Cheap Flights to Westport , CT from CA $59

View CA $59 flight on Thu, Aug 27, 2026Opens in a new window

Flight 1

Popular airlines to Westport

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Westport?

Prices were available within the past 7 days and start at CA $59 for one-way flights and CA $140 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Thu, Sep 17 - Sun, Sep 20
MCO
Orlando
HVN
New Haven
CA $140 Roundtrip, found 1 day ago
CA $140
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando to New Haven, returning Sun, Sep 20, priced at CA $140 found 1 day ago
Breeze Airways
Thu, Jun 18 - Sun, Jul 5
MCO
Orlando
HVN
New Haven
CA $174 Roundtrip, found 10 hours ago
CA $174
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Jun 18 from Orlando to New Haven, returning Sun, Jul 5, priced at CA $174 found 10 hours ago
Avelo Airlines
Thu, Aug 27 - Mon, Aug 31
MCO
Orlando
HVN
New Haven
CA $180 Roundtrip, found 9 hours ago
CA $180
Roundtrip
found 9 hours ago
Select Avelo Airlines flight, departing Thu, Aug 27 from Orlando to New Haven, returning Mon, Aug 31, priced at CA $180 found 9 hours ago
Avelo Airlines
Thu, Jun 11 - Mon, Jun 15
LAL
Lakeland
HVN
New Haven
CA $192 Roundtrip, found 6 days ago
CA $192
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Thu, Jun 11 from Lakeland to New Haven, returning Mon, Jun 15, priced at CA $192 found 6 days ago
JetBlue Airways
Thu, Jul 30 - Mon, Aug 3
MCO
Orlando
HPN
White Plains
CA $266 Roundtrip, found 5 days ago
CA $266
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Jul 30 from Orlando to White Plains, returning Mon, Aug 3, priced at CA $266 found 5 days ago

Frequently asked questions

What is the name of Westport's airport?
Most travellers like to fly into John F. Kennedy Intl. Airport (JFK) when visiting the lively city of Westport.
What airport is best to fly into Westport?
With a few airports to choose from, Westport is the sort of place that's easy to book a ticket to on short notice. The terminals that see most of the city's air traffic are JFK Airport (64 kilometres from downtown), HPN (31 kilometres from downtown) and MacArthur Airport (ISP) (48 kilometres from downtown).
How many airlines fly to Westport?
Westport is serviced by 82 airlines from at least 166 airports around the world.
Which airlines fly to Westport?
Most often, travellers opt to fly with American Airlines, Delta and JetBlue when heading off to Westport. The biggest proportion of these flights arrive from Los Angeles, with American Airlines flying this route the most frequently.
How many nonstop flights are there to Westport?
Flying to someplace new is much more straightforward when there aren't any lengthy stopovers. If you're making your way to Westport, the good news is that there are approximately 4,030 direct flights each week.
Where are the most popular flights to Westport departing from?
Travellers often depart from Los Angeles, London and Orlando airports when heading to Westport.
How long is the flight to Westport Airport?
If it's Los Angeles you're leaving behind, you'll be midair for around 5 hours and 24 minutes before you arrive in Westport. Tarmac to tarmac from London takes around 8 hours and 1 minute and from Orlando, 2 hours and 43 minutes.
How to book the cheapest flight to Westport?
If you want to have some extra spending money on your trip to Westport, listen up! As every experienced jet-setter knows, don't book at the very last minute. Prices are usually highest close to the departure date. Another fantastic way to grab the most affordable fare is to research all options. If where you're headed has multiple airports, don't forget to research the cost of flying into a less busy terminal. And finally, don't forget that the early bird catches the worm. Familiarize yourself with airfare costs and have your credit card ready to secure your ticket as soon as you spot an unbeatable bargain. The best deals never last long.
Do you have any tips for my flight to Westport?
Wherever you're coming from, flying can be a pleasant experience if you're prepared. We've made a list of handy tips that will get your Westport escape started on the right foot. What to pack in your hand luggage:

  • Flying can be a pleasure if you pack the right things. Firstly, you'll want a few basic toiletry items, such as toothpaste, a toothbrush and some deodorant, a clean set of clothes and a good book. Secondly, find a spot in your carry-on bag for your electronic devices, chargers, your important medications and maybe a blow-up neck pillow too. Last, but definitely not least, don't forget to take your passport, travel papers and your bank cards.

Do not pack the following items in your hand luggage:

  • Squeeze all your full-sized bottles of shampoo and hair gel in your checked luggage. Any liquids in your carry-on bag larger than 3.4 ounces (100 millilitres) won't be allowed on. Sharp objects, like your trusty Swiss Army knife, and products which are flammable or explosive, such as aerosols and strong acids, are also prohibited.

What to wear on a flight:

  • Your top priority is to be as comfortable as possible. Choose shoes that are easy to pull on and off, dress in loose, natural fibers and don't forget to take a sweater in case it gets chilly in the cabin.
  • Caused by sustained periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect some passengers during long-haul flights. Reduce the risks by drinking water, keeping your ankles and legs moving and wearing compression socks to help your circulation.

How to get through airport security fast when flying to Westport?
The trick is to be organized before you arrive at security. That way, you'll be hopping onto that plane to Westport in no time at all. Follow these helpful tips and get your vacation off to a fantastic start:

  • Airport security personnel first need to make sure that you have a valid passport and travel documents before anything else. Have them ready for inspection.
  • Next up is the X-ray machine. Remove anything metal on you that is likely to set off the scanner's alarm. This includes things like earphones or headphones, as well as bulky coats or jackets. They'll need to be placed on the conveyor belt for screening.
  • For just a few moments, you'll have to unplug from technology. Your laptop, phone and any other electronic devices will need to be sent through the scanner.
  • Any liquids or gels, such as hair oil or hand cream, that you want to bring on board need to be in containers no greater than 3.4 ounces (100 millilitres). They must also all fit inside a quart-size (one litre), clear zip-lock bag.
  • Lightweight sneakers are a sensible footwear choice as you're less likely to be required to remove them when going through security. Boots and heavier-style shoes are usually subjected to extra screening.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, pack them in your checked suitcase. They won't be allowed on board.

Book with confidence

Expedia.ca gives you the best tools to secure great deals on flights to Westport. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Westport. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Westport.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Westport flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Westport.

Looking to save even more? Get additional savings by bundling your Westport flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Westport trip!

Travel information

Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Destination city name
New Haven
Roundtrip price
CA $139

Trending flights to Westport

Prices were available within the past 7 days and start at CA $59 for one-way flights and CA $140 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Jun 6 - Sat, Jun 13
YYZ
Toronto
HPN
White Plains
CA $394 Roundtrip, found 1 day ago
CA $394
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jun 6 from Toronto to White Plains, returning Sat, Jun 13, priced at CA $394 found 1 day ago

Explore a world of travel with Expedia

*Available to Expedia members.