Title: Leland Vacation Packages & Trips 2026 from CA $882 | Expedia.ca [Hotels in Leland](https://expedia.ca/Leland-Hotels.d553248634983185916.Travel-Guide-Hotels)[Vacation Rentals in Leland](https://expedia.ca/Leland-Vacation-Rentals.d553248634983185916.Travel-Guide-VacationRentals)[Leland Car Rentals](https://expedia.ca/Car-Rentals-In-Leland.d553248634983185916.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) # Leland 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 Leland Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Talbott, Autograph Collection](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/c6696bbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Talbott, Autograph Collection Downtown Chicago CA $882 per person Apr 23 - Apr 26 found 14 hours ago Roundtrip flight included Montreal (YMQ) to Chicago (ORD) 9.4/10 Exceptional! (85 reviews) Great location comfortable bed/pillows Reviewed on Mar 8, 2026 ![Level Chicago Fulton Market](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago Fulton Market Downtown Chicago CA $1,207 per person May 18 - May 22 found 12 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (421 reviews) Beautiful room. Property upgraded to 2-bedroom. Facilities are great with huge gym. Great stay in Chicago. Reviewed on Mar 14, 2026 ![JW Marriott Chicago](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/83e4c147_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Chicago Downtown Chicago CA $928 per person Apr 23 - Apr 26 found 14 hours ago Roundtrip flight included Montreal (YMQ) to Chicago (ORD) 9.2/10 Wonderful! (1,007 reviews) The spa was wonderful, the room was clean and comfortable, and the staff was friendly. I only wish they had more food options. I have allergies and it was difficult to find items Reviewed on Mar 9, 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 $952 per person May 25 - May 28 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) The room was so clean, the staff were very kind and polite, helpful and made the hotel very welcoming!! The area was also safe and had lots of shopping areas and restaurants! 10/10 would recommend for everyone! Made my friend’s birthday wonderful! Thank you RIU! Reviewed on Mar 15, 2026 ![Kimpton Gray Hotel by IHG](https://images.trvl-media.com/lodging/14000000/13360000/13351500/13351499/9bf8883a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Gray Hotel by IHG Downtown Chicago CA $965 per person Apr 23 - Apr 26 found 14 hours ago Roundtrip flight included Montreal (YMQ) to Chicago (ORD) 9.2/10 Wonderful! (1,000 reviews) Everything was excellent, beautiful ! Reviewed on Mar 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_553248634983185916) ## Ready to book your vacation to Leland? Choose your dates ## Leland Hotel Deals ![Grand Bear Resort at Starved Rock](https://images.trvl-media.com/lodging/2000000/1510000/1500900/1500830/02ac7a1e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grand Bear Resort at Starved Rock 2643 IL-178 Utica IL CA $128 CA $147 total Mar 16 - Mar 17 includes taxes & fees 7.4/10 Good! (1,002 reviews) Everything was closed. Reviewed on Mar 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=1500830&PinnedHotelID=1500830&HadPinnedHotel=true®ionId=553248634983185916) ![Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy](https://images.trvl-media.com/lodging/111000000/110280000/110272800/110272793/d27931a3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy 1879 N 2703rd Rd Ottawa IL CA $177 CA $257 total Mar 16 - Mar 17 includes taxes & fees 9.8/10 Exceptional! (139 reviews) Amazing get away! Reviewed on Mar 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=110272793&PinnedHotelID=110272793&HadPinnedHotel=true®ionId=553248634983185916) ![Hampton Inn DeKalb, IL](https://images.trvl-media.com/lodging/8000000/7430000/7422200/7422102/w3840h2556x0y4-b392c05f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn DeKalb, IL 663 S. Annie Glidden Road DeKalb IL Fully refundableReserve now, pay when you stay CA $156 CA $177 total Mar 22 - Mar 23 includes taxes & fees 9.4/10 Exceptional! (1,002 reviews) No surprises. Got what I was expecting for the price. Breakfast was good. Reviewed on Mar 14, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=7422102&PinnedHotelID=7422102&HadPinnedHotel=true®ionId=553248634983185916) [See all 256 properties in Leland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F03%2F2026&endDate=17%2F03%2F2026®ionId=553248634983185916) 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