$43 Cheap Flights to Guilford, CT

Flights to Guilford at a glance

Traveling to Guilford is easy, thanks to low-cost airlines that provide a range of flight schedules. Review journey times and arrival times to choose a cheap flight to Guilford that aligns with your budget and itinerary while you discover the city's renowned attractions and neighborhoods.

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

Popular airport near Guilford

Guilford is a charming city perfect for outdoor enthusiasts, scenic getaways, and romantic retreats. Visitors are drawn to its rich culture, adventurous spirit, and urban delights. The city is conveniently accessible through a major airport, making it easy for travelers to find domestic flights to Guilford.

• Tweed - New Haven Regional Airport (HVN): Situated in New Haven County, Connecticut, approximately 11 miles from Guilford, this airport provides both domestic and international flights, linking to around 25 cities across the U.S. and one international locale. Key airlines operating here include Breeze and Avelo Airlines.

Top routes to Guilford

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

Cheapest routes to Guilford

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

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

Top airlines with flights to Guilford

• Breeze: Offers flights to Tweed - New Haven Regional Airport (HVN), representing roughly 54% of all arrivals in Guilford. The typical one-way ticket price hovers around $90.
• Avelo Airlines: Provides service to Tweed - New Haven Regional Airport (HVN), accounting for about 46% of arrivals to Guilford. Expect average one-way fares to be around $100.

Best time to fly to Guilford

The most popular months for travelers to fly to Guilford are March, April, and June, when peak temperatures in Guilford can reach up to 66.9°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 66.7°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 Guilford

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

*For members. Select hotels.

Arriving in Guilford

Guilford welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Guilford 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 about 3.5 miles away by car, providing convenient options for both sea and rail travel.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Guilford, with private rides that can be arranged in advance.
• Car rental: Renting a car in Guilford is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Guilford 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 Guilford

• Madison: Located 5 miles away from Guilford, Madison is a charming city perfect for outdoor enthusiasts and nature lovers. Visitors flock here for its stunning scenery and adventurous activities. Key attractions include Hammonasset Beach State Park, ideal for hiking and enjoying picturesque views, and the sandy shores of Hammonasset Beach, a favorite for sunbathers. For a unique experience, hop aboard the Essex Steam Train, which offers a glimpse into the area's rich cultural heritage through its railway museum.
• North Branford: North Branford is located 6 miles away from Guilford and is a delightful destination for couples and sports fans alike. The city boasts beautiful outdoor spaces and engaging activities, making it a great spot for a romantic getaway or a fun day out. Visitors can explore the historic Yale University, which offers a glimpse into academic culture. Bill Miller’s Castle serves as a romantic venue, while the Stony Creek - Thimble Islands Historic District invites history enthusiasts to discover its charming past.
• Northford: Northford is located 9 miles away from Guilford and is an excellent choice for families seeking entertainment and outdoor fun. The city features a variety of venues, including theaters and educational sites that cater to all ages. Key highlights include the historic Yale University and Choate Rosemary Hall, offering a taste of local educational heritage. Don't miss Quinnipiac River State Park, where you can enjoy outdoor adventures amidst beautiful scenery, especially during the warmer months.

Tips for short-haul flights to Guilford

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. Optimize space by choosing mini toiletries, wearing your bulkiest clothing, and planning outfits wisely. This approach also lets you bypass the wait at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. Download your favorite 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 arrive at least 1.5 to 2 hours before departure, taking into account potential traffic and security lines.
• Bring your own snacks and water—pack snacks and a refillable water bottle to stay hydrated and save money at the airport.

Tips for long-haul flights to Guilford

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, usually 24–48 hours prior to your flight. Some airlines may even offer seat selection earlier than this.
• 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 browse the shops, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Most airports provide free Wi-Fi for your convenience.
• 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. Aim to sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Tips to find the cheapest flights to Guilford

The cheapest day to fly

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

The lowest price for round-trip flights to Guilford in 2026 starts from $86, while one-way tickets start from from $43. 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 Guilford. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Guilford

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

The most affordable airports to fly into

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

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 Guilford.

Stopover savings

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