Title: CA $111 Cheap Flights from Chester - Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) # CA $111 Cheap Flights from Chester [View CA $111 flight on Thu, Oct 9, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:LEB,to:BOS,departure:09/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:110.60&airProductToken=AQouCiwIwmwSBDUzOTkYiwkgwZMBKNPy-QIwmfP5AjhaQABYAWoCQU5yBlpIMEJFThIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) - [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 Chester](https://expedia.ca/Chester-Hotels.d89014.Travel-Guide-Hotels)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d89014.Destination-Travel-Guides) ## Popular airlines from Chester - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet - ![Flair Airlines](https://a.travel-assets.com/air/airlines/f8_sq.svg) Flair Airlines - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![Porter Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines ![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) ## 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 Roundtrip ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Thu, Oct 9 - Mon, Oct 13 LEB Lebanon BOS Boston CA $216 Roundtrip found 23 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:LEB,to:BOS,departure:09/10/2025TANYT&leg2=from:BOS,to:LEB,departure:13/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:216.00&airProductToken=AQouCiwIwmwSBDUzOTkYiwkgwZMBKNPy-QIwmfP5AjhaQABYAWoCQU5yBlpIMEJFThIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Thu, Oct 9 - Mon, Oct 13 LEB Lebanon BOS Boston CA $218 Roundtrip found 23 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:LEB,to:BOS,departure:09/10/2025TANYT&leg2=from:BOS,to:LEB,departure:13/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:217.10&airProductToken=AQosCioIuZYBEgQxODc0GIsJIMGTASjT8vkCMJnz-QI4QkAAWAFqAkVScgNCSVAKLAoqCLmWARIEMTg3NRjBkwEgiwkox6D6AjCIofoCOEJAAFgBagJFUnIDQklQEgoIARABGAEqAkhSGAEiBAgBEAEoAigDKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Thu, Oct 9 - Mon, Oct 13 LEB Lebanon BOS Boston CA $222 Roundtrip found 23 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:LEB,to:BOS,departure:09/10/2025TANYT&leg2=from:BOS,to:LEB,departure:13/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:221.30&airProductToken=AQouCiwIwmwSBDUxNzMYiwkgwZMBKJj1-QIw3vX5AjhaQABYAWoCQU5yBlpIMEJFTgouCiwIwmwSBDUxNzQYwZMBIIsJKPyi-gIwvaP6AjhaQABYAWoCQU5yBlpIMEJFThIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Thu, Oct 9 - Mon, Oct 13 LEB Lebanon BOS Boston CA $223 Roundtrip found 23 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:LEB,to:BOS,departure:09/10/2025TANYT&leg2=from:BOS,to:LEB,departure:13/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:222.30&airProductToken=AQosCioIuZYBEgQxODgwGIsJIMGTASiY9fkCMN71-QI4QkAAWAFqAkVScgNCSVASCggBEAEYASoCSFIYASIECAEQASgCKAMoBDAB) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Thu, Nov 6 - Mon, Nov 10 RUT Rutland DCA Washington CA $537 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:RUT,to:DCA,departure:06/11/2025TANYT&leg2=from:DCA,to:RUT,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:536.20&airProductToken=AQpiCikIuZYBEgI1MhiRnQEgwZMBKMSs_AIwka38AjhLQABYAWoCRVJyA0tJUAo1CMSYARIENTY3MhjBkwEgQyilrvwCMJav_AI4VEABWAFqCU1BSU5DTEFTQ3IIVEFXTlgwTUwKYgo1CMSYARIENTY5OBhDIMGTASiv2fwCMJba_AI4WEAAWAFqCU1BSU5DTEFTQ3IIWEFVU1gwTUUKKQi5lgESAjYzGMGTASCRnQEot9z8AjCH3fwCOEtAAVgBagJFUnIDS0lQEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Thu, Nov 6 - Mon, Nov 10 RUT Rutland DCA Washington CA $543 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:RUT,to:DCA,departure:06/11/2025TANYT&leg2=from:DCA,to:RUT,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:542.70&airProductToken=AQpeCi0IwmwSBDUxMDAYkZ0BIMGTASjErPwCMJGt_AI4UkAAWAFqAkFOcgZSSDBCRU4KLQjCbBIEMTg1NRjBkwEgQyjmrvwCMM2v_AI4U0ABWAFqAkFOcghTSTRRVUVZNRIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Thu, Nov 