Title: Sheridan Vacation Packages & Trips 2025/2026 from CA $700 | Expedia.ca [Sheridan Travel Guide](https://expedia.ca/Sheridan.dx6085097)[Hotels in Sheridan](https://expedia.ca/Sheridan-Hotels.d6085097.Travel-Guide-Hotels)[Vacation Rentals in Sheridan](https://expedia.ca/Sheridan-Vacation-Rentals.d6085097.Travel-Guide-VacationRentals)[Sheridan Car Rentals](https://expedia.ca/Car-Rentals-In-Sheridan.d6085097.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) # Sheridan 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 Sheridan Vacation Deals Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Chicago - North Shore Conference Center](https://images.trvl-media.com/lodging/1000000/20000/15600/15560/8a058213_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Chicago - North Shore Conference Center CA $700 per person Jan 18 - Jan 25 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (1,007 reviews) Parkig lot can use some work, repaving . Overall, it was a very pleasant experience. Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15560&paandie=true&dealMarker=Mm10hbEKifWBoLbQLYMe_q_HfXF0ZEnrmb3lrKoK-57TilMDC4cTpqnjw0BPeFWD) ![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 $952 per person Dec 29 - Jan 3 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9/10 Wonderful! (367 reviews) Easy check-in, friendly staff, beautiful building with nice amenities. Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-03/?FromAirport=YYZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=7X9EIOZ4SUMg_DFdDP1vfX6BWV5Je4Hc_FUXpQZs2cMyq_HOK7fL6f0qe1x5aLjU) ![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 $779 per person Dec 29 - Jan 3 found 11 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (303 reviews) I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location. Reviewed on Oct 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-03/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=OE4WY_RpwBQtq85g0f3N8-nYsBeelfaeSq--7LK5PrGKxt6BAlMYzxSSO5CpYwiJ) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Chicago O'Hare Airport O'Hare CA $1,230 per person Jan 18 - Jan 25 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 8.2/10 Very Good! (2,141 reviews) It needs improvement Reviewed on Oct 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8058&paandie=true&dealMarker=yrZ0TBn6Yd3hsppSaARbb45U9kqMNh7cz_oJtESbJLyhtPbgqZwghrsObsvnY7Tc) ![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 $1,405 per person Nov 29 - Dec 2 found 1 day ago Roundtrip flight included Toronto (YTZ) to Chicago (ORD) 9.4/10 Exceptional! (1,761 reviews) The Trump never disappoints, always friendly, clean, and top notch service. We stay several times a year, they make you feel right at home. Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-02/?FromAirport=YTZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=4ehT1aRAgqfqNoUNYgNbtOXvxcwsDtgCK3hC7AjIOfVNGM_9146tfReRvUC2e58D) ## Ready to book your vacation to Sheridan? Choose your dates ## Sheridan Hotel Deals ![Grand Bear Resort at Starved Rock](https://images.trvl-media.com/lodging/2000000/1510000/1500900/1500830/c6b13292_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grand Bear Resort at Starved Rock 2643 IL-178, Utica, IL CA $152 CA $174 total Nov 3 - Nov 4 includes taxes & fees 7.2/10 Good! (986 reviews) Room was good but the some of the electrical plugs didn’t work Reviewed on Oct 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=03%2F11%2F2025&endDate=04%2F11%2F2025&selected=1500830&PinnedHotelID=1500830&HadPinnedHotel=true®ionId=6085097) ![Best Western Oswego Hotel](https://images.trvl-media.com/lodging/1000000/430000/424400/424318/7b695b40_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Oswego Hotel 2055 Wiesbrook Dr, Oswego, IL Fully refundableReserve now, pay when you stay CA $105 CA $114 total Nov 5 - Nov 6 includes taxes & fees 8.6/10 Excellent! (759 reviews) The only thing I was unhappy with was the lack of parking . Also the parking spaces were not marked as well as they could have been and maybe they would have been able to accommodate the lack of parking better . Reviewed on Oct 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F11%2F2025&endDate=06%2F11%2F2025&selected=424318&PinnedHotelID=424318&HadPinnedHotel=true®ionId=6085097) ![La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park](https://images.trvl-media.com/lodging/1000000/160000/151200/151149/7d0cb463_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park 4389 Venture Dr, Peru, IL Fully refundableReserve now, pay when you stay CA $135 CA $153 total Nov 17 - Nov 18 includes taxes & fees 7.6/10 Good! (138 reviews) WEnt with grandsons to starved rock park. The hotel was convenient. Was right by Interstate access road. A bit of traffic noisw Reviewed on Oct 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F11%2F2025&endDate=18%2F11%2F2025&selected=151149&PinnedHotelID=151149&HadPinnedHotel=true®ionId=6085097) [See