Cheap Flights to Windsor , VT from CA $254

View CA $254 flight on Fri, Jul. 18, 2025Opens in a new window

Popular airlines to Windsor

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How much is the cheapest flight to Windsor?

Prices were available within the past 7 days and start at CA $254 for one-way flights and CA $507 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Fri., Aug. 15 - Wed., Aug. 27
DTW
Detroit
LEB
Lebanon
CA $507 Roundtrip, found 1 day ago
CA $507
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri., Aug. 15 from Detroit to Lebanon, returning Wed., Aug. 27, priced at CA $507 found 1 day ago
JetBlue Airways
Tue., Aug. 12 - Fri., Aug. 29
DTW
Detroit
LEB
Lebanon
CA $518 Roundtrip, found 1 day ago
CA $518
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue., Aug. 12 from Detroit to Lebanon, returning Fri., Aug. 29, priced at CA $518 found 1 day ago
United
Fri., Aug. 15 - Wed., Aug. 27
DTW
Detroit
LEB
Lebanon
CA $536 Roundtrip, found 1 day ago
CA $536
Roundtrip
found 1 day ago
Select United flight, departing Fri., Aug. 15 from Detroit to Lebanon, returning Wed., Aug. 27, priced at CA $536 found 1 day ago
American Airlines
Fri., Aug. 15 - Wed., Aug. 27
DTW
Detroit
LEB
Lebanon
CA $588 Roundtrip, found 1 day ago
CA $588
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri., Aug. 15 from Detroit to Lebanon, returning Wed., Aug. 27, priced at CA $588 found 1 day ago
Delta
Thu., Jan. 8 - Mon., Jan. 12
DTW
Detroit
RUT
Rutland
CA $621 Roundtrip, found 9 hours ago
CA $621
Roundtrip
found 9 hours ago
Select Delta flight, departing Thu., Jan. 8 from Detroit to Rutland, returning Mon., Jan. 12, priced at CA $621 found 9 hours ago

Expedia.ca gives you the best tools to secure great deals on flights to Windsor. 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 Windsor. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Windsor.

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 Windsor 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 Windsor.

Looking to save even more? Get additional savings by bundling your Windsor 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 Windsor trip!

Frequently asked questions

What is the name of Windsor's airport?
Lebanon Municipal Airport (LEB) is the most frequently utilized airport in Windsor.
How far is Lebanon Airport from central Windsor?
It's 18 kilometres from Lebanon Municipal Airport (LEB) to downtown Windsor. Make your life easier by researching the best way of commuting from the airport to the city centre before you touchdown.
What airport is best to fly into Windsor?
A flight to Windsor means touching down at Lebanon Municipal Airport (LEB) or Rutland Southern Vermont Regional Airport. The first is 18 kilometres away from the city centre. The second one is 48 kilometres away.
How many airlines fly to Windsor?
It's not hard choosing who you'll fly to Windsor with --- just a single airline services the route. Book well in advance to make sure you can get flights on your preferred dates.
Which airlines fly to Windsor?
Cape Air operates a large amount of flights to Windsor. Grabbing a Cape Air flight from Boston is the preferred way to get there.
How many nonstop flights are there to Windsor?
With 63 nonstop flights operating every week, you'll be landing in Windsor before you can ask, "Are we there yet?"
Where are the most popular flights to Windsor departing from?
While people fly from every corner of the planet to visit fabulous Windsor, the most popular flights jet off from Boston and White Plains.
How long is the flight to Windsor Airport?
Flights from Boston to Windsor usually take 1 hour. Or you could choose to depart from White Plains instead, which would mean you'll be airborne for approximately 1 hour and 26 minutes.
How to book the cheapest flight to Windsor?
If you'd like to save some cash on your trip to Windsor, listen up! As any experienced traveller knows, don't leave booking until the last minute. Airfares are usually highest just prior to the departure date. Don't stop there, however. Do some research and see if there are a couple of airports at your destination. Fares often differ depending on which airport you pick. Make sure you compare prices across air carriers as well. Last but not least, another simple way to save some money is be ready to book fast. If you stumble on a fantastic deal, don't hold off --- snap it up while you can.
Do you have any tips for my flight to Windsor?
We've got the lowdown on how to make your journey a pleasant experience. Follow our tips and you'll be speeding through airport security and having a ball in Windsor before you know it. What to pack in your hand luggage:

  • It's easy --- first, pack in your passport, travel docs, cash and daily medications. Next, you'll want some entertainment to while away the hours. A juicy book and a tablet filled with your favourite shows are good options. If you hope to catch a few z's, a neck pillow and some noise-cancelling headphones will also come in handy. Finally, find room for a toothbrush and some cleansing wipes so you'll step off the plane feeling fresh as a daisy.

Do not pack the following items in your hand luggage:

  • Put all your full-sized bottles of hair gel and hairspray in your checked luggage. Any liquids in your carry-on bag larger than 3.4 ounces (100 millilitres) will be confiscated. Sharp or pointed objects, like your beloved pocket knife, and products which are explosive or flammable, such as aerosol cans, spray paint and fireworks, are also not allowed.

What to wear on a flight:

  • The aisles of an aircraft are no place for a fashion parade. Layer your clothing and opt for shoes that are flat, roomy and easy to take on and off.
  • Caused by prolonged periods of inactivity, deep vein thrombosis (DVT) is a blood clot condition that can affect some passengers on long-distance flights. Lower your risks by staying hydrated, keeping your legs moving and wearing compression socks or tights.

How to get through airport security fast when flying to Windsor?
As savvy travellers know, the secret is to be prepared before you get to airport security. That way, you'll be boarding that plane to Windsor in the blink of an eye. Follow these tips and get your trip off to a fantastic start:

  • Airport security personnel first need to make sure that you have a valid passport and matching travel documents before you can proceed any further. Keep them within easy reach.
  • After that, both you and your carry-on luggage must be X-rayed. To make the process quick and painless, remove anything that is likely to trigger the alarm. Personal belongings like your jacket, belt and earphones need to go through the machine.
  • All electronic devices, including your phone and laptop, will also need to be separately scanned.
  • Any gels or liquids, such as shampoo or hand cream, that you want to bring on board must be no greater than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), clear zip-close bag.
  • Lightweight sneakers are a practical footwear choice as you're less likely to be required to remove them when passing through security. Hiking boots and heavier-style shoes are often subjected to additional screening.
  • Airlines won't allow any sharp or pointed objects in the cabin. If you must bring these kinds of items, check them in.

Flights to Windsor information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Destination city name
Lebanon
Roundtrip price
CA $506

Trending flights to Windsor

Prices were available within the past 7 days and start at CA $254 for one-way flights and CA $507 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun., Aug. 31 - Tue., Sep. 23
YYZ
Toronto
LEB
Lebanon
CA $538 Roundtrip, found 5 days ago
CA $538
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun., Aug. 31 from Toronto to Lebanon, returning Tue., Sep. 23, priced at CA $538 found 5 days ago
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