Title: $51 Cheap Flights to Windsor, MA - Expedia.com

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# $51 Cheap Flights to Windsor, MA

[View $51 flight on Tue, Mar 31, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:RDU,to:ALB,departure:3/31/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:50.61&airProductToken=AQotCisIzbABEgM3NDQY8aABIOAKKLyMiQMwpY2JAzhBQABYAWoCTk9yBUFOTzAwEgwIARABGAEqAk1YMgAYASIECAEQASgCKAMoBDAN) 

[Windsor Travel Guide](https://expedia.com/Windsor.dx6005427)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d6005427.Travel-Guide-Hotels)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d6005427.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d6005427.Destination-Travel-Guides)

## Popular airlines to Windsor

- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg)  
American Airlines  
[](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windsor, Massachusetts, United States of America,departure:3/18/2026TANYT&leg2=from:Windsor, Massachusetts, United States of America,to:CMH,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg)  
Delta  
[](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windsor, Massachusetts, United States of America,departure:3/18/2026TANYT&leg2=from:Windsor, Massachusetts, United States of America,to:CMH,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg)  
United  
[](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windsor, Massachusetts, United States of America,departure:3/18/2026TANYT&leg2=from:Windsor, Massachusetts, United States of America,to:CMH,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg)  
Southwest Airlines  
[](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windsor, Massachusetts, United States of America,departure:3/18/2026TANYT&leg2=from:Windsor, Massachusetts, United States of America,to:CMH,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg)  
JetBlue Airways  
[](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windsor, Massachusetts, United States of America,departure:3/18/2026TANYT&leg2=from:Windsor, Massachusetts, United States of America,to:CMH,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg)  
Alaska Airlines  
[](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windsor, Massachusetts, United States of America,departure:3/18/2026TANYT&leg2=from:Windsor, Massachusetts, United States of America,to:CMH,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/30/landing_airline_sq_logo_MX.svg)  
Breeze Airways  
[](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:Windsor, Massachusetts, United States of America,departure:3/18/2026TANYT&leg2=from:Windsor, Massachusetts, United States of America,to:CMH,departure:3/25/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"MX"}}])

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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 $97 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Roundtrip

![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif)

Sun, Sep 6 - Fri, Sep 11

RDU

Raleigh

ALB

Albany

$97

Roundtrip

found 7 hours ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:RDU,to:ALB,departure:9/6/2026TANYT&leg2=from:ALB,to:RDU,departure:9/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:96.22&airProductToken=AQotCisIzbABEgM4NTQY8aABIOAKKJmJlwMwgoqXAzhCQABYAWoCTk9yBUJOTzAwCi0KKwjNsAESAzM3NxjgCiDxoAEoscaXAzCox5cDOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN)

![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif)

Wed, May 13 - Tue, May 19

MCO

Orlando

ALB

Albany

$147

Roundtrip

found 4 days ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:ALB,departure:5/13/2026TANYT&leg2=from:ALB,to:MCO,departure:5/19/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:146.79&airProductToken=AQovCi0IwmwSBDI5MTkYzHAg4AoolPWMAzDA9owDOExAAFgBagJETnIIUEkyUVVFTDEKLwotCMJsEgQyOTIwGOAKIMxwKMiyjQMw_7ONAzhMQABYAWoCRE5yCFBJMlFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ)

![Southwest Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/wn.gif)

Fri, May 1 - Mon, May 18

MCO

Orlando

ALB

Albany

$147

Roundtrip

found 4 days ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:ALB,departure:5/1/2026TANYT&leg2=from:ALB,to:MCO,departure:5/18/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:146.79&airProductToken=AQowCi4I15wBEgQzMDY5GMxwIOAKKOftiwMwjO-LAzhWQABYAWoDV0dBcgdWTE5WSDJGCi8KLQjXnAESAzE3OBjgCiDMcCiKrI0DML6tjQM4VkAAWAFqA1dHQXIHVkxOVkgyRhIMCAEQARgBKgJXTjIAGAEiBAgBEAEoAigDKAQwAQ)

![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)

Tue, Jun 2 - Wed, Jun 3

MCO

Orlando

ALB

Albany

$177

Roundtrip

found 1 day ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:ALB,departure:6/2/2026TANYT&leg2=from:ALB,to:MCO,departure:6/3/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:176.39&airProductToken=AQpkCjAIwYIBEgQyNzQ1GMxwIEMo68-OAzD70I4DOEJAAFgBagVCQVNJQ3IIT1ZBSlpTQlYKMAjBggESBDIzNDcYQyDgCijb0o4DMKvTjgM4QkABWAFqBUJBU0lDcghPVkFKWlNCVgpoCjIIwYIBEgQzMjk0GOAKIOKaASj-4I4DMIjijgM4QkAAWAFqBUJBU0lDcghPVkFKWlNCVgoyCMGCARIEMTg3ORjimgEgzHAotOKOAzCd444DOEJAAVgBagVCQVNJQ3IIT1ZBSlpTQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL)

![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif)

