Cheap Flights to Westport, CT

Popular airlines to Westport

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Alternative airports near Westport

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

What you need to know for your flight to Westport

Flights to Westport at a glance

Traveling to Westport is easy—simply choose from a range of options, including full-service and budget airlines. Compare flight schedules and journey times to find flights to Westport that match your budget and plans for exploring the city's renowned attractions and neighborhoods.

  • Major airports near Westport: LaGuardia Airport (LGA), Westchester County Airport (HPN)
  • Closest (typical) airport to Westport: Westchester County Airport, HPN (around 19 miles)
  • Flights per week: 6,350+ flights arriving across Westport airports
  • Number of airlines that fly to Westport: around 25+ carriers

Popular airports near Westport

Westport is a charming city known for its outdoor activities, romantic getaways, and stunning scenery. Travelers flock to Westport for its vibrant culture, family-friendly attractions, and urban appeal. The city is conveniently accessible via two major airports nearby, making it easy to plan your visit.

  • LaGuardia Airport (LGA): Situated in Queens County, New York, approximately 37 miles from Westport, this airport offers both domestic and international flights. It connects to over 235 domestic cities and more than 105 international locations. Travelers can opt for upgraded seating options like first class, premium economy, and business class for enhanced comfort, depending on their chosen airline and route. Notable carriers operating from LaGuardia include Delta, American Airlines, and United.
  • Westchester County Airport (HPN): Found in Westchester County, New York, about 19 miles from Westport, this airport facilitates both domestic and international travel. It links to around 110 domestic cities and about 10 international destinations. Passengers can select premium economy or first-class seating for additional comfort based on their flight path and airline. Prominent airlines serving Westchester County Airport include JetBlue Airways, American Airlines, and Delta.

Top routes to Westport

  • Chicago (ORD/MDW) to Westport (HPN/LGA), with one-way tickets available from around $70
  • Orlando (MCO) to Westport (HPN/LGA), with one-way tickets available from around $45
  • Miami (MIA) to Westport (HPN/LGA), with one-way fares starting at around $50
  • Atlanta (ATL) to Westport (HPN/LGA), with one-way tickets available from around $35
  • Tampa (TPA) to Westport (HPN/LGA), with one-way airfare from around $60

Cheapest routes to Westport

  • Atlanta (ATL) to Westport (HPN/LGA), with cheap one-way fares from around $35
  • Raleigh (RDU) to Westport (HPN/LGA), with low-cost one-way tickets from around $40
  • Charlotte (CLT) to Westport (HPN/LGA), with cheap one-way fares from around $40
  • Orlando (MCO) to Westport (HPN/LGA), with budget one-way fares from around $45
  • Cleveland (CLE) to Westport (HPN/LGA), with affordable one-way prices from around $45

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Westport

  • Delta: Operating flights to Westchester County Airport (HPN) and LaGuardia Airport (LGA), Delta represents about 35% of arrivals to Westport. The typical one-way fare is around $250, with premium service options including premium economy, business class, and first class based on the route.
  • American Airlines: With routes to Westchester County Airport (HPN) and LaGuardia Airport (LGA), American Airlines also accounts for approximately 35% of arrivals to Westport. Average one-way fares hover around $250, and premium service may feature business class and first class depending on the route.
  • United: Flying into LaGuardia Airport (LGA), United makes up roughly 11% of the arrivals in Westport. The average cost for a one-way ticket is about $280, and travelers can choose from business class and first class options depending on their journey.
  • Southwest Airlines: Operating flights to LaGuardia Airport (LGA), Southwest Airlines contributes around 9% of arrivals to Westport. The average fare for a one-way ticket is approximately $240, making it a competitive choice for travelers.
  • Frontier Airlines: Serving LaGuardia Airport (LGA), Frontier Airlines accounts for about 2% of the arrivals in Westport. With an average one-way fare of approximately $170, it offers an affordable option for budget-conscious travelers.

