Title: Cheap Flights from Chester from £59 - Expedia.co.uk ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Chester from £59 [View £59 flight on Mon, 12 Jan 2026](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:LEB,to:BOS,departure:12/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:58.80&airProductToken=AQouCiwIwmwSBDUxNjcYiwkgwZMBKJieggMw3p6CAzhaQABYAWoCQU5yBlpIMEJFThIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) - [Return](?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 [Chester Travel Guide](https://expedia.co.uk/Chester.dx89014)[Hotels in Chester](https://expedia.co.uk/Chester-Hotels.d89014.Travel-Guide-Hotels)[Chester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chester.d89014.Car-Hire-Guide)[Chester Holidays](https://expedia.co.uk/Chester.d89014.Holidays-City-Breaks) ## Popular airlines from Chester - ![British Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_BA.svg) British Airways - ![easyJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_U2.svg) easyJet - ![Lufthansa](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LH.svg) Lufthansa - ![Ryanair](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_FR.svg) Ryanair - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![Jet2](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LS.svg) Jet2 - ![Swiss International Air Lines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LX.svg) Swiss International Air Lines ![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 25% 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.co.uk/login) ## Cheapest flights from Chester These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Fri, 14 Nov - Tue, 18 Nov LEB Lebanon BOS Boston £117 Return found 6 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:LEB,to:BOS,departure:14/11/2025TANYT&leg2=from:BOS,to:LEB,departure:18/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:116.30&airProductToken=AQosCioIuZYBEgQxODcwGIsJIMGTASi4hv0CMP6G_QI4QkAAWAFqAkVScgNCSVAKLAoqCLmWARIEMTg4MRjBkwEgiwkosLj9AjDxuP0COEJAAFgBagJFUnIDQklQEgoIARABGAEqAkhSGAEiBAgBEAEoAigDKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Mon, 12 Jan - Mon, 19 Jan LEB Lebanon BOS Boston £119 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:LEB,to:BOS,departure:12/01/2026TANYT&leg2=from:BOS,to:LEB,departure:19/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:118.70&airProductToken=AQouCiwIwmwSBDUxNzMYiwkgwZMBKKyiggMw8qKCAzhaQABYAWoCQU5yBlpIMEJFTgouCiwIwmwSBDUxNjgYwZMBIIsJKNztggMwne6CAzhaQABYAWoCQU5yBlpIMEJFThIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, 14 Jan - Wed, 21 Jan RUT Rutland BOS Boston £122 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:RUT,to:BOS,departure:14/01/2026TANYT&leg2=from:BOS,to:RUT,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:121.50&airProductToken=AQovCi0IwmwSBDUxMDAYkZ0BIMGTASjktIIDMLG1ggM4WkAAWAFqAkFOcgZaSDBCRU4KLwotCMJsEgQ1MTAzGMGTASCRnQEot4aDAzCHh4MDOFpAAFgBagJBTnIGWkgwQkVOEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Mon, 12 Jan - Mon, 19 Jan LEB Lebanon BOS Boston £123 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:LEB,to:BOS,departure:12/01/2026TANYT&leg2=from:BOS,to:LEB,departure:19/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:122.80&airProductToken=AQosCioIuZYBEgQxODc2GIsJIMGTASi9oYIDMIOiggM4QkAAWAFqAkVScgNCSVAKLAoqCLmWARIEMTg4MRjBkwEgiwko8PGCAzCx8oIDOFNAAFgBagJFUnIDU0lQEgoIARABGAEqAkhSGAEiBAgBEAEoAigDKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, 14 Jan - Wed, 21 Jan RUT Rutland BOS Boston £126 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:RUT,to:BOS,departure:14/01/2026TANYT&leg2=from:BOS,to:RUT,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:125.60&airProductToken=AQovCi0IwmwSBDUxMDQYkZ0BIMGTASjtuIIDMLq5ggM4WkAAWAFqAkFOcgZaSDBCRU4SCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Wed, 14 Jan - Wed, 21 Jan RUT Rutland BOS Boston £135 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:RUT,to:BOS,departure:14/01/2026TANYT&leg2=from:BOS,to:RUT,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:134.20&airProductToken=AQorCikIuZYBEgI1MhiRnQEgwZMBKOS0ggMwsbWCAzhTQABYAWoCRVJyA1NJUAorCikIuZYBEgI3MRjBkwEgkZ0BKKmIgwMw-YiDAzhTQABYAWoCRVJyA1NJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Wed, 14 Jan - Wed, 21 Jan RUT Rutland BOS Boston £137 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:RUT,to:BOS,departure:14/01/2026TANYT&leg2=from:BOS,to:RUT,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:136.60&airProductToken=AQorCikIuZYBEgI3MBiRnQEgwZMBKO24ggMwurmCAzhTQABYAWoCRVJyA1NJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Fri, 24 Oct - Sat, 25 Oct LEB Lebanon BOS Boston £142 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:LEB,to:BOS,departure:24/10/2025TANYT&leg2=from:BOS,to:LEB,departure:25/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:141.20&airProductToken=AQosCioIuZYBEgQxODcwGIsJIMGTASjcmfsCMKKa-wI4S0AAWAFqAkVScgNLSVASCggBEAEYASoCSFIYASIECAEQASgCKAMoBDAB) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Fri, 