Cheap Flights to Windsor , WI from CA $170

View CA $170 flight on Sat, Feb 21, 2026Opens 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 $170 for one-way flights and CA $319 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Apr 20 - Wed, Apr 29
CIU
Sault Ste. Marie
MSN
Madison
CA $319 Roundtrip, found 19 hours ago
CA $319
Roundtrip
found 19 hours ago
Select Delta flight, departing Mon, Apr 20 from Sault Ste. Marie to Madison, returning Wed, Apr 29, priced at CA $319 found 19 hours ago
American Airlines
Thu, Mar 5 - Thu, Mar 12
DSM
Des Moines
MSN
Madison
CA $326 Roundtrip, found 1 day ago
CA $326
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Mar 5 from Des Moines to Madison, returning Thu, Mar 12, priced at CA $326 found 1 day ago
United
Fri, Apr 24 - Sat, Apr 25
TVC
Traverse City
MSN
Madison
CA $407 Roundtrip, found 19 hours ago
CA $407
Roundtrip
found 19 hours ago
Select United flight, departing Fri, Apr 24 from Traverse City to Madison, returning Sat, Apr 25, priced at CA $407 found 19 hours ago
WestJet
Mon, Jun 29 - Tue, Jun 30
YHZ
Halifax
MSN
Madison
CA $472 Roundtrip, found 1 day ago
CA $472
Roundtrip
found 1 day ago
Select WestJet flight, departing Mon, Jun 29 from Halifax to Madison, returning Tue, Jun 30, priced at CA $472 found 1 day ago
Alaska Airlines
Sat, Feb 21 - Sat, Feb 28
SEA
Seattle
MSN
Madison
CA $493 Roundtrip, found 6 days ago
CA $493
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sat, Feb 21 from Seattle to Madison, returning Sat, Feb 28, priced at CA $493 found 6 days ago

Find the cheapest month to fly from Columbus (CMH) to Madison (MSN)

April is typically the cheapest month to fly

From CA $280 - CA $701 per traveller.

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?
Organize a flight to Windsor and you'll be touching down at Dane County Regional Airport (MSN).
How far is Dane County Regional Airport (MSN) from central Windsor?
Dane County Regional Airport (MSN) is just a short cab ride from the bright lights of downtown Windsor. You'll find it 10 kilometres from the city centre.
What airport is best to fly into Windsor?
Located 10 kilometres from the centre of town, Truax Field will likely be your first stop in Windsor.
How many airlines fly to Windsor?
Windsor is serviced by 5 airlines from at least 16 airports across the globe.
Which airlines fly to Windsor?
United Airlines and American Airlines are some of the most sought-after airlines with flights to Windsor. Travellers often pick Chicago as a departure point with United Airlines flying this route the most.
How many nonstop flights are there to Windsor?
Flying to somewhere new is much easier when there aren't any annoying stopovers to slow you down. If you're heading to Windsor, the great news is that there are roughly 264 nonstop flights every week.
Where are the most popular flights to Windsor departing from?
Travellers often set off from Chicago, Minneapolis - St. Paul and Detroit airports when going to Windsor.
How long is the flight to Windsor Airport?
If it's Chicago you're departing, you'll be midair for around 1 hour and 6 minutes before you touchdown in Windsor. Terminal to terminal from Minneapolis - St. Paul takes around 1 hour and 12 minutes and from Detroit, it's 1 hour and 27 minutes.
How to book the cheapest flight to Windsor?
If you want to have some extra spending money on your Windsor vacation, listen up! As every experienced traveller will tell you, don't book at the very last minute. Fares are generally more expensive just prior to the departure date. Another great way to nab the best price is to shop around. If your destination has several airports, look into the cost of flying into a smaller terminal. And finally, remember that the early bird catches the worm. Know what a typical airfare costs and have your credit card ready to snap up a ticket as soon as you spot a bargain. The sweetest deals don't last long.
Do you have any tips for my flight to Windsor?
No matter where you're coming from, flying can be a seamless experience if you've prepared well enough. Follow these handy travel tips that will help get your Windsor vacation started on the right note. What to pack in your hand luggage:

  • Flying can be a pleasure if you've got all the right things. First things first, you'll need basic toiletry items, such as a toothbrush and some deodorant, a spare change of clothes and a magazine or two. Next, find a spot in your hand luggage for your electronic devices, chargers, any daily medications and maybe a blow-up neck pillow too. Lastly, and most importantly, be sure to bring your passport, travel papers and some cash.

Do not pack the following items in your hand luggage:

  • Squeeze all your full-sized bottles of hair gel and hairspray in your checked luggage. Any gels or liquids in your carry-on bag larger than 3.4 ounces (100 millilitres) will be confiscated by security. Sharp or pointed objects, like your beloved pocket knife, and dangerous products which are flammable or explosive, such as flares, bleaching agents and poisons, are also banned.

What to wear on a flight:

  • Go for comfort over style. Prepare for temperature changes in the cabin by layering up, and pick flat, slightly roomy footwear like sneakers.
  • You're probably aware of deep vein thrombosis (DVT), a blood clotting condition caused by prolonged periods of inactivity. To reduce your risk on board, drink lots of water, consider wearing compression tights or socks and move your lower limbs often.

How to get through airport security fast when flying to Windsor?
As savvy travellers know, the secret is to be organized before you arrive at the airport security gate. That way, you'll be stepping onto that plane to Windsor in next to no time. Follow these helpful tips and get your vacation off to a spectacular start:

  • First things first. Your travel ID and boarding pass will need to be inspected by airport security. Keep them at hand so you don't hold up the queue.
  • Next up is the X-ray machine. Remove anything on you that is likely to beep. This includes things like headphones or earphones, as well as bulky coats or jackets. They'll all need to go on the X-ray conveyor belt.
  • Your electronic devices like phones and laptops will also have to go on a tray for inspection. Don't worry, you'll be back online soon enough.
  • Remove all gels and liquids from your carry-on luggage. They usually need to be sent through the X-ray machine separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit in a quart-size (one litre), clear zip-close bag.
  • It's also possible you'll be asked to remove your shoes to be X-rayed, so wearing slip-on sneakers is always a clever idea.
  • Sharp items like knives can't be taken on board. They'll be seized at security, so pack them in your checked luggage.

Flights to Windsor information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Destination city name
Madison
Roundtrip price
CA $319

Trending flights to Windsor

Prices were available within the past 7 days and start at CA $170 for one-way flights and CA $319 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, Mar 17 - Wed, Apr 1
YHZ
Halifax
MSN
Madison
CA $409 Roundtrip, found 1 day ago
CA $409
Roundtrip
found 1 day ago
Select United flight, departing Tue, Mar 17 from Halifax to Madison, returning Wed, Apr 1, priced at CA $409 found 1 day ago

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