Best time to fly to Westport

The most popular months for travelers to fly to Westport are January, March, and April, when peak temperatures in Westport can reach up to 49.5°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 67.6°F and typically the lowest average one-way fare (around $177), roughly 5% cheaper than the yearly average. Looking for additional cheaper months to fly? October, July, and May offer average one-way fares of around $180, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January31.5°F (-0.3°C)Light RainMostly SunnyModerately High$184
February32.7°F (0.4°C)Light RainMostly SunnyAverage$187
March39.2°F (4.0°C)Light RainMostly SunnyModerately High$189
April49.5°F (9.7°C)Light RainMostly SunnyModerately High$205
May59.4°F (15.2°C)Light RainMostly SunnyAverage$181
June68.4°F (20.2°C)Light RainMostly SunnyAverage$186
July75.4°F (24.1°C)Light RainMostly SunnyAverage$180
August74.1°F (23.4°C)Light RainMostly SunnyAverage$189
September67.6°F (19.8°C)Light RainMostly SunnyModerately Low$177
October57.4°F (14.1°C)Light RainMostly SunnyModerately Low$179
November45.9°F (7.7°C)Light RainMostly SunnyModerately Low$188
December37.9°F (3.3°C)Light RainMostly SunnyAverage$196

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Westport

Getting some of the best deals on flights to Westport is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Westport hotel and flight deals.
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your Westport flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Westport

Westport welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Westport efficiently:

  • Public transportation: From LaGuardia Airport, travelers can find several key transport options within a short drive. Junction Blvd. Station, a metro station, is located about 1.9 miles from the airport, while Woodside Station, a train station, is about 3 miles away by car. Additionally, Flushing Seaport, a seaport, is situated approximately 3.7 miles from the airport.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Westport, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Westport is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Westport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around Westport

  • Fairfield: Fairfield is a vibrant city located 5 miles drive away from Westport. This destination offers travelers a blend of city life, outdoor activities, and cultural experiences. Visitors can explore key attractions such as Fairfield University, a modern college that adds an academic flair to the area. For family-friendly fun, Total Mortgage Arena hosts various events, while Penfield Beach provides a scenic spot for relaxation and sunbathing. Whether you’re looking to enjoy a day at the beach or explore local educational venues, Fairfield has something for everyone.
  • Stamford: Stamford, located 11 miles drive away from Westport, is an exciting city known for its family-friendly atmosphere and diverse offerings. The city features a vibrant shopping area and theaters that cater to those seeking entertainment. Key points of interest include Greenwich Avenue, a bustling street perfect for leisurely strolls and shopping, and the Stamford Museum and Nature Center, which combines education and nature. With its modern square and historic sites, Stamford invites travelers to explore its charming blend of urban and cultural experiences.
  • Weston: Weston, situated 4 miles drive away from Westport, is a picturesque city ideal for those seeking outdoor adventures and romantic scenery. The area is known for its beautiful lakes and family-friendly beaches, making it a perfect getaway. Notable attractions include Fairfield University, which enriches the local culture, and the scenic recreational areas that offer ample opportunities for exploration. A visit to Weston allows travelers to enjoy nature's beauty while indulging in various activities, creating a serene escape from the hustle and bustle.

Tips for short-haul flights to Westport

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—with budget airlines, traveling with just a carry-on is often more economical. Maximize space by using travel-sized toiletries, wearing your heaviest clothing, and planning your outfits strategically. This approach also saves you from waiting at baggage claim after your flight.
  • Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. To keep occupied, download your favorite TV shows, movies, music, or podcasts beforehand, and consider bringing a book. Remember to charge your devices fully before you board.
  • Arrive at the airport in plenty of time—for short or domestic flights, it's advisable to arrive at least 1.5 to 2 hours prior to departure, allowing for traffic and security lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money at the airport.

