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Cheap Flights to Middlebury , CT from CA $60

View CA $60 flight on Mon, Sep 14, 2026Opens in a new window

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Popular airlines to Middlebury

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How much is the cheapest flight to Middlebury?

Prices were available within the past 7 days and start at CA $60 for one-way flights and CA $116 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Avelo Airlines
Avelo Airlines
Avelo Airlines
Avelo Airlines
Breeze Airways

Frequently asked questions

What is the name of Middlebury's airport?
Most travellers like to fly into Bradley Intl. Airport (BDL) when visiting the buzzing city of Middlebury.
What airport is best to fly into Middlebury?
Step off the plane at Bradley Intl. Airport (BDL) and you'll be sitting 56 kilometres from the downtown area. Tweed - New Haven Regional Airport (HVN) also welcomes many people to Middlebury. It's 32 kilometres from the centre of the city.
How many airlines fly to Middlebury?
Middlebury is serviced by 13 airlines from at least 40 airports across the globe.
Which airlines fly to Middlebury?
American Airlines operates a large amount of flights to Middlebury. Catching an American Airlines flight from Washington is the most popular way of getting there.
How many nonstop flights are there to Middlebury?
With roughly 587 direct flights operating every week, you'll be touching down in Middlebury before you can ask, "Are we there yet?"
Where are the most popular flights to Middlebury departing from?
Travellers frequently jet off from Washington, Orlando and Atlanta airports when heading to Middlebury.
How long is the flight to Middlebury Airport?
If it's Washington you're leaving behind, you'll be in the sky for around 1 hour and 20 minutes before you arrive in Middlebury. Terminal to terminal from Orlando generally takes 2 hours and 44 minutes and from Atlanta, it's 2 hours and 11 minutes.
How to book the cheapest flight to Middlebury?
Don't leave booking your flight to Middlebury until the last possible moment. That's one trick savvy travellers use to get the best deals. Booking in advance means more options and less expensive flights. Don't stop there, though. Do some research and find out if there is more than one airport at your destination. Prices often differ depending on which airport you fly into. Be sure to compare prices across airlines too. Finally, another easy way to save some money is be ready to book fast. If you spot an amazing bargain, don't think twice — snap it up while you can.
Do you have any tips for my flight to Middlebury?
Depending on where you're coming from, your trip to Middlebury could be completely painless or it could go on forever. Below are some tips that will help you start your unforgettable escape on the right foot. What to pack in your hand luggage:
  • 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?
The trick is to be organized before you arrive at airport security. That way, you'll be hopping onto that plane to Middlebury in next to no time. Follow these tips and get your trip off to a great start:
  • 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 $115
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