Title: Chesterton Holidays 2025 from £490 | 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/6162867/8e516814-0d8a-4c1c-bd54-098810d910c5.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chesterton Holidays from £490 ## Book a Hotel + Flight or Car together to unlock savings Photo by Indiana Office of Tourism Development - ## 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. ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago £490 per person 8 Jan - 11 Jan found 23 hours ago Return direct flight included Dublin (DUB) to Chicago (ORD) 9.4/10 Exceptional! (1,110 reviews) We loved the Pendry! Reviewed on 27 Oct 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=982552&paandie=true&dealMarker=vmipXSE5KWCeOg2c807FygLZWg2r_YELJl2fDiFAsSJyycuh5W9osC-g-1_oHM3f) ![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 £642 per person 8 Jan - 11 Jan found 23 hours ago Return direct flight included Dublin (DUB) to Chicago (ORD) 9.4/10 Exceptional! (1,761 reviews) The Trump International Hotel was absolutely immaculate in appearance and the entire staff were fantastic in all aspects. The location is extremely desirable and within walking distance to numerous restaurants and attractions. However, my suite was somewhat underwhelming in regard to the bathroom. The deep soaking bathtub was smaller in scale than one would expect, and more specifically the shower head is set far too low for those of us who are six feet or taller. I would recommend this property. Reviewed on 3 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=1723215&paandie=true&dealMarker=vmipXSE5KWCeOg2c807FyiMoGdVR7e-yGqi-BWd95KA-DCJRKO81MFf-JLvKWl5K) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago £494 per person 8 Jan - 11 Jan found 23 hours ago Return direct flight included Dublin (DUB) to Chicago (ORD) 9.2/10 Wonderful! (1,248 reviews) Really cool modern space Reviewed on 4 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=19381112&paandie=true&dealMarker=vmipXSE5KWCeOg2c807FygLZWg2r_YELJl2fDiFAsSIMZ_YMXbFYOT1NdU6mYxjT) ![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 £513 per person 8 Jan - 11 Jan found 23 hours ago Return direct flight included Dublin (DUB) to Chicago (ORD) 9/10 Wonderful! (367 reviews) This was our first time at Level Chicago -Old Town. Last year we stayed at Level Chicago - North. Both apartments were really cozy and offered amazing views of the city. Old Town is a great place to stay, the staff overall was professional and polite. The unit was mostly clean, however, some of the towel were stained (seemed like he make up did not come off with bleach). It wasn't to my liking so I did not use them. Also, they knew we were six people but only gave 4 bath towels. I had to request additional. Another thing is that the locks in the bathroom and bedrooms were not working. It was a bit frustrating considering 6 people were sharing one bathroom. The apartment itself is very comfortable, has washer and dryer on site, which is convenient, especially when staying with children. The kitchen was equipped with all the basic needs except a good coffee machine. They have a nespresso machine but I would have rather an actual coffee machine not espresso machine. Safety was key. My family and I felt safe in the building and the area. Parking was not available in the building (the cost is $70 per night) but that wasnt an issue because we found plenty of parking right outside by the meters. Reviewed on 29 Oct 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=39805843&paandie=true&dealMarker=vmipXSE5KWCeOg2c807FyiMoGdVR7e-yGqi-BWd95KDfc5PeoQHB4Y0ZbRPW3YJU) ![The Ritz-Carlton, Chicago](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/30b68b68_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Chicago Downtown Chicago £1,104 per person 24 Dec - 29 Dec found 1 day ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.2/10 Wonderful! (1,003 