Title: Winthrop Harbor Holidays 2025 from £518 | Expedia.co.uk [Hotels in Winthrop Harbor](https://expedia.co.uk/Winthrop-Harbor-Hotels.d183192.Travel-Guide-Hotels)[Holiday Rentals in Winthrop Harbor](https://expedia.co.uk/Winthrop-Harbor-Holiday-Rentals.d183192.Travel-Guide-HolidayRentals)[Winthrop Harbor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winthrop-Harbor.d183192.Car-Hire-Guide) ![](https://images.trvl-media.com/place/6338716/94ae8062-01b7-4cdf-b3dd-7ea1c75a7654.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winthrop Harbor Holidays from £518 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 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 Packages with flights are ATOL protected ## Top Winthrop Harbor Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![The Talbott, Autograph Collection](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/0ae99f9d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Talbott, Autograph Collection Downtown Chicago £518 per person 8 Jan - 11 Jan found 18 hours ago Return flight included Dublin (DUB) to Chicago (ORD) 18.4/10 Exceptional! (48 reviews) The room seemed under furnished. Only one chair with a table. Reviewed on 5 Nov 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=DUB&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23963&paandie=true&dealMarker=XZxcnJcnSxQDwlyqA2jJfIAinq4qIEgW1LhVO9TQgTEfulKly1tQTL_ZtGsXQswC) ![The Westin Michigan Avenue Chicago](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/dcfbf36b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Michigan Avenue Chicago Downtown Chicago Save 100% on your flight £750 per person 27 Dec - 31 Dec found 1 day ago Return direct flight included Dublin (DUB) to Chicago (ORD) 17.6/10 Exceptional! (1,075 reviews) I didn’t have breakfast. Just coffee from the Starbucks kiosk. Reviewed on 17 Nov 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-27/2025-12-31/?FromAirport=DUB&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21055&paandie=true&dealMarker=amRB0DpSX2roa1b4pu3bWZmSxwUwEQ0rYNWoe4So08LNADDFQ1aYYSqQHjofRXYH) ![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 £1,024 per person 27 Dec - 31 Dec found 1 day ago Return direct flight included Dublin (DUB) to Chicago (ORD) 18.8/10 Exceptional! (1,773 reviews) Political stigma aside, I must say, this property is stunning across the board. From the moment you enter the building you're met with this amazingly inviting fragrance. The Room was spotless. All the staff was sincere, kind, hospitable, and surprisingly diverse. Also, The front desk was exceptionally accommodating while I (minimally) "stress tested" the room service. 10/10 would and Will return. Mr. & Mrs.S Reviewed on 17 Nov 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-27/2025-12-31/?FromAirport=DUB&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=sq1Ss8ZodQIwkJSZ7cygIAezgsL7BRwTNf66gXInPxzOgWICqswcwBLjC3GqVGzq) ![Chicago Athletic Association, a Hyatt Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118328/6b24bc12_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Chicago Athletic Association, a Hyatt Hotel Downtown Chicago £666 per person 27 Dec - 1 Jan found 1 day ago Return flight included Dublin (DUB) to Chicago (ORD) 18/10 Exceptional! (1,002 reviews) Great stay as always- beautiful property, rooms, Game Room is a gem, and excellent staff; just a couple notes: Bring back The Milk Room! The lobby seating was less inviting with so much turned over to assigned-seating dining. Can the hotel offer at least complimentary coffee/tea for guests? I prepaid for breakfast but still had to pay $5 per cup of coffee. Reviewed on 9 Nov 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=DUB&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1118328&paandie=true&dealMarker=etSLGuVR5_TAYwSnPo98w9DWloIFdUT22yWrGALA-fPdi0G7-oReveIu9aa7VjuQ) ![The Hoxton Chicago](https://images.trvl-media.com/lodging/35000000/34770000/34761400/34761378/d06b01bf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Hoxton Chicago Downtown Chicago £832 per person 27 Dec - 1 Jan found 11 hours ago Return flight included Dublin (DUB) to Chicago (ORD) 18/10 Exceptional! (1,001 reviews) Love the Hoxton, it’s a beautiful hotel and the staff is amazing. Reviewed on 3 Nov 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=DUB&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=34761378&paandie=true&dealMarker=gcbJvJS-_lw8zZMZs82QpSxdc-nLPZ-ISMDZduavYZ3k2TvwSk3F7ZAWDAhdJFuE) ## Winthrop Harbour Essential Information | Language | English | | --- | --- | | Currency | U.S dollars | | Population | 6,800 | | Max Temp Winter | \\-1.11ºC | | Max Temp Summer | 24ºC | ## Top hotels in Winthrop Harbor ![LA VILLA MOTEL](https://images.trvl-media.com/lodging/92000000/91900000/91895900/91895868/ff942b49_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### LA VILLA MOTEL 1401 Sheridan Rd Winthrop Harbor