$51 Cheap Flights to Windsor, VA

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How much is the cheapest flight to Windsor?

Prices were available within the past 7 days and start at $51 for one-way flights and $109 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Frontier Airlines
Spirit Airlines
Delta
American Airlines

Find the cheapest month to fly from Columbus (CMH) to Norfolk (ORF)

May is typically the cheapest month to fly

From $105 - $306 per traveler.

Graph displaying average flight prices per month

Alternative airports near Windsor

Prices were available within the past 7 days. Prices and availability are subject to change.

Tips to find the cheapest flights to Windsor

The cheapest day to fly

Get started finding a cheap flight to Windsor on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

October is the cheapest month to fly to Windsor. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Windsor. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Windsor, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Windsor

The lowest price for round-trip flights to Windsor in 2025 starts from from $109, while one-way tickets start from from $51. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Windsor. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Windsor

Breeze Airways, Southwest Airlines, Frontier Airlines, Spirit Airlines, JetBlue Airways, Delta, American Airlines are just some of the airlines that can typically offer cheap tickets to Windsor. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Windsor and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Windsor, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Windsor. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Windsor plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Windsor

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Windsor.

Stopover savings

The cheapest tickets to Windsor are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Windsor. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Windsor for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Windsor. Simply download the free Expedia app to your smart device and activate Windsor flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Windsor. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

What month is the cheapest to fly to Windsor?
Flights to Windsor are typically the cheapest in September *. You may be able to land a good deal for fares during this month if you keep your eyes peeled. *Cheapest month to fly is based on the month with the cheapest flight found on Expedia.com in the next 330 days.
Which US cities have the cheapest flights to Windsor?
Score cheap flights to Windsor from Charlotte, New York and Washington. These cities usually offer the lowest fares to this destination. But remember that seasonality, demand and stopovers will also influence rates, so remain flexible and book when prices are right.
Which US cities fly direct to Windsor?
Pick from 27 US cities with direct flights to Windsor. While booking on Expedia, select the "Direct flights only" box to compare nonstop options. Fly to Windsor from any of these top cities:

  • Charlotte
  • New York
  • Washington
  • Atlanta
  • Chicago

How to find a cheap flight to Windsor?
Making travel plans in the low season and booking early are two good ways to snag cheap flights to Windsor. Or, consider departing on a Thursday, which, on average, is 16% cheaper than departing on a Sunday.* Want to be the first to know when fares fall? Just set up price tracking on the Expedia app for real-time updates.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Windsor?
You can find awesome deals on last-minute departures to Windsor, especially if your travel arrangements are flexible. Think about departing from a different hub, changing your trip dates or choosing an alternative carrier to get a cheap flight to Windsor.
How far in advance should I book a flight to Windsor?
To pick up the best deals on domestic journeys, book your flight to Windsor 28 days ahead of your travel dates. For international flights, book between two and four months in advance. This improves your chances of locking in your preferred departure dates, times and seats.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Windsor?
Sundays are typically the best day to book a cheap flight to Windsor, with savings of around 8% on average compared to a Friday. If you choose to purchase on a Friday, expect to pay more as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Windsor?
A total of 6 airlines connect 25 airports across the globe to Windsor. Here are some of the most popular airlines to Windsor, where Richmond Intl. Airport (RIC) is the major entry point:

  • American Airlines
  • Delta Air Lines
  • United Airlines
  • JetBlue Airways

Where do you fly into Windsor?
If you're flying to Windsor, the main airport to arrive at is Newport News - Williamsburg Intl. Airport (PHF). You can also head for nearby hubs like Norfolk Intl. Airport (ORF), Richmond Intl. Airport (RIC) or Dinwiddie County Airport (PTB). Another possibility to think about when you fly to Windsor is Elizabeth City, NC (ECG-Elizabeth City-Pasquotank County Regional).
How far is the airport from central Windsor?
If you're flying into Newport News - Williamsburg Intl. Airport (PHF), you'll be approximately 25 mi northeast of central Windsor.
Can I save money by booking a Windsor trip package?
Bundle your flight and hotel and you could save hundreds of dollars. What's more, you can add extras like car rentals and tours to your Windsor flight and hotel package deal. With Expedia, it's easy to book all your Windsor travel arrangements in one place.
Can I change or cancel my flight to Windsor?
You can often change or cancel your flight to Windsor within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may receive credit for future travel rather than a direct refund. Remember to check the airline's rules and restrictions in your itinerary for specific details. You can use Expedia's "Changes included" or "No cancel fee" filters during your search to secure cheap flights to Windsor with flexible change policies. For additional information, head to our Customer Service Portal.
Flights to Windsor information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Destination city name
Norfolk
Roundtrip price
$108

Trending flights to Windsor

Prices were available within the past 7 days and start at $51 for one-way flights and $109 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines

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