6 - Mon, Nov 10 RUT Rutland DCA Washington CA $550 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:RUT,to:DCA,departure:06/11/2025TANYT&leg2=from:DCA,to:RUT,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:549.10&airProductToken=AQpiCikIuZYBEgI1MhiRnQEgwZMBKMSs_AIwka38AjhLQABYAWoCRVJyA0tJUAo1CMSYARIENTgyNRjBkwEgQyiTr_wCMIaw_AI4VEABWAFqCU1BSU5DTEFTQ3IIVEFXTlgwTUwKYgo1CMSYARIENTY5MxhDIMGTASjr2_wCMNDc_AI4VEAAWAFqCU1BSU5DTEFTQ3IIVEFXTlgwTUwKKQi5lgESAjcxGMGTASCRnQEoqd78AjD53vwCOFNAAVgBagJFUnIDU0lQEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Thu, Nov 6 - Mon, Nov 10 RUT Rutland DCA Washington CA $551 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:RUT,to:DCA,departure:06/11/2025TANYT&leg2=from:DCA,to:RUT,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:550.50&airProductToken=AQpeCi0IwmwSBDUxMDAYkZ0BIMGTASjErPwCMJGt_AI4UkAAWAFqAkFOcgZSSDBCRU4KLQjCbBIEMTg1NRjBkwEgQyjmrvwCMM2v_AI4U0ABWAFqAkFOcghTSTRRVUVZNRIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Thu, Nov 6 - Mon, Nov 10 RUT Rutland DCA Washington CA $556 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:RUT,to:DCA,departure:06/11/2025TANYT&leg2=from:DCA,to:RUT,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:555.40&airProductToken=AQpeCi0IwmwSBDUxMDAYkZ0BIMGTASjErPwCMJGt_AI4UkAAWAFqAkFOcgZSSDBCRU4KLQjCbBIEMTQ1NRjBkwEgQyjkrfwCMM2u_AI4U0ABWAFqAkFOcghTSTRRUkVZNQpeCi0IwmwSBDExNTQYQyDBkwEosNn8AjCJ2vwCOFNAAFgBagJBTnIIU0k0UVJFWTUKLQjCbBIENTEwMxjBkwEgkZ0BKLfc_AIwh938AjhSQAFYAWoCQU5yBlJIMEJFThIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE) ![Cape Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif) Thu, Nov 6 - Mon, Nov 10 RUT Rutland DCA Washington CA $556 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:RUT,to:DCA,departure:06/11/2025TANYT&leg2=from:DCA,to:RUT,departure:10/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:555.60&airProductToken=AQpiCikIuZYBEgI3MBiRnQEgwZMBKM2w_AIwmrH8AjhTQABYAWoCRVJyA1NJUAo1CMSYARIENTgzNhjBkwEgQyizs_wCMKS0_AI4VUABWAFqCU1BSU5DTEFTQ3IIVUFVTlgwTUwKYgo1CMSYARIENTY5OBhDIMGTASiv2fwCMJba_AI4WEAAWAFqCU1BSU5DTEFTQ3IIWEFVU1gwTUUKKQi5lgESAjYzGMGTASCRnQEot9z8AjCH3fwCOEtAAVgBagJFUnIDS0lQEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ## Flights from Chester: Essential Travel Information | Cheapest flight from Chester | CA $216 (roundtrip) | | --- | --- | | Best airlines to fly from Chester | JetBlue Airways, Cape Air | | Cheapest month to fly from Chester | October | | Chester IATA code | VSF | | Chester Country/State | Vermont | | Airline ticket deals from Chester | CA $216 - CA $556 | ## How to find cheap flights from Chester #### How much is a flight from Chester? Flights from Chester are available at a range of prices. Attractive deals include one-way fares from CA $111 and roundtrip fares from CA $216. You'll often find the best deals in October. With Expedia, explore offers from multiple airlines and plan your journey effortlessly, ensuring you secure the perfect flight at a competitive price. #### How can I find cheap flights from Chester? Discovering affordable flights from Chester has never been easier, thanks to Expedia. We present a simple solution for comparing fares to a multitude of destinations, with one-way deals from CA $111 and roundtrip offers from CA $216. After choosing an enticing deal, enhance your search with our filters and sort by 'Price (Lowest)' to find the most economical and suitable options. Begin your journey with us today and relish the simplicity of securing cost-effective flights. #### How can I get the best deal on flights from Chester? For the best deal on flights from Chester, flexibility is key. Utilize our 'Show flexible dates' feature on Expedia to compare prices for different dates, and you may find deals when such offers are present. Remember, direct flights