IL Fully refundable £54 4 Dec - 5 Dec includes taxes & fees 6.6/10 (67 reviews) Good service Reviewed on 30 Sept 2025 [](https://expedia.co.uk/Hotel-Search?startDate=04%2F12%2F2025&endDate=05%2F12%2F2025&selected=91895868&PinnedHotelID=91895868&HadPinnedHotel=true®ionId=183192) ![Motel Sun Inn](https://images.trvl-media.com/lodging/2000000/1280000/1279900/1279846/93033a15_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Motel Sun Inn 301 Sheridan Road Winthrop Harbor IL Fully refundableReserve now, pay when you stay £50 20 Nov - 21 Nov includes taxes & fees 6.8/10 (275 reviews) I have stayed here several times in the last year and a half. The room is very clean! Staff is very kind and helpful! Good rate! Thank you again for everything! Reviewed on 11 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=20%2F11%2F2025&endDate=21%2F11%2F2025&selected=1279846&PinnedHotelID=1279846&HadPinnedHotel=true®ionId=183192) ![La Quinta Inn & Suites by Wyndham Chicago Gurnee](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/52a8ce1f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Chicago Gurnee 5688 Northridge Rd Gurnee IL Fully refundableReserve now, pay when you stay £55 9 Dec - 10 Dec includes taxes & fees 7.8/10 Good! (1,403 reviews) Check in was great. The staff was kind and courteous. Reviewed on 8 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&selected=50124&PinnedHotelID=50124&HadPinnedHotel=true®ionId=183192) [See all 646 properties in Winthrop Harbor](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=20%2F11%2F2025&endDate=21%2F11%2F2025®ionId=183192) 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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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 Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Explore a world of travel with Expedia - 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[Norridge Holidays](https://www.expedia.co.uk/Norridge.d138872.Holidays-City-Breaks) - [Northwestern University](https://www.expedia.co.uk/Northwestern-University-Chicago.d6034942.Attraction) - [Rosalind Franklin University of Medicine and Science](https://www.expedia.co.uk/Rosalind-Franklin-University-Of-Medicine-And-Science-Chicago.d6142963.Attraction) - [Rosemont Holidays](https://www.expedia.co.uk/Rosemont.d7581.Holidays-City-Breaks) - [Schaumburg Holidays](https://www.expedia.co.uk/Schaumburg.d8107.Holidays-City-Breaks) - [Six Flags Great America](https://www.expedia.co.uk/Six-Flags-Great-America-Chicago.d6023396.Attraction) - [Sleepy Hollow Holidays](https://www.expedia.co.uk/Sleepy-Hollow.d3000435324.Holidays-City-Breaks) - [The Catlow Theater](https://www.expedia.co.uk/The-Catlow-Theater-Barrington.d553248621532658589.Attraction) - [The People's Choice Family Fun Center](https://www.expedia.co.uk/The-Peoples-Choice-Family-Fun-Center-Chicago.d553248621532659203.Attraction) - [Visit Vernon Hills](https://www.expedia.co.uk/Vernon-Hills.dx6371) - [Winnetka Holidays](https://www.expedia.co.uk/Winnetka.d175751.Holidays-City-Breaks) - [Woodfield Mall](https://www.expedia.co.uk/Woodfield-Mall-Chicago.d6064089.Attraction) - [Woodstock Square](https://www.expedia.co.uk/Woodstock-Square-Woodstock.d6186941.Attraction) ### Cars - [Alamo Rent A Car Rental Cars in Lake Catherine](https://www.expedia.co.uk/Alamo-Rent-A-Car-Car-Rentals-In-Lake-Catherine.d553248635975848955-c6.Car-Rental-Guide-Suppliers) - [Car hire in Budget Houston Galleria Area, 4825 Richmond Ave](https://www.expedia.co.uk/Budget-at-Houston-Galleria-Area.v6427.Car-Rental-Guide-Location) - [Car hire Grayslake](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Grayslake.d6094870.Car-Hire-Guide) - [Car hire Gurnee](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Gurnee.d8240.Car-Hire-Guide) - [Car hire Libertyville](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Libertyville.d8612.Car-Hire-Guide) - [Car hire near Rosalind Franklin University of Medicine and Science](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Rosalind-Franklin-University-Of-Medicine-And-Science.d6142963.Car-Hire-Guide) - [Car hire Vernon Hills](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Vernon-Hills.d6371.Car-Hire-Guide) - [Car hire in Thrifty Car Rental 3730 Spenard Road](https://www.expedia.co.uk/Thrifty-Car-Rental-at-3730-Spenard-Road-Anchorage-Alaska-USA.v8508.Car-Rental-Guide-Location) ### Holiday Homes - [Antioch Holiday Rentals](https://www.expedia.co.uk/Antioch-Holiday-Rentals.d6427.Travel-Guide-HolidayRentals) - [Lake Forest Holiday Rentals](https://www.expedia.co.uk/Lake-Forest-Holiday-Rentals.d8508.Travel-Guide-HolidayRentals) - [Vernon Hills Holiday Rentals](https://www.expedia.co.uk/Vernon-Hills-Holiday-Rentals.d6371.Travel-Guide-HolidayRentals) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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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)