Cheap Flights to Winthrop from $41

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How Much Does it Cost To Fly To Winthrop?

The cheapest prices found with in the last 7 days for return flights were $81 and $41 for one-way flights to Winthrop for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
BWIBostonMay 8 to May 12$81
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DCABostonMarch 31 to April 9$238
*Prices include taxes and fees

Winthrop BOS Flight Information

Traveling to
Winthrop BOS
Lowest Price
$81
Number of Airlines Serving
15
Airlines Serving
Spirit Airlines, Frontier Airlines
Number of Daily Flights
58
Airlines with Direct Flights
American Airlines, KLM, Qatar Airways, JAL, Icelandair, Delta Air Lines, El Al, Alaska Airlines, JetBlue, LATAM Airlines, Hawaiian Airlines, Iberia, Korean Air, TAP Air Portugal, Virgin Atlantic

Find The Perfect Hotel For After Your Flight

Family Friendly Hotels in Winthrop

The Winthrop Arms Hotel And Restaurant

The Winthrop Arms Hotel And Restaurant

3 out of 5
130 Grovers Ave., Winthrop, MA
The price is $214 per night from Mar 31 to Apr 1
$214
per night
Mar 31 - Apr 1
Stay at this 3-star beach hotel in Winthrop. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the restaurant and the helpful staff in our ...
8.4/10 Very Good! (520 reviews)
"Very unique property! Restaurant Very local and fabulous! Check in with hostess for both restaurant and rooms. Room very spacious, clean, well appointed. Quite a unique experience!"

Reviewed on Mar 10, 2024

The Winthrop Arms Hotel And Restaurant
Château sur Mer Bed & Breakfast

Château sur Mer Bed & Breakfast

3 out of 5
100 Sargent Street, Winthrop, MA
The price is $189 per night from Apr 1 to Apr 2
$189
per night
Apr 1 - Apr 2
Stay at this 3-star B&B in Winthrop. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions Flynn ...
8.6/10 Excellent! (183 reviews)
A+
"Very close to just about anything we needed. Just a car ride to the next spot. The lady was very nice and a pleasure to talk with"

Reviewed on Nov 14, 2023

Château sur Mer Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Winthrop Flight and Hotel Packages

Winthrop flight + hotel packages - economy flights

Fairmont Copley Plaza, Boston
Raffles Boston
The Colonnade Hotel Back Bay
Don't see what you're looking for?
See all available trips from WAS-All Airports to Winthrop
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Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to Winthrop?
Whether you’re seeking fantastic service or a seat with extra legroom on your flight to Winthrop, you’re bound to find what you’re looking for. There are 20 air carriers that fly to this destination, including:

  • Delta Air Lines
  • JetBlue Airways
  • American Airlines

What airport is best to fly into Winthrop?
Logan Intl. Airport is located 2 mi from all the hustle and bustle of downtown Winthrop. It’s the sole airport servicing the city, so there’s zero chance of your cab driver delivering you to the wrong one!
Where to stay in Winthrop
Whether you’re planning to shell out on accommodations or you just want something to use as a base, you’ll find what you’re looking for in Winthrop. With 3,312 properties on Travelocity, you’ll have no trouble catching some Zs after a big day of thrilling adventures.The Hilton Boston Logan Airport or the Hyatt Regency Boston Harbor will suit those adventurers with a taste for quality service and high thread-count sheets. However, if you doubt you’ll see much of your room, why not book a cheaper option like the Rodeway Inn Logan International Airport or the The Constitution Inn?
Places to visit in Winthrop
With so many remarkable attractions in Winthrop, you might just have to tell your boss you need more time off. Begin with Boston Convention and Exhibition Center, and USS Constitution Museum. You’d also be mad to miss out on visiting Faneuil Hall Marketplace, and TD Garden.Taste the unique flavor of this lively metropolis by checking out attractions like Black Falcon Cruise Terminal, and World Trade Center. If you’re after more options, Institute of Contemporary Art, and New England Aquarium are worth a look too.East Boston Memorial Stadium consistently offers exhilarating games for you to enjoy. Seeking more ideas? Find out exactly what makes the wildlife at Belle Isle Marsh Reservation so important.
How to get through airport security fast when traveling to Winthrop
Make your flight to Winthrop a little bit easier by following these useful security tips:

  • Security personnel will request to see your travel ID and boarding pass upon arrival. Have them in a convenient place, so they’re all ready for inspection.
  • Keep in mind that belts with metal buckles can set off the body scanner’s alarms. If you have one on, you may be told to take it off before moving forward.
  • Laptops, tablets and other electronic devices must be placed in separate bins to be X-rayed.
  • When you approach the security checkpoint, you’ll be asked to put all creams, liquids and gels in a separate bin for inspection. Make sure they’re all in containers smaller than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Security personnel may instruct you to remove your shoes before entering the body scanner. Pick a pair that you can take off easily. There’s nothing worse than having to do up your laces again and again.
  • Scissors and multi-tools are prohibited from entering the plane. Stash them away in your checked luggage to avoid them being confiscated at the airport security checkpoint.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Plane Tickets To Winthrop

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Winthrop. Browse through our inventory to explore a wide range of cheap flights to Winthrop to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Winthrop as you anxiously await to exit the plane and explore what Winthrop has to offer. Considering all the amazing local food and culture in Winthrop, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Winthrop to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Winthrop without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Winthrop with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Winthrop today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.