A river with a large bridge and a small boat on the shore.

$43 Cheap Flights to Portland, CT

Popular airlines to Portland

  • Be in the know

    Get alerts if flight prices drop or rise*
  • Book smarter

    Save up to 30% on select hotels after you book a flight*
  • Earn twice

    Earn your airline miles on top of our OneKeyCash

How much is the cheapest flight to Portland?

Prices were available within the past 7 days and start at $43 for one-way flights and $86 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Avelo Airlines
Frontier Airlines
American Airlines
Southwest Airlines

Alternative airports near Portland

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

What you need to know for your flight to Portland

Flights to Portland at a glance

Traveling to Portland is easy—select from a range of full-service or budget airlines, evaluate travel times, and choose the best option that aligns with your budget, schedule, and plans to discover the city's renowned attractions and neighborhoods.

  • Major airports near Portland: Bradley International Airport (BDL), Tweed - New Haven Regional Airport (HVN)
  • Closest (typical) airport to Portland: Tweed - New Haven Regional Airport, HVN (around 25 miles)
  • Flights per week: 2,800+ flights arriving across Portland airports
  • Number of airlines that fly to Portland: around 20+ carriers

Popular airports near Portland

Portland is a vibrant city perfect for outdoor enthusiasts, cultural explorers, and family getaways. Travelers flock to Portland for its blend of family-friendly activities, cultural experiences, and urban entertainment. The city is conveniently served by two major airports.

  • Bradley International Airport (BDL): Situated in Hartford County, Connecticut, approximately 25 miles from Portland, this airport provides both domestic and international travel options. It connects passengers to over 185 domestic cities and more than 60 international destinations. Travelers can opt for enhanced comfort by selecting first class or premium economy class seating, depending on their chosen routes and airlines. Key carriers operating here include American Airlines, JetBlue Airways, and Delta.
  • Tweed - New Haven Regional Airport (HVN): Found in New Haven County, Connecticut, about 25 miles from Portland, this airport offers flights primarily within the U.S. and to one international destination. It connects to around 25 domestic cities, making it a convenient option for local travelers. Breeze and Avelo Airlines are among the popular carriers operating from this airport.

Top routes to Portland

  • Orlando (MCO) to Portland (BDL/HVN), with one-way tickets available from around $40
  • Tampa (TPA) to Portland (BDL/HVN), with one-way fares starting at around $50
  • San Juan (SJU) to Portland (BDL/HVN), with one-way tickets available from around $80
  • Fort Lauderdale (FLL) to Portland (BDL/HVN), with one-way fares starting at around $55
  • Fort Myers (RSW) to Portland (BDL/HVN), with one-way tickets available from around $50

Cheapest routes to Portland

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

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

Top airlines with flights to Portland

  • American Airlines: Operating flights to Bradley International Airport (BDL), this airline represents about 33% of arrivals in Portland. The average fare for a one-way ticket is roughly $280, with premium service including first class available on select routes.
  • Delta: Also servicing Bradley International Airport (BDL), Delta accounts for approximately 20% of arrivals to Portland. One-way fares are around $290, with premium options that may feature both premium economy and first class depending on the specific route.
  • Southwest Airlines: This carrier operates to Bradley International Airport (BDL), contributing about 15% of arrivals in Portland. Travelers can expect an average one-way fare of about $250.
  • JetBlue Airways: Providing flights to Bradley International Airport (BDL), JetBlue makes up around 8% of arrivals to Portland. The average cost for a one-way ticket is approximately $270, with premium economy service available on certain routes.
  • Breeze: This airline serves both Bradley International Airport (BDL) and Tweed - New Haven Regional Airport (HVN), accounting for about 7% of Portland's arrivals. The average fare for one-way flights is around $100.

Best time to fly to Portland

The most popular months for travelers to fly to Portland are February, March, and April, when peak temperatures in Portland can reach up to 48.7°F in April. If you prefer quieter travel, consider September, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 65.5°F. For better deals, May usually offers the lowest average one-way fare around $203, roughly 7% cheaper than the yearly average. Looking for additional cheaper months to fly? September, July, and August offer average one-way fares of around $208, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January29.1°F (-1.6°C)Light RainMostly SunnyAverage$227
February30.6°F (-0.8°C)Light RainMostly SunnyHigh$223
March37.8°F (3.2°C)Light RainMostly SunnyHigh$231
April48.7°F (9.3°C)Light RainMostly SunnyHigh$250
May59.2°F (15.1°C)Light RainMostly SunnyAverage$203
June67.5°F (19.7°C)Light RainMostly SunnyAverage$211
July74.3°F (23.5°C)Light RainMostly SunnyAverage$209
August72.5°F (22.5°C)Light RainMostly SunnyAverage$210
September65.5°F (18.6°C)Light RainMostly SunnyLow$207
October54.9°F (12.7°C)Light RainMostly SunnyAverage$215
November43.3°F (6.3°C)Light RainMostly SunnyLow$225
December35.2°F (1.8°C)Light RainMostly SunnyLow$225

*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 Portland

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

*For members. Select hotels.

