Title: Lincolnshire Vacation Packages & Trips 2025/2026 from CA $442 | Expedia.ca [Hotels in Lincolnshire](https://expedia.ca/Lincolnshire-Hotels.d8425.Travel-Guide-Hotels)[Vacation Rentals in Lincolnshire](https://expedia.ca/Lincolnshire-Vacation-Rentals.d8425.Travel-Guide-VacationRentals)[Lincolnshire Car Rentals](https://expedia.ca/Car-Rentals-In-Lincolnshire.d8425.Car-Rental-Guide) ![](https://images.trvl-media.com/place/8425/653876a8-3c13-47ff-9f62-4aaa7fa50ede.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Lincolnshire Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by throwingsofas - ## 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 #### Your Lincolnshire Vacation With everything planned before you head off, our Lincolnshire vacation packages mean you can concentrate on having a good time. Whether you base yourself in the neighborhood of Riverwoods, which is good for nature, or someplace else, this exciting city offers plenty of discoveries. Want to get out and explore? [Lake Forest College](https://www.expedia.ca/Lake-Forest-College-Chicago.d6156570.Vacation-Attraction), [Marriott Theatre](https://www.expedia.ca/Marriott-Theatre-Half-Day.d553248621532659125.Vacation-Attraction) and [Kemper Lakes Golf Club](https://www.expedia.ca/Kemper-Lakes-Golf-Club-Chicago.d553248621532658600.Vacation-Attraction) are among the most popular places to visit during your trip to Lincolnshire. Whatever your travel plans or budget, organizing a tailored Lincolnshire vacation is simple with Expedia. ## Top Lincolnshire Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Allegro Royal Sonesta Hotel Chicago Loop](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Allegro Royal Sonesta Hotel Chicago Loop Downtown Chicago CA $442 per person Dec 5 - Dec 8 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9/10 Wonderful! (1,992 reviews) The rooms are incredibly small and older. I had to request a room change due to the strong odor and very loud refrigerator. Reviewed on Sep 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-08/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=34496&paandie=true&dealMarker=o4JKrWM0kJ6wWZZdnjq1hGNS8voS3QgB8_Hb3uU8hhHFjqVqOyqHQZUx9JTDWHew) ![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 $531 per person Dec 5 - Dec 8 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9.2/10 Wonderful! (289 reviews) The staff were excellent Reviewed on Aug 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-08/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=o4JKrWM0kJ6wWZZdnjq1hLd6AbOLJcO52-9TbqYPdwtzQcLJSHgfhRxV_t62wtgD) ![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 $1,164 per person Nov 27 - Nov 30 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Chicago (ORD) 9.4/10 Exceptional! (1,714 reviews) Amazing stay worth every penny Reviewed on Sep 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-11-30/?FromAirport=YYZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=jAzgJT02em-cVQ1XkYC4cK5lLyANHj-qRBWealMHhLHer5sW02eVszOi_Db_8Ov0) ![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 $784 per person Nov 20 - Nov 24 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 9/10 Wonderful! (347 reviews) Pool area was great Reviewed on Sep 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-24/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=nrwrODVHqJn08yZIWkjtn0-C2iOm6NO2dTM3Q2bzic2XYtoqfqbUXAd0314yc9NM) ![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 $799 per person Nov 20 - Nov 24 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 9/10 Wonderful! (1,014 reviews) First time but won’t be the last. Very nice place with lots to do right around there. Reviewed on Sep 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-24/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&dealMarker=nrwrODVHqJn08yZIWkjtn0-C2iOm6NO2dTM3Q2bzic30JutnTWpX-qvQEsRH0lPI) ## Ready to book your vacation to Lincolnshire? Choose your dates ## Lincolnshire Hotel Deals ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago O'Hare Airport O'Hare International Airport, Chicago, IL Fully refundableReserve now, pay when you stay CA $288 CA $338 total Oct 5 - Oct 6 includes taxes & fees 8.2/10 Very Good! (2,113 reviews) "Our room showed a little wear, mostly in the bathroom from water damage to the door, but we were very comfortable and slept well." Reviewed on Sep 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F10%2F2025&endDate=06%2F10%2F2025&selected=8058&PinnedHotelID=8058&HadPinnedHotel=true®ionId=8425) ![Marriott Chicago O'Hare](https://images.trvl-media.com/lodging/1000000/10000/300/281/13bbda80_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Marriott Chicago O'Hare 8535 West Higgins Road, Chicago, IL Fully refundableReserve now, pay when you stay CA $211 CA $247 total Sep 20 - Sep 21 includes taxes & fees 8.4/10 Very Good! (1,137 reviews) "Everything was great !" Reviewed on Sep 10, 2025 [](https://expedia.ca/Hotel-Search?startDate=20%2F09%2F2025&endDate=21%2F09%2F2025&selected=281&PinnedHotelID=281&HadPinnedHotel=true®ionId=8425) ![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency O'Hare Chicago 9300 Bryn Mawr Ave, Rosemont, IL Fully refundableReserve now, pay when you stay CA $228 CA $260 total Oct 12 - Oct 13 includes taxes & fees 8.6/10 Excellent! (1,945 reviews) "Easy check in and friendly staff" Reviewed on Sep 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&selected=5403&PinnedHotelID=5403&HadPinnedHotel=true®ionId=8425) [See all 1,507 properties in Lincolnshire](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F09%2F2025&endDate=17%2F09%2F2025®ionId=8425) 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) ### Discover the most popular places to visit in Lincolnshire ![Wrigley Field featuring central business district, a city and a sporting event](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ![Magnificent Mile - River North which includes signage, a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [](https://expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) ### What to do in Lincolnshire ![River tour boat in Chicago](https://mediaim.expedia.com/localexpert/170432/2ab44ef1-1211-4f4f-9436-ce9a14d4241f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Architecture River Tour CA $67 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/1b6e1be3-a6ba-4b3d-8e57-4d0336c3fd23.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket CA $47 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/color-factory-chicago-ticket.a49191714.activity-details) ![Relax and enjoy the view](https://mediaim.expedia.com/localexpert/46106377/6686561e-a3aa-4cbf-9e71-f553bde2fa06.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Architecture Center River Cruise aboard First Lady CA $77 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-architecture-center-river-cruise-aboard-first-lady.a46106377.activity-details) [See all activities in Lincolnshire](https://expedia.ca/things-to-do/search?rid=8425) ## Other vacations you might like - Best vacation destinations by month - [January Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-january) - [February Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-february) - [March Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-march) - [April Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-april) - [May Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-may) - [June Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-june) - [July Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-july) - [August Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-august) - [September Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-september) - [October Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-october) - [November Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-november) - [December Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-december) \* 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](https://a.travel-assets.com/mad-service/qr-code/footer_qr/4_QR_FOOTER.png)