Title: Winnebago Vacation Packages & Trips 2025/2026 from CA $834 | 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. ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### theWit Chicago, a Hilton Hotel Downtown Chicago CA $834 per person Dec 26 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (1,011 reviews) Not big fan of the room amenities. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&dealMarker=1Jmr_eciIvxQfm858ExzdJsRPpiB4vwxUMl_Be08PQtHCfhXF9SdMhTaiNIo1pBE) ![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 $1,038 per person Dec 26 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,110 reviews) Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly. Reviewed on Oct 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=1Jmr_eciIvxQfm858ExzdJ6oj7NH-4VAC-g4n_daPIzr1QqsoljwGkvG2I-GYc8a) ![Hilton Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Grand Vacations Club Chicago Magnificent Mile Downtown Chicago CA $917 per person Dec 26 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (303 reviews) Food price was high but everything was fine Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=1Jmr_eciIvxQfm858ExzdDV7rV2AR5cdL55sCF2Epo3uYG6s16vq93-8a62HYWfE) ![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/747fff56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arlo Chicago Downtown Chicago CA $871 per person Dec 26 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,852 reviews) excellent hotel, the staff, access to the city. We had a nice time in Chicago Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26910691&paandie=true&dealMarker=1Jmr_eciIvxQfm858ExzdDPuEvReOfNcz01IiABads2MpkWkpTDiBv-21YCVE3n7) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $950 per person Jan 8 - Jan 12 found 16 hours ago Roundtrip flight included Vancouver (YVR) to Chicago (ORD) 9.4/10 Exceptional! (1,761 reviews) Beautiful rooms. Exceptional staff. An all around superior experience. Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-12/?FromAirport=YVR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=opOYYDLWKgSt1Y7OHaguV3M3ESAy1zRywK9kGVy1lQZkMbEYskT-JnrbSIOu2kYK) ## 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 $99 CA $113 total Nov 2 - Nov 3 includes taxes & fees 9/10 Wonderful! (1,361 reviews) "Safe" Reviewed on Oct 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&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 $125 CA $142 total Nov 2 - Nov 3 includes taxes & fees 8.4/10 Very Good! (993 reviews) "Made reservations for 4 nights tho got it in early. The young man at registration desk (Anthony) did an amazing job working with us and explaining things. Were able to get a room for the fifth night and be able to stay in the same room. The hotel was nice, clean and convenient to what we needed." Reviewed on Oct 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=27617&PinnedHotelID=27617&HadPinnedHotel=true®ionId=3000435733) ![Econo Lodge](https://images.trvl-media.com/lodging/47000000/46550000/46546700/46546676/8fa665dc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Econo Lodge 7712 Potawatomi Trail, Rockford, IL Fully refundableReserve now, pay when you stay CA $82 CA $94 total Oct 26 - Oct 27 includes taxes & fees 8.2/10 Very Good! (1,016 reviews) "Solid Stay for the Price The room was in decent overall condition, and it looked like both the interior and exterior had been freshly painted, which was a nice touch. The continental breakfast was standard fare but adequately stocked—nothing fancy, but it did the job. Parking was ample and well-lit, ..." Reviewed on Oct 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=46546676&PinnedHotelID=46546676&HadPinnedHotel=true®ionId=3000435733) [See all 211 properties in Winnebago](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F10%2F2025&endDate=20%2F10%2F2025®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 ![QR code to download the app](data:image/png;base64,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)