all 370 properties in Sheridan](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=6085097) 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 - Lodging - Flights - Packages - Cars ### Lodging - [Farmstay in Earlville](https://www.expedia.ca/Earlville-Agritourism.d3000433908-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Earlville](https://www.expedia.ca/Earlville-Bed-And-Breakfast.d3000433908-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Earlville Hotels](https://www.expedia.ca/Earlville-Hotels.d3000433908.Travel-Guide-Hotels) - [Resorts in Earlville](https://www.expedia.ca/Earlville-Resort-Hotels.d3000433908-aaResortHotels.Travel-Guide-Accommodation) - [Farmstay in Marseilles](https://www.expedia.ca/Marseilles-Agritourism.d3000434529-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Marseilles](https://www.expedia.ca/Marseilles-Bed-And-Breakfast.d3000434529-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Marseilles](https://www.expedia.ca/Marseilles-Guest-Houses.d3000434529-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels with a Pool in Marseilles](https://www.expedia.ca/Marseilles-Hotels-Hotel-With-Pool.0-0-d3000434529-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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[August Hill Winery Tasting Room](https://www.expedia.ca/August-Hill-Winery-Tasting-Room-Utica.d553248621532658435.Vacation-Attraction) - [Cedardell Golf Club](https://www.expedia.ca/Cedardell-Golf-Club-Plano.d553248621532658481.Vacation-Attraction) - [Centennial Beach](https://www.expedia.ca/Centennial-Beach-Chicago.d553248621532658519.Vacation-Attraction) - [Farnsworth House](https://www.expedia.ca/Farnsworth-House-Plano.d553248621532658479.Vacation-Attraction) - [Fox Valley Winery](https://www.expedia.ca/Fox-Valley-Winery-Oswego.d553248621532658490.Vacation-Attraction) - [Geneva Commons](https://www.expedia.ca/Geneva-Commons-Geneva.d6260155.Vacation-Attraction) - [Grand Bear Falls Indoor Water Park](https://www.expedia.ca/Grand-Bear-Falls-Indoor-Water-Park-Utica.d553248621555594731.Vacation-Attraction) - [Hollywood Casino Aurora](https://www.expedia.ca/Hollywood-Casino-Aurora-Aurora.d6260166.Vacation-Attraction) - [Hollywood Casino](https://www.expedia.ca/Hollywood-Casino-Aurora.d6065135.Vacation-Attraction) - [Hudson Crossing Park](https://www.expedia.ca/Hudson-Crossing-Park-Oswego.d553248621532658491.Vacation-Attraction) - [Joliet Vacations](https://www.expedia.ca/Joliet.d8116.Destination-Travel-Guides) - [Lewis University](https://www.expedia.ca/Lewis-University-Romeoville.d6146844.Vacation-Attraction) - [Lock 16 Visitor Center & LaSalle Canal Boat](https://www.expedia.ca/Lock-16-Visitor-Center-LaSalle-Canal-Boat-La-Salle.d553248621532658427.Vacation-Attraction) - [Malta Vacations](https://www.expedia.ca/Malta.d3000434499.Destination-Travel-Guides) - [Mazon Vacations](https://www.expedia.ca/Mazon.d3000346416.Destination-Travel-Guides) - [Northern Illinois Vacations](https://www.expedia.ca/Northern-Illinois.d6058965.Destination-Travel-Guides) - [Oswego Vacations](https://www.expedia.ca/Oswego.d142441.Destination-Travel-Guides) - [Ottawa Vacations](https://www.expedia.ca/Ottawa.d6058975.Destination-Travel-Guides) - [Otter Cove Aquatic Park](https://www.expedia.ca/Otter-Cove-Aquatic-Park-St-Charles.d553248621532658533.Vacation-Attraction) - [Raging Waves Waterpark](https://www.expedia.ca/Raging-Waves-Waterpark-Yorkville.d553248621532658485.Vacation-Attraction) - [Seneca Vacations](https://www.expedia.ca/Seneca.d3000435306.Destination-Travel-Guides) - [Serena Vacations](https://www.expedia.ca/Serena.d3000346572.Destination-Travel-Guides) - [Visit Serena](https://www.expedia.ca/Serena.dx3000346572) - [Silver Springs State Park](https://www.expedia.ca/Silver-Springs-State-Park-Illinois.d553248621532658480.Vacation-Attraction) - [Skydive Chicago](https://www.expedia.ca/Skydive-Chicago-Ottawa.d553248621532658440.Vacation-Attraction) - [Splash Country Waterpark](https://www.expedia.ca/Splash-Country-Waterpark-Aurora.d553248621532658496.Vacation-Attraction) - [Spring Lake Park](https://www.expedia.ca/Spring-Lake-Park-Streator.d553248633992469384.Vacation-Attraction) - [Starved Rock State Park](https://www.expedia.ca/Starved-Rock-State-Park-Illinois.d553248621532658430.Vacation-Attraction) - [Utica Vacations](https://www.expedia.ca/Utica.d56017.Destination-Travel-Guides) - [Washington Square Park](https://www.expedia.ca/Washington-Square-Park-Ottawa.d6186945.Vacation-Attraction) - [Yorkville Vacations](https://www.expedia.ca/Yorkville.d602761.Destination-Travel-Guides) ### Cars - [Car rental Yorkville](https://www.expedia.ca/Car-Rentals-In-Yorkville.d602761.Car-Rental-Guide) \* Savings based on package bookings compared to the price of the same components booked separately. 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