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Windsor

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Windsor Flights as Low as $174

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

Frontier Airlines
Mon, Aug 25 - Sun, Aug 31
DEN
Denver Intl.
MSN
Dane County Regional
$174 Roundtrip, found 1 day ago
$174
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Aug 25 from Denver Intl. to Dane County Regional, returning Sun, Aug 31, priced at $174 found 1 day ago
Bargain Flight
Tue, Oct 14 - Sat, Oct 25
CMH
John Glenn Columbus Intl.
MSN
Dane County Regional
$184 Roundtrip, found 20 hours ago
$184
Roundtrip
found 20 hours ago
Select Bargain Flight flight, departing Tue, Oct 14 from John Glenn Columbus Intl. to Dane County Regional, returning Sat, Oct 25, priced at $184 found 20 hours ago
Bargain Flight
Tue, Aug 19 - Sat, Aug 23
BNA
Nashville Intl.
MSN
Dane County Regional
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Aug 19 from Nashville Intl. to Dane County Regional, returning Sat, Aug 23, priced at $190 found 1 day ago
American Airlines
Tue, Nov 4 - Sat, Nov 15
IAH
George Bush Intercontinental
MSN
Dane County Regional
$199 Roundtrip, found 22 hours ago
$199
Roundtrip
found 22 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 22 hours ago
Bargain Flight
Tue, Aug 5 - Thu, Aug 14
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$209 Roundtrip, found 3 days ago
$209
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to Dane County Regional, returning Thu, Aug 14, priced at $209 found 3 days ago
Bargain Flight
Tue, Oct 7 - Wed, Oct 15
RIC
Richmond Intl.
MSN
Dane County Regional
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 7 from Richmond Intl. to Dane County Regional, returning Wed, Oct 15, priced at $210 found 1 day ago
United
Fri, Oct 31 - Sun, Nov 2
STL
Lambert-St. Louis Intl.
MSN
Dane County Regional
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select United flight, departing Fri, Oct 31 from Lambert-St. Louis Intl. to Dane County Regional, returning Sun, Nov 2, priced at $214 found 1 day ago
American Airlines
Tue, Sep 16 - Sat, Sep 20
LAS
Harry Reid Intl.
MSN
Dane County Regional
$229 Roundtrip, found 7 hours ago
$229
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Sep 16 from Harry Reid Intl. to Dane County Regional, returning Sat, Sep 20, priced at $229 found 7 hours ago
Bargain Flight
Tue, Aug 12 - Tue, Aug 19
DFW
Dallas-Fort Worth Intl.
MSN
Dane County Regional
$236 Roundtrip, found 3 days ago
$236
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Aug 12 from Dallas-Fort Worth Intl. to Dane County Regional, returning Tue, Aug 19, priced at $236 found 3 days ago
United
Tue, Jul 22 - Sat, Jul 26
ORD
O'Hare Intl.
MSN
Dane County Regional
$244 Roundtrip, found 1 day ago
$244
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jul 22 from O'Hare Intl. to Dane County Regional, returning Sat, Jul 26, priced at $244 found 1 day ago
Delta
Sat, Aug 23 - Sun, Aug 31
PVD
T.F. Green
MSN
Dane County Regional
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 23 from T.F. Green to Dane County Regional, returning Sun, Aug 31, priced at $252 found 1 day ago
Delta
Tue, Aug 19 - Tue, Aug 26
FLL
Fort Lauderdale - Hollywood Intl.
MSN
Dane County Regional
$254 Roundtrip, found 22 hours ago
$254
Roundtrip
found 22 hours ago
Select Delta flight, departing Tue, Aug 19 from Fort Lauderdale - Hollywood Intl. to Dane County Regional, returning Tue, Aug 26, priced at $254 found 22 hours ago
Delta
Wed, Jul 16 - Tue, Jul 29
BWI
Baltimore Washington Intl. Thurgood Marshall
MSN
Dane County Regional
$263 Roundtrip, found 23 hours ago
$263
Roundtrip
found 23 hours ago
Select Delta flight, departing Wed, Jul 16 from Baltimore Washington Intl. Thurgood Marshall to Dane County Regional, returning Tue, Jul 29, priced at $263 found 23 hours ago
Delta
Tue, Jul 15 - Tue, Jul 22
AUS
Austin-Bergstrom Intl.
MSN
Dane County Regional
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 15 from Austin-Bergstrom Intl. to Dane County Regional, returning Tue, Jul 22, priced at $264 found 1 day ago
Breeze Airways
Wed, Aug 13 - Tue, Sep 23
LAX
Los Angeles Intl.
MSN
Dane County Regional
$271 Roundtrip, found 22 hours ago
$271
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Wed, Aug 13 from Los Angeles Intl. to Dane County Regional, returning Tue, Sep 23, priced at $271 found 22 hours ago
Bargain Flight
Tue, Dec 23 - Tue, Dec 30
CLT
Charlotte-Douglas Intl.
MSN
Dane County Regional
$281 Roundtrip, found 1 day ago
$281
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Dec 23 from Charlotte-Douglas Intl. to Dane County Regional, returning Tue, Dec 30, priced at $281 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 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 $174, 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 $174 right now, why wait?

Windsor Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$174

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! (898 reviews)
"Certain things could use some maintenance. Was 105 in the pool area."

Reviewed on Jul 7, 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! (2,829 reviews)
"A good place to stay for my one-night overnight in Madison. The staff is super helpful. I was very impressed to learn that when I arrived at the airport too late to catch the hotel’s shuttle, they paid for my cab ride (the hotel apparently has an agreement with certain of the cab companies for this). ..."

Reviewed on Jul 10, 2025

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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 ...
7.8/10 Good! (1,012 reviews)
Good choice if you're in Madison.
"Great place, great rate."

Reviewed on Jul 8, 2025

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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! (1,156 reviews)
"Very good breakfast that started serving at 6 am."

Reviewed on Jul 6, 2025

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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! (1,558 reviews)
"."

Reviewed on Jul 11, 2025

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Baymont Inn & Suites by Wyndham Madison
Best Western Plus InnTowner Madison
Best Western Plus InnTowner Madison
3 out of 5
2424 University Avenue, Madison, WI
Stay at this 3-star hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our ...
9/10 Wonderful! (1,005 reviews)
"The room was impeccably clean, the breakfast was good and the location is perfect."

Reviewed on Jul 14, 2025

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Best Western Plus InnTowner Madison
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! (1,015 reviews)
"Front desk staff member was very helpful. I thought the hotels list of their favourite restaurants in the neighbourhood was very thoughtful especially as there is a restaurant on site. Valet parking was very prompt at check in and checkout"

Reviewed on Jul 12, 2025

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Best Western Premier Park Hotel
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! (1,002 reviews)
"Very clean, staff was friendly"

Reviewed on Jul 8, 2025

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DoubleTree by Hilton Madison Downtown
See all 421 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.