A Gothic-style church with a tall steeple, large arched windows, and a clock tower.

$50 Cheap Flights to Southport, CT

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Popular airlines to Southport

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How much is the cheapest flight to Southport?

Prices were available within the past 7 days and start at $50 for one-way flights and $100 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Frontier Airlines
Avelo Airlines
JetBlue Airways
Southwest Airlines

Alternative airports near Southport

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

Find the cheapest month to fly from Columbus (CMH) to White Plains (HPN)

From $200 - $350 per traveler.

What you need to know for your flight to Southport

Flights to Southport at a glance

Traveling to Southport is a breeze with a variety of options at your fingertips. Choose between full-service and budget airlines, compare travel times, and select the flight that best fits your budget and itinerary as you prepare to explore the city's iconic sights and neighborhoods.

  • Major airports near Southport: Westchester County Airport (HPN), MacArthur Airport (ISP)
  • Closest (typical) airport to Southport: Westchester County Airport, HPN (around 22 miles)
  • Flights per week: 1,400+ flights arriving across Southport airports
  • Number of airlines that fly to Southport: around 10+ carriers

Popular airports near Southport

Southport is a vibrant city ideal for outdoor adventures, cultural experiences, and family getaways. Visitors are drawn to its scenic beauty and romantic atmosphere. The city is conveniently accessible via two major airports, making travel easy for all.

  • Westchester County Airport (HPN): Situated in Westchester County, New York, approximately 22 miles from Southport, this airport offers both domestic and international flights, linking to over 110 domestic cities and more than 10 international locations. Passengers can opt for upgraded services, including premium economy or first-class seating for enhanced comfort, depending on the airline and route. Major airlines operating here include JetBlue Airways, American Airlines, and Delta.
  • MacArthur Airport (ISP): Found in Suffolk County, New York, around 26 miles from Southport, this airport services both domestic and international routes, connecting travelers to about 45 domestic cities and 1 international destination. For those seeking a more comfortable journey, upgrades to premium economy seating are available based on the airline and route. Southwest Airlines, Frontier Airlines, and JetBlue Airways are among the notable airlines serving this airport.

Top routes to Southport

  • Orlando (MCO) to Southport (ISP/HPN), with one-way flight options from around $40
  • West Palm Beach (PBI) to Southport (ISP/HPN), with one-way fares starting at around $45
  • Tampa (TPA) to Southport (ISP/HPN), with one-way tickets available from around $40
  • Fort Lauderdale (FLL) to Southport (ISP/HPN), with one-way fares starting at around $50
  • Fort Myers (RSW) to Southport (ISP/HPN), with one-way fares starting at around $50

Cheapest routes to Southport

  • Concord (USA) to Southport (ISP), with affordable one-way prices from around $30
  • Orlando (MCO) to Southport (ISP/HPN), with low one-way fares from around $40
  • Tampa (TPA) to Southport (ISP/HPN), with affordable one-way prices from around $40
  • Norfolk (ORF) to Southport (ISP/HPN), with low-cost one-way tickets from around $40
  • Wilmington (ILM) to Southport (ISP/HPN), with budget one-way fares from around $40

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

Top airlines with flights to Southport

  • American Airlines: This airline operates flights to Westchester County Airport (HPN), representing roughly 30% of arrivals in Southport. The typical one-way fare hovers around $240, with premium cabin service possibly including first class depending on the specific route.
  • JetBlue Airways: JetBlue provides service to both MacArthur Airport (ISP) and Westchester County Airport (HPN), accounting for about 22% of arrivals to Southport. Expect an average one-way fare of around $230, with premium economy class potentially available as a cabin option based on the route.
  • Delta: With flights to Westchester County Airport (HPN), Delta facilitates approximately 19% of arrivals in Southport. The average fare for a one-way ticket is about $230, and premium cabin selections may comprise both premium economy and first class, depending on the route.
  • Southwest Airlines: This airline services MacArthur Airport (ISP), contributing around 14% of arrivals to Southport. Travelers can anticipate average one-way fares close to $230 for their journeys.
  • Frontier Airlines: Operating flights to MacArthur Airport (ISP), Frontier Airlines accounts for roughly 5% of arrivals in Southport. It offers a budget-friendly option, with average one-way fares around $140.