9 Jan - Fri, 16 Jan RUT Rutland BOS Boston £142 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:RUT,to:BOS,departure:09/01/2026TANYT&leg2=from:BOS,to:RUT,departure:16/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:141.70&airProductToken=AQorCikIuZYBEgI3MBiRnQEgwZMBKM2AggMwmoGCAzhTQABYAWoCRVJyA1NJUAorCikIuZYBEgI2MxjBkwEgkZ0BKJfOggMw586CAzhLQABYAWoCRVJyA0tJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Fri, 24 Oct - Sat, 25 Oct LEB Lebanon BOS Boston £146 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:LEB,to:BOS,departure:24/10/2025TANYT&leg2=from:BOS,to:LEB,departure:25/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:145.40&airProductToken=AQosCioIuZYBEgQxODc2GIsJIMGTASiBnfsCMMed-wI4S0AAWAFqAkVScgNLSVAKLAoqCLmWARIEMTg4MRjBkwEgiwko9Kn7AjC1qvsCOEtAAFgBagJFUnIDS0lQEgoIARABGAEqAkhSGAEiBAgBEAEoAigDKAQwAQ) ## Flights from Chester: Essential Travel Information | Cheapest flight from Chester | £117 (roundtrip) | | --- | --- | | Best airlines to fly from Chester | JetBlue Airways, Cape Air | | Cheapest month to fly from Chester | November | | Chester IATA code | VSF | | Chester Country/State | Vermont | | Airline ticket deals from Chester | £117 - £146 | ## How to Find Cheap Flights from Chester #### How much is a flight from Chester?        This week, flights from Chester are available between £117–£146.  #### How to find cheap flights from Chester? Expedia makes it easy to compare cheap flights from Chester to many destinations. Check out excellent deals on both domestic and international flights from Chester. Once you select an offer, use our filters and sort by “Price (Lowest)” to see the cheapest and most suitable options.  #### How can I get the best deal on flights from Chester? Expedia gives you access to all the hottest deals on plane tickets so you can get the most amount of value for the lowest price possible. An excellent strategy for finding the best deal on flights is to be flexible with your dates. For each offer, you can compare prices for similar time frames using our “Show flexible dates” feature. Depending on your destination, direct flights from Chester may be more expensive. Airlines with strict bag policies or fees can also impact your costs.  #### What is the best airline to fly from Chester? At Expedia, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from Chester with: JetBlue Airways, Cape Air.  #### What is the best month to fly from Chester? Prices on plane tickets vary considerably throughout the year due to seasonal demand. Historically, the cheapest time to buy flights from Chester airport(s) is November.  #### When is the best time to book flights from Chester? ARC & Expedia Group historical data suggests that booking flights three weeks before departure and on a weekend, usually on a Sunday, can save you up to 20% on your fare. \* #### Are there any last-minute flights from Chester? Expedia is the place to find last-minute flights from Chester, making it easy for you to compare prices on flights in the near future for different combinations of travel dates and from multiple airlines. We source the best deals for you and display the best offers available over the next two weeks.  #### Why book with Expedia? Booking flights from Chester with Expedia is the obvious choice to get low prices, save money and see more value for every pound spent. We show you the best deals happening right now and provide a vast inventory of airlines and flight routes to choose from. You can customise your journey to your timeline, route preferences, budget, rewards programmes and more. Not only will you get a stellar deal, but you’ll also get rewards points back and the opportunity for additional discounts when bundling with a hotel or car hire. #### Can I change/cancel my flight?  Some flights can be changed or cancelled, but fees and refunds will depend on the unique terms of your flight agreement. Airlines have different rules and restrictions for exchanging or refunding flights. For more information, go to your itinerary or visit our customer service portal. We recommend choosing flights with no change fees for maximum flexibility. Filter by “Flexible change policies” to see flights with no change fees. \**Data specialists from both ARC and Expedia Group analyzed ARC’s global flight data to distill actionable information to help people save money on travel. While it’s impossible to guarantee when to find the lowest prices, after examining the variables, we were able to observe trends. Best day of the week to book and travel recommendation is based on average round-trip ticket prices for January through early October, for both 2019 and 2020, sourced from ARC’s global airline sales database.*. