$41 Cheap Flights to Darien, CT

Popular airlines to Darien

How much is the cheapest flight to Darien?

Prices were available within the past 7 days and start at $41 for one-way flights and $82 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Frontier Airlines
American Airlines
JetBlue Airways
Delta

Alternative airports near Darien

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

What you need to know for your flight to Darien

Flights to Darien at a glance

Traveling to Darien is a breeze; you can select from full-service or budget airlines, compare journey times, and find direct flights or the cheapest flight options that align with your budget and schedule. Prepare to explore the city's renowned attractions and charming neighborhoods.

  • Major airports near Darien: LaGuardia Airport (LGA), Westchester County Airport (HPN)
  • Closest airport to Darien: Westchester County Airport, HPN (around 12 miles)
  • Flights per week: 6,350+ flights arriving across Darien airports
  • Number of airlines that fly to Darien: around 25+ carriers

Popular airports near Darien

Darien is a vibrant city perfect for outdoor adventures and family getaways, blending urban life with cultural experiences and romantic spots. Travelers can easily reach Darien through two major airports, including Westchester County Airport and LaGuardia Airport, offering various nonstop destinations for convenient travel.

  • LaGuardia Airport (LGA): Situated in Queens County, New York, approximately 30 miles from Darien, this airport facilitates both domestic and international travel, linking to over 235 domestic cities and 105 international destinations. Passengers have the option to upgrade to first class, premium economy, or business class seating for enhanced comfort, depending on the airline and route. Major airlines operating here include Delta, American Airlines, and United.
  • Westchester County Airport (HPN): Found in Westchester County, New York, about 12 miles from Darien, this airport offers both domestic and international flights, connecting travelers to around 110 domestic cities and more than 10 international locations. Travelers can choose to upgrade to premium economy or first class seating for a more comfortable experience based on their selected routes and airlines. Notable carriers serving this airport are JetBlue Airways, American Airlines, and Delta.

Top routes to Darien

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

Cheapest routes to Darien

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

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

Top airlines with flights to Darien

  • Delta: This airline operates flights to Westchester County Airport (HPN) and LaGuardia Airport (LGA), representing about 35% of arrivals in Darien. Travelers can expect an average one-way fare of around $250. Premium cabin services may include options like premium economy, business, and first class based on the route.
  • American Airlines: Offering services to Westchester County Airport (HPN) and LaGuardia Airport (LGA), American Airlines also accounts for approximately 35% of arrivals to Darien. The typical one-way fare is around $250, with business and first-class cabins available depending on the specific route.
  • United: Providing flights to LaGuardia Airport (LGA), United represents about 11% of arrivals in Darien. The average one-way fare hovers around $280, and premium options may include both business and first-class service, varying by route.
  • Southwest Airlines: Serving LaGuardia Airport (LGA), Southwest Airlines makes up roughly 9% of arrivals to Darien. Passengers can anticipate average one-way fares near $240, offering a reliable and cost-effective travel choice.
  • Frontier Airlines: This airline flies into LaGuardia Airport (LGA), contributing about 2% of arrivals to Darien. With an average one-way fare of around $170, Frontier provides a budget-friendly option for travelers heading to the area.

Best time to fly to Darien

The most popular months for travelers to fly to Darien are January, March, and April, when peak temperatures in Darien can reach up to 49.6°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 67.8°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
March39.4°F (4.1°C)Light RainMostly SunnyModerately High$189
April49.6°F (9.8°C)Light RainMostly SunnyModerately High$205
May59.5°F (15.3°C)Light RainMostly SunnyAverage$181
June68.5°F (20.3°C)Light RainMostly SunnyAverage$186
July75.6°F (24.2°C)Light RainMostly SunnyAverage$180
August74.5°F (23.6°C)Light RainMostly SunnyAverage$189
September67.8°F (19.9°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 Darien

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

*For members. Select hotels.

Arriving in Darien

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

  • Public transportation: From LaGuardia Airport, travelers will find Junction Blvd. Station, a metro station, located about 1.9 miles from the airport by car, while Woodside Station, a train station, is approximately 3 miles away by car. Additionally, Flushing Seaport, a seaport, is situated around 3.7 miles from the airport, also most conveniently accessed by car.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Darien, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Darien is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Darien 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 Darien

