Title: £40 Cheap Flights from Chicago to Boston (CHI to BOS) - Expedia.co.uk ![Boston](https://images.trvl-media.com/place/178239/8970bbdd-3367-4cf8-9ec8-fe9a12776371.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178239/8970bbdd-3367-4cf8-9ec8-fe9a12776371.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # £40 Cheap Flights from Chicago (CHI) to Boston (BOS) [View £40 flight on Mon, 16 Feb 2026](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:ORD,to:BOS,departure:16/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:39.40&airProductToken=AQovCi0IwmwSAzMxMhiuHCDBkwEo4KmFAzDsqoUDOFpAAFgBagJBTnIIWkkyUUJYWTUSCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB) - [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 ## Popular airlines from Chicago to Boston - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:CHI,to:BOS,departure:24/01/2026TANYT&leg2=from:BOS,to:CHI,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.co.uk/Flights-Search?leg1=from:CHI,to:BOS,departure:24/01/2026TANYT&leg2=from:BOS,to:CHI,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:CHI,to:BOS,departure:24/01/2026TANYT&leg2=from:BOS,to:CHI,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.co.uk/Flights-Search?leg1=from:CHI,to:BOS,departure:24/01/2026TANYT&leg2=from:BOS,to:CHI,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.co.uk/Flights-Search?leg1=from:CHI,to:BOS,departure:24/01/2026TANYT&leg2=from:BOS,to:CHI,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:CHI,to:BOS,departure:24/01/2026TANYT&leg2=from:BOS,to:CHI,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:CHI,to:BOS,departure:24/01/2026TANYT&leg2=from:BOS,to:CHI,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![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) ## Cheap Flights from Chicago (CHI) to Boston (BOS) Prices were available within the past 7 days and start at £40 for one-way flights and £78 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Tue, 3 Mar - Tue, 17 Mar ORD Chicago BOS Boston £78 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:03/03/2026TANYT&leg2=from:BOS,to:ORD,departure:17/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:77.60&airProductToken=AQohCh8IwmwSAzMxMhiuHCDBkwEowNKGAzDM04YDOExAAFgBCiEKHwjCbBIDMzExGMGTASCuHCiL7ocDMMnvhwM4TEAAWAESCggBEAEYASoCQjYYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, 9 Feb - Tue, 24 Feb ORD Chicago BOS Boston £78 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:09/02/2026TANYT&leg2=from:BOS,to:ORD,departure:24/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:77.60&airProductToken=AQojCiEIxJgBEgQ1NjA2GK4cIMGTASiJ3YQDMJ7ehAM4RUAAWAEKIwohCMSYARIENTg1OBjBkwEgrhwo7YeGAzCkiYYDOEVAAFgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, 9 Feb - Sat, 28 Feb ORD Chicago BOS Boston £80 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:09/02/2026TANYT&leg2=from:BOS,to:ORD,departure:28/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:79.80&airProductToken=AQojCiEIxJgBEgQ1NjA2GK4cIMGTASiJ3YQDMJ7ehAM4RUAAWAEKIwohCMSYARIENTYwNxjBkwEgrhwo17OGAzCTtYYDOEVAAFgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Thu, 29 Jan - Mon, 2 Feb ORD Chicago BOS Boston £81 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:29/01/2026TANYT&leg2=from:BOS,to:ORD,departure:02/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:80.90&airProductToken=AQovCi0IwmwSAzMxMhiuHCDBkwEomd6DAzCq34MDOExAAFgBagJETnIIUEk3UUJTTDEKLwotCMJsEgM4MTEYwZMBIK4cKLOOhAMw74-EAzhMQABYAWoCRE5yCFBJN1FCU0wxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Tue, 3 Mar - Mon, 16 Mar ORD Chicago BOS Boston £86 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:03/03/2026TANYT&leg2=from:BOS,to:ORD,departure:16/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:85.20&airProductToken=AQohCh8IwmwSAzMxMhiuHCDBkwEowNKGAzDM04YDOExAAFgBCiEKHwjCbBIDODExGMGTASCuHCio5ocDMODnhwM4TEAAWAESCggBEAEYASoCQjYYASIECAEQASgEMAE) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Tue, 