Title: South Wayne Vacation Packages & Trips 2025/2026 from CA $417 | Expedia.ca [Hotels in South Wayne](https://expedia.ca/South-Wayne-Hotels.d553248634983561049.Travel-Guide-Hotels)[Vacation Rentals in South Wayne](https://expedia.ca/South-Wayne-Vacation-Rentals.d553248634983561049.Travel-Guide-VacationRentals)[South Wayne Car Rentals](https://expedia.ca/Car-Rentals-In-South-Wayne.d553248634983561049.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) # South Wayne 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 South Wayne 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 $417 per person Jan 21 - Jan 24 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (1,011 reviews) A+++ in all areas. And fabulous location. Reviewed on Nov 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-24/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&dealMarker=nRJDPqpFm59p2i4sqz1ZUtTb6pjohcS5iS_SjIPyImxrD2gUYaDkhAGe7YazL6YH) ![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 $959 per person Dec 27 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,110 reviews) We loved the Pendry! Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=sZB4vHE87rWY72izqlATDjbZuF0ZJKTwI3jCG76jsXVEIOvmUu18CiAfYnblq_en) ![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 $1,001 per person Dec 27 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,248 reviews) Really cool modern space Reviewed on Nov 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&dealMarker=YkSYibuiqAz_U4WHgzbCjF5SyGLwdNRRSqFYTm5VUt8uHAEZGHkxAEbc5KMRimnC) ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $1,098 per person Dec 27 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (367 reviews) This was our first time at Level Chicago -Old Town. Last year we stayed at Level Chicago - North. Both apartments were really cozy and offered amazing views of the city. Old Town is a great place to stay, the staff overall was professional and polite. The unit was mostly clean, however, some of the towel were stained (seemed like he make up did not come off with bleach). It wasn't to my liking so I did not use them. Also, they knew we were six people but only gave 4 bath towels. I had to request additional. Another thing is that the locks in the bathroom and bedrooms were not working. It was a bit frustrating considering 6 people were sharing one bathroom. The apartment itself is very comfortable, has washer and dryer on site, which is convenient, especially when staying with children. The kitchen was equipped with all the basic needs except a good coffee machine. They have a nespresso machine but I would have rather an actual coffee machine not espresso machine. Safety was key. My family and I felt safe in the building and the area. Parking was not available in the building (the cost is $70 per night) but that wasnt an issue because we found plenty of parking right outside by the meters. Reviewed on Oct 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=sZB4vHE87rWY72izqlATDrOhyIBQsZB1jGT5afYENyAq3s2bOxx9BsViF2DZt75B) ![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 $802 per person Jan 21 - Jan 24 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,761 reviews) Excellent place to stay in Chicago. Reviewed on Nov 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-21/2026-01-24/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=nRJDPqpFm59p2i4sqz1ZUjBK1_AA3ennRV1uTPG25E25RREK10PBnX1ARo9Gw_My) ## Ready to book your vacation to South Wayne? Choose your dates ## South Wayne Hotel Deals ![Baymont by Wyndham Freeport](https://images.trvl-media.com/lodging/1000000/570000/565200/565130/89a0a36f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Freeport 1060 Riverside Dr, Freeport, IL Fully refundableReserve now, pay when you stay CA $110 CA $122 total Nov 18 - Nov 19 includes taxes & fees 7.8/10 Good! (700 reviews) Had i not made my reservation ahead of time and saw the condition of the carpets first, I probably would have not checked in. If our room wasn't clean when we opened the room door, i would have left. It appears the hall/stair carpets have never been cleaned and/or vacuumed rarely. My first impression ... Reviewed on Nov 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F11%2F2025&endDate=19%2F11%2F2025&selected=565130&PinnedHotelID=565130&HadPinnedHotel=true®ionId=553248634983561049) ![Super 8 by Wyndham Monroe WI](https://images.trvl-media.com/lodging/1000000/460000/459900/459802/b2846b8b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Super 8 by Wyndham Monroe WI 500 6th St and Hwy 69, Monroe, WI Fully refundableReserve now, pay when you stay CA $109 CA $119 total Dec 7 - Dec 8 includes taxes & fees 8.8/10 Excellent! (794 reviews) Location convenient- walking distance to restaurants and grocery store. Staff polite & professional Wish there was in room coffee- in the past there was a small coffee pot in the room. Reviewed on Oct 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=07%2F12%2F2025&endDate=08%2F12%2F2025&selected=459802&PinnedHotelID=459802&HadPinnedHotel=true®ionId=553248634983561049) ![Country Inn & Suites by Radisson, Stockton, IL](https://images.trvl-media.com/lodging/1000000/930000/922200/922179/0f2b2093_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Country Inn & Suites by Radisson, Stockton, IL 200 Dillon Ave, Stockton, IL CA $107 CA $119 total Nov 13 - Nov 14 includes taxes & fees 8.4/10 Very Good! (632 reviews) Great service. Came early and room was ready Reviewed on Nov 2, 2025 [](https://expedia.ca/Hotel-Search?startDate=13%2F11%2F2025&endDate=14%2F11%2F2025&selected=922179&PinnedHotelID=922179&HadPinnedHotel=true®ionId=553248634983561049) [See all 137 properties in South Wayne](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025®ionId=553248634983561049) 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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)