Best time to fly to Southport

The most popular months for travelers to fly to Southport are January, March, and April, when peak temperatures in Southport can reach up to 49.3°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 $174), roughly 10% cheaper than the yearly average. Looking for additional cheaper months to fly? October, December, and May offer average one-way fares of around $182, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January31.6°F (-0.2°C)Light RainMostly SunnyModerately High$194
February32.9°F (0.5°C)Light RainMostly SunnyAverage$208
March39.2°F (4.0°C)Light RainMostly SunnyModerately High$205
April49.3°F (9.6°C)Light RainMostly SunnyModerately High$226
May59.2°F (15.1°C)Light RainMostly SunnyAverage$186
June68.2°F (20.1°C)Light RainMostly SunnyAverage$189
July75.4°F (24.1°C)Light RainMostly SunnyAverage$188
August74.1°F (23.4°C)Light RainMostly SunnyAverage$190
September67.6°F (19.8°C)Light RainMostly SunnyModerately Low$174
October57.6°F (14.2°C)Light RainMostly SunnyModerately Low$177
November46.2°F (7.9°C)Light RainMostly SunnyModerately Low$199
December38.3°F (3.5°C)Light RainMostly SunnyAverage$186

*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 Southport

Getting some of the best deals on flights to Southport 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 Southport 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 Southport flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Southport

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

  • Public transportation: From Westchester County Airport, you can reach Greenwich Ferry Dock, a ferry terminal, and White Plains Metro-North Railroad Station, a train station, both located about 7.8 miles away by car, providing convenient options for water and rail travel.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Southport, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Southport is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Southport 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 Southport

  • Fairfield: Located 1 mile drive away from Southport, Fairfield offers a blend of city life and outdoor experiences. Visitors can enjoy a variety of activities such as golfing and exploring recreational areas. Key attractions include Fairfield University, a modern college that adds a vibrant academic atmosphere, and Penfield Beach, perfect for a relaxing day by the water. The Total Mortgage Arena is another highlight, hosting various entertainment events suitable for family outings.
  • Westport: Westport is located 4 miles drive away from Southport and is a charming city known for its beautiful scenery and romantic settings. Outdoor enthusiasts will appreciate the local beaches, including the popular Compo Beach, ideal for sunbathing and picnicking. Westport also features historical sites like Historic South Norwalk, offering a glimpse into the region's rich culture. With its picturesque landscapes, Westport is perfect for those seeking a scenic getaway.
  • Bridgeport: Situated 6 miles drive away from Southport, Bridgeport is a bustling city that caters to families and city explorers alike. The city boasts various recreational facilities and educational institutions. Key points of interest include the Total Mortgage Arena, which hosts a range of events, and the historic Bridgeport Downtown South Historic District, providing a cultural experience. For beach lovers, there are family-friendly beaches nearby, making it a great spot for a fun-filled day out.

Tips for short-haul flights to Southport

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 the more economical choice. Maximize your space by using mini toiletries, wearing your heaviest clothing, and planning your outfits wisely. This approach also saves you from waiting at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights might not provide in-flight entertainment options. To stay engaged, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book. Remember to fully charge your devices before you board.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it's advisable to arrive at least 1.5 to 2 hours prior to departure, taking into account potential traffic and security line delays.
  • Bring your own snacks and water—pack snacks and a reusable water bottle to remain hydrated and save on costs at the airport.

