal (YUL) to Chicago (ORD) 9.2/10 Wonderful! (1,264 reviews) Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again. Reviewed on Jan 25, 2026 ## Ready to book your vacation to Winnebago? Choose your dates ## Winnebago Hotel Deals ![Baymont by Wyndham Rockford](https://images.trvl-media.com/lodging/1000000/80000/75400/75329/abcdff36_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Rockford 662 N Lyford Rd Rockford IL Fully refundableReserve now, pay when you stay CA $88 CA $100 total Feb 26 - Feb 27 includes taxes & fees 9/10 Wonderful! (1,491 reviews) Comfortable room Reviewed on Jan 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F02%2F2026&endDate=27%2F02%2F2026&selected=75329&PinnedHotelID=75329&HadPinnedHotel=true®ionId=3000435733) ![Holiday Inn Rockford by IHG](https://images.trvl-media.com/lodging/1000000/30000/27700/27617/2e62a938_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Rockford by IHG 7550 E State Street Rockford IL Fully refundable CA $101 CA $115 total Feb 22 - Feb 23 includes taxes & fees 8.4/10 Very Good! (999 reviews) The hotel was nice, really liked the attached restaurant. The hot water was luke warm at best. Plan ahead for a hot shower. Reviewed on Jan 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=27617&PinnedHotelID=27617&HadPinnedHotel=true®ionId=3000435733) ![Embassy Suites by Hilton Rockford Riverfront](https://images.trvl-media.com/lodging/40000000/39630000/39624700/39624618/ec2a5a03_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Rockford Riverfront 416 S Main Street Rockford IL CA $189 CA $215 total Feb 7 - Feb 8 includes taxes & fees 9.4/10 Exceptional! (910 reviews) Prettiest embassy suites we have stayed at. Staff was amazing and restaurant and rooftop bar were fantastic! Reviewed on Jan 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=07%2F02%2F2026&endDate=08%2F02%2F2026&selected=39624618&PinnedHotelID=39624618&HadPinnedHotel=true®ionId=3000435733) [See all 222 properties in Winnebago](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F02%2F2026&endDate=03%2F02%2F2026®ionId=3000435733) 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. ![](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) ## Explore a world of travel with Expedia \* 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