Title: Cheap Flights to Cheshire , CT from CA $231 - Expedia.ca ![Fall in New England , photo take on road 70 Cheshire CT ](https://images.trvl-media.com/place/183057/d187e44c-20c9-4663-9d61-d49fc5e6e9f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tai Bui ![](https://images.trvl-media.com/place/183057/d187e44c-20c9-4663-9d61-d49fc5e6e9f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Cheshire , CT from CA $231 [View CA $231 flight on Thu, Jan 22, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:DTW,to:BDL,departure:22/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:231.00&airProductToken=AQqOAQovCMJsEgQyNzM2GOO0ASDBkwEouY-DAzCnkIMDOExAAFgBagJETnIIUEkyUVVFTDEKLQjCbBIDNzE3GMGTASCpUSivk4MDMIGUgwM4TEABWAFqAkROcghVQzJBVUVMMQosCMJsEgM2NzUYqVEg4VgogZaDAzDAloMDOExAAVgBagJETnIIVUMyQVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Hotels in Cheshire](https://expedia.ca/Cheshire-Hotels.d183057.Travel-Guide-Hotels)[Cheshire Car Rentals](https://expedia.ca/Car-Rentals-In-Cheshire.d183057.Car-Rental-Guide)[Cheshire Vacation Packages](https://expedia.ca/Cheshire.d183057.Destination-Travel-Guides) ## Popular airlines to Cheshire - ![Breeze Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/30/landing_airline_sq_logo_MX.svg) Breeze Airways [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Cheshire, Connecticut, United States of America,departure:10/01/2026TANYT&leg2=from:Cheshire, Connecticut, United States of America,to:CMH,departure:17/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"MX"}}]) - ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## How much is the cheapest flight to Cheshire? Prices were available within the past 7 days and start at CA $231 for one-way flights and CA $320 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, Jan 19 - Wed, Feb 4 DTW Detroit BDL Hartford CA $320 Roundtrip found 12 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:DTW,to:BDL,departure:19/01/2026TANYT&leg2=from:BDL,to:DTW,departure:04/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:319.10&airProductToken=AQpCCiAIwmwSBDE0MTkY47QBIKlRKLTsggMwmu2CAzhMQABYAQoeCMJsEgM2NzUYqVEg4VgoofSCAzDg9IIDOExAAVgBCkEKHgjCbBIDNjc2GOFYIKlRKLSghAMw96CEAzhMQABYAQofCMJsEgM4MjAYqVEg47QBKOWnhAMw6KiEAzhMQAFYARIKCAEQARgBKgJCNhgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Jan 9 - Sun, Jan 11 YWG Winnipeg BDL Hartford CA $448 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:BDL,departure:09/01/2026TANYT&leg2=from:BDL,to:YWG,departure:11/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:447.22&airProductToken=AQpECiAIxJgBEgQ0MDA1GNg1IMx8KNmBggMwyYKCAzhFQABYAQogCMSYARIEMjg3MRjMfCDhWCiBg4IDMKKEggM4RUABWAEKRAogCMSYARIEMTMzMBjhWCDMfCi4koIDMPyTggM4RUAAWAEKIAjEmAESBDM2ODMYzHwg2DUorpSCAzCflYIDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Jan 24 - Thu, Feb 12 YWG Winnipeg BDL Hartford CA $449 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:BDL,departure:24/01/2026TANYT&leg2=from:BDL,to:YWG,departure:12/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:448.23&airProductToken=AQpDCiAI1YIBEgQ1NjM5GNg1IK4cKISpgwMwp6qDAzhHQABYAQofCNWCARIDMjkxGK4cIOFYKOaqgwMw9auDAzhHQAFYAQpECiAI1YIBEgQxMzE2GOFYIK4cKLn6hAMw5vuEAzhHQABYAQogCNWCARIENTQ3NRiuHCDYNSiz_IQDMNX9hAM4R0ABWAESCggBEAEYASoCVUEYASIECAEQASgEMAE) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, Jan 8 - Sun, Jan 25 YWG Winnipeg BDL Hartford CA $527 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:BDL,departure:08/01/2026TANYT&leg2=from:BDL,to:YWG,departure:25/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:526.33&airProductToken=AQpnCiEIwYYBEgQ4MTEwGNg1INizASiQ8YEDMK7ygQM4R0AAWAEKIAjBhgESBDg4NjkY2LMBIEMo4vKBAzDP84EDOEdAAVgBCiAIwYYBEgQzMzUwGIgYIOFYKJX2gQMw7vaBAzhHQAFYAQplCiAIwYYBEgQzMzU0GOFYIIgYKPSvgwMwzrCDAzhHQABYAQogCMGGARIEODcyNhiIGCCYXSjVsYMDML6ygwM4R0ABWAEKHwjBhgESAzM3MxiYXSDYNSjts4MDMKu1gwM4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Jan 31 - Tue, Feb 3 YYZ Toronto BDL Hartford CA $529 Roundtrip found 8 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:BDL,departure:31/01/2026TANYT&leg2=from:BDL,to:YYZ,departure:03/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:528.41&airProductToken=AQplCjEIwYIBEgQ1NjY4GJjOASBDKN_1gwMwzvaDAzhCQABYAWoFQkFTSUNyCE9VQUNaU0JYCjAIwYIBEgQxMDYxGEMg4Vgo9_mDAzDK-oMDOEJAAVgBagVCQVNJQ3IIT1ZGSFpOQloKZQowCMGCARIENTQwORjhWCBDKMiWhAMwspeEAzhCQABYAWoFQkFTSUNyCE9WRkhaTkJaCjEIwYIBEgQ1MTIzGEMgmM4BKKSZhAMwj5qEAzhCQAFYAWoFQkFTSUNyCE9VQUNaU0JYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ## Frequently asked questions ### What is the name of Cheshire's airport? ### What