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes ### Accommodation - [Amsden Hotels](https://www.expedia.co.uk/Amsden-Hotels.d553248635975749059.Travel-Guide-Hotels) - [Ascutney Hotels](https://www.expedia.co.uk/Ascutney-Hotels.d6046953.Travel-Guide-Hotels) - [Bellows Falls Hotels](https://www.expedia.co.uk/Bellows-Falls-Hotels.d6842.Travel-Guide-Hotels) - [Cavendish Hotels](https://www.expedia.co.uk/Cavendish-Hotels.d6023399.Travel-Guide-Hotels) - [Chester Depot Hotels](https://www.expedia.co.uk/Chester-Depot-Chester-Hotels.0-n553248635976384383-0.Travel-Guide-Filter-Hotels) - [Hotels near Fox Run Golf Course](https://www.expedia.co.uk/Fox-Run-Golf-Course-Hotels.0-l6115888-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Grafton](https://www.expedia.co.uk/Grafton-Cabins.d184049-aaCabins.Travel-Guide-Accommodation) - 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[Flights from Fair Haven](https://www.expedia.co.uk/lp/flights/55103/flights-from-fair-haven) - [Flights from South Pomfret](https://www.expedia.co.uk/lp/flights/553248634998736060/flights-from-south-pomfret) - [Flights from West Pawlet](https://www.expedia.co.uk/lp/flights/553248635975851709/flights-from-west-pawlet) - [Flights from Middletown Springs](https://www.expedia.co.uk/lp/flights/553248635975873537/flights-from-middletown-springs) - [Flights from Thetford](https://www.expedia.co.uk/lp/flights/553248635975876593/flights-from-thetford) - [Flights from Hartland](https://www.expedia.co.uk/lp/flights/6052375/flights-from-hartland) - [Flights from Marlboro](https://www.expedia.co.uk/lp/flights/6056722/flights-from-marlboro) - [Flights from Southern Vermont](https://www.expedia.co.uk/lp/flights/6057348/flights-from-southern-vermont) - [Flights from Bennington](https://www.expedia.co.uk/lp/flights/6057349/flights-from-bennington) - [Flights from East Dover](https://www.expedia.co.uk/lp/flights/6060640/flights-from-east-dover) - [Flights from Shrewsbury](https://www.expedia.co.uk/lp/flights/6288218/flights-from-shrewsbury) - [Flights from White River Junction](https://www.expedia.co.uk/lp/flights/6294/flights-from-white-river-junction) - [Flights from Bethel](https://www.expedia.co.uk/lp/flights/79405/flights-from-bethel) - [Flights from Ludlow](https://www.expedia.co.uk/lp/flights/8496/flights-from-ludlow) - [Flights from Berlin (BER) to Springfield (VSF)](https://www.expedia.co.uk/lp/flights/ber/vsf/berlin-to-springfield) - [Flights from Kozhikode (CCJ) to Springfield (VSF)](https://www.expedia.co.uk/lp/flights/ccj/vsf/kozhikode-to-springfield) - [Flights from Charlotte (CLT) to Springfield (VSF)](https://www.expedia.co.uk/lp/flights/clt/vsf/charlotte-to-springfield) - [Flights from Tamchy (IKU) to Springfield (VSF)](https://www.expedia.co.uk/lp/flights/iku/vsf/tamchy-to-springfield) ### Packages - [Ball Mountain Dam](https://www.expedia.co.uk/Ball-Mountain-Dam-Jamaica.d6327973.Attraction) - [Bellows Falls Holidays](https://www.expedia.co.uk/Bellows-Falls.d6842.Holidays-City-Breaks) - [Dorsey Park](https://www.expedia.co.uk/Dorsey-Park-Ludlow.d6291271.Attraction) - [Fletcher Farm School for the Arts and Crafts](https://www.expedia.co.uk/Fletcher-Farm-School-For-The-Arts-And-Crafts-Ludlow.d553248621532666921.Attraction) - [Grafton Holidays](https://www.expedia.co.uk/Grafton.d184049.Holidays-City-Breaks) - [Visit Jamaica](https://www.expedia.co.uk/Jamaica.dx184052) - [Jud Hartmann Gallery](https://www.expedia.co.uk/Jud-Hartmann-Gallery-Grafton.d553248621532666896.Attraction) - [Visit Ludlow](https://www.expedia.co.uk/Ludlow.dx8496) - [Saxtons River Holidays](https://www.expedia.co.uk/Saxtons-River.d6054130.Holidays-City-Breaks) - [Visit South Londonderry](https://www.expedia.co.uk/South-Londonderry.dx184074) - [Visit Weathersfield](https://www.expedia.co.uk/Weathersfield.dx184079) - [Weston Holidays](https://www.expedia.co.uk/Weston.d177460.Holidays-City-Breaks) - [Visit Weston](https://www.expedia.co.uk/Weston.dx177460) ### Cars - [Car hire Ludlow](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Ludlow.d8496.Car-Hire-Guide) - [Car hire North Springfield](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-North-Springfield.d184061.Car-Hire-Guide) - [Enterprise Rental Cars in Chester Depot](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Chester-Depot.d553248635976384383-c15.Car-Rental-Guide-Suppliers) - [Car hire in National Car Rental 600 Rental Blvd](https://www.expedia.co.uk/National-Car-Rental-at-600-Rental-Blvd-New-Orleans-Louisiana-USA.v10292.Car-Rental-Guide-Location) - [Sixt Rental Cars in Andover](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Andover.d6023580-c35.Car-Rental-Guide-Suppliers) ### Holiday Homes - [Landgrove Holiday Rentals](https://www.expedia.co.uk/Landgrove-Holiday-Rentals.d6046153.Travel-Guide-HolidayRentals) - [Windham Holiday Rentals](https://www.expedia.co.uk/Windham-Holiday-Rentals.d6150553.Travel-Guide-HolidayRentals) \*Available to Expedia members.