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Windsor

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Windsor Flights as Low as $92

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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 PHF 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 January, 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 Newport News - Williamsburg Intl. 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 $92, 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 $92 right now, why wait?

Windsor Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$91

Last Minute Hotel Deals in Windsor

Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

3.5 out of 5
1700 Coliseum Drive Hampton VA
Book a stay at this family-friendly hotel in Hampton. Enjoy free breakfast, room service, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,199 reviews)
Yes enjoyed the breakfast

Reviewed on Jan 1, 2026

Embassy Suites by Hilton Hampton Convention Center
Hyatt Place Hampton Convention Center

Hyatt Place Hampton Convention Center

3 out of 5
1905 Coliseum Dr Hampton VA
Book a stay at this business-friendly hotel in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,340 reviews)
The shower’s water pressure was awesome!!!

Reviewed on Jan 4, 2026

Hyatt Place Hampton Convention Center
Norfolk Waterside Marriott

Norfolk Waterside Marriott

3.5 out of 5
235 E Main St Norfolk VA
Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,007 reviews)
Wonderful experience

Reviewed on Jan 3, 2026

Norfolk Waterside Marriott
Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

3.5 out of 5
700 Monticello Avenue Norfolk VA
Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
6.6/10 (1,005 reviews)
Loud noise into the late night.

Reviewed on Jan 3, 2026

Wyndham Garden Norfolk Downtown
Sheraton Norfolk Waterside Hotel

Sheraton Norfolk Waterside Hotel

3.5 out of 5
777 Waterside Dr Norfolk VA
Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,010 reviews)
The room was clean, it was quiet. In walking distance to several restaurants. 15min, or less, away from outlet shopping, casinos, and other attractions. Enjoyed the buffet breakfast and also had a drink and food at the bar. Parking is a drawback. Valet is $35 a day. Stayed in a corner room with a ...

Reviewed on Jan 4, 2026

Sheraton Norfolk Waterside Hotel
Courtyard by Marriott Norfolk Downtown

Courtyard by Marriott Norfolk Downtown

3 out of 5
520 Plume street Norfolk VA
Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8/10 Very Good! (1,010 reviews)
yes

Reviewed on Jan 5, 2026

Courtyard by Marriott Norfolk Downtown
Hilton Norfolk The Main

Hilton Norfolk The Main

4 out of 5
100 East Main Street Norfolk VA
Book a stay at this business-friendly hotel in Norfolk. Enjoy 3 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (1,001 reviews)
Most Beautiful Hotel Ever!

Reviewed on Jan 5, 2026

Hilton Norfolk The Main
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd Williamsburg VA
Book a stay at this beach hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,002 reviews)
Amazing community/resort! Staff was great, condo was great! My ONLY critique, not even a complaint, is that the televisions are not smart TVs. I was able to find a cable at Walmart to use the TV as a display for my phone so we could binge watch our shows, but other than that, we had a LOVELY ...

Reviewed on Jan 3, 2026

Kingsmill Resort
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.