Arriving in Portland

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

  • Public transportation: From Bradley International Airport, Windsor Locks Station, a train station, is located about 5 miles away by car, providing convenient access to rail services for travelers.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Portland, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Portland is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Portland 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 Portland

  • Middletown: Located 0.9 mile away from Portland, Middletown is a vibrant city that beckons travelers with its rich cultural offerings and outdoor activities. Visitors can enjoy the beautiful campus of Wesleyan University, a historic institution perfect for those interested in culture. For families, the Kidcity Children's Museum provides a fun and educational experience. Additionally, the Wadsworth Mansion serves as an elegant venue for events and conferences. With its blend of romance and adventure, Middletown is an ideal spot for a day trip or a romantic getaway.
  • Middlefield: Middlefield is located 5 miles away from Portland and is a great destination for outdoor enthusiasts and adventure seekers. Known for its ski resorts and fields, this city offers exciting winter sports opportunities. Visitors can relax at Lake Beseck Beach or explore the historic Wesleyan University nearby. The Wadsworth Mansion is also just a short drive away, making it a superb choice for business travelers. Whether you’re in the mood for skiing or summer lake activities, Middlefield has something to offer year-round.
  • East Hampton: Situated 7 miles away from Portland, East Hampton is a picturesque city that enchants with its natural beauty and outdoor experiences. Ideal for couples seeking romance or scenic views, East Hampton features lovely recreational areas and access to stunning lakes and beaches. Explore the expansive Machimoodus State Park for hiking and adventure. Wesleyan University adds a cultural touch to the landscape, while the Connecticut Convention Center caters to business needs. This charming city is perfect for a weekend retreat or a peaceful day in nature.

Tips for short-haul flights to Portland

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

  • Pack light and skip checked bags—for budget airlines, traveling with just a carry-on is often the more economical choice. Maximize space by using mini toiletries, wearing your heaviest clothing, and planning your outfits wisely. This strategy also allows you to avoid the wait at baggage claim upon arrival.
  • Bring your own entertainment—short-haul flights may not provide in-flight entertainment. To keep yourself occupied, download your favorite TV shows, movies, music, or podcasts beforehand, 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 traffic and security lines.
  • Bring your own snacks and water—to stay hydrated and save money at the airport, pack some snacks and a refillable water bottle.

Tips for long-haul flights to Portland

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 provide complimentary seat selection once online check-in becomes available, typically 24–48 hours prior to your flight. Some airlines may allow you to select your seat even earlier.
  • Arrive at the airport in plenty of time—aim to reach the airport at least 3 hours before your departure for international flights. This allows sufficient time for check-in, security, and immigration processes.
  • Relax at the airport—if you have some extra time, take a moment to explore the shops, enjoy a coffee, or unwind at your 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 modifying 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 of your arrival to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Portland?
The cheapest month to fly to Portland is October when there's less demand. Off-peak months are usually when you'll find cheap fares. To keep costs down, steer clear of flying during school breaks and public holidays.
Which US cities have the cheapest flights to Portland?
Washington, Chicago and Orlando generally have cheap flights to Portland. Keep in mind that fares may vary based on factors such as time of year, number of stopovers and demand.
Which US cities fly direct to Portland?
There are 32 US cities that you can fly to Portland nonstop from. Explore the options by using the "Direct flights only" box on Expedia and find the ideal departure point for you. Here are some of the major cities to take off from:

  • Washington
  • Chicago
  • Orlando
  • Atlanta
  • Charlotte

How to find a cheap flight to Portland?
To get cheap flights to Portland, book early or visit during the off-peak months of February and March. Want a handy tip? Take off on a Thursday and save 16% on average compared to traveling on a Sunday.* Set a price alert on the Expedia app and you'll get notified as soon as your 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 Portland?
While booking in advance is typically the best way to save money, don't panic if your Portland vacation is last minute. It's still possible to find cheap flights to Portland, especially if your plans have a little wiggle room. Try switching up your dates, exploring different ticket options or departing from an alternative airport.
How far in advance should I book a flight to Portland?
To pick up the best deals on domestic journeys, book your flight to Portland 28 days ahead of your travel dates. For international flights, search for your ticket two to four months in advance. This improves your chances of securing your preferred departure dates and seats.**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 Portland?
Sundays are generally the best day to book a cheap flight to Portland, with savings of around 8% on average compared to Fridays. If you decide to buy tickets on a Friday, expect to pay a higher price as this is typically 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 Portland?
A total of 10 carriers connect 34 airports all over the world to Portland. Here are a few of the popular airlines to Portland, where Bradley Intl. Airport (BDL) is the chief entry point:

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

Where do you fly into Portland?
Portland's main airport is Hartford, CT (HFD-Hartford - Brainard). If you want more nearby choices when flying to Portland, consider Tweed - New Haven Regional Airport (HVN), Bradley Intl. Airport (BDL) or MacArthur Airport (ISP). It's also possible to fly to Portland through Waterbury - Oxford Airport (OXC).
How far is the airport from central Portland?
If you're landing at Hartford, CT (HFD-Hartford - Brainard), you'll be around 12 mi north of central Portland.
Can I save money by booking a Portland trip package?
It's possible to save hundreds of dollars if you secure a Portland flight and hotel package deal on Expedia. And you'll make life easier by having all your travel arrangements in the same place. Try bundling flights and accommodations with extras like activities and car rentals for your own personalized Portland escape.
Can I change or cancel my flight to Portland?
If you bought your flight to Portland in the last 24 hours, you can usually cancel or change it without fees. After that, additional charges may apply depending on the airline's terms of service. To learn more, check out our Customer Service Portal. Remember that some flights are non-refundable, so you may receive a credit toward future travel instead of a direct refund. When browsing on Expedia, use the "Changes included" or "No cancel fee" filters to compare tickets with flexible change policies.

*Flight schedules are subject to change.

*Available to One Key members.

 

Book with confidence

Travel information

Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Destination city name
New Haven
Roundtrip price
$85

Trending flights to Portland

Prices were available within the past 7 days and start at $43 for one-way flights and $86 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways

Explore a world of travel with Expedia