Cheap Flights to Windsor: Windsor Flight Deals

View €1,362 flight on Sat, 3 Jan 2026Opens in a new window

Popular airlines to Windsor

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Cheap round-trip flights to Windsor

Prices were available within the past 7 days and start at €1,362 for one-way flights and €420 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 10 Dec - Sun, 21 Dec
MIA
Miami
LEB
Lebanon
€420 Return, found 1 day ago
€420
Return
found 1 day ago
Select Delta flight, departing Wed, 10 Dec from Miami to Lebanon, returning Sun, 21 Dec, priced at €420 found 1 day ago
American Airlines
Wed, 10 Dec - Sun, 21 Dec
MIA
Miami
LEB
Lebanon
€436 Return, found 1 day ago
€436
Return
found 1 day ago
Select American Airlines flight, departing Wed, 10 Dec from Miami to Lebanon, returning Sun, 21 Dec, priced at €436 found 1 day ago
American Airlines
Wed, 10 Dec - Sun, 21 Dec
MIA
Miami
LEB
Lebanon
€494 Return, found 1 day ago
€494
Return
found 1 day ago
Select American Airlines flight, departing Wed, 10 Dec from Miami to Lebanon, returning Sun, 21 Dec, priced at €494 found 1 day ago
United
Wed, 10 Dec - Sun, 21 Dec
MIA
Miami
LEB
Lebanon
€650 Return, found 1 day ago
€650
Return
found 1 day ago
Select United flight, departing Wed, 10 Dec from Miami to Lebanon, returning Sun, 21 Dec, priced at €650 found 1 day ago
United
Wed, 10 Dec - Sun, 21 Dec
MIA
Miami
LEB
Lebanon
€730 Return, found 1 day ago
€730
Return
found 1 day ago
Select United flight, departing Wed, 10 Dec from Miami to Lebanon, returning Sun, 21 Dec, priced at €730 found 1 day ago

Frequently asked questions

What is the name of Windsor's airport?
Lebanon Municipal Airport (LEB) is the most popular airport in Windsor.
How far is Lebanon Airport from central Windsor?
If you're staying in central Windsor, it's a smart idea to work out how you'll get into the city before you touchdown. The downtown area is about 18 kilometres from Lebanon Airport.
What airport is best to fly into Windsor?
A flight to Windsor means jumping off the plane at either LEB or RUT. The first is 18 kilometres away from the city centre. The second sits 48 kilometres away.
How many airlines fly to Windsor?
You won't have any trouble 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?
Flights into Windsor are typically operated by Cape Air. The highest number of these flights depart from Boston, with Cape Air servicing this route the most often.
How many nonstop flights are there to Windsor?
Flying to someplace new is much simpler when there aren't any annoying stopovers. If you're jetting off to Windsor, the awesome news is that there are approximately 63 direct flights each week.
Where are the most popular flights to Windsor departing from?
Both Boston and White Plains airports offer a huge number of flights to Windsor.
How long is the flight to Windsor Airport?
From the time the wheels leave the tarmac in Boston, you'll be airborne for approximately 1 hour before you land in Windsor. Jet-setters coming in from White Plains can expect to be on the plane for roughly 1 hour and 26 minutes.
How to book the cheapest flight to Windsor?
If you want to have some extra spending money on your trip to Windsor, listen up! As any seasoned traveller will tell you, avoid booking at the last minute. Fares are usually highest just prior to the departure date. Don't stop there, however. Do some research and find out if there are a couple of airports at your destination. Fares often differ depending on the airport you go for. Remember to compare fares across airlines too. And finally, remember that the early bird catches the worm. Familiarise yourself with airfare costs and have your credit card ready to buy your ticket as soon as you spot an unbeatable bargain. The best deals never last long.
Do you have any tips for my flight to Windsor?
We've rounded up all the info you need to make your journey as stress-free as possible. Follow our tips and you'll be hightailing it through airport security and having a blast in Windsor before you know it. What to pack in your hand luggage:

  • The secret to having a pain-free flight experience is to plan ahead. First up, the essentials: passport, travel documents, cash and any vital medications. Next, take on board items that'll help keep you entertained, like some electronic gadgets or a magazine. You'll also want to bring your chargers, a neck pillow and a pair of headphones. And of course, don't forget to pop in toiletry items like a toothbrush, cleansing wipes and a clean T-shirt.

