Title: Cheap Flights to Middlebury , CT from CA $54 - Expedia.ca ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Middlebury , CT from CA $54 [View CA $54 flight on Sat, May 16, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:TPA,to:HVN,departure:16/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:53.67&airProductToken=AQo1CjMI2KABEgM0NjcY8wMgp20o1JCNAzCDko0DOEVAAFgBaghCQVNFRkFSRXIIRU5FN1dOQjESCggLEAEYCCoCWFAYASIECAEQASgCMAM) [Hotels in Middlebury](https://expedia.ca/Middlebury-Hotels.d183065.Travel-Guide-Hotels)[Middlebury Car Rentals](https://expedia.ca/Car-Rentals-In-Middlebury.d183065.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.ca/Middlebury.d183065.Destination-Travel-Guides) ## Popular airlines to Middlebury - ![](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:Middlebury, Connecticut, United States of America,departure:08/04/2026TANYT&leg2=from:Middlebury, Connecticut, United States of America,to:CMH,departure:15/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"MX"}}]) - ![](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\* - ![](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\* - ![](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 Middlebury? Prices were available within the past 7 days and start at CA $54 for one-way flights and CA $169 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Avelo Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/xp.gif) Wed, Jun 17 - Sun, Jun 21 TPA Tampa HVN New Haven CA $169 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPA,to:HVN,departure:17/06/2026TANYT&leg2=from:HVN,to:TPA,departure:21/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:168.84&airProductToken=AQo1CjMI2KABEgM0NjcY8wMgp20o1PiPAzCD-o8DOEVAAFgBaghCQVNFRkFSRXIIRUhFN1dOQjEKNQozCNigARIDNDY2GKdtIPMDKOKrkAMwk62QAzhYQABYAWoIQkFTRUZBUkVyCFhIRTdXTkIxEgoICxABGAgqAlhQGAEiBAgBEAEoAjAD) ![Avelo Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/xp.gif) Fri, Jul 17 - Sun, Jul 19 RDU Raleigh HVN New Haven CA $205 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:RDU,to:HVN,departure:17/07/2026TANYT&leg2=from:HVN,to:RDU,departure:19/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:204.80&airProductToken=AQo2CjQI2KABEgM2NzgY8aABIKdtKMzOkgMwp8-SAzhWQABYAWoIQkFTRUZBUkVyCFZIRTdXTkIxCjYKNAjYoAESAzY3NRinbSDxoAEopOaSAzCI55IDOExAAFgBaghCQVNFRkFSRXIITEhFM1dOQjESCggLEAEYCCoCWFAYASIECAEQASgCMAM) ![Avelo Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/xp.gif) Sat, Mar 28 - Wed, Apr 1 TPA Tampa HVN New Haven CA $597 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPA,to:HVN,departure:28/03/2026TANYT&leg2=from:HVN,to:TPA,departure:01/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:596.16&airProductToken=AQo1CjMI2KABEgM0NjcY8wMgp20otOmIAzDc6ogDOE5AAFgBaghCQVNFRkFSRXIITk5FM1dOQjEKNQozCNigARIDNDY2GKdtIPMDKIuYiQMwxJmJAzhXQABYAWoIQkFTRUZBUkVyCFdORTBXTkIxEgoICxABGAgqAlhQGAEiBAgBEAEoAjAD) ![Avelo Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/xp.gif) Wed, Apr 15 - Sun, Apr 19 TPA Tampa HVN New Haven CA $610 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPA,to:HVN,departure:15/04/2026TANYT&leg2=from:HVN,to:TPA,departure:19/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:609.68&airProductToken=AQo1CjMI2KABEgM0NjcY8wMgp20o9LOKAzCctYoDOEFAAFgBaghCQVNFRkFSRXIIQU5FMFdOQjEKNQozCNigARIDNDY2GKdtIPMDKOniigMwouSKAzhXQABYAWoIQkFTRUZBUkVyCFdORTBXTkIxEgoICxABGAgqAlhQGAEiBAgBEAEoAjAD) ![Avelo Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/xp.gif) Sun, Mar 29 - Wed, Apr 1 TPA Tampa HVN New Haven CA $638 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPA,to:HVN,departure:29/03/2026TANYT&leg2=from:HVN,to:TPA,departure:01/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:637.95&airProductToken=AQo1CjMI2KABEgM0NjcY8wMgp20o4_SIAzCL9ogDOFJAAFgBaghCQVNFRkFSRXIIUk5FMFdOQjEKNQozCNigARIDNDY2GKdtIPMDKIuYiQMwxJmJAzhXQABYAWoIQkFTRUZBUkVyCFdORTBXTkIxEgoICxABGAgqAlhQGAEiBAgBEAEoAjAD) ## Frequently asked questions ### What is the name of Middlebury's airport? ### What airport is best to fly into Middlebury? ### How many airlines fly to Middlebury? ### Which airlines fly to Middlebury? ### How many nonstop flights are there to Middlebury? ### Where are the most popular flights to Middlebury departing from? ### How long is the flight to Middlebury Airport? ### How to book the cheapest flight to Middlebury? ### Do you have any tips for my flight to Middlebury? > - First things first, pack your passport, official ID, credit cards and medications. Next, you'll want some entertainment to while away the hours. A thrilling novel and a phone crammed with your favourite shows are good options. If you hope to catch up on some sleep, a comfy neck pillow and a pair of noise-cancelling headphones will also be useful. Finally, find room for a toothbrush and some deodorant so you'll arrive looking fresh and ready to go. > > > Do not pack the following items in your hand luggage: > > > - While the list of banned items differs between air carriers, the general rule to follow is nothing flammable, sharp or explosive. This includes screwdrivers, pocket knives, spray paint and fireworks. Sports equipment like hockey sticks, and objects that could harm other people, such as pepper spray and firearms, won't be allowed on board either. > > > What to wear on a flight: > > > - Comfort should be your number one priority when deciding what to wear during your flight. Loose clothing is a smart choice, as are flat, enclosed shoes. > - Deep vein thrombosis (DVT) can pose a risk on long-distance flights. It's the result of blood clots forming due to poor circulation and inactivity, so do some gentle leg and foot exercises in your seat and consider wearing compression socks. ### How to get through airport security fast when flying to Middlebury? > - Security personnel first need to see that you have a valid ID and boarding pass before anything else. Keep them close by. > - Time to strip down. Well sort of. Your jacket, belt, keys and other contents of your pockets, like coins, will be required to go through the X-ray machine. Make the whole process easier by removing them before your turn. > - For just a few moments, you'll have to unplug from technology. Your tablet, phone and any other electronic gadgets will need to go through the scanner. > - Can't travel without your favourite cologne or perfume? No problem. As long as the volume is no greater than 3.4 ounces (100 millilitres) and it's stored in a clear zip-lock bag, you can keep it with you in your carry-on luggage. > - There's a chance you'll be required to remove your shoes to be X-rayed, so wearing lightweight sneakers is always a clever idea. > - Take all prohibited items out of your carry-on bag. If you have any sharp or pointed objects, pack them safely away in your checked baggage. They won't be allowed on board. ## Book with confidence Expedia.ca gives you the best tools to secure great deals on flights to Middlebury. 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 Middlebury. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Middlebury. 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 Middlebury 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 Middlebury. Looking to save even more? Get additional savings by bundling your Middlebury 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 Middlebury trip! ## Travel information | Destination airport | Tweed - New Haven Regional | | ----------------------------- | -------------------------- | | Destination airport IATA code | HVN | | Destination city name | New Haven | | Roundtrip price | CA $169 | \*Available to Expedia members.