from Chester could come with a higher price tag, and different airlines' baggage policies might affect the total cost. Stay tuned with our latest offers to make the most of your travel budget. #### What is the best airline to fly with from Chester? With Expedia, finding the best airline for your journey from Chester is a breeze. We offer options from 20 different airlines, including JetBlue Airways, Cape Air. Whether you prioritize price, comfort, or loyalty programs, we have a fit for your travel needs. #### What is the best month to fly from Chester? The best month to fly from Chester is typically October, as it often offers great deals. If you're looking to save on your journey, start your search with Expedia. We provide options to filter for the lowest possible prices, including those from one-way from CA $111 and roundtrip from CA $216 fares. However, remember that airfare can fluctuate based on the time of year and ticket availability. #### When is the best time to book/buy flights from Chester? Secure the best savings with Expedia. Data suggests that booking flights from Chester three weeks in advance can save you up to 20%. Also, consider flying in October for the best rates. Stay updated with us for the latest data and savings advice. #### Are there any last-minute flights from Chester? With Expedia, finding last-minute flights from Chester has never been easier. We offer you a chance to explore the best deals from 20 airlines. Even if you're planning to travel immediately, you can access a variety of options, including one-way from CA $111 and roundtrip from CA $216 fares. Start exploring now and seize the top offers available over the next two weeks. Rest assured, you can find a perfect flight even at the last minute. #### Why book with Expedia? Choose Expedia for unbeatable prices, exceptional value, and substantial savings. We offer a wide selection of routes from Chester, with flight options from 20 airlines, including one-way deals from CA $111. Customize your journey to suit your needs and achieve even more savings by bundling your flight with a hotel or car hire. Start planning your trip with us today and earn rewards points with every booking. #### Can I change/cancel my flight? Absolutely, at Expedia, you can change or cancel your flight. However, fees and refund policies depend on your flight agreement, as each airline has distinct rules for exchanges and refunds. For detailed information, check your itinerary or visit our customer service portal. 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[Chalets in Springfield](https://www.expedia.ca/Springfield-Chalets.d10292-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Springfield](https://www.expedia.ca/Springfield-Guest-Houses.d10292-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Cheap-Hotels.0-0-d10292-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Springfield](https://www.expedia.ca/Springfield-Hotels-Hotels-With-Hot-Tubs.0-0-d10292-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Luxury-Hotel.0-0-d10292-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Pet-Friendly-Hotel.0-0-d10292-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Romantic-Hotel.0-0-d10292-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Ski-Hotel.0-0-d10292-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Springfield](https://www.expedia.ca/Springfield-Hotels-Spa-Hotel.0-0-d10292-tSpaHotel.Travel-Guide-Filter-Hotels) - [Springfield Hotels](https://www.expedia.ca/Springfield-Hotels.d10292.Travel-Guide-Hotels) - [Resorts in Springfield](https://www.expedia.ca/Springfield-Resort-Hotels.d10292-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Vermont Country Store](https://www.expedia.ca/Vermont-Country-Store-Hotels.0-l553248621532666908-0.Travel-Guide-Filter-Hotels) ### Flights - [Flights from