Do not pack the following items in your hand luggage:

  • Pack all your full-sized bottles of hair gel and hairspray in your checked luggage. Any liquids or gels in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated by security. Sharp or pointed objects, like your beloved pocket knife, and dangerous goods which are explosive or flammable, such as aerosol cans, spray paint and strong acids, are also restricted.

What to wear on a flight:

  • The aisles of a plane are no place for a fashion parade. Layer your clothing and pick shoes that are roomy, flat and easy to take on and off.
  • Caused by sustained periods of immobility, deep vein thrombosis (DVT) is a blood clot condition that can affect some passengers on long-distance flights. Reduce the risks by staying hydrated, keeping your lower limbs moving and wearing compression socks or tights.

How to get through airport security fast when flying to Windsor?
Being prepared before you get to the airport will help make your trip to Windsor a breeze. We've compiled some handy tips and tricks for a swift journey through security:

  • Your passport and travel documents will need to be presented to airport security. Keep them handy to avoid fumbling around for them.
  • Next up is the X-ray machine. Empty your pockets and remove anything that is likely to set off the alarm. This includes items like earphones or headphones, as well as heavy jackets or coats. They'll need to be placed on the conveyor belt for screening.
  • Electronic devices like laptops and phones will also need to go on a tray for inspection. Don't worry, you'll be back online soon enough.
  • Any gels or liquids, such as perfume or hairspray, that you want to bring on board need to be in containers no greater than 3.4 ounces (100 millilitres). Also, they all must fit inside a quart-size (one litre), clear zip-close bag.
  • Slip-on shoes are a practical footwear choice as you're less likely to have to remove them when going through security. Big boots and other bulky shoes are often subjected to extra screening.
  • Sharp items are prohibited in the cabin. They'll be confiscated at security, so pack them safely away in your checked baggage.

Book with confidence

Book with confidence

Expedia.ie is an online travel company that specialises in securing the best prices for flights to Windsor. With Expedia you get highly specialised services, combining the best of technology, in-depth knowledge and the best connections in order to offer great deals to Windsor. Expedia shares your passion for travel and has built the best online travel service that promotes and encourages travel. Whether you are looking for cheap flights to Windsor, or are just on the lookout for the best flights to Windsor, you are sure to find the best deals with Expedia.ie.

"One of the many benefits of booking your flights through Expedia is that we are one of the world’s largest online travel agency, which means we use our collective experience and work tirelessly to bring you the best prices. With Expedia you get a user-friendly internet experience and a dedicated customer support service that ensures that everything goes smoothly. The goal of Expedia is to offer premium services at the lowest price, all at one single place. If you wish to save even more try combing a hotel in Windsor to your flight and create a personalised low cost city break or holiday to your favourite destination. Book early and you could save even more!

If you have an Expedia.ie itinerary number and have a question or concern about your travel plans you can call us on (01) 524 5005 from 8am - 10pm Monday to Friday, and 9am - 10pm at weekends and an Expedia agent will help you.

Travel information

Travel information

Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Destination city name
Lebanon
Return price
€419

Trending flights to Windsor

Prices were available within the past 7 days and start at €1,362 for one-way flights and €420 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, 7 Nov - Tue, 11 Nov
DUB
Dublin
LEB
Lebanon
€1,309 Return, found 3 days ago
€1,309
Return
found 3 days ago
Select United flight, departing Fri, 7 Nov from Dublin to Lebanon, returning Tue, 11 Nov, priced at €1,309 found 3 days ago

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