Title: Chesterton Holidays 2026 from £930 | Expedia.co.uk [Hotels in Chesterton](https://expedia.co.uk/Chesterton-Hotels.d7214.Travel-Guide-Hotels)[Holiday Rentals in Chesterton](https://expedia.co.uk/Chesterton-Holiday-Rentals.d7214.Travel-Guide-HolidayRentals)[Flights to Chesterton](https://expedia.co.uk/Cheap-Flights-To-Chesterton.d7214.Travel-Guide-Flights)[Chesterton Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesterton.d7214.Car-Hire-Guide) ![](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chesterton Holidays from £930 ## Book a Hotel + Flight or Car together to unlock savings Photo by Ruslian - ## 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 #### Your Chesterton Holiday When you organise a holiday package to Chesterton, you can relax and enjoy your getaway knowing that all your travel arrangements have been made in advance. Discover the charms of this lively city from your base in a neighbourhood like Miller Beach, which is great for nature. If your trip to Chesterton includes a little sightseeing, check out well-known attractions like [Indiana Dunes State Park](https://www.expedia.co.uk/Indiana-Dunes-State-Park-Indiana.d6162867.Attraction), [Coffee Creek Watershed Conservancy Preserve](https://www.expedia.co.uk/Coffee-Creek-Watershed-Conservancy-Preserve-Chesterton.d553248621532658879.Attraction) and [Portage Lakefront Beach](https://www.expedia.co.uk/Portage-Lakefront-Beach-Portage.d553248635983989796.Attraction). Whatever your travel plans or the size of your budget, organising your ultimate tailored Chesterton holiday is easy with Expedia. ## Top Chesterton Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![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 Save 100% on your flight £930 per person 11 Mar - 18 Mar found 4 hours ago Return flight included London (LON) to Chicago (ORD) 9/10 Wonderful! (380 reviews) Staff was friendly did amazing job with checking us in Reviewed on 25 Dec 2025 ![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 Save 100% on your flight £1,204 per person 11 Mar - 18 Mar just found Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Loved it here and would stay again! Everything was perfect! Reviewed on 21 Dec 2025 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago Save 100% on your flight £1,234 per person 10 Mar - 17 Mar found 5 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) Service and clean room - paying attention to the details Reviewed on 22 Dec 2025 ![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 Save 100% on your flight £934 per person 11 Mar - 18 Mar found 1 day ago Return direct flight included Leeds (LBA) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) The cleanliness of the rooms was great and the breakfast buffet was second to none! Location, location, location….. was the best! One block away from the Magnificent Mile, restaurants, and can I say Trader Joe’s? We will definitely come back. Reviewed on 25 Dec 2025 ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago £1,340 per person 10 Mar - 17 Mar found 5 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,000 reviews) Absolutely fantastic hotel great service, you couldn’t ask for more. Reviewed on 3 Dec 2025 ## Chesterton Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Population | 13,400 | | Max Temp Winter | \-1.11ºC | | Max Temp Summer | 24ºC | | Top Sights | [Indiana Dunes National Park](https://www.expedia.co.uk/Indiana-Dunes-National-Park-Indiana.d6091455.Attraction), [Indiana Dunes State Park](https://www.expedia.co.uk/Indiana-Dunes-State-Park-Indiana.d6162867.Attraction) and [Lake View Beach](https://www.expedia.co.uk/Lake-View-Beach-Michigan-City.d553248635983993933.Attraction) | ## Top hotels in Chesterton ![Comfort Inn & Suites Porter near Indiana Dunes](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/4627aecb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Porter near Indiana Dunes 1800 West US Highway 20 Chesterton IN Fully refundableReserve now, pay when you stay £74 28 Dec - 29 Dec includes taxes & fees 8/10 Very Good! (999 reviews) Great staff and hospitality! Everything was clean and tidy. Reviewed on 28 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=3003772&PinnedHotelID=3003772&HadPinnedHotel=true®ionId=7214) ![Hilton Garden Inn Chesterton](https://images.trvl-media.com/lodging/1000000/860000/858300/858225/87c7ddbf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Chesterton 501 Gateway Boulevard Chesterton IN Fully refundableReserve now, pay when you stay £92 11 Jan - 12 Jan 2026 includes taxes & fees 8.6/10 Excellent! (1,001 reviews) Very clean room Staff friendly Reviewed on 7 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=858225&PinnedHotelID=858225&HadPinnedHotel=true®ionId=7214) ![Best Western Indian Oak](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/d30c38a4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Indian Oak 558 Indian Boundary Road Chesterton IN Fully refundableReserve now, pay when you stay £77 2 Jan - 3 Jan 2026 includes taxes & fees 8.4/10 Very Good! (1,003 reviews) We we went to breakfast and the juice was out as well as the yogurt. Went to front desk, told them, and she immediately went and changed them out. Front desk was super friendly and even allowed us to swim longer than pool was open. Pillows are like the size of throw pillows lol which was odd but ... Reviewed on 23 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=02%2F01%2F2026&endDate=03%2F01%2F2026&selected=49736&PinnedHotelID=49736&HadPinnedHotel=true®ionId=7214) [See all 1,387 properties in Chesterton](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F12%2F2025&endDate=27%2F12%2F2025®ionId=7214) 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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