reviews) Front desk staff definitely skipped the hospitality portion of training. From the greeting to the checkout no smiles no warmth not very inviting. The hotel and room itself was beautiful, great location but most likely will go to another hotel next time. Reviewed on 24 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-24/2025-12-29/?FromAirport=MAN&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14447&paandie=true&dealMarker=o95aF0nlX6aUPM3TYZdz6MGpPYmSsen2b9JoR5RAGjE7ENf5nP-En21nQrwIKHl4) ## 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 ![Spring House Inn](https://images.trvl-media.com/lodging/1000000/810000/809000/808936/51a347fe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spring House Inn 303 N Mineral Springs Rd, Chesterton, IN Fully refundableReserve now, pay when you stay £88 9 Nov - 10 Nov includes taxes & fees 8.8/10 Excellent! (1,046 reviews) This was the cutest place! The surrounding area is gorgeous! The swings and fire were absolutely lovely! Reviewed on 3 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=808936&PinnedHotelID=808936&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 £80 16 Nov - 17 Nov includes taxes & fees 8.4/10 Very Good! (1,000 reviews) Fantastic and friendly staff. Clean, nice hotel. Reviewed on 29 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=49736&PinnedHotelID=49736&HadPinnedHotel=true®ionId=7214) ![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 £81 7 Dec - 8 Dec includes taxes & fees 8/10 Very Good! (1,001 reviews) My room was clean and comfortable. I would definitely stay here again Reviewed on 28 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=07%2F12%2F2025&endDate=08%2F12%2F2025&selected=3003772&PinnedHotelID=3003772&HadPinnedHotel=true®ionId=7214) [See all 1,394 properties in Chesterton](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F11%2F2025&endDate=10%2F11%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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[Crown Point Sports Complex](https://www.expedia.co.uk/Crown-Point-Sports-Complex-Crown-Point.d553248635974547395.Attraction) - [East Chicago Holidays](https://www.expedia.co.uk/East-Chicago.d99148.Holidays-City-Breaks) - [Elkhart Holidays](https://www.expedia.co.uk/Elkhart.d7073.Holidays-City-Breaks) - [Gary Holidays](https://www.expedia.co.uk/Gary.d7549.Holidays-City-Breaks) - [Granger Holidays](https://www.expedia.co.uk/Granger.d55122.Holidays-City-Breaks) - [Grotto of Our Lady of Lourdes](https://www.expedia.co.uk/Grotto-Of-Our-Lady-Of-Lourdes-South-Bend.d553248621568180580.Attraction) - [Hammond Civic Center](https://www.expedia.co.uk/Hammond-Civic-Center-Chicago.d553248622008968178.Attraction) - [Hammond Holidays](https://www.expedia.co.uk/Hammond.d8265.Holidays-City-Breaks) - [Hanna Holidays](https://www.expedia.co.uk/Hanna.d3000436041.Holidays-City-Breaks) - [Hebron Holidays](https://www.expedia.co.uk/Hebron.d602760.Holidays-City-Breaks) - [Hobart Holidays](https://www.expedia.co.uk/Hobart.d55127.Holidays-City-Breaks) - [Honeywell Center](https://www.expedia.co.uk/Honeywell-Center-Wabash.d6280777.Attraction) - [Knox Holidays](https://www.expedia.co.uk/Knox.d180964.Holidays-City-Breaks) - [Lafayette Holidays](https://www.expedia.co.uk/Lafayette.d6059760.Holidays-City-Breaks) - [Ligonier Holidays](https://www.expedia.co.uk/Ligonier.d183198.Holidays-City-Breaks) - [Logansport Holidays](https://www.expedia.co.uk/Logansport.d6103.Holidays-City-Breaks) - [Visit Long Beach](https://www.expedia.co.uk/Long-Beach.dx3000403387) - [Visit Tryon Farm](https://www.expedia.co.uk/Michigan-City-Tryon-Farm.dx553248635976481401) - [Visit Michigan City](https://www.expedia.co.uk/Michigan-City.dx8727) - [Minden Bog](https://www.expedia.co.uk/Minden-Bog-Michigan-City.d553248621532660992.Attraction) - [Northwest Indiana Holidays](https://www.expedia.co.uk/Northwest-Indiana.d6059698.Holidays-City-Breaks) - [Portage