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Windsor

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Windsor Flights as Low as $182

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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 July, 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 10 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 $182, 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 $182 right now, why wait?

Windsor Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$182

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, I-90/94 and Hwy 19, 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 ...
7/10 Good! (881 reviews)
"Quick easy and comfortable"

Reviewed on Jun 19, 2025

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
Stay at this 3.5-star 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! (2,724 reviews)
"Love this hotel! Stay here every time we visit our kids in college in Madison!"

Reviewed on Jun 21, 2025

The Madison Concourse Hotel and Governor's Club
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 ...
7.8/10 Good! (1,012 reviews)
"Nice hot tub"

Reviewed on Jun 22, 2025

Baymont by Wyndham Madison West/Middleton WI West
AmericInn by Wyndham Madison West
AmericInn by Wyndham Madison West
3 out of 5
516 Grand Canyon Dr, Madison, WI
Stay at this 3-star business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.6/10 Excellent! (1,153 reviews)
"Very very nice place amazing hot breakfast."

Reviewed on Jun 21, 2025

AmericInn by Wyndham Madison West
Baymont Inn & Suites by Wyndham Madison
Baymont Inn & Suites by Wyndham Madison
2.5 out of 5
2810 Coho Street, Madison, WI
Stay at this hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.2/10 Good! (1,550 reviews)
"Very comfortable place to stay for the weekend! Affordable and nice"

Reviewed on Jun 22, 2025

Baymont Inn & Suites by Wyndham Madison
DoubleTree by Hilton Madison East
DoubleTree by Hilton Madison East
4 out of 5
4402 E Washington Ave, Madison, WI
Stay at this 4-star 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! (966 reviews)
"Very clean"

Reviewed on Jun 22, 2025

DoubleTree by Hilton Madison East
Hampton Inn & Suites Madison / Downtown
Hampton Inn & Suites Madison / Downtown
2.5 out of 5
440 West Johnson Street, Madison, WI
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,006 reviews)
"We came for orientation for the University of Wisconsin. The hotel is centrally located, but there is construction all around the hotel."

Reviewed on Jun 20, 2025

Hampton Inn & Suites Madison / Downtown
Moxy Madison Downtown
Moxy Madison Downtown
3.5 out of 5
823 East Washington Ave, Madison, WI
Stay at this 3.5-star hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Popular attractions Camp Randall Stadium and Alliant ...
9.2/10 Wonderful! (249 reviews)
"Very clean and fun hotel. Hotel personnel were friendly. My partner checked in before me and when I asked for a room card at front desk they did not ask for my ID and just gave me a room card based on last name. The valet was fast. Liked the bar and free drink tickets for staying overnight. Not quite ..."

Reviewed on Jun 15, 2025

Moxy Madison Downtown
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.