Popular airlines to Winthrop

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Alternative airports near Winthrop

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

BOS

Logan Intl.

CheapestClosest

8 min

Flights from $421

What you need to know for your flight to Winthrop

Flights to Winthrop at a glance

Traveling to Winthrop is easy—choose from a variety of full-service or budget airlines, compare travel times, and select the flight that best fits your budget and schedule as you plan to explore the city’s renowned attractions and neighborhoods.

Major airport near Winthrop: Logan International Airport (BOS)
Flights per week: 7,700+ flights arriving at Winthrop airport
Number of airlines that fly to Winthrop: around 75+ carriers

Popular airport near Winthrop

Winthrop is a charming city ideal for family-friendly beach vacations and outdoor adventures. Visitors are drawn to its blend of culture, entertainment, and urban experiences. The city is conveniently accessible via a major airport, making travel to Winthrop easy for everyone.

Logan International Airport (BOS): Situated in Suffolk County, Massachusetts, roughly 2 miles from Winthrop, this airport provides extensive flight options for both domestic and international travelers. It connects to approximately 260 domestic cities and over 315 international destinations. Passengers can enhance their travel experience by opting for first class, premium economy, or business class seating, depending on the airline and route. Notable airlines operating here include Delta, JetBlue Airways, and American Airlines.

Top routes to Winthrop

Los Angeles (LAX) to Winthrop (BOS), with one-way airfare from around $100
Chicago (ORD/MDW) to Winthrop (BOS), with one-way tickets available from around $50
Washington (IAD/DCA) to Winthrop (BOS), with one-way flights starting at around $70
Orlando (MCO) to Winthrop (BOS), with one-way airfare from around $60
San Francisco (SFO) to Winthrop (BOS), with one-way tickets available from around $110

Cheapest routes to Winthrop

Presque Isle (PQI) to Winthrop (BOS), with low-cost one-way tickets from around $40
Atlanta (ATL) to Winthrop (BOS), with cheap one-way fares from around $45
Chicago (ORD/MDW) to Winthrop (BOS), with low-cost one-way tickets from around $50
Syracuse (SYR) to Winthrop (BOS), with low-cost one-way tickets from around $50
Philadelphia (PHL) to Winthrop (BOS), with low one-way fares from around $55

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

Top airlines with flights to Winthrop

American Airlines: Operating flights to Logan International Airport (BOS), this airline represents about 25% of arrivals in Winthrop. The typical one-way fare hovers around $400, with premium service options like premium economy, business, and first class available based on the route.
Delta: Providing service to Logan International Airport (BOS), Delta accounts for roughly 23% of arrivals to Winthrop. Passengers can expect an average one-way fare of about $430, with premium cabin choices including premium economy, business, and first class depending on the route.
JetBlue Airways: Serving Logan International Airport (BOS), JetBlue makes up approximately 17% of arrivals in Winthrop. The average one-way fare is around $370, with options for premium economy and business class offered depending on the specific route.
United: Operating flights to Logan International Airport (BOS), United represents close to 13% of arrivals in Winthrop. The average one-way ticket costs about $380, and premium cabin options can include premium economy, business, and first class depending on the route.
Southwest Airlines: Flying into Logan International Airport (BOS), Southwest Airlines makes up around 7% of arrivals to Winthrop. Travelers can anticipate an average one-way fare of roughly $250.

Best time to fly to Winthrop

The most popular months for travelers to fly to Winthrop are January, March, and April, when peak temperatures in Winthrop can reach up to 48.2°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 65.7°F. For better deals, October usually offers the lowest average one-way fare around $224, roughly 8% cheaper than the yearly average. Looking for additional cheaper months to fly? November, September, and December offer average one-way fares of around $230, making them good options for flexible travelers.

Month	Temperature	Precipitation	Cloudiness	Demand	Average one-way Fare
January	30.0°F (-1.1°C)	Light Rain	Mostly Sunny	Moderately High	$279
February	31.5°F (-0.3°C)	Light Rain	Mostly Cloudy	Average	$246
March	37.9°F (3.3°C)	Light Rain	Mostly Sunny	Moderately High	$258
April	48.2°F (9.0°C)	Light Rain	Mostly Sunny	Moderately High	$269
May	58.5°F (14.7°C)	Light Rain	Mostly Sunny	Average	$234
June	66.6°F (19.2°C)	Light Rain	Mostly Sunny	Average	$248
July	73.6°F (23.1°C)	Light Rain	Mostly Sunny	Average	$248
August	72.7°F (22.6°C)	Light Rain	Mostly Sunny	Average	$256
September	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Moderately Low	$228
October	55.6°F (13.1°C)	Light Rain	Mostly Sunny	Average	$224
November	44.4°F (6.9°C)	Light Rain	Mostly Sunny	Moderately Low	$228
December	36.3°F (2.4°C)	Light Rain	Mostly Sunny	Moderately Low	$231

*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 Winthrop

Getting some of the best deals on flights to Winthrop is all about timing and flexibility. Here are some key tips to help you save:

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.
Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Winthrop hotel and flight deals.
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.
Earn miles—you can earn airline miles when you book your Winthrop flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Winthrop

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

Public transportation: From Logan International Airport, several transport options are conveniently located nearby. Airport Station, a metro station, is about 0.9 miles from the airport by car, while Chelsea Station, a train station, is approximately 2.8 miles away by car. Additionally, Boston Seaport, a seaport, is around 3.1 miles from the airport, also accessible by car.
Hotel transfer: Transfers offer a convenient way to reach your hotel in Winthrop, with private rides that can be arranged in advance.
Car rental: Renting a car in Winthrop is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Winthrop 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 Winthrop