Wed, Apr 22 - Sat, Apr 25

MCO

Orlando

ALB

Albany

$209

Roundtrip

found 5 days ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MCO,to:ALB,departure:4/22/2026TANYT&leg2=from:ALB,to:MCO,departure:4/25/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:208.40&airProductToken=AQpwCjYI1YIBEgQxMzYzGMxwIK4cKM-DiwMwkIWLAzhOQABYAWoKMV9iYXNpY2Vjb3IIS0FQNEFYQlMKNgjVggESBDE3NzgYrhwg4AooxIWLAzDAhosDOE5AAFgBagoxX2Jhc2ljZWNvcghLQVA0QVhCUwpvCjYI1YIBEgQ0MjM1GOAKIIgYKKWqiwMwh6uLAzhOQABYAWoKMV9iYXNpY2Vjb3IIS0FQNEFYQlMKNQjVggESAzY4ORiIGCDMcCjOq4sDMN2siwM4TkAAWAFqCjFfYmFzaWNlY29yCEtBUDRBWEJTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw)

## Find the cheapest month to fly from Columbus (CMH) to Albany (ALB)

### August is typically the cheapest month to fly

From $194 - $526 per traveler.

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=FTG_SPRING_PROMO_)

## Frequently asked questions

### Where can I learn more about changing or canceling my flight to Windsor?

### How do I find cheap flights to Windsor that have flexible change policies?

### What is the name of Windsor's airport?

### What airport is best to fly into Windsor?

### How many airlines fly to Windsor?

### How many nonstop flights are there to Windsor?

### Where are the most popular flights to Windsor departing from?

### How long is the flight to Windsor Airport?

### How to book the cheapest flight to Windsor?

### How to survive the flight to Windsor?

> - First and foremost, pack in your passport, travel docs, bank cards and daily medications. Next, you'll want some in-flight entertainment to help pass the time. A juicy book and a tablet crammed with your favorite shows are some wonderful options. If you hope to take a quick snooze, a neck pillow and some earplugs will also come in handy. Finally, leave some space for a few toiletry items so you'll arrive at your destination looking and feeling fresh.
> 
>   
> Do not pack the following items in your hand luggage:
> 
>   
> - While the list of banned items differs between air carriers, the general guide to follow is avoid carrying anything sharp, flammable or explosive. This includes things like box cutters, razor blades, fireworks and fuel. Sports equipment like baseball bats, and items that could harm other people, such as guns and swords, are also banned from the cabin.
> 
>   
> What to wear on a flight:
> 
>   
> - Your number one priority is to feel as comfortable as possible. Layer yourself up in natural fibers and pack a sweater just in case you get cold. Go for a pair of flat, slightly roomy shoes as it's possible that your feet and ankles will swell a little during the journey. Leave the high heels and heavy hiking boots in your checked luggage.
> - Unfortunately, a risk of long-distance travel is developing deep vein thrombosis (DVT), a blood clot condition caused by lengthy periods of inactivity. To prevent this from happening, take every opportunity to wander around the cabin. Compression tights and socks are also a great idea to help minimize this risk.

### How to get through airport security fast when flying to Windsor?

> - First things first. Your travel documents and passport will need to be shown to security personnel. Keep them handy so you don't hold up the queue.
> - Time to strip down. Well sort of. Your jacket, belt, keys and other contents of your pockets, like your headphones, will need to go through the X-ray machine. Make your life easier by removing them as it gets closer to your turn.
> - All your electronic devices, including your tablet and phone, are also required to be separately scanned.
> - Any gels or liquids, such as perfume or hand cream, that you want to bring on board must be no larger than 3.4 ounces (100 milliliters). They must also all fit inside a quart-size (one liter), clear zip-lock bag.
> - The right choice of footwear can save you a few precious minutes. Boots and heavy shoes are often required to be removed and X-rayed separately. Slip-on sneakers are usually not.
> - Sharp items are prohibited in the cabin. They'll be confiscated at security, so pack them in your checked luggage.

\*Flight schedules are subject to change.

## Book with confidence

# 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**

September 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 2026 starts from from $97, 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, JetBlue Airways, American Airlines, United 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](https://www.expedia.com/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. 

## Travel information

| Destination airport           | Albany Intl. |
| ----------------------------- | ------------ |
| Destination airport IATA code | ALB          |
| Destination city name         | Albany       |
| Roundtrip price               | $96          |

## Trending flights to Windsor

Prices were available within the past 7 days and start at $51 for one-way flights and $97 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Roundtrip

![Breeze Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/MX.gif)

Sun, Sep 6 - Fri, Sep 11

RDU

Raleigh

ALB

Albany

$97

Roundtrip

found 7 hours ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:RDU,to:ALB,departure:9/6/2026TANYT&leg2=from:ALB,to:RDU,departure:9/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:96.22&airProductToken=AQotCisIzbABEgM4NTQY8aABIOAKKJmJlwMwgoqXAzhCQABYAWoCTk9yBUJOTzAwCi0KKwjNsAESAzM3NxjgCiDxoAEoscaXAzCox5cDOEFAAFgBagJOT3IFQU5PMDASCggBEAEYASoCTVgYASIECAEQASgCKAMoBDAN)

\*Available to One Key members.