Tips for long-haul flights to Southport

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 provide free seat selection once online check-in opens, typically 24–48 hours before your flight. Some airlines may allow seat selection even earlier.
  • Arrive at the airport in plenty of time—be sure to reach the airport at least 3 hours before departure for international flights to allow sufficient time for check-in, security, and immigration.
  • Relax at the airport—if you have 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. Airport Wi-Fi is generally free and available.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and sleep schedule to align with your destination's time zone. Aim to sleep or stay awake during the flight according to the local time of your arrival to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Southport?
Schedule your trip for January if you want to land a deal on your fare. It's the cheapest month to fly to Southport. If possible, avoid traveling during busy periods such as major public holidays or during big events.
Which US cities have the cheapest flights to Southport?
Los Angeles, San Francisco and Boston usually offer cheap flights to Southport. Bear in mind that prices vary based on factors like time of year, number of stopovers and demand.
Which US cities fly direct to Southport?
There are 58 US destinations where you can fly to Southport nonstop from. Explore the options by using the "Direct flights only" filter on Expedia and pick the best departure point for your trip. Here are a handful of the leading cities to take off from:
  • Los Angeles
  • San Francisco
  • Boston
  • Miami
  • Orlando
How to find a cheap flight to Southport?
Book well in advance or look for a cheap flight to Southport during off-peak months like June and September. Flying off on a Thursday could also save you an average of 16% compared to a Sunday flight.* The Expedia app makes it even easier to know the right time to book. Just activate the toggle for "Watch prices" and get notified as soon as fares go down.*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 Southport?
It's possible to get good deals on last-minute departures to Southport, especially if your plans are flexible. Consider your options for departing from a different airport, changing your dates or picking an alternative carrier to get a cheap flight to Southport.
How far in advance should I book a flight to Southport?
To pick up the biggest savings on domestic journeys, book your flight to Southport 28 days ahead of your travel dates. For international flights, search for your ticket two to four months in advance. This boosts your chances of getting the departure dates and times you want.**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 Southport?
You'll save an average of 8% if you purchase tickets on a Sunday instead of Fridays, which tend to be the priciest day to book.* When it comes to scoring a cheap flight to Southport, it's all about having good timing.*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 Southport?
A total of 72 carriers connect 168 airports across the world to Southport. Here are a few of the key airlines to Southport, where John F. Kennedy Intl. Airport (JFK) is the major arrival point:
  • Delta Air Lines
  • JetBlue Airways
  • American Airlines
  • British Airways
Where do you fly into Southport?
If you're flying to Southport, the main airport to land at is Tweed - New Haven Regional Airport (HVN). You can also head to nearby hubs like Westchester County Airport (HPN), MacArthur Airport (ISP) or LaGuardia Airport (LGA). Another good option to keep in mind when you fly to Southport is John F. Kennedy Intl. Airport (JFK).
How far is the airport from central Southport?
If you're touching down at Tweed - New Haven Regional Airport (HVN), you'll be roughly 20 mi northeast of the center of Southport.
Can I save money by booking a Southport trip package?
Book a Southport flight and hotel package deal on Expedia, and you could benefit from significant savings. It's a breeze to bundle your flight and hotel, and you can add car rentals and tours to create your own personalized Southport break. Plus, there's nothing like the convenience of booking everything in the same place.
Can I change or cancel my flight to Southport?
You can often change or cancel your flight to Southport within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may be issued a credit toward a future trip rather than a direct refund. Remember to check the airline's rules and restrictions in your itinerary for specific details. Use Expedia's "No cancel fee" or "Changes included" filters during your search to secure cheap flights to Southport with flexible change policies. For more information, visit our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

Book with confidence

Tips to find the cheapest flights to Southport

The cheapest day to fly

Get started finding a cheap flight to Southport 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

January is the cheapest month to fly to Southport. 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 Southport. 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 Southport, 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 Southport

The lowest price for round-trip flights to Southport in 2026 starts from from $100, while one-way tickets start from from $50. 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 Southport. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Southport

Breeze Airways, Frontier Airlines, Avelo Airlines, Southwest Airlines, JetBlue Airways are just some of the airlines that can typically offer cheap tickets to Southport. 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 Southport and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Southport, 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 Southport. 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 Southport 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 Southport

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 Southport.

Stopover savings

The cheapest tickets to Southport are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Southport. 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 Southport 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 Southport. Simply download the free Expedia app to your smart device and activate Southport 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 Southport. 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.

Tips to find the cheapest flights to Southport

Travel information

Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Destination city name
New Haven
Roundtrip price
$99

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