  • Stamford: Located 4 miles drive away from Darien, Stamford is a vibrant city that offers a mix of family-friendly activities and urban experiences. Visitors can enjoy shopping along Greenwich Avenue, explore the historic charm of South Norwalk, or immerse themselves in nature at the Stamford Museum and Nature Center. With its theaters and educational venues, Stamford provides a lively atmosphere that caters to a variety of interests, making it a worthwhile stop for those looking to experience city life while still enjoying outdoor adventures.
  • Rowayton: Rowayton is located 2 miles drive away from Darien and is a picturesque neighborhood perfect for those seeking outdoor escapades and romantic scenery. This charming area features beautiful beaches and serene lakes, ideal for relaxation or a family day out. Travelers can indulge in activities like skiing at nearby resorts or visiting cultural sites such as The Glass House and Historic South Norwalk. The blend of natural beauty and cultural attractions makes Rowayton a delightful destination for visitors looking to unwind.
  • Westport: Westport is located 7 miles drive away from Darien and is known for its stunning outdoor landscapes and romantic ambiance. This city boasts a variety of recreational areas, including picturesque beaches like Compo Beach and lush golf courses. Visitors can also explore educational institutions such as Fairfield University, enhancing their cultural experience. With its scenic views and vibrant community, Westport is perfect for travelers seeking a balance of relaxation and exploration in a charming coastal setting.

Tips for short-haul flights to Darien

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 only a carry-on is often the more economical choice. Maximize space by using mini toiletries, wearing your bulkiest clothing, and planning your outfits strategically. This approach also allows you to bypass 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—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 lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to keep hydrated and save money at the airport.

Tips for long-haul flights to Darien

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 comfort. Full-service airlines typically allow free seat selection once online check-in opens, which is generally 24–48 hours prior to your flight. Some airlines may permit seat selection even earlier.
  • Arrive at the airport in plenty of time—make sure to get to the airport at least 3 hours before departure for international flights to accommodate check-in, security, and immigration processes.
  • 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 usually free and readily available.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by setting your watch and adjusting your sleep schedule to align with your destination's time zone. Aim to sleep or stay awake on 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 Darien?
The cheapest month to fly to Darien is September when demand is low. Off-peak months are typically when you'll find cheap fares. To save money, avoid flying during public holidays and school breaks.
Which US cities have the cheapest flights to Darien?
Los Angeles, San Francisco and Boston generally have cheap flights to Darien. Keep in mind that fares vary based on factors like demand, number of stopovers and time of year.
Which US cities fly direct to Darien?
You can fly to Darien without a stopover from 58 US destinations. To find a nonstop route, check "Direct flights only" when organizing your flights to Darien on Expedia. Then, compare your choices and pick the best departure from one of these cities:

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

How to find a cheap flight to Darien?
To get cheap flights to Darien, book ahead of time and travel during the low season. Want an insider tip? Depart on a Thursday and you'll typically save 16% on average compared to those who jet off on a Sunday.* Set up price tracking on the Expedia app and we'll notify you the moment your 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 Darien?
Although booking in advance is generally the best way to save cash, don't worry if your Darien trip is last minute. It's still possible to find cheap flights to Darien, especially if your plans have a little wiggle room. Try switching up your trip dates, looking at different ticket types or flying out of an alternative hub.
How far in advance should I book a flight to Darien?
Lock in your flight to Darien two to four months ahead if you're flying in from an international destination. For domestic travel, the timeframe is around 28 days in advance. Cheaper fares and a wider variety of departure dates, times and seating options are just some of the perks of booking early.**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 Darien?
Sundays are usually the best day to book a cheap flight to Darien, where you can save 8% on average compared to Fridays. If you purchase tickets on a Friday, be ready to pay a higher price as this is often the most expensive day.**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 Darien?
Darien has connections to 168 airports worldwide through 72 carriers, with John F. Kennedy Intl. Airport (JFK) as its primary gateway. Pick from these major airlines to Darien when booking your trip:

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

Where do you fly into Darien?
Darien's main point of arrival is Westchester County Airport (HPN). If you're looking for more nearby choices when flying to Darien, check out MacArthur Airport (ISP), LaGuardia Airport (LGA) or Tweed - New Haven Regional Airport (HVN). You can also fly to Darien through John F. Kennedy Intl. Airport (JFK).
How far is the airport from central Darien?
Jetting into Westchester County Airport (HPN) puts you roughly 12 mi west of central Darien.
Can I save money by booking a Darien trip package?
You could possibly save hundreds of dollars if you secure a Darien flight and hotel package deal on Expedia. And you'll make life easier by having all your travel arrangements in one place. Try bundling your hotel and flight with add-ons like activities and car rentals for your own personalized Darien break.
Can I change or cancel my flight to Darien?
You can typically cancel or change your flight to Darien within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may be issued credit for a future trip instead of a direct refund. Be sure to check the airline's terms and conditions in your itinerary for exact details. Use Expedia's "No cancel fee" or "Changes included" filters when you search to secure cheap flights to Darien with flexible change policies. For additional information, browse our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

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Travel information

Destination airport
MacArthur
Destination airport IATA code
ISP
Destination city name
Islip
Roundtrip price
$98

Trending flights to Darien

Prices were available within the past 7 days and start at $41 for one-way flights and $82 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways

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