Cheap Flights to Windsor , WI from CA $171

View CA $171 flight on Wed, Oct. 1, 2025Opens in a new window

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How much is the cheapest flight to Windsor?

Prices were available within the past 7 days and start at CA $171 for one-way flights and CA $328 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Aug. 30 - Tue, Sep. 16
SEA
Seattle
MSN
Madison
CA $328 Roundtrip, found 4 days ago
CA $328
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Aug. 30 from Seattle to Madison, returning Tue, Sep. 16, priced at CA $328 found 4 days ago
American Airlines
Wed, Oct. 1 - Sat, Oct. 4
SEA
Seattle
MSN
Madison
CA $343 Roundtrip, found 12 hours ago
CA $343
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Oct. 1 from Seattle to Madison, returning Sat, Oct. 4, priced at CA $343 found 12 hours ago
Frontier Airlines
Tue, Jul. 29 - Tue, Aug. 5
DTW
Detroit
MSN
Madison
CA $363 Roundtrip, found 14 hours ago
CA $363
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, Jul. 29 from Detroit to Madison, returning Tue, Aug. 5, priced at CA $363 found 14 hours ago
United
Tue, Oct. 14 - Sun, Oct. 19
CMH
Columbus
MSN
Madison
CA $383 Roundtrip, found 5 hours ago
CA $383
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Oct. 14 from Columbus to Madison, returning Sun, Oct. 19, priced at CA $383 found 5 hours ago
WestJet
Wed, Aug. 6 - Wed, Aug. 20
YEG
Edmonton
MSN
Madison
CA $503 Roundtrip, found 4 days ago
CA $503
Roundtrip
found 4 days ago
Select WestJet flight, departing Wed, Aug. 6 from Edmonton to Madison, returning Wed, Aug. 20, priced at CA $503 found 4 days ago

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

April is typically the cheapest month to fly

From CA $272 - CA $646 per traveller.

Graph displaying average flight prices per month

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?
Windsor has only one airport, Dane County Regional Airport (MSN).
How far is Truax Field from central Windsor?
If you're basing yourself in central Windsor, you'll be there within moments after landing at MSN. The terminal is only 10 kilometres from downtown.
What airport is best to fly into Windsor?
A flight to Windsor means coming in to land at Dane County Regional Airport (MSN). Get off the plane, grab your luggage and you'll be 10 kilometres from downtown.
How many airlines fly to Windsor?
There are 5 airlines that service Windsor from 16 airports around the world.
Which airlines fly to Windsor?
United Airlines and American Airlines offer the largest proportion of flights to Windsor. One of the most popular ways to get there is with a United Airlines flight from Chicago.
How many nonstop flights are there to Windsor?
Flying to someplace new is much more fun when there aren't any stopovers. If you're travelling to Windsor, the awesome news is that there are approximately 264 nonstop flights operating every week.
Where are the most popular flights to Windsor departing from?
Flights to Windsor departing from Chicago, Minneapolis - St. Paul and Detroit airports are very popular.
How long is the flight to Windsor Airport?
If it's Chicago you're leaving behind, you'll be in the air 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, the flight time is 1 hour and 27 minutes.
How to book the cheapest flight to Windsor?
If you'd like to save some cash on your Windsor vacation, then listen up! As any seasoned traveller knows, don't book at the very last minute. Airfares are usually more expensive just prior to the departure date. Don't stop there, however. Do some research and check if there are a couple of airports at your destination. Fares often differ depending on the airport you go for. Remember to compare prices across air carriers as well. Last of all, another easy way to save some money is be ready to book fast. If you come across an irresistible bargain, don't think twice — grab it while you've got the chance.
Do you have any tips for my flight to Windsor?
If you're poorly prepared, airports and flying can be testing. But don't hit the panic button just yet. Follow these handy tips for a trouble-free start to your getaway in Windsor. What to pack in your hand luggage:

  • A plane ride can be a comfortable experience if you take the right things. First things first, you'll need basic toiletry items, such as a toothbrush and hairbrush, a clean pair of socks and something to read. Next, find room in your carry-on bag for your phone and charger, your important medications and maybe a proper neck pillow as well. Last, but definitely not least, remember to take your passport, travel documents and your bank cards.

Do not pack the following items in your hand luggage:

  • While the list of banned items can differ between air carriers, the general rule of thumb is nothing sharp, flammable or explosive. This includes things like screwdrivers, blades, spray paint and fireworks. Sports equipment like ski poles, and items that could harm passengers, such as firearms and swords, can't come on board with you either.

What to wear on a flight:

  • The aisles of an airplane aren't the place for a fashion parade. Layer up with comfortable clothing and pick shoes that are roomy, flat and easy to slip on and off.
  • Deep vein thrombosis (DVT), a blood clotting condition caused by lengthy periods of inactivity, can be a risk on long-haul flights. Try to walk around the cabin or do some gentle exercises in your seat to promote better circulation.

How to get through airport security fast when flying to Windsor?
A little pre-planning before you get to the airport can make your trip to Windsor a piece of cake. Below are some handy hints for a speedy journey through security:

  • Airport security personnel first need to see that you have a valid ID and travel documents before you can proceed any further. Have them ready to show.
  • Your coat, belt, keys and other contents of your pockets, like your earphones, will need to go on a tray through the X-ray machine. Make your life easier by removing them as your turn draws near.
  • Your electronic devices like phones and laptops will also need to go on a tray for inspection. Don't worry, you'll be back online soon enough.
  • Any liquids or gels, such as shampoo or hand cream, that you want to take on board need to be in containers no larger than 3.4 ounces (100 millilitres). Also, they all must fit inside a quart-size (one litre), zip-lock bag.
  • There's a chance you'll be required to remove your shoes for scanning, so wearing slip-on shoes is always a clever idea.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, pack them in your checked suitcase. They won't be allowed in the cabin.

Flights to Windsor information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Destination city name
Madison
Roundtrip price
CA $328

Trending flights to Windsor

Prices were available within the past 7 days and start at CA $171 for one-way flights and CA $328 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Jul. 29 - Tue, Aug. 12
YVR
Vancouver
MSN
Madison
CA $492 Roundtrip, found 3 days ago
CA $492
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jul. 29 from Vancouver to Madison, returning Tue, Aug. 12, priced at CA $492 found 3 days ago
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