Title: Winnebago County Vacations & Trips 2026 from CA $722 | Expedia.ca [Winnebago County Hotels](https://expedia.ca/Destinations-In-Winnebago-County.d553248635976433874.Hotel-Destinations)[Vacation Rentals in Winnebago County](https://expedia.ca/Destinations-In-Winnebago-County.d553248635976433874.Vacation-Rental-Destinations)[Winnebago County Car Rentals](https://expedia.ca/Destinations-In-Winnebago-County.d553248635976433874.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/553248635976433874/3b8266d4-de70-4bc2-b95f-088f81cfe8ed.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winnebago County 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 ### Your Winnebago County Vacation Make planning your next big getaway a piece of cake with a Winnebago County vacation package. Whether it's the history, cuisine or something else entirely that brings you to this destination, our package deals will help you discover it all. Can't decide what should come first? [Rockford](https://www.expedia.ca/Rockford.d2980.Destination-Travel-Guides) is one of the most well-known cities to explore during your trip to Winnebago County. When it's time to stop dreaming and start doing, Expedia will help turn your Winnebago County vacation into a reality. ## Top vacation destinations in Winnebago County ![Rockford featuring a city and general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/87000/87466-Rockford-And-Vicinity.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Rockford [](https://expedia.ca/Rockford.d2980.Destination-Travel-Guides) ## Top Winnebago County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![JW Marriott Chicago](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Chicago Downtown Chicago CA $722 per person May 1 - May 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,000 reviews) Room was great, the staff and concierge exceeded expectations! Reviewed on Feb 15, 2026 ![Level Chicago Fulton Market](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago Fulton Market Downtown Chicago CA $1,027 per person Apr 24 - Apr 30 found 19 hours ago Roundtrip non-stop flight included Calgary (YYC) to Chicago (ORD) 9.2/10 Wonderful! (347 reviews) Room smelled like food but overall very clean, very great service and staff both night and morning shift. Reviewed on Feb 16, 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 $973 per person May 6 - May 10 found 21 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) The room was excellent Reviewed on Feb 16, 2026 ![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/7e178380_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Chicago at Millennium Park Downtown Chicago CA $894 per person May 1 - May 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (2,008 reviews) Everything was amazing Reviewed on Feb 17, 2026 ![Viceroy Chicago](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/3aeed14b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Viceroy Chicago Downtown Chicago CA $835 per person Apr 8 - Apr 11 found 20 hours ago Roundtrip flight included Montreal (YUL) to Chicago (ORD) 9.4/10 Exceptional! (1,129 reviews) We stayed at the Viceroy Chicago last night and had a wonderful experience. The hotel is stylish, comfortable, and feels thoughtfully designed in every detail. The staff was warm and welcoming from the moment we arrived, and the service throughout our stay was excellent. Our room was spotless with a great layout, and the overall atmosphere of the hotel made it easy to relax and enjoy the night. A really lovely stay—highly recommend. Reviewed on Feb 15, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248635976433874) ## Winnebago County 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 $101 total Feb 26 - Feb 27 includes taxes & fees 9/10 Wonderful! (1,516 reviews) The room was so clean and the bed and pillows were very comfy! The housekeeper was very friendly. An enjoyable stay! Reviewed on Feb 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F02%2F2026&endDate=27%2F02%2F2026&selected=75329&PinnedHotelID=75329&HadPinnedHotel=true®ionId=553248635976433874) ![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 $127 CA $144 total Mar 19 - Mar 20 includes taxes & fees 8.4/10 Very Good! (1,006 reviews) Excellent staff. Room was clean . Enjoyed the on site restaurant and bar, Hoffman House. Had an old time supper club feel with great food and drinks. Reviewed on Feb 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F03%2F2026&endDate=20%2F03%2F2026&selected=27617&PinnedHotelID=27617&HadPinnedHotel=true®ionId=553248635976433874) ![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 Fully refundableReserve now, pay when you stay CA $211 CA $241 total Mar 19 - Mar 20 includes taxes & fees 9.4/10 Exceptional! (922 reviews) It is a very unique hotel. Lots of character. Quite. Large rooms. Restaurants. Close to the Coronado. Nice place to stay Reviewed on Feb 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F03%2F2026&endDate=20%2F03%2F2026&selected=39624618&PinnedHotelID=39624618&HadPinnedHotel=true®ionId=553248635976433874) [See all 364 properties in Winnebago County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F02%2F2026&endDate=19%2F02%2F2026®ionId=553248635976433874) 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) ## Frequently asked questions ### How much does a Winnebago County vacation package cost? ### How do I get a cheap travel package to Winnebago County? ### What are the top hotels in Winnebago County? ### How far in advance should I book my Winnebago County vacation? ### What should I know before booking a Winnebago County travel package? ### Can I choose my airline with a Winnebago County Expedia vacation package? ### If I'm not able to travel, can I cancel my Winnebago County vacation package? \* 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