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$50 Cheap Flights to Fairfield, CT

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Popular airlines to Fairfield

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Today's featured flight deals to Fairfield

NonstopCarry-on includedLower price than typical

How much is the cheapest flight to Fairfield?

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
American Airlines
JetBlue Airways

Alternative airports near Fairfield

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

What you need to know for your flight to Fairfield

Flights to Fairfield at a glance

Traveling to Fairfield is easy; you can choose from both full-service and budget airlines. Compare flight schedules and find the cheapest flight that fits your itinerary, allowing you to explore the city’s renowned attractions and charming neighborhoods at your own pace.

  • Major airports near Fairfield: Westchester County Airport (HPN), MacArthur Airport (ISP)
  • Closest (typical) airport to Fairfield: Westchester County Airport, HPN (around 24 miles)
  • Flights per week: 1,400+ flights arriving across Fairfield airports
  • Number of airlines that fly to Fairfield: around 10+ carriers

Popular airports near Fairfield

Fairfield is a vibrant city perfect for vacations that blend urban experiences with outdoor adventures and cultural exploration. Visitors are drawn to its scenic beauty, family-friendly activities, and romantic settings. Conveniently, Fairfield is served by two major airports, making travel planning easy for those seeking domestic flights to the area.

  • Westchester County Airport (HPN): Situated in Westchester County, New York, approximately 24 miles from Fairfield, this airport offers a mix of domestic and international flights. It provides connections to over 110 domestic cities and more than 10 international destinations. Travelers have the option to enhance their experience with premium economy and first-class seating, subject to the specific airlines and routes. Major airlines operating here include JetBlue Airways, American Airlines, and Delta.
  • MacArthur Airport (ISP): Found in Suffolk County, New York, about 26 miles from Fairfield, MacArthur Airport caters to both domestic and international travel. It links passengers to roughly 45 domestic cities and a single international destination. For those seeking extra comfort, upgrades to premium economy class are available, depending on the airline and route. Popular carriers at this airport include Southwest Airlines, Frontier Airlines, and JetBlue Airways.

Top routes to Fairfield

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

Cheapest routes to Fairfield

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

  • American Airlines: Offers service to Westchester County Airport (HPN), representing about 30% of arrivals in Fairfield. The typical one-way fare hovers around $240, with the possibility of first class in premium cabin options depending on the specific route.
  • JetBlue Airways: Provides flights to MacArthur Airport (ISP) and Westchester County Airport (HPN), contributing roughly 22% of arrivals to Fairfield. Average one-way fares are about $230, and premium cabin options may include premium economy class based on the route.
  • Delta: Operates flights to Westchester County Airport (HPN) and accounts for around 19% of arrivals in Fairfield. One-way fares are typically around $230, with premium cabin offerings possibly including premium economy and first class based on the itinerary.
  • Southwest Airlines: Flies to MacArthur Airport (ISP), making up approximately 14% of Fairfield arrivals. Passengers can expect an average one-way fare of about $230.
  • Frontier Airlines: Serves MacArthur Airport (ISP) and represents around 5% of arrivals in Fairfield. The average fare for a one-way ticket is approximately $140, providing a budget-friendly option for travelers.

How to save money on a flight to Fairfield

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

*For members. Select hotels.

Arriving in Fairfield

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

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

  • Westport: Located 5 miles drive away from Fairfield, Westport is a charming city that offers a delightful blend of outdoor activities and romantic scenery. Visitors can enjoy leisurely days at Compo Beach or explore the tranquil lakes in the area. With attractions like Fairfield University and the historic South Norwalk district, Westport is perfect for those seeking both relaxation and cultural experiences. The local golf courses and recreational areas further enhance its appeal, making it an excellent destination for a day trip.
  • Bridgeport: Bridgeport is located 5 miles drive away from Fairfield and is known for its vibrant family-friendly atmosphere. This city features a variety of entertainment options, including the Total Mortgage Arena for exciting shows and events. Families can enjoy outdoor activities at local beaches and sports facilities. Cultural enthusiasts will find the Bridgeport Downtown South Historic District worth exploring, with its charming architecture and rich history, making it a great location for those looking to experience city life.
  • Stamford: Located 17 miles drive away from Fairfield, Stamford is a bustling city that combines family fun with urban exploration. Visitors can indulge in shopping along Greenwich Avenue or catch a performance at one of the local theaters. The Stamford Museum and Nature Center offers a unique blend of education and eco-friendly activities, ideal for nature lovers. With its vibrant streets and modern squares, Stamford is a delightful destination for travelers eager to experience the pulse of Connecticut’s city life.

