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Windsor

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Windsor Flights as Low as $211

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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 May, 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 15 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 $211, 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 $211 right now, why wait?

Windsor Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$211

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
The price is $65 per night from Apr 23 to Apr 24
$65
includes taxes & fees
Apr 23 - Apr 24
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! (851 reviews)
"Hotel had a pool"

Reviewed on Apr 11, 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
The price is $161 per night from Apr 20 to Apr 21
$161
includes taxes & fees
Apr 20 - Apr 21
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! (2,489 reviews)
"Enjoyed our stay! Wonderful!"

Reviewed on Apr 13, 2025

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
The price is $87 per night from Apr 17 to Apr 18
$87
includes taxes & fees
Apr 17 - Apr 18
Stay at this 3-star hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8/10 Very Good! (1,172 reviews)
"Hotel is clean and convenient location."

Reviewed on Apr 13, 2025

La Quinta Inn & Suites by Wyndham Madison American Center
Moxy Madison Downtown
Moxy Madison Downtown
3.5 out of 5
823 East Washington Ave, Madison, WI
The price is $134 per night from Apr 21 to Apr 22
$134
includes taxes & fees
Apr 21 - Apr 22
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! (197 reviews)
"I had a great stay. There is valet parking, but honestly I never used it. just took advantage of the two hour parking around the area. If you move your car by 10am every morning to a new spot, you get another two hours. easy peasy. the room was clean and I like the stash closets on every floor. you ..."

Reviewed on Apr 12, 2025

Moxy Madison Downtown
Best Western West Towne Suites
Best Western West Towne Suites
2.5 out of 5
650 Grand Canyon Dr, Madison, WI
The price is $83 per night from Apr 22 to Apr 23
$83
includes taxes & fees
Apr 22 - Apr 23
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,168 reviews)
"I can’t say enough good things about this place. I have booked this hotel for 5 years or so every single year for horse fair. Love this place so much. Location is great, dining options are amazing, absolutely always feel safe in this area. Highly recommend staying here. I can’t ever remember the ..."

Reviewed on Apr 13, 2025

Best Western West Towne Suites
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
The price is $71 per night from Apr 22 to Apr 23
$71
includes taxes & fees
Apr 22 - Apr 23
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! (1,002 reviews)
"Clean quiet and safe. Very attentive and friendly staff."

Reviewed on Apr 7, 2025

Baymont by Wyndham Madison West/Middleton WI West
The Dylin
The Dylin
4 out of 5
611 E Dayton St, Madison, WI
The price is $137 per night from Apr 20 to Apr 21
$137
includes taxes & fees
Apr 20 - Apr 21
Stay at this 4-star aparthotel in Madison. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Camp Randall Stadium and Alliant ...
9.2/10 Wonderful! (37 reviews)
"This property was absolutely fantastic. The parking ramp was easy to use and the check in was seamless. We loved our stay so much and we were impressed by how much the Dylin had to offer in their rooms"

Reviewed on Apr 13, 2025

The Dylin
Best Western Premier Park Hotel
Best Western Premier Park Hotel
3.5 out of 5
22 S Carroll Street, Madison, WI
The price is $117 per night from Apr 20 to Apr 21
$117
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3.5-star spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,008 reviews)
"Amazing and elegant hotel. Would highly recommend. We will definitely be back."

Reviewed on Apr 14, 2025

Best Western Premier Park Hotel
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.