A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Cheap Flights to Windsor

View AU$253 flight on Mon, 12 Oct 2026Opens in a new window

Popular airlines to Windsor

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Cheap Tickets to Windsor

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
American Airlines
United
Qantas Airways
Aer Lingus

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

From AU$329 - AU$557 per traveller.

Frequently asked questions

What is the name of Windsor's airport?
Organise 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 holiday, 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 holiday 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 organised 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 holiday 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.

Book with confidence

Windsor Flights

Have the time of your life in Windsor

Flying to Windsor is now easier than ever when you use Expedia to book your trip. We’ve got an extensive catalogue of Windsor flight deals, giving you the greatest number of options to choose from. Whether you prefer to fly on weekdays or weekends, in the morning or at night, a quick search on Expedia.com.au will help you find cheap tickets to Windsor in seconds. We even make it simple for you to stick with a certain airline if you’re trying to rack up frequent flyer points.

Tips for flying and packing light

If it’s been a while since you’ve travelled, you might be due for a refresher when it comes to flying. That’s where our helpful blog, Out There Starts Here, comes in. Wondering whether to pack for fine dining or more casual eats? Or whether you really need to bring a jacket? Written by seasoned travel experts, the articles on our blog provide you with the latest details about certain destinations, so you know just what to expect. Check out some of our recent articles for the smartest ways to see the sights.

Fly for less when you bundle airfare and accommodation

Our already low airfares are even more affordable when you bundle your flights with a stay at one of the hotels in Windsor. By booking all of your travel plans with us, you’ll save time and money, and enjoy the convenience of having all of your arrangements in one place.

Get the power of planning in the palm of your hand

Booking your trip to Windsor, Madison has never been easier than when you use our mobile app to plan your dream getaway. The Expedia App is available on both Android and iOS, allowing you to reserve flights and hotels at any time of day, no matter what kind of phone you use. You’ll also get exclusive offers, receive flight updates, and can earn extra points. Wherever you are, the Expedia App helps you get where you want to be.

Join the Expedia Rewards Program

If you enjoy the finer things in life, sign up for our rewards program to receive exclusive benefits when you book with us. Expedia Rewards opens the door to member-only deals, +VIP Access hotel benefits, and earning Expedia Rewards points, that you can redeem your way. You’ll also get access to Unreal Deals that could save you the price of a plane ticket to Windsor when bundled with your accommodation.

What are you waiting for?

Expedia.com.au helps you find cheap flights to Windsor AU$397. So why wait another second to begin planning your trip? Start your search right now, and you could be boarding the next Windsor-bound flight. Bon voyage!

Windsor Flights

Travel information

Destination airport
Dane County Regional
Destination airport IATA code
MSN
Destination city name
Madison
Roundtrip price
AU$397

Trending flights to Windsor

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

United

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