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Windsor

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Windsor Flights as Low as $203

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Wed, Mar 4 - Wed, Mar 11
IAH
George Bush Intercontinental
MSN
Dane County Regional
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Mar 4 from George Bush Intercontinental to Dane County Regional, returning Wed, Mar 11, priced at $203 found 3 days ago
Bargain Flight
Sat, Feb 14 - Tue, Feb 17
MCI
Kansas City Intl.
MSN
Dane County Regional
$206 Roundtrip, found 1 day ago
$206
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Feb 14 from Kansas City Intl. to Dane County Regional, returning Tue, Feb 17, priced at $206 found 1 day ago
Frontier Airlines
Thu, Mar 5 - Sat, Mar 7
IAH
George Bush Intercontinental
MSN
Dane County Regional
$213 Roundtrip, found 3 days ago
$213
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Mar 5 from George Bush Intercontinental to Dane County Regional, returning Sat, Mar 7, priced at $213 found 3 days ago
Bargain Flight
Wed, Feb 11 - Sat, Feb 14
GSP
Greenville-Spartanburg Intl.
MSN
Dane County Regional
$220 Roundtrip, found 23 hours ago
$220
Roundtrip
found 23 hours ago
Select Bargain Flight flight, departing Wed, Feb 11 from Greenville-Spartanburg Intl. to Dane County Regional, returning Sat, Feb 14, priced at $220 found 23 hours ago
Frontier Airlines
Thu, Apr 9 - Sun, Apr 12
LAX
Los Angeles Intl.
MSN
Dane County Regional
$225 Roundtrip, found 12 hours ago
$225
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Apr 9 from Los Angeles Intl. to Dane County Regional, returning Sun, Apr 12, priced at $225 found 12 hours ago
Delta
Wed, Jul 8 - Tue, Jul 14
MSY
Louis Armstrong New Orleans Intl.
MSN
Dane County Regional
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jul 8 from Louis Armstrong New Orleans Intl. to Dane County Regional, returning Tue, Jul 14, priced at $238 found 2 days ago
American Airlines
Tue, Feb 10 - Tue, Feb 17
IAH
George Bush Intercontinental
MSN
Dane County Regional
$239 Roundtrip, found 4 days ago
$239
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Feb 10 from George Bush Intercontinental to Dane County Regional, returning Tue, Feb 17, priced at $239 found 4 days ago
Delta
Tue, Feb 10 - Tue, Feb 17
IAH
George Bush Intercontinental
MSN
Dane County Regional
$242 Roundtrip, found 4 days ago
$242
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Feb 10 from George Bush Intercontinental to Dane County Regional, returning Tue, Feb 17, priced at $242 found 4 days ago
Delta
Wed, Mar 4 - Mon, Mar 9
IAH
George Bush Intercontinental
MSN
Dane County Regional
$245 Roundtrip, found 3 days ago
$245
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Mar 4 from George Bush Intercontinental to Dane County Regional, returning Mon, Mar 9, priced at $245 found 3 days ago
Delta
Fri, Jul 10 - Tue, Jul 14
MSY
Louis Armstrong New Orleans Intl.
MSN
Dane County Regional
$248 Roundtrip, found 2 days ago
$248
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jul 10 from Louis Armstrong New Orleans Intl. to Dane County Regional, returning Tue, Jul 14, priced at $248 found 2 days ago
Delta
Fri, Feb 13 - Fri, Feb 20
MCI
Kansas City Intl.
MSN
Dane County Regional
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Feb 13 from Kansas City Intl. to Dane County Regional, returning Fri, Feb 20, priced at $249 found 1 day ago
Delta
Tue, Feb 10 - Sat, Feb 14
GSP
Greenville-Spartanburg Intl.
MSN
Dane County Regional
$251 Roundtrip, found 23 hours ago
$251
Roundtrip
found 23 hours ago
Select Delta flight, departing Tue, Feb 10 from Greenville-Spartanburg Intl. to Dane County Regional, returning Sat, Feb 14, priced at $251 found 23 hours ago
Delta
Fri, Feb 13 - Sun, Feb 15
MCI
Kansas City Intl.
MSN
Dane County Regional
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Feb 13 from Kansas City Intl. to Dane County Regional, returning Sun, Feb 15, priced at $255 found 1 day ago
Bargain Flight
Fri, Feb 6 - Mon, Feb 9
MSY
Louis Armstrong New Orleans Intl.
MSN
Dane County Regional
$256 Roundtrip, found 15 hours ago
$256
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Fri, Feb 6 from Louis Armstrong New Orleans Intl. to Dane County Regional, returning Mon, Feb 9, priced at $256 found 15 hours ago
Delta
Tue, Feb 24 - Sun, Mar 8
MSP
Minneapolis - St. Paul Intl.
MSN
Dane County Regional
$259 Roundtrip, just found
$259
Roundtrip
just found
Select Delta flight, departing Tue, Feb 24 from Minneapolis - St. Paul Intl. to Dane County Regional, returning Sun, Mar 8, priced at $259 just found
Bargain Flight
Tue, Feb 17 - Tue, Feb 24
BOS
Logan Intl.
MSN
Dane County Regional
$261 Roundtrip, found 5 days ago
$261
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Tue, Feb 17 from Logan Intl. to Dane County Regional, returning Tue, Feb 24, priced at $261 found 5 days ago

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 March, 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 $203, 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 $203 right now, why wait?

Windsor Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$203

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 ...
7/10 Good! (1,002 reviews)
Staff was rude

Reviewed on Jan 2, 2026

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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! (3,462 reviews)
So I had initially attempted to book a three day stay and upon doing so I had a staff member interrupt me and stopped me and tell me that they didn’t have availability or reservation availability for Saturday and therefore she would have to charge me individually for the first night, which was Friday ...

Reviewed on Jan 20, 2026

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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 ...
8/10 Very Good! (1,141 reviews)
The room was clean and the pool area was excellent. Really like how the pool is warm. The breakfast was a good variety of foods.

Reviewed on Jan 19, 2026

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Baymont by Wyndham Madison West/Middleton WI West
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! (1,406 reviews)
Room seemed clean, toilet ran all night needs parts, bed had pit in it you roll to center, I wish all hotels quit adding flour to scrambeld eggs and serve horrible sausage. Staff was great

Reviewed on Jan 19, 2026

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La Quinta Inn & Suites by Wyndham Madison American Center
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 out of 5
483 Commerce Dr Madison WI
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 pool in our ...
9/10 Wonderful! (1,003 reviews)
The pillows were amazing! The bed was okay! The breakfast was tasty and it wasn’t the same everyday. The people were friendly and helpful! The hot tub is huge and nice and hot! It helped melt away the winter aches. There are lots of good shops nearby. We had fun!

Reviewed on Jan 9, 2026

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Hampton Inn & Suites Madison-West
Hilton Garden Inn Madison Downtown

Hilton Garden Inn Madison Downtown

3 out of 5
770 Regent Street Madison WI
Book a stay at this business-friendly hotel in Madison. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the ...
9.2/10 Wonderful! (843 reviews)
Space was clean. Staff was friendly and welcoming.

Reviewed on Jan 16, 2026

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Hilton Garden Inn Madison Downtown
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

4 out of 5
525 West Johnson Street Madison WI
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
9.4/10 Exceptional! (1,001 reviews)
Very helpful friendly staff. Very clean room.

Reviewed on Jan 9, 2026

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DoubleTree by Hilton Madison Downtown
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! (1,005 reviews)
The location the facilities the stuff all amazing !

Reviewed on Jan 16, 2026

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The Edgewater
See all 403 properties in Windsor
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.