Tips for long-haul flights to Westport

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for longer flights, choosing your seat is crucial for comfort. Full-service airlines often allow you to select your seat for free once online check-in opens, typically 24–48 hours before your flight. Some airlines may even offer seat selection earlier.
  • Arrive at the airport in plenty of time—make sure to arrive at least 3 hours before departure for international flights to allow adequate time for check-in, security screening, and immigration procedures.
  • Relax at the airport—if you find yourself with extra time, take the opportunity to explore the shops, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Most airports provide free and accessible Wi-Fi.
  • Adjust to the new time zone mid-flight—begin to sync your body clock by changing your watch and adjusting your sleep schedule to align with your destination's time zone. Aim to sleep or stay awake during the flight according to the local time at your arrival location to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Westport?
Plan your trip for if you're looking for a good price on your fare. It's the cheapest month to fly to Westport. If possible, avoid traveling during busy periods such as public holidays or major events.
Which US cities have the cheapest flights to Westport?
Score cheap flights to Westport from Los Angeles, San Francisco and Boston. These cities generally offer the best fares to this top destination. But bear in mind that holiday periods, demand and stopovers will also have an impact on rates, so stay flexible and book when you spot a bargain.
Which US cities fly direct to Westport?
Pick from 58 US cities that have direct flights to Westport. While booking on Expedia, select the "Direct flights only" filter to compare nonstop options. Fly to Westport from any of these leading cities:

  • Los Angeles
  • San Francisco
  • Boston
  • Miami
  • Orlando

How to find a cheap flight to Westport?
Book your trip early to snag cheap flights to Westport. Also, consider traveling during off-peak months like February and June. If you jet off on a Thursday, you'll save an average of 16% compared to those departing on a Sunday.* Save time searching every day and create a price alert on the Expedia app. We'll let you know when fares drop.*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 Westport?
Staying flexible about your plans might help you to find last-minute deals on cheap flights to Westport. To view all the available options, try exploring different ticket types, tweaking your Westport trip dates, jetting out of an alternative airport or going with another airline.
How far in advance should I book a flight to Westport?
Get the travel dates you want and a price that works with your budget by booking your domestic flight to Westport up to 28 days in advance. Search for tickets two to four months ahead if you're flying to Westport from an international destination.**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 Westport?
You can save an average of 8% if you purchase tickets on a Sunday instead of Fridays, which tend to be the most expensive day to book.* When it comes to scoring a cheap flight to Westport, timing makes a difference.*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 Westport?
There are 72 airlines that connect Westport with 168 airports worldwide. The key point of arrival to this city is John F. Kennedy Intl. Airport (JFK). Book a fare with any of these popular airlines to Westport:

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

Where do you fly into Westport?
The main airport when you fly to Westport is Westchester County Airport (HPN), but there are other nearby options like Tweed - New Haven Regional Airport (HVN) and MacArthur Airport (ISP). You can also arrive at LaGuardia Airport (LGA) and John F. Kennedy Intl. Airport (JFK) when flying to Westport.
How far is the airport from central Westport?
You'll be roughly 19 mi west of the center of Westport after arriving at Westchester County Airport (HPN).
Can I save money by booking a Westport trip package?
Bundle your accommodations and flights and you could save hundreds of dollars. Better still, you can add extras like tours and car rentals to your Westport flight and hotel package deal. With Expedia, it's easy to organize all your Westport travel plans in the same place.
Can I change or cancel my flight to Westport?
It's usually possible to cancel or change your flight to Westport. Many airlines let you cancel your flight for free within 24 hours of booking. However, some flights are non-refundable, and airlines may issue you a credit toward a future trip instead of a direct refund. To secure affordable flights to Westport with flexible change policies, check "Changes included" or "No cancel fee" when you search. Need more information? Head to our Customer Service Portal.

*Flight schedules are subject to change.

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Travel information

Destination airport
Westport
Destination airport IATA code
HPN

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