Tips for short-haul flights to Fairfield

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

  • Pack light and skip checked bags—when flying with budget airlines, it's often more economical to travel with just a carry-on. Save space by using travel-sized toiletries, wearing your bulkiest clothing, and coordinating outfits in advance. This approach also helps you avoid the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights might not provide in-flight entertainment. To keep yourself engaged, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book. Don’t forget 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 traffic and security lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Fairfield

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

  • Select your seat in advance—for longer flights, choosing your seat is essential for your comfort. Full-service airlines typically allow free seat selection once online check-in becomes available, generally 24–48 hours before your flight. Some airlines may even allow seat selection earlier than this.
  • Arrive at the airport in plenty of time—aim to be at the airport at least 3 hours prior to departure for international flights to accommodate check-in, security, and immigration procedures.
  • Relax at the airport—if you have extra time, take the opportunity to explore the shops, grab a coffee, or unwind at your gate or in a departure lounge if you have access. Airport Wi-Fi is typically free and readily available.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and adjusting your sleep schedule to align with your destination's time zone. Try to sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Fairfield?
The cheapest month to fly to Fairfield is January when there's less demand. Off-peak months are often when you'll find cheap fares. To keep costs down, steer clear of flying during public holidays and school breaks.
Which US cities have the cheapest flights to Fairfield?
Generally, Los Angeles, San Francisco and Boston offer cheap flights to Fairfield. However, being flexible is the secret to bagging a bargain. Fly midweek or during the off-peak season to keep costs as low as possible.
Which US cities fly direct to Fairfield?
There are 58 US destinations where you can fly to Fairfield nonstop from. Explore your options by selecting the "Direct flights only" box on Expedia and choose the ideal departure point for your trip. Here are a handful of the top cities to jet off from:
  • Los Angeles
  • San Francisco
  • Boston
  • Miami
  • Orlando
How to find a cheap flight to Fairfield?
Book in advance to increase your chances of finding cheap flights to Fairfield. Also, consider traveling during off-peak months like January and February. If you leave on a Thursday, you can save an average of 16% compared to departing on a Sunday.* Save time checking every day and track your flight prices using the Expedia app. We'll let you know when fares change.*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 Fairfield?
You can find awesome deals on last-minute flights to Fairfield, especially if your plans aren't set in stone. Think about departing from a different hub, changing your dates or picking an alternative airline to get a cheap flight to Fairfield.
How far in advance should I book a flight to Fairfield?
To nab some of the best deals on domestic journeys, book your flight to Fairfield 28 days ahead of your travel dates. For international flights, search for your ticket two to four months in advance. This increases 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 Fairfield?
You'll save an average of 8% if you purchase tickets on a Sunday rather than Fridays, which tend to be the priciest day to book.* When it comes to snapping up a cheap flight to Fairfield, the key is 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 Fairfield?
A total of 72 airlines connect 168 airports around the world to Fairfield. Here are some of the major airlines to Fairfield, 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 Fairfield?
When flying to Fairfield, the main airport to touch down at is Tweed - New Haven Regional Airport (HVN). You can also head for nearby hubs like Westchester County Airport (HPN), MacArthur Airport (ISP) or LaGuardia Airport (LGA). Another possibility to keep in mind when you fly to Fairfield is John F. Kennedy Intl. Airport (JFK).
How far is the airport from central Fairfield?
If you're touching down at Tweed - New Haven Regional Airport (HVN), you'll be about 20 mi northeast of central Fairfield.
Can I save money by booking a Fairfield trip package?
Bundle your flights and accommodations and you could save hundreds of dollars. Plus, you can add extras like car rentals and tours to your Fairfield flight and hotel package deal. With Expedia, it's easy to look after all your Fairfield travel plans in one place.
Can I change or cancel my flight to Fairfield?
You can usually change or cancel your flight to Fairfield within 24 hours of booking. However, be mindful that some fares are non-refundable. In those cases, you may receive credit for future flights rather than a direct refund. Remember to check the airline's terms and conditions in your itinerary for specific details. Use Expedia's "No cancel fee" or "Changes included" filters during your search to find cheap flights to Fairfield with flexible change policies. For additional 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 Fairfield

The cheapest day to fly

Get started finding a cheap flight to Fairfield 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 Fairfield. 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 Fairfield. 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 Fairfield, 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 Fairfield

The lowest price for round-trip flights to Fairfield 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 Fairfield. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Fairfield

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

The most affordable airports to fly into

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

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 Fairfield.

Stopover savings

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

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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