Lakefront Beach](https://www.expedia.co.uk/Portage-Lakefront-Beach-Portage.d553248635983989796.Attraction) - [Portage Holidays](https://www.expedia.co.uk/Portage.d9307.Holidays-City-Breaks) - [Visit Portage](https://www.expedia.co.uk/Portage.dx9307) - [South Bend Holidays](https://www.expedia.co.uk/South-Bend.d6023340.Holidays-City-Breaks) - [St. Mary's College](https://www.expedia.co.uk/St-Marys-College-South-Bend.d6247504.Attraction) - [Swan Lake Resort](https://www.expedia.co.uk/Swan-Lake-Resort-Plymouth.d553248621532658873.Attraction) - [Syracuse Holidays](https://www.expedia.co.uk/Syracuse.d183203.Holidays-City-Breaks) - [The Venue at Horseshoe Hammond](https://www.expedia.co.uk/The-Venue-At-Horseshoe-Hammond-Hammond.d620723507359023104.Attraction) - [Warsaw Holidays](https://www.expedia.co.uk/Warsaw.d6212969.Holidays-City-Breaks) - [West Beach](https://www.expedia.co.uk/West-Beach-Portage.d553248635983989687.Attraction) - [Winamac Holidays](https://www.expedia.co.uk/Winamac.d6344290.Holidays-City-Breaks) ### Cars - [Car hire Michigan City](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Michigan-City.d8727.Car-Hire-Guide) - [Car hire Valparaiso](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Valparaiso.d10288.Car-Hire-Guide) - [Car hire in Hertz 2860 East Craig Road](https://www.expedia.co.uk/Hertz-at-2860-East-Craig-Road-North-Las-Vegas-Nevada-USA.v55127.Car-Rental-Guide-Location) - [Car hire in Thrifty Car Rental 2424 East 38th Street](https://www.expedia.co.uk/Thrifty-Car-Rental-at-2424-East-38th-Street-Dallas-Texas-USA.v8727.Car-Rental-Guide-Location) ### Holiday Homes - [Hobart Holiday Rentals](https://www.expedia.co.uk/Hobart-Holiday-Rentals.d55127.Travel-Guide-HolidayRentals) - [Long Beach Holiday Rentals](https://www.expedia.co.uk/Long-Beach-Holiday-Rentals.d3000403387.Travel-Guide-HolidayRentals) - [Valparaiso Holiday Rentals](https://www.expedia.co.uk/Valparaiso-Holiday-Rentals.d10288.Travel-Guide-HolidayRentals) ### Other - [Things to do in Michigan City](https://www.expedia.co.uk/Things-To-Do-In-Michigan-City.d8727.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFMElEQVR4Xu3aMXIbORBGYbgcMPQReJQ52szReBQewaEClbDsHz1ADzgrubfKG4jvJSbBBj5m8LBU6v9QmRf+RiCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJFZD3MnXdl37UeiuXx/BjSf221aW+lcf2u71e21JsHSeDFJB5DKS1jpNBCsg8BtJax8nfFVnHO5043KUt3tv2iPjG3/ZVesezQEBAQCwQBaJAej6rLh1Z24c3W/XBrfi1r6W7/eOIlo4bLRAQEPsHBKSAgHifI0rb41RPUwoEpICMIZA9EAsEpPx35HY4UfmJpfwMUwoERIFUEBAQkLbwFTLy2VJ+1Y/+c/a9nVj7Uj9RSA8EpIKAzB+AtEBA6owci9v9jv9saWodJ4OcLE2t42SQk6WpdZwMcrI0tY6TQU6WptZxMsjJ0tQ6TgY5WZpax8kBOUnur/7W3o07XvnU2mfOAgE5CWQKBOQkkKnvi/hVHW9vP/HSBrQU73i5W9u22ER7GV0QEAXSti020V6CKJAYSNu22ER7+QrIVvznbHVvs3L9F+6I1P0Xbm3UX1xrqW/sgYBUEG0EAQEBaQXk3T7yLlV3vNKJN1s9Ti1j6+Hb2Wc/w2cgahlbQUBAQHogBcQ+9Z+z/ar+adt1ewvx1qqn7njtx40WyGitIE+zIApktFaQp1kQ9RrIul/o447fSry9fUmuf5Xeh51+sVf6diEQEJA9kAoCYsMg46UjezardHu7W9p2n4on6tv1dFYPRIGAgIBYICD1GVG3dsbVXm8N0YUekB/d1dRxyad6ICAg7WOQq70GiYGAvNun/jz9Fu54tWh4d8cjti1pY1wCWTQMMl6CgICAeIuGQQ7vrB3x7Wu7veOJfenYhw1c5lULBMQDAQGZAwHxhKi77bJrXx2R4l/Fp2ZXUz0QEA8EBAQERAXkvZ340Y7WiaObLdiJenjWib6ktn3j5XFk+eQRG8QCAQGpIB4IiHq6vc2tfmJ3NaV8am3rPgXi269hSoGAjCkQ334NUwoEZEy9BPJus2O7nailp6fu41Jv/8/BtFxBQEBGICBTICDvNqEn5WUsPtLzdGwr+mOuWzjRl3r+7TwQEJCw1AMZgVggYan3Gsi6n/hmB1zDkp94t3/sq+yd/E/ABr56xAYBAQEBaUPjJcjLI7dy6atb0bUfs6liJ76Z6xsdid+uBwICAgICAvIZ4rP2SZstxS90nXjfof2r7O9DPmVneSAgIHMgFogdNV6CzL0IcpIQtTREbUXX/tLexRPlWv6FPRCQk0BAQCwQkHGid23rx+dp78MWHyf6aH829z77hfvYta2DjEBAQCwQEPUayDre1SOiEy1NnSypjpTDWSBPS+rWCZD2DsQDAbFA9nzJ+r7I2G7I5NZ6b7e3pnTt+1RP7t1ehY0gBQQEBARkDFSQL5ESfs62dwNR7tqP3tXueCF+Vg8EBAQEBAQkiahFw48lpSm/4+VuRX/y9S+BaAkEpICAPAWiJZCRn2jb44mjJQxv+5KmtDEEoqXRti+BxO2xJQxv+xJI3B5bwvC2L4HE7bElDG/7EkjcHlvC8LYvgcTtsSUMb/vSHyDHrrZqD8/jEbsv1f48fbdR+8+B7vi3/tQdAqkgkwECAuKB1JdH/l4gqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSfV9kH8AS963wn2jL6oAAAAASUVORK5CYII=)