Title: South Wayne Vacation Packages & Trips 2025/2026 from CA $501 | 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. ![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 $501 per person Jan 21 - Jan 24 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/2026-01-21/2026-01-24/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=PH-jGx-y6XL1TSuqeCJyC1hosTW_1mhSCZutufNMM1goID-iI6CCJQoiH2bVzusK) ![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 $525 per person Jan 21 - Jan 24 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/2026-01-21/2026-01-24/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&dealMarker=PH-jGx-y6XL1TSuqeCJyC1hosTW_1mhSCZutufNMM1hOhDIUqc4KF2khBinABJNw) ![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) The Trump International Hotel was absolutely immaculate in appearance and the entire staff were fantastic in all aspects. The location is extremely desirable and within walking distance to numerous restaurants and attractions. However, my suite was somewhat underwhelming in regard to the bathroom. The deep soaking bathtub was smaller in scale than one would expect, and more specifically the shower head is set far too low for those of us who are six feet or taller. I would recommend this property. Reviewed on Nov 3, 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=PH-jGx-y6XL1TSuqeCJyC4WMLqpbxhBWeSpB1fBNiFd6ceJyPgHHeGyTRnlGvkSf) ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago CA $855 per person Jan 21 - Jan 24 found 11 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.6/10 Exceptional! (1,006 reviews) This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend! Reviewed on Oct 20, 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=20695&paandie=true&dealMarker=nRJDPqpFm59p2i4sqz1ZUipW4JR9k-qoUc4qKehqxtIaUJ81yzJ214H6QF0oYobH) ![Level Chicago - River North](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/668d065a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago - River North Downtown Chicago CA $723 per person Jan 28 - Feb 2 found 22 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (721 reviews) We very much enjoyed our stay at Level River North. After reading all the reviews I was a bit unsure, but everything went smooth. We had a nice 2 bed / 2 bath suite with full kitchen and good city views. Amenities were great, also some floorboards were loose (no big deal). The room was quiet and beds were super comfy. I loved the welcoming staff and the property overall. What I didn't like: creepy security screening process where you have to upload id and make a selfie before check it and provide cc details. Although I already provided my cc details during that screening, I was asked to provide another cc for the security deposit. Why can't you authorize the cc you already have though? Overall: great value for money, totally would stay at Level again. Great location close to downtown and Riverwalk. Reviewed on Nov 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-28/2026-02-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=74500458&paandie=true&dealMarker=bU6Xn2PY1Z5eUu6jjLzX6ZrjjjYZ7jBlbUWthYiSwihpxPrunbkMDibu4tKhyzmW) ## 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 8 - Dec 9 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=08%2F12%2F2025&endDate=09%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 $105 CA $117 total Nov 19 - Nov 20 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=19%2F11%2F2025&endDate=20%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=09%2F11%2F2025&endDate=10%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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)