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Windsor

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Windsor Flights as Low as $159

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

Frontier Airlines
Thu, Aug 28 - Sun, Aug 31
DEN
Denver Intl.
MSN
Dane County Regional
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Aug 28 from Denver Intl. to Dane County Regional, returning Sun, Aug 31, priced at $159 found 1 day ago
Bargain Flight
Sat, Sep 20 - Tue, Sep 23
GRR
Gerald R. Ford Intl.
MSN
Dane County Regional
$182 Roundtrip, found 23 hours ago
$182
Roundtrip
found 23 hours ago
Select Bargain Flight flight, departing Sat, Sep 20 from Gerald R. Ford Intl. to Dane County Regional, returning Tue, Sep 23, priced at $182 found 23 hours ago
Bargain Flight
Tue, Jul 8 - Tue, Jul 15
BNA
Nashville Intl.
MSN
Dane County Regional
$190 Roundtrip, found 22 hours ago
$190
Roundtrip
found 22 hours ago
Select Bargain Flight flight, departing Tue, Jul 8 from Nashville Intl. to Dane County Regional, returning Tue, Jul 15, priced at $190 found 22 hours ago
American Airlines
Tue, Nov 4 - Sat, Nov 15
IAH
George Bush Intercontinental
MSN
Dane County Regional
$199 Roundtrip, found 14 hours ago
$199
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Tue, Nov 4 from George Bush Intercontinental to Dane County Regional, returning Sat, Nov 15, priced at $199 found 14 hours ago
United
Tue, Sep 16 - Tue, Sep 23
EWR
Newark Liberty Intl. Airport
MSN
Dane County Regional
$209 Roundtrip, found 23 hours ago
$209
Roundtrip
found 23 hours ago
Select United flight, departing Tue, Sep 16 from Newark Liberty Intl. Airport to Dane County Regional, returning Tue, Sep 23, priced at $209 found 23 hours ago
Bargain Flight
Tue, Jul 8 - Tue, Jul 15
CLT
Charlotte-Douglas Intl.
MSN
Dane County Regional
$215 Roundtrip, found 15 hours ago
$215
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Tue, Jul 8 from Charlotte-Douglas Intl. to Dane County Regional, returning Tue, Jul 15, priced at $215 found 15 hours ago
Bargain Flight
Tue, Aug 5 - Tue, Aug 12
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Aug 5 from Ronald Reagan Washington National to Dane County Regional, returning Tue, Aug 12, priced at $218 found 1 day ago
United
Sat, Jul 26 - Wed, Jul 30
RDU
Raleigh - Durham Intl.
MSN
Dane County Regional
$218 Roundtrip, found 17 hours ago
$218
Roundtrip
found 17 hours ago
Select United flight, departing Sat, Jul 26 from Raleigh - Durham Intl. to Dane County Regional, returning Wed, Jul 30, priced at $218 found 17 hours ago
Bargain Flight
Tue, Aug 5 - Thu, Aug 14
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$219 Roundtrip, found 3 hours ago
$219
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to Dane County Regional, returning Thu, Aug 14, priced at $219 found 3 hours ago
Delta
Fri, Jul 4 - Sat, Jul 5
BWI
Baltimore Washington Intl. Thurgood Marshall
MSN
Dane County Regional
$221 Roundtrip, found 1 day ago
$221
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jul 4 from Baltimore Washington Intl. Thurgood Marshall to Dane County Regional, returning Sat, Jul 5, priced at $221 found 1 day ago
American Airlines
Tue, Jul 8 - Wed, Jul 23
AUS
Austin-Bergstrom Intl.
MSN
Dane County Regional
$225 Roundtrip, found 23 hours ago
$225
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, Jul 8 from Austin-Bergstrom Intl. to Dane County Regional, returning Wed, Jul 23, priced at $225 found 23 hours ago
American Airlines
Wed, Jul 2 - Wed, Jul 9
CLD
McClellan-Palomar
MSN
Dane County Regional
$288 Roundtrip, found 1 day ago
$288
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 2 from McClellan-Palomar to Dane County Regional, returning Wed, Jul 9, priced at $288 found 1 day ago
American Airlines
Wed, Sep 24 - Fri, Oct 3
SFO
San Francisco Intl.
MSN
Dane County Regional
$289 Roundtrip, found 2 hours ago
$289
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Sep 24 from San Francisco Intl. to Dane County Regional, returning Fri, Oct 3, priced at $289 found 2 hours ago
Delta
Tue, Jul 29 - Wed, Aug 6
ONT
Los Angeles - Ontario Intl.
MSN
Dane County Regional
$349 Roundtrip, found 4 days ago
$349
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jul 29 from Los Angeles - Ontario Intl. to Dane County Regional, returning Wed, Aug 6, priced at $349 found 4 days ago
Delta
Tue, Jul 22 - Sat, Jul 26
DFW
Dallas-Fort Worth Intl.
MSN
Dane County Regional
$349 Roundtrip, found 4 days ago
$349
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jul 22 from Dallas-Fort Worth Intl. to Dane County Regional, returning Sat, Jul 26, priced at $349 found 4 days ago
American Airlines
Wed, Jun 18 - Sat, Jun 21
SJU
Luis Munoz Marin Intl.
MSN
Dane County Regional
$379 Roundtrip, found 1 day ago
$379
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jun 18 from Luis Munoz Marin Intl. to Dane County Regional, returning Sat, Jun 21, priced at $379 found 1 day 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 August, 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 11 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 $159, 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 $159 right now, why wait?

Windsor Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$158

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! (879 reviews)
"The breakfast is very disappointing. It needs a little more variety. Some ham or bacon or sausage links would be nice. Also orange juice would be good"

Reviewed on Jun 14, 2025

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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
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! (2,694 reviews)
"Excellent hotel right in the heart of downtown."

Reviewed on Jun 15, 2025

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The Madison Concourse Hotel and Governor's Club
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! (961 reviews)
"Staff is friendly and the environment is clean and fancy."

Reviewed on Jun 16, 2025

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DoubleTree by Hilton Madison East
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! (1,149 reviews)
"Has the appearance of DIY maintenance."

Reviewed on Jun 15, 2025

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AmericInn by Wyndham Madison West
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

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Moxy Madison Downtown
DoubleTree by Hilton Madison Downtown
DoubleTree by Hilton Madison Downtown
4 out of 5
525 West Johnson Street, Madison, WI
Stay at this 4-star 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! (1,000 reviews)
"Liked the property and area"

Reviewed on Jun 9, 2025

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DoubleTree by Hilton Madison Downtown
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 3-star hotel in Madison. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our ...
8/10 Very Good! (1,234 reviews)
"Friendly"

Reviewed on Jun 16, 2025

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La Quinta Inn & Suites by Wyndham Madison American Center
Best Western Premier Park Hotel
Best Western Premier Park Hotel
3.5 out of 5
22 S Carroll Street, Madison, WI
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! (1,001 reviews)
"Worried about staying at the Best Western…not an issue at this location…awesome friendly staff from the valet, checkin, maids all top notch!"

Reviewed on Jun 13, 2025

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Best Western Premier Park Hotel
See all 417 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.