17 Feb - Mon, 2 Mar ORD Chicago BOS Boston £88 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:17/02/2026TANYT&leg2=from:BOS,to:ORD,departure:02/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:87.30&airProductToken=AQohCh8IwmwSAzMxMhiuHCDBkwEogLWFAzCMtoUDOExAAFgBCiEKHwjCbBIDMzExGMGTASCuHCiwxYYDMO7GhgM4TEAAWAESCggBEAEYASoCQjYYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, 24 Jan - Thu, 29 Jan ORD Chicago BOS Boston £90 Return found 1 day ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:24/01/2026TANYT&leg2=from:BOS,to:ORD,departure:29/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:89.30&airProductToken=AQojCiEIxJgBEgQ1ODU5GK4cIMGTASjwqIMDMIWqgwM4RUAAWAEKIwohCMSYARIENTU5NhjBkwEgrhwozt2DAzCN34MDOEVAAFgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, 23 Jan - Mon, 26 Jan ORD Chicago BOS Boston £124 Return found 1 day ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:23/01/2026TANYT&leg2=from:BOS,to:ORD,departure:26/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:123.70&airProductToken=AQo0CjIIwYIBEgQ0NjUwGK4cIMGTASjKoIMDMNyhgwM4QkAAWAFqBUJBU0lDcghRN0FaWk5CWAo0CjIIwYIBEgQ0MTU3GMGTASCuHCjiv4MDMKXBgwM4QkAAWAFqBUJBU0lDcghRN0FaWk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, 31 Mar - Thu, 16 Apr ORD Chicago BOS Boston £143 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:31/03/2026TANYT&leg2=from:BOS,to:ORD,departure:16/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:142.10&airProductToken=AQojCiEI1YIBEgQxMTE3GK4cIMGTASjXjIkDMO6NiQM4R0AAWAEKIgogCNWCARIDMjg1GMGTASCuHCijv4oDMNbAigM4R0AAWAESCggBEAEYASoCVUEYASIECAEQASgEMAE) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Tue, 10 Feb - Wed, 11 Feb ORD Chicago BOS Boston £261 Return found 1 day ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:BOS,departure:10/02/2026TANYT&leg2=from:BOS,to:ORD,departure:11/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:260.60&airProductToken=AQpfCi0IwaYBEgM1ODcYrhwgkgEoqOWEAzDG54QDOFhAAFgBagJTVnIIR0g0T0FWQk4KLgjBpgESAzQ2MBiSASDBkwEo7OmEAzCm7IQDOFhAAVgBagJTVnIIT0gyT1hWQk4KXwouCMGmARIDNDU5GMGTASCSASjQ74QDMNryhAM4WEAAWAFqAlNWcghRSDJPQVNCTgotCMGmARIDNTM4GJIBIK4cKI72hAMw_veEAzhYQAFYAWoCU1ZyCEdINE9BVkJOEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ) ## Find the cheapest month to fly from Chicago (CHI) to Boston (BOS) ### September is typically the cheapest month to fly From £63 - £119 per traveller. ## Alternative airports near Boston Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.co.uk/Flights-Search?leg1=from:ORD,to:BOS,departure:24/01/2026TANYT&leg2=from:BOS,to:ORD,departure:29/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) BOS Logan Intl. CheapestClosest 7 min [Flights from £90 ](https://www.expedia.co.uk/Flights-Search?leg1=from:ORD,to:BOS,departure:24/01/2026TANYT&leg2=from:BOS,to:ORD,departure:29/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How much is a flight from Chicago, IL (CHI-All Airports) to BOS? ### Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS)? ### How do I find cheap flights from Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS) that have flexible change policies? ### How far is the flight from Chicago, IL (CHI-All Airports) to BOS? ### Which airlines fly direct from Chicago, IL (CHI-All Airports) to BOS? > - American Airlines - (AA) with 225 monthly flights > - United Airlines - (UA) with 178 monthly flights > - Delta Air Lines - (DL) with 139 monthly flights > - Southwest Airlines - (WN) with 121 monthly flights ### Are Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS) flight tickets cheaper when they're purchased at the last minute? ## Travel information | Origin airport | O'Hare Intl. | | ------------------- | ------------------------------------------------------------------ | | Destination airport | Logan Intl. | | Airlines serving | Alaska Airlines, American Airlines, Delta, JetBlue Airways, United | | Return price | £78 | | Distance | 1381 km | ## Book with confidence # Compare flights from Chicago to Boston easily and book with confidence For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Boston. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to Logan Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from CHI-All Airports to Logan Intl.. To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. Grab a great deal on your flight from CHI-All Airports (CHI) to Logan Intl. (BOS) The easiest way to view the best deals on flights from Chicago to Boston today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from CHI-All Airports to Logan Intl. start at just £78 and range up to £261\. To find an even better deal, try - being flexible on your dates – midweek flights can be cheaper - looking for other airports near Chicago and Boston - booking your flight during March, the cheapest month on this route - varying your flight times – early morning and late at night are sometimes cheaper Why you should book your Chicago to Boston flight with Expedia! We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from CHI-All Airports to Logan Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you. Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. 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[Flights from Falmouth (FMH) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/fmh/pym/falmouth-to-plymouth) - [Flights from Flint (FNT) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/fnt/pym/flint-to-plymouth) - [Flights from Freeport (FPO) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/fpo/pym/freeport-to-plymouth) - [Flights from Glasgow (GLA) to Bedford (BED) ](https://www.expedia.co.uk/lp/flights/gla/bed/glasgow-to-bedford) - [Flights from Grand Rapids (GRR) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/grr/pym/grand-rapids-to-plymouth) - [Flights from Hannover (HAJ) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/haj/pym/hannover-to-plymouth) - [Flights from Hyannis (HYA) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/hya/pym/hyannis-to-plymouth) - [Flights from Niagara Falls (IAG) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/iag/pym/niagara-falls-to-plymouth) - [Flights from New York (JFK) to Beverly (BVY) ](https://www.expedia.co.uk/lp/flights/jfk/bvy/new-york-to-beverly) - [Flights from New York (JFK) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/jfk/pvc/new-york-to-provincetown) - [Flights from Jackson (JXN) to Worcester (ORH) ](https://www.expedia.co.uk/lp/flights/jxn/orh/jackson-to-worcester) - [Flights from Los Angeles (LAX) to Bedford (BED) ](https://www.expedia.co.uk/lp/flights/lax/bed/los-angeles-to-bedford) - [Flights from Leeds (LBA) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/lba/pvc/leeds-to-provincetown) - [Flights from New York (LGA) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/lga/pvc/new-york-to-provincetown) - [Flights from New York (LGA) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/lga/pym/new-york-to-plymouth) - [Flights from London (LGW) to Worcester (ORH) ](https://www.expedia.co.uk/lp/flights/lgw/orh/london-to-worcester) - [Flights from London (LGW) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/lgw/pvc/london-to-provincetown) - [Flights from London (LHR) to Bedford (BED) ](https://www.expedia.co.uk/lp/flights/lhr/bed/london-to-bedford) - [Flights from London (LHR) to Beverly (BVY) ](https://www.expedia.co.uk/lp/flights/lhr/bvy/london-to-beverly) - [Flights from London (LHR) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/lhr/pvc/london-to-provincetown) - [Flights from London (LON) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/lon/pym/london-to-plymouth) - [Flights from London (LTN) to Bedford (BED) ](https://www.expedia.co.uk/lp/flights/ltn/bed/london-to-bedford) - [Flights from Manchester (MAN) to Bedford (BED) ](https://www.expedia.co.uk/lp/flights/man/bed/manchester-to-bedford) - [Flights from Manchester (MAN) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/man/pvc/manchester-to-provincetown) - [Flights from Kansas City (MCI) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/mci/pym/kansas-city-to-plymouth) - [Flights from Orlando (MCO) to Worcester (ORH) ](https://www.expedia.co.uk/lp/flights/mco/orh/orlando-to-worcester) - [Flights from Morgantown (MGW) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/mgw/pym/morgantown-to-plymouth) - [Flights from Manchester (MHT) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/mht/pvc/manchester-to-provincetown) - [Flights from Miami (MIA) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/mia/pvc/miami-to-provincetown) - [Flights from Morristown (MMU) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/mmu/pym/morristown-to-plymouth) - [Flights from Monticello (MSV) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/msv/pym/monticello-to-plymouth) - [Flights from New Orleans (MSY) to Norwood (OWD) ](https://www.expedia.co.uk/lp/flights/msy/owd/new-orleans-to-norwood) - [Flights from Newcastle (NCL) to Bedford (BED) ](https://www.expedia.co.uk/lp/flights/ncl/bed/newcastle-to-bedford) - [Flights from New York (NYC) to Norwood (OWD) ](https://www.expedia.co.uk/lp/flights/nyc/owd/new-york-to-norwood) - [Flights from New York (NYC) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/nyc/pvc/new-york-to-provincetown) - [Flights from Chicago (ORD) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/ord/pym/chicago-to-plymouth) - [Flights from Puebla (PBC) to Worcester (ORH) ](https://www.expedia.co.uk/lp/flights/pbc/orh/puebla-to-worcester) - [Flights from Portland (PDX) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/pdx/pym/portland-to-plymouth) - [Flights from Philadelphia (PHL) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/phl/pym/philadelphia-to-plymouth) - [Flights from Pittsburgh (PIT) to Bedford (BED) ](https://www.expedia.co.uk/lp/flights/pit/bed/pittsburgh-to-bedford) - [Flights from Providence (PVD) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/pvd/pym/providence-to-plymouth) - [Flights from Redding (RDD) to Worcester (ORH) ](https://www.expedia.co.uk/lp/flights/rdd/orh/redding-to-worcester) - [Flights from Raleigh (RDU) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/rdu/pym/raleigh-to-plymouth) - [Flights from Fort Myers (RSW) to Beverly (BVY) ](https://www.expedia.co.uk/lp/flights/rsw/bvy/fort-myers-to-beverly) - [Flights from Orange County (SNA) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/sna/pym/orange-county-to-plymouth) - [Flights from Southampton (SOU) to Bedford (BED) ](https://www.expedia.co.uk/lp/flights/sou/bed/southampton-to-bedford) - [Flights from St. Louis (STL) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/stl/pym/st-louis-to-plymouth) - [Flights from Sydney (SYD) to Bedford (BED) ](https://www.expedia.co.uk/lp/flights/syd/bed/sydney-to-bedford) - [Flights from Toledo (TOL) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/tol/pym/toledo-to-plymouth) - [Flights from Tampa (TPA) to Norwood (OWD) ](https://www.expedia.co.uk/lp/flights/tpa/owd/tampa-to-norwood) - [Flights from Trieste (TRS) to Plymouth (PYM) ](https://www.expedia.co.uk/lp/flights/trs/pym/trieste-to-plymouth) - [Flights from Concord (USA) to Bedford (BED) ](https://www.expedia.co.uk/lp/flights/usa/bed/concord-to-bedford) - [Flights from Venice (VCE) to Worcester (ORH) ](https://www.expedia.co.uk/lp/flights/vce/orh/venice-to-worcester) - [Flights from Fort Walton Beach (VPS) to Worcester (ORH) ](https://www.expedia.co.uk/lp/flights/vps/orh/fort-walton-beach-to-worcester) - [Flights from Québec (YQB) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/yqb/pvc/quebec-to-provincetown) - [Flights from Windsor (YQG) to Worcester (ORH) ](https://www.expedia.co.uk/lp/flights/yqg/orh/windsor-to-worcester) - [Flights from Montreal (YUL) to Provincetown (PVC) ](https://www.expedia.co.uk/lp/flights/yul/pvc/montreal-to-provincetown) \*Available to Expedia members.