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Windsor

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Windsor Flights as Low as $188

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United

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 16 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 $188, 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 $188 right now, why wait?

Windsor Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$188

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! (925 reviews)
"It was a nice place to stay@"

Reviewed on Aug 4, 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! (2,950 reviews)
"Great location and excellent value. Having a restaurant and bar on site was a huge plus. Shuttle to the airport at 5 am was appreciated!"

Reviewed on Aug 5, 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! (1,004 reviews)
"I can’t say enough great things about my stay at the Baymont Hotel West in Madison! From the moment I arrived, every staff member I encountered went above and beyond to make me feel welcome and taken care of. Their customer service is truly top-notch, friendly, professional, and always eager to help ..."

Reviewed on Aug 4, 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 ...
8.8/10 Excellent! (1,165 reviews)
"Excellent breakfast buffet. Super comfy bed and pillows."

Reviewed on Aug 5, 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! (1,554 reviews)
"Room was clean. Easy check in. No problems with noise. Internet was unreliable and slow though."

Reviewed on Aug 6, 2025

Baymont Inn & Suites by Wyndham 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! (1,000 reviews)
"I loved it! The staff were amazing and so friendly loved the ladies at worked at the front desk! Beds are a little hard but other than that the room was very clean and the building alone was gorgeous to walk through"

Reviewed on Aug 4, 2025

Best Western Premier Park Hotel
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd, Madison, WI
Stay at this motel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.6/10 (1,002 reviews)
"The staff was friendly and courteous and helpful with my stay at motel 6"

Reviewed on Aug 6, 2025

Motel 6 Madison, WI - East
Best Western West Towne Suites

Best Western West Towne Suites

2.5 out of 5
650 Grand Canyon 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 helpful staff ...
8.6/10 Excellent! (1,171 reviews)
"Excellent"

Reviewed on Aug 7, 2025

Best Western West Towne Suites
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.