Title: Roselawn Vacation Packages & Trips 2025/2026 from CA $433 | Expedia.ca [Hotels in Roselawn](https://expedia.ca/Roselawn-Hotels.d553248635975869921.Travel-Guide-Hotels)[Vacation Rentals in Roselawn](https://expedia.ca/Roselawn-Vacation-Rentals.d553248635975869921.Travel-Guide-VacationRentals)[Roselawn Car Rentals](https://expedia.ca/Car-Rentals-In-Roselawn.d553248635975869921.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) # Roselawn 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 Roselawn Vacation Deals Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Chicago - Alsip](https://images.trvl-media.com/lodging/1000000/30000/25600/25507/fcb66f28_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Chicago - Alsip CA $433 per person Jan 11 - Jan 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (MDW) 8.2/10 Very Good! (1,024 reviews) Very clean establishment Reviewed on Oct 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-11/2026-01-14/?FromAirport=YTO&Destination=MDW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25507&paandie=true&dealMarker=FLw8PaBJ9LWoKZHba-i5yBS1kixqXu23-UkwhYeF0miZG86UxO70RBECs7ewNUgE) ![Wind Creek Southland Casino and Hotel](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/1fba48a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wind Creek Southland Casino and Hotel East Hazel Crest CA $849 per person Dec 25 - Dec 28 found 8 hours ago Roundtrip flight included Toronto (YYZ) to Chicago (MDW) 9.4/10 Exceptional! (138 reviews) I had a 2 night stay and was pleasantly surprised. My room was spacious and beautifully furnished and decorated. I spent 4 hours in the spa and was very impressed with the level of service and amenities. On our last night we had dinner at Alto,s. Omg !!! So good ! This was my 2nd visit and it was as good as the first. I had crab cakes as appetizers and lamb chops as my entree. This was the best lamb chops I have had . I would revisit Wind creek to dine at Alto,s. This was a weekend getaway and it was superb!!!! Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-28/?FromAirport=YYZ&Destination=MDW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=112051593&paandie=true&dealMarker=UmaeZL4X3vnQknRDHNk1AbSjZfRQ-YcwHrLVJqYViz6zPUw5KzZArARi4T_-kwdn) ![Baymont by Wyndham Chicago/Alsip](https://images.trvl-media.com/lodging/1000000/60000/50900/50833/fae988da_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Baymont by Wyndham Chicago/Alsip CA $871 per person Jan 18 - Jan 22 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Chicago (MDW) 8.2/10 Very Good! (1,018 reviews) Front desk and housekeeping staff were very polite. The hotel can use a few upgrades. Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-22/?FromAirport=YWG&Destination=MDW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=50833&paandie=true&dealMarker=TBSTKFgNWnNn4_V8UAOLSBRxxAGd42azASmN4L6Ewa_h16qIvJziU-yEeR4LvC-0) ![Red Roof Inn Chicago - Alsip](https://images.trvl-media.com/lodging/21000000/20370000/20366100/20366029/fd8c34ad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Roof Inn Chicago - Alsip CA $828 per person Jan 18 - Jan 22 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Chicago (MDW) 6/10 (597 reviews) Very nices motel greaful for this places real consider this location to all a very caring place to be Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-22/?FromAirport=YWG&Destination=MDW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20366029&paandie=true&dealMarker=TBSTKFgNWnNn4_V8UAOLSHIUke1e_AEMKUTZUMnelern3gNHUa88t1TJf_N3-LU_) ![Welcome Inn & Suites - Lyons](https://images.trvl-media.com/lodging/47000000/46550000/46549100/46549084/ed248bf9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Welcome Inn & Suites - Lyons CA $884 per person Jan 18 - Jan 22 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Chicago (MDW) 5.6/10 (163 reviews) easy check in and good local spot! Reviewed on Sep 3, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-22/?FromAirport=YWG&Destination=MDW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=46549084&paandie=true&dealMarker=TBSTKFgNWnNn4_V8UAOLSBRxxAGd42azASmN4L6Ewa_kfPt-xoFO_GuttVEp5gwT) ## Ready to book your vacation to Roselawn? Choose your dates ## Roselawn Hotel Deals ![Hampton Inn Crown Point](https://images.trvl-media.com/lodging/68000000/67330000/67320100/67320074/7f7d7285_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Crown Point 10850 Delaware Parkway, Crown Point, IN Fully refundableReserve now, pay when you stay CA $137 CA $153 total Nov 21 - Nov 22 includes taxes & fees 9.2/10 Wonderful! (567 reviews) Clean room, friendly staff Reviewed on Oct 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F11%2F2025&endDate=22%2F11%2F2025&selected=67320074&PinnedHotelID=67320074&HadPinnedHotel=true®ionId=553248635975869921) ![Fairfield Inn & Suites by Marriott Fair Oaks Farms](https://images.trvl-media.com/lodging/32000000/31840000/31833500/31833454/5b83db46_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairfield Inn & Suites by Marriott Fair Oaks Farms 708 North 600 East, Fair Oaks, IN Fully refundableReserve now, pay when you stay CA $147 CA $158 total Nov 9 - Nov 10 includes taxes & fees 9.2/10 Wonderful! (699 reviews) We felt like the hotel was extremely well maintained and clean. Staff members were friendly. We had a great family experience at this hotel! Reviewed on Oct 22, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=31833454&PinnedHotelID=31833454&HadPinnedHotel=true®ionId=553248635975869921) ![Towneplace Suites By Marriott Crown Point](https://images.trvl-media.com/lodging/110000000/109950000/109941900/109941865/3f544671_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Towneplace Suites By Marriott Crown Point 801 E 109th Ave, Crown Point, IN CA $150 CA $168 total Nov 10 - Nov 11 includes taxes & fees 9/10 Wonderful! (95 reviews) Love the place since it’s new… The room and amenities are in pristine condition …Highly recommended Reviewed on Oct 21, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=109941865&PinnedHotelID=109941865&HadPinnedHotel=true®ionId=553248635975869921) [See all 81 properties in Roselawn](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=29%2F10%2F2025&endDate=30%2F10%2F2025®ionId=553248635975869921) 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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)