Cheap Flights to Windsor , MA from CA $252

View CA $252 flight on Fri, Jun. 27, 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 $252 for one-way flights and CA $380 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat., May 24 - Sun., Jun. 8
YYZ
Toronto
ALB
Albany
CA $380 Roundtrip, found 6 days ago
CA $380
Roundtrip
found 6 days ago
Select Delta flight, departing Sat., May 24 from Toronto to Albany, returning Sun., Jun. 8, priced at CA $380 found 6 days ago
United
Mon., May 12 - Tue., May 13
YVR
Vancouver
ALB
Albany
CA $396 Roundtrip, found 6 days ago
CA $396
Roundtrip
found 6 days ago
Select United flight, departing Mon., May 12 from Vancouver to Albany, returning Tue., May 13, priced at CA $396 found 6 days ago
Air Canada
Wed., Jun. 18 - Fri., Jun. 20
YYZ
Toronto
ALB
Albany
CA $453 Roundtrip, found 8 hours ago
CA $453
Roundtrip
found 8 hours ago
Select Air Canada flight, departing Wed., Jun. 18 from Toronto to Albany, returning Fri., Jun. 20, priced at CA $453 found 8 hours ago
Alaska Airlines
Sun., May 11 - Tue., May 13
YVR
Vancouver
ALB
Albany
CA $456 Roundtrip, found 6 days ago
CA $456
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sun., May 11 from Vancouver to Albany, returning Tue., May 13, priced at CA $456 found 6 days ago
American Airlines
Mon., May 12 - Sun., May 18
YYC
Calgary
ALB
Albany
CA $561 Roundtrip, found 2 days ago
CA $561
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon., May 12 from Calgary to Albany, returning Sun., May 18, priced at CA $561 found 2 days ago

Frequently asked questions

What is the name of Windsor's airport?
The majority of people like to fly into Bradley Intl. Airport (BDL) when visiting the happening city of Windsor. However, this is not the only airport here, so keep that in mind when organizing your travel plans.
What airport is best to fly into Windsor?
Jump off the plane at Bradley Intl. Airport (BDL) and you’ll find yourself 72 kilometres from the downtown area. HFD also welcomes many people to Windsor. You’ll find it 88 kilometres from the center of the city.
How many airlines fly to Windsor?
Windsor is serviced by 8 airlines from 30 airports around the world.
Which airlines fly to Windsor?
Windsor receives the majority of its flights from JetBlue Airways, Spirit Airlines and Southwest Airlines with JetBlue Airways being the number one choice of carrier. Orlando is the most popular city for passengers to depart from.
How many nonstop flights are there to Windsor?
Organizing an exciting Windsor getaway is child’s play when there are 452 direct flights every week to pick from.
Where are the most popular flights to Windsor departing from?
Travelers often jet off from Atlanta, Chicago and Orlando airports when heading to Windsor.
How long is the flight to Windsor Airport?
Which city you depart from determines how much of the in-flight entertainment you’ll get to enjoy. From Washington to Windsor, the average flight time is 1 hour and 22 minutes. From Orlando it usually takes 2 hours and 40 minutes, and from Atlanta it’s 2 hours and 16 minutes.
How to book the cheapest flight to Windsor?
We all know those lucky travelers who manage to get extremely cheap plane tickets whenever they fly. Want to know how to do it for your Windsor vacation? Don’t wait until the last moment to secure your flight. Also, shop around and compare your options. If your destination has more than one airport, you may be able to pick up a great deal by flying into one a little farther out. And finally, don’t forget that it’s first in, best dressed. Familiarize yourself with airfare costs and be ready to book your ticket as soon as you see an unbeatable bargain. The sweetest deals don’t last long.
How to survive the flight to Windsor?
We’ve got the lowdown on how to make your journey as enjoyable as possible. Follow our tips and you’ll be hightailing it through airport security and having a ball in Windsor in no time flat.What to pack in your hand luggage:

  • First and foremost, pack in your passport, travel docs, bank cards and daily medications. Next, you’ll want some in-flight entertainment to help pass the time. A juicy book and a tablet crammed with your favorite shows are some wonderful options. If you hope to take a quick snooze, a neck pillow and some earplugs will also come in handy. Finally, leave some space for a few toiletry items so you’ll arrive at your destination looking and feeling fresh.

Do not pack the following items in your hand luggage:

  • While the list of banned items differs between air carriers, the general guide to follow is avoid carrying anything sharp, flammable or explosive. This includes things like box cutters, razor blades, fireworks and fuel. Sports equipment like baseball bats, and items that could harm other people, such as guns and swords, are also banned from the cabin.

What to wear on a flight:

  • Your number one priority is to feel as comfortable as possible. Layer yourself up in natural fibers and pack a sweater just in case you get cold. Go for a pair of flat, slightly roomy shoes as it’s possible that your feet and ankles will swell a little during the journey. Leave the high heels and heavy hiking boots in your checked luggage.
  • Unfortunately, a risk of long-distance travel is developing deep vein thrombosis (DVT), a blood clot condition caused by lengthy periods of inactivity. To prevent this from happening, take every opportunity to wander around the cabin. Compression tights and socks are also a great idea to help minimize this risk.

How to get through airport security fast when flying to Windsor?
It’s simple — be prepared. We’ve compiled some useful tips for a speedy trip through security. Watch out Windsor, here you come:

  • First things first. Your travel documents and passport will need to be shown to security personnel. Keep them handy so you don’t hold up the queue.
  • Time to strip down. Well sort of. Your jacket, belt, keys and other contents of your pockets, like your headphones, will need to go through the X-ray machine. Make your life easier by removing them as it gets closer to your turn.
  • All your electronic devices, including your tablet and phone, are also required to be separately scanned.
  • Any gels or liquids, such as perfume or hand cream, that you want to bring on board must be no larger than 3.4 ounces (100 milliliters). They must also all fit inside a quart-size (one liter), clear zip-lock bag.
  • The right choice of footwear can save you a few precious minutes. Boots and heavy shoes are often required to be removed and X-rayed separately. Slip-on sneakers are usually not.
  • Sharp items are prohibited in the cabin. They’ll be confiscated at security, so pack them in your checked luggage.

Trending flights to Windsor

Prices were available within the past 7 days and start at CA $252 for one-way flights and CA $380 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat., May 24 - Sun., Jun. 8
YYZ
Toronto
ALB
Albany
CA $380 Roundtrip, found 6 days ago
CA $380
Roundtrip
found 6 days ago
Select Delta flight, departing Sat., May 24 from Toronto to Albany, returning Sun., Jun. 8, priced at CA $380 found 6 days ago
*Available to Expedia members.