Springfield](https://www.expedia.ca/lp/flights/10292/flights-from-springfield) - [Flights from Woodstock](https://www.expedia.ca/lp/flights/10868/flights-from-woodstock) - [Flights from Londonderry](https://www.expedia.ca/lp/flights/127228/flights-from-londonderry) - [Flights from Weston](https://www.expedia.ca/lp/flights/177460/flights-from-weston) - [Flights from Grafton](https://www.expedia.ca/lp/flights/184049/flights-from-grafton) - [Flights from Jamaica](https://www.expedia.ca/lp/flights/184052/flights-from-jamaica) - [Flights from Newfane](https://www.expedia.ca/lp/flights/184059/flights-from-newfane) - [Flights from Norwich](https://www.expedia.ca/lp/flights/184063/flights-from-norwich) - [Flights from West Halifax](https://www.expedia.ca/lp/flights/3000007842/flights-from-west-halifax) - [Flights from Mount Snow Valley](https://www.expedia.ca/lp/flights/3000458633/flights-from-mount-snow-valley) - [Flights from Proctor](https://www.expedia.ca/lp/flights/3000459714/flights-from-proctor) - [Flights from Readsboro](https://www.expedia.ca/lp/flights/3000459721/flights-from-readsboro) - [Flights from South Royalton](https://www.expedia.ca/lp/flights/3000459747/flights-from-south-royalton) - [Flights from Strafford](https://www.expedia.ca/lp/flights/3000459754/flights-from-strafford) - [Flights from Fair Haven](https://www.expedia.ca/lp/flights/55103/flights-from-fair-haven) - [Flights from Vernon](https://www.expedia.ca/lp/flights/553248634999176116/flights-from-vernon) - [Flights from Middletown Springs](https://www.expedia.ca/lp/flights/553248635975873537/flights-from-middletown-springs) - [Flights from Thetford](https://www.expedia.ca/lp/flights/553248635975876593/flights-from-thetford) - [Flights from South Strafford](https://www.expedia.ca/lp/flights/553248635976385080/flights-from-south-strafford) - [Flights from Central Vermont](https://www.expedia.ca/lp/flights/6057337/flights-from-central-vermont) - [Flights from Bennington](https://www.expedia.ca/lp/flights/6057349/flights-from-bennington) - [Flights from Windham County](https://www.expedia.ca/lp/flights/6057353/flights-from-windham-county) - [Flights from Pittsford](https://www.expedia.ca/lp/flights/6140713/flights-from-pittsford) - [Flights from Jacksonville](https://www.expedia.ca/lp/flights/6224642/flights-from-jacksonville) - [Flights from Hancock](https://www.expedia.ca/lp/flights/6291048/flights-from-hancock) - [Flights from Windsor](https://www.expedia.ca/lp/flights/7881/flights-from-windsor) - [Flights from Bethel](https://www.expedia.ca/lp/flights/79405/flights-from-bethel) - [Flights from Brandon](https://www.expedia.ca/lp/flights/82420/flights-from-brandon) - [Flights from Ludlow](https://www.expedia.ca/lp/flights/8496/flights-from-ludlow) - [Flights from Brattleboro](https://www.expedia.ca/lp/flights/9636/flights-from-brattleboro) - [Flights from Columbia (CAE) to Springfield (VSF)](https://www.expedia.ca/lp/flights/cae/vsf/columbia-to-springfield) - [Flights from Charlotte (CLT) to Springfield (VSF)](https://www.expedia.ca/lp/flights/clt/vsf/charlotte-to-springfield) - [Flights from Wilmington (ILM) to Springfield (VSF)](https://www.expedia.ca/lp/flights/ilm/vsf/wilmington-to-springfield) - [Flights from Minneapolis (MSP) to Springfield (VSF)](https://www.expedia.ca/lp/flights/msp/vsf/minneapolis-to-springfield) - [Flights from Ottawa (YOW) to Springfield (VSF)](https://www.expedia.ca/lp/flights/yow/vsf/ottawa-to-springfield) ### Packages - [Andover Vacations](https://www.expedia.ca/Andover.d6023580.Destination-Travel-Guides) - [Visit Andover](https://www.expedia.ca/Andover.dx6023580) - [Vermont Country Store](https://www.expedia.ca/Vermont-Country-Store-Bellows-Falls.d553248621532666908.Vacation-Attraction) ### Cars - [Car rental Grafton](https://www.expedia.ca/Car-Rentals-In-Grafton.d184049.Car-Rental-Guide) \*Available to Expedia members.