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Windsor

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Windsor Flights as Low as $179

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Cheap Flights to Windsor

Fall in love at first flight with your vacation to Windsor by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Windsor on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windsor, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windsor

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windsor with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the MSN airport.

What is the cheapest month to fly to Windsor?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Windsor are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windsor?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 12 to choose from for your flight to Windsor.

What airport is best to fly into Windsor?

When you’re planning your trip to Windsor, convenience is the name of the game. Luckily, Windsor Dane County Regional Airport is nearby so you can deplane and get going on checking off everything on your Windsor must-do list.

How much are flights to Windsor?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windsor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $179, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Windsor?

The trick to saving a stack of cash on your flight to Windsor? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $179 right now, why wait?

Windsor Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$179

Last Minute Hotel Deals in Windsor

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

2 out of 5
6311 Rostad Dr Windsor WI
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,001 reviews)
Spa tub was nice. Worked well. Quiet location.

Reviewed on Feb 18, 2026

Days Inn by Wyndham Madison NE/Windsor
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Book a stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (3,497 reviews)
The room was great and the Governors Club is the way to go!

Reviewed on Feb 20, 2026

The Madison Concourse Hotel and Governor's Club
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3 out of 5
5217 E Terrace Dr Madison WI
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.2/10 Very Good! (1,413 reviews)
Courteous check-in / great service. Quiet. Good variety breakfast choices Safe location, abundant parking. Clean room, hot shower

Reviewed on Feb 17, 2026

La Quinta Inn & Suites by Wyndham Madison American Center
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr Madison WI
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,180 reviews)
Clean room and overall nice amenities.

Reviewed on Feb 18, 2026

Baymont by Wyndham Madison West/Middleton WI West
Hyatt Place Madison Downtown

Hyatt Place Madison Downtown

3 out of 5
333 W Washington Ave Madison WI
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9.4/10 Exceptional! (1,001 reviews)
super nice

Reviewed on Feb 19, 2026

Hyatt Place Madison Downtown
Moxy Madison Downtown

Moxy Madison Downtown

3.5 out of 5
823 East Washington Ave Madison WI
Stay at this hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Popular attractions Camp Randall Stadium and Alliant Energy ...
9.2/10 Wonderful! (403 reviews)
Great ambiance! Welcoming staff! Bar/restaurant onsite. Unique rooms! Valet parking.

Reviewed on Feb 16, 2026

Moxy Madison Downtown
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,000 reviews)
quick trip, on business. clean room, nice staff.

Reviewed on Feb 18, 2026

DoubleTree by Hilton Madison East
The Edgewater

The Edgewater

4.5 out of 5
1001 Wisconsin Place Madison WI
Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,000 reviews)
The room was great with a beautiful view of the lake. We had a sweet surprise left in the fridge for us as an added bonus of a delicious dessert!

Reviewed on Feb 16, 2026

The Edgewater
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.