S$299 Cheap Flights to Windsor

View S$299 flight on Sun, 21 Dec, 2025Opens in a new window

Popular airlines to Windsor

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Cheap round-trip flights to Windsor

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, 21 Dec - Sun, 28 Dec
DFW
Dallas
BDL
Hartford
S$665 Return, found 8 hours ago
S$665
Return
found 8 hours ago
Select Delta flight, departing Sun, 21 Dec from Dallas to Hartford, returning Sun, 28 Dec, priced at S$665 found 8 hours ago
American Airlines
Sun, 21 Dec - Sun, 28 Dec
DFW
Dallas
BDL
Hartford
S$705 Return, found 8 hours ago
S$705
Return
found 8 hours ago
Select American Airlines flight, departing Sun, 21 Dec from Dallas to Hartford, returning Sun, 28 Dec, priced at S$705 found 8 hours ago
United
Sun, 21 Dec - Sun, 28 Dec
DFW
Dallas
BDL
Hartford
S$724 Return, found 8 hours ago
S$724
Return
found 8 hours ago
Select United flight, departing Sun, 21 Dec from Dallas to Hartford, returning Sun, 28 Dec, priced at S$724 found 8 hours ago
Air Canada
Thu, 13 Nov - Tue, 18 Nov
SIN
Singapore
BDL
Hartford
S$1,224 Return, found 5 days ago
S$1,224
Return
found 5 days ago
Select Air Canada flight, departing Thu, 13 Nov from Singapore to Hartford, returning Tue, 18 Nov, priced at S$1,224 found 5 days ago
Japan Airlines
Wed, 21 Jan - Tue, 3 Feb
SIN
Singapore
BDL
Hartford
S$1,519 Return, found 2 days ago
S$1,519
Return
found 2 days ago
Select Japan Airlines flight, departing Wed, 21 Jan from Singapore to Hartford, returning Tue, 3 Feb, priced at S$1,519 found 2 days ago

Find the cheapest month to fly from Columbus (CMH) to Hartford (BDL)

May is typically the cheapest month to fly

From S$132 - S$479 per traveller.

Find Your Flights to Windsor HFD

Cheap flights to Windsor (HFD)

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

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Windsor.

Return prices range from S$665 - S$1,519 and one-ways Windsor start as low as S$299.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

 

Airlines that fly to Windsor (HFD)

You have several options for which airline you choose to travel with to Windsor. There are 10 airlines flying into HFD: Delta, American Airlines, United, Air Canada, Lufthansa, Japan Airlines. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check in a bag or bring hand baggage, it's worth checking whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked in/hand baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

 

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Windsor (HFD) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to HFD in December and in December for one-ways.

 

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Frequently asked questions

What is the name of Windsor's airport?
Windsor is served by a single airport, Bradley Intl. Airport (BDL).
How far is BDL from central Windsor?
If you're staying in central Windsor, you'll be there within moments after flying into BDL. This terminal is just 10 kilometres from the downtown area.
What airport is best to fly into Windsor?
Bradley Intl. Airport (BDL) is the only major airport in Windsor. Before you step on the plane, it's a wise idea to find out a thing or two about it. The terminal is situated 10 kilometres from the downtown area.
How many airlines fly to Windsor?
There are 13 airlines connecting Windsor to 38 airports from all over the globe.
Which airlines fly to Windsor?
Flights into Windsor are typically run by American Airlines. The largest proportion of these flights jet off from Washington, with American Airlines servicing this route the most.
How many nonstop flights are there to Windsor?
Flying to a new place is much easier when there aren't any annoying stopovers to slow you down. If you're making your way to Windsor, the fantastic news is that there are roughly 489 nonstop flights each week.
Where are the most popular flights to Windsor departing from?
The most popular flights to Windsor leave from Washington, Chicago and Atlanta airports.
How long is the flight to Windsor Airport?
Which airport you depart from determines how much of the in-flight entertainment you'll get to enjoy. From Washington to Windsor, the average flight time is 1 hour and 25 minutes. From Chicago it's roughly 2 hours and 7 minutes, and from Atlanta it's 2 hours and 11 minutes.
How to book the cheapest flight to Windsor?
Don't leave booking your flight to Windsor until the very last minute. That's one trick frequent travellers use to get the best deals. Booking in advance means more choices and less expensive flights. Another fantastic way to land the most affordable fare is to research all options. If your destination has multiple airports, research the cost of flying into a smaller terminal. And finally, remember that it's first in, best dressed. Familiarise yourself with airfare costs and have your credit card ready to grab your ticket as soon as you see a great bargain. The best deals never last long.
Do you have any tips for my flight to Windsor?
If you're not prepared, travelling can be testing. But there's no need to worry. Follow these tips and tricks for a comfortable start to your time in Windsor. What to pack in your hand luggage:

  • A plane trip can be a comfortable experience if you've got all the right stuff. First things first, you'll need basic toiletry items, such as a toothbrush and hairbrush, a spare pair of socks and a good book. Next, make room in your hand luggage for your electronic gadgets, chargers, your important medications and perhaps a proper neck pillow as well. Last, but definitely not least, don't forget to bring your passport, travel docs and some cash.

Do not pack the following items in your hand luggage:

  • Put all your full-sized bottles of shampoo and hair gel in your checked luggage. Any gels or liquids in your carry-on bag larger than 3.4 ounces (100 millilitres) will be confiscated. Sharp objects, like your trusty Swiss Army knife, and products which are flammable or explosive, such as flares, bleaching agents and strong acids, are also restricted.

What to wear on a flight:

  • Comfort should be your main concern when deciding what to wear on your flight. Loose, breathable clothing is a smart choice, as are enclosed shoes like sneakers.
  • The result of sustained periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect passengers during long-distance flights. Lower your risks by staying hydrated, keeping your legs moving and wearing compression socks to help your circulation.

How to get through airport security fast when flying to Windsor?
The answer is simple — be organised. We've put together some tips and tricks for a speedy trip through security. Look out Windsor, here you come:

  • Have your travel documents and ID close by. They're the first things you'll be asked to present to security.
  • The X-ray machine is up next. Remove anything metal on you that is likely to set off the scanner's alarm. This includes items like earphones or headphones, as well as heavy jackets or coats. They'll all need to go on the X-ray conveyor belt.
  • Your electronic gadgets like laptops and phones will also need to go on a tray for inspection. No need to worry though, you'll be back online soon enough.
  • Want to bring along your favourite perfume? Not a problem. As long as the volume is no larger than 3.4 ounces (100 millilitres) and it's stored in a clear zip-close bag, you can bring it with you in your carry-on bag.
  • Choosing your footwear wisely can save you valuable minutes. Boots and bulky shoes are often required to be removed and X-rayed separately. Lightweight sneakers are usually not.
  • Airlines won't allow any sharp objects in your hand luggage. If you need to bring these kinds of items, pack them in your checked baggage.

Flights to Windsor information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Destination city name
Hartford
Return price
S$664

Trending flights to Windsor

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, 13 Nov - Tue, 18 Nov
SIN
Singapore
BDL
Hartford
S$1,224 Return, found 5 days ago
S$1,224
Return
found 5 days ago
Select Air Canada flight, departing Thu, 13 Nov from Singapore to Hartford, returning Tue, 18 Nov, priced at S$1,224 found 5 days ago
*Available to Expedia members.