Revere: Located 3 miles drive away from Winthrop, Revere is a vibrant city known for its rich culture and business opportunities. Visitors can enjoy a range of activities, from shopping at the local mall to relaxing at a spa. Notable attractions include Revere Beach, a perfect spot for a beach vacation, as well as the Boston Public Library and the expansive Boston Common, both ideal for families and cultural experiences.
Chelsea: Chelsea is located 3 miles drive away from Winthrop and offers a blend of city life, business, and cultural experiences. This city features a variety of venues for education, spa treatments, and shopping. Key points of interest include the Boston Public Library for family-friendly cultural outings, TD Garden for events, and Boston Common, an urban park perfect for outdoor activities.
Everett: Everett is located 5 miles drive away from Winthrop and is known for its lively entertainment scene and business atmosphere. This city provides access to a range of activities, including music concerts and spa services. Travelers can explore significant sites such as TD Garden, a hub for events, the Boston Public Library for a family-oriented cultural visit, and the beautiful Boston Common, an inviting park for outdoor enjoyment.

Tips for short-haul flights to Winthrop

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. Maximize your packing efficiency by using mini toiletries, wearing your heaviest clothing, and planning versatile outfits. This approach also helps you avoid the hassle of waiting at baggage claim once you land.
Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. To keep yourself amused, download your favorite 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—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 conditions 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 Winthrop

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

Select your seat in advance—for longer flights, choosing your seat ahead of time is essential for comfort. Full-service airlines often provide complimentary seat selection once online check-in begins, typically 24–48 hours before your flight. Some airlines may allow seat selection even earlier.
Arrive at the airport in plenty of time—be sure to arrive at least 3 hours before departure for international flights to accommodate check-in, security, and immigration processes.
Relax at the airport—if you have some 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. Most airports offer free and accessible Wi-Fi.
Adjust to the new time zone mid-flight—begin syncing your internal clock by changing your watch and 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.

Frequently asked questions

What month is the cheapest to fly to Winthrop?

is the cheapest month to travel to Winthrop. Demand is lower then, so you're likely to snag a great deal. Planning your trip outside of school breaks and major holidays can also help you save.

Which US cities have the cheapest flights to Winthrop?

Generally, New York, Washington and Chicago offer cheap flights to Winthrop. However, being flexible is always key to landing a bargain. Fly during low season or midweek to keep costs down.

Which US cities fly direct to Winthrop?

There are 67 US destinations where you can fly to Winthrop directly from. Explore the options by selecting the "Direct flights only" box on Expedia and choose the best departure point for you. Here are a handful of the top cities to set off from:

New York
Washington
Chicago
Philadelphia
Charlotte

How to find a cheap flight to Winthrop?

To snag cheap flights to Winthrop, book in advance and visit during the off-season months of February and March. Like another tip? Take off on a Thursday and save 16% on average compared to those who travel 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 Winthrop?

Although booking in advance is usually the easiest way to save cash, don't worry if your Winthrop trip is last minute. You can still find cheap flights to Winthrop, especially if your plans have a little leeway. Try switching up your trip dates, looking at different ticket options or flying out of an alternative hub.

How far in advance should I book a flight to Winthrop?

Secure your flight to Winthrop two to four months ahead if you're taking off from an international destination. For domestic travel, the usual timeframe is 28 days in advance. Cheaper fares and a wider variety of departure dates, times and seating options are just some of the advantages 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 Winthrop?

Sundays are generally the best day to book a cheap flight to Winthrop, with savings of around 8% on average compared to a Friday. If you purchase 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 Winthrop?

Winthrop is connected to 119 airports globally through 42 airlines, with Logan Intl. Airport (BOS) as its primary gateway. Select from these popular airlines to Winthrop when planning your trip:

Delta Air Lines
JetBlue Airways
American Airlines
United Airlines

Where do you fly into Winthrop?

When you're flying to Winthrop, the main airport for arrivals is Logan Intl. Airport (BOS). You can also jet into nearby hubs like Provincetown Municipal Airport (PVC), Manchester-Boston Regional Airport (MHT) or New Bedford Regional Airport (EWB). Another good option worth keeping in mind when you fly to Winthrop is T.F. Green Airport (PVD).

How far is the airport from central Winthrop?

If you're touching down at Logan Intl. Airport (BOS), you'll be approximately 2 mi southwest of central Winthrop.

Can I save money by booking a Winthrop trip package?

You could possibly save hundreds of dollars if you secure a Winthrop flight and hotel package deal on Expedia. And you'll make life easier by having all your travel plans in one place. Try bundling hotels and flights with add-ons like activities and car rentals for your own customized Winthrop break.

Can I change or cancel my flight to Winthrop?

You can usually cancel or change your flight to Winthrop within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may be issued a credit toward a future flight rather than a direct refund. Remember to check the airline's terms and conditions in your itinerary for exact details. You can use Expedia's "Changes included" or "No cancel fee" filters during your search to find cheap flights to Winthrop with flexible change policies. To learn more, head to 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 Winthrop

The cheapest day to fly

Get started finding a cheap flight to Winthrop 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

is the cheapest month to fly to Winthrop. 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 Winthrop. 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 Winthrop, 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 Winthrop

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

The cheapest airlines flying to Winthrop

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

The most affordable airports to fly into

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

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 Winthrop.

Stopover savings

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

Travel information

Destination airport	Winthrop
Destination airport IATA code	BOS

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