$47 Cheap Flights to Old Saybrook, CT

Flights to Old Saybrook at a glance

Traveling to Old Saybrook is easy, with budget airlines providing a range of flight options. Take the time to compare travel times and choose the option that best fits your budget and itinerary as you discover the city's iconic attractions and neighborhoods.

• Major airport near Old Saybrook: Tweed - New Haven Regional Airport (HVN)
• Flights per week: 180+ flights arriving at Old Saybrook airport
• Number of airlines that fly to Old Saybrook: around 2 carriers

Popular airport near Old Saybrook

Old Saybrook is a charming city perfect for outdoor adventures, scenic views, and romantic getaways. Visitors are drawn to its beautiful beaches, family-friendly atmosphere, and rich culture. The city is conveniently served by a major airport, making travel easy for all.

• Tweed - New Haven Regional Airport (HVN): Situated in New Haven County, Connecticut, approximately 27 miles from Old Saybrook, this airport provides both domestic and international flights, linking to around 25 domestic cities and 1 international destination. Breeze and Avelo Airlines are among the notable carriers operating at this airport.

Top routes to Old Saybrook

• Orlando (MCO) to Old Saybrook (HVN), with one-way flight options from around $40
• Raleigh (RDU) to Old Saybrook (HVN), with one-way tickets available from around $35
• West Palm Beach (PBI) to Old Saybrook (HVN), with one-way airfare from around $40
• Charleston (CHS) to Old Saybrook (HVN), with one-way flights starting at around $30
• Tampa (TPA) to Old Saybrook (HVN), with one-way flights starting at around $50

Cheapest routes to Old Saybrook

• Baltimore (BWI) to Old Saybrook (HVN), with affordable one-way prices from around $30
• Norfolk (ORF) to Old Saybrook (HVN), with budget one-way fares from around $30
• Charleston (CHS) to Old Saybrook (HVN), with affordable one-way prices from around $30
• Richmond (RIC) to Old Saybrook (HVN), with low one-way fares from around $35
• Raleigh (RDU) to Old Saybrook (HVN), with low-cost one-way tickets from around $35

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

Top airlines with flights to Old Saybrook

• Breeze: Operating flights to Tweed - New Haven Regional Airport (HVN), Breeze handles about 54% of arrivals to Old Saybrook. The average fare for a one-way ticket is roughly $90.
• Avelo Airlines: Also flying to Tweed - New Haven Regional Airport (HVN), Avelo Airlines accounts for approximately 46% of arrivals in Old Saybrook. Expect one-way fares to average around $100.

Best time to fly to Old Saybrook

The most popular months for travelers to fly to Old Saybrook are March, April, and June, when peak temperatures in Old Saybrook can reach up to 66.4°F in June. If you prefer quieter travel, consider September, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 66.2°F. For better deals, August usually offers the lowest average one-way fare around $85, roughly 15% cheaper than the yearly average. Looking for additional cheaper months to fly? October, September, and May offer average one-way fares of around $89, making them good options for flexible travelers.

*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 Old Saybrook

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

*For members. Select hotels.

Arriving in Old Saybrook

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

• Public transportation: From Tweed - New Haven Regional Airport, New Haven Seaport, a seaport, is located about 1.3 miles away by car, while New Haven State Street Station, a train station, is situated approximately 3.5 miles from the airport, both easily accessible by vehicle.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Old Saybrook, with private rides that can be arranged in advance.
• Car rental: Renting a car in Old Saybrook is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Old Saybrook 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 Old Saybrook

• Greenport: Located 13 miles away from Old Saybrook, Greenport is a charming city that offers a delightful blend of outdoor adventures, romantic getaways, and beach experiences. Visitors can enjoy activities like golfing and attending live music concerts. Key attractions include 67 Steps Beach, perfect for a relaxing day by the water, and Orient Point County Park, an ideal spot for families seeking outdoor fun. Don't miss the Railroad Museum of Long Island, which provides a fascinating glimpse into the region's railway history.
• Essex: Essex is located 5 miles drive away from Old Saybrook and is a picturesque city that captivates travelers with its stunning scenery and outdoor activities. This destination is perfect for couples looking for romantic outings or families wanting to explore nature. Key points of interest include the Essex Steam Train, which offers a unique cultural experience, and the scenic Gillette Castle State Park, great for hiking and enjoying the views. For a relaxing day, Goose Island provides an excellent spot for outdoor fun and beach activities.
• Madison: Madison is located 11 miles drive away from Old Saybrook and is a hidden gem for nature lovers and adventure seekers. This city boasts beautiful beaches and a national state park, making it an ideal location for outdoor activities year-round. Notable attractions include Hammonasset Beach State Park, which offers stunning scenery and recreational opportunities, and the family-friendly Hammonasset Beach. Additionally, the Essex Steam Train provides an enjoyable cultural outing for those interested in history and railroads.

Tips for short-haul flights to Old Saybrook

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, traveling with just a carry-on is often more economical. Save space by using mini toiletries, wearing your bulkiest clothing, and planning your outfits wisely. This approach also allows you to bypass the wait at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. Download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book to keep yourself entertained. Remember to fully charge your devices before you board.
• Arrive at the airport in plenty of time—for both short and domestic flights, it’s advisable to get to the airport at least 1.5 to 2 hours before your departure. Be sure to account 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 while at the airport.

Tips for long-haul flights to Old Saybrook

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 often allow free seat selection once online check-in opens, typically 24–48 hours before your flight. Some airlines provide the option to select seats even earlier.
• Arrive at the airport in plenty of time—aim to be at the airport at least 3 hours before departure for international flights to accommodate check-in, security, and immigration procedures.
• Relax at the airport—if you find yourself with extra time, take a moment to explore the shops, visit a coffee shop, or unwind at the gate or in a departure lounge if you have access. Most airports offer free Wi-Fi for your convenience.
• Adjust to the new time zone mid-flight—begin acclimating your body clock by setting 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 location to help minimize jet lag.

Tips to find the cheapest flights to Old Saybrook

The cheapest day to fly

Get started finding a cheap flight to Old Saybrook 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

November is the cheapest month to fly to Old Saybrook. 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 Old Saybrook. 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 Old Saybrook, 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 Old Saybrook

The lowest price for round-trip flights to Old Saybrook in 2026 starts from $104, while one-way tickets start from from $47. 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 Old Saybrook. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Old Saybrook

Breeze Airways are just some of the airlines that can typically offer cheap tickets to Old Saybrook. 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 Old Saybrook and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Old Saybrook, 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 Old Saybrook. 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 Old Saybrook 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 Old Saybrook

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 Old Saybrook.

Stopover savings

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