airport is best to fly into Cheshire? ### How many airlines fly to Cheshire? ### Which airlines fly to Cheshire? ### How many nonstop flights are there to Cheshire? ### Where are the most popular flights to Cheshire departing from? ### How long is the flight to Cheshire Airport? ### How to book the cheapest flight to Cheshire? ### Do you have any tips for my flight to Cheshire? > - The trick to having a pain-free flight experience is to plan ahead. First up, the essentials: passport, official ID, bank cards and any vital medications. Next, take on board items that'll help keep you occupied, like your laptop or a good book. It's also wise to bring your chargers, a neck pillow and a pair of headphones. Finally, be sure to squeeze in toiletry items like a toothbrush, cleansing wipes and a spare change of clothes. > > > Do not pack the following items in your hand luggage: > > > - Make sure you don't have a Swiss Army knife hiding in the bottom of your carry-on luggage. Other prohibited items include flammable or explosive substances, such as aerosol cans and fuel, and gels and liquids in containers larger than 3.4 ounces (100 millilitres). > > > What to wear on a flight: > > > - You'll want to choose comfort over style. Prepare for changes in temperature by donning layers, and pick flat, closed-toe shoes like sneakers. > - The result of sustained periods of inactivity, deep vein thrombosis (DVT) is a blood clot condition that can affect some passengers during long flights. Lower your risks by drinking water, keeping your lower limbs moving and wearing compression socks or tights. ### How to get through airport security fast when flying to Cheshire? > - Be sure to keep your ID and travel documents easily accessible. They'll be the first things you'll be asked to present to security. > - After that, both you and your hand luggage will be X-rayed. To make the process quick and painless, remove anything that is likely to set the alarm off. Personal belongings such as your jacket, belt and headphones need to go through the machine. > - For just a few minutes, you'll need to unplug from the digital world. Your laptop, phone and any other electronic gadgets will need to be sent through the scanner. > - Any liquids or gels, such as shampoo or hand cream, that you want to bring on board need to be in containers no greater than 3.4 ounces (100 millilitres). Also, they all must fit inside a quart-size (one litre), zip-lock bag. > - Choosing your footwear wisely can save you a few precious minutes. Hiking or heavy-style boots are often required to be removed and X-rayed separately. Slip-on shoes are usually not. > - Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, pack them in your checked baggage. They won't be allowed in the cabin. ## Book with confidence Expedia.ca gives you the best tools to secure great deals on flights to Cheshire. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Cheshire. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Cheshire. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Cheshire flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Cheshire. Looking to save even more? Get additional savings by bundling your Cheshire flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Cheshire trip! ## Travel information | Destination airport | Bradley Intl. | | ----------------------------- | ------------- | | Destination airport IATA code | BDL | | Destination city name | Hartford | | Roundtrip price | CA $319 | ## Trending flights to Cheshire Prices were available within the past 7 days and start at CA $231 for one-way flights and CA $320 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Jan 9 - Sun, Jan 11 YWG Winnipeg BDL Hartford CA $448 Roundtrip found 16 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:BDL,departure:09/01/2026TANYT&leg2=from:BDL,to:YWG,departure:11/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:447.22&airProductToken=AQpECiAIxJgBEgQ0MDA1GNg1IMx8KNmBggMwyYKCAzhFQABYAQogCMSYARIEMjg3MRjMfCDhWCiBg4IDMKKEggM4RUABWAEKRAogCMSYARIEMTMzMBjhWCDMfCi4koIDMPyTggM4RUAAWAEKIAjEmAESBDM2ODMYzHwg2DUorpSCAzCflYIDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [B&B in Cheshire Historic District ](https://www.expedia.ca/Cheshire-Historic-District-Bed-And-Breakfast.d6346724-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Country Houses in Cheshire Historic District ](https://www.expedia.ca/Cheshire-Historic-District-Country-House.d6346724-aaCountryHouse.Travel-Guide-Accommodation) - 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