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Cheap flights from Key West to Boston from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Key West to Boston departing on 6/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Key West to Boston

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Key West to Boston.
United Airlines Logo
2:12 pm - 10:24 pmEYW-BOS
8h 12m1 stop
United Airlines Logo
7:00 am - 12:53 pmBOS-EYW
5h 53m1 stop
$317United Airlines
Find Deal
Fri, May 23 - Tue, May 27
American Airlines Logo
12:50 pm - 10:19 pmEYW-BOS
9h 29m2 stops
American Airlines Logo
5:41 am - 11:22 amBOS-EYW
5h 41m1 stop
$322American Airlines
Find Deal
Wed, Jul 9 - Mon, Jul 14
American Airlines Logo
1:25 pm - 10:19 pmEYW-BOS
8h 54m2 stops
American Airlines Logo
5:52 am - 12:55 pmBOS-EYW
7h 03m2 stops
$327American Airlines
Find Deal
Wed, Jul 9 - Mon, Jul 14
American Airlines Logo
1:25 pm - 8:53 pmEYW-BOS
7h 28m1 stop
American Airlines Logo
7:45 am - 3:26 pmBOS-EYW
7h 41m1 stop
$342American Airlines
Find Deal
Tue, Jul 29 - Sat, Aug 2
American Airlines Logo
2:44 pm - 10:19 pmEYW-BOS
7h 35m2 stops
American Airlines Logo
7:45 am - 1:57 pmBOS-EYW
6h 12m1 stop
$347American Airlines
Find Deal
Tue, Jul 29 - Sat, Aug 2
American Airlines Logo
1:25 pm - 10:32 pmEYW-BOS
9h 07m2 stops
American Airlines Logo
8:02 am - 3:26 pmBOS-EYW
7h 24m2 stops
$375American Airlines
Find Deal
Tue, Jul 29 - Sat, Aug 2
 Logo
10:23 am - 3:44 pmEYW-BOS
29h 21m2 stops
 Logo
10:04 am - 2:13 pmBOS-EYW
28h 09m2 stops
Fri, May 23 - Tue, May 27
United Airlines Logo
8:45 am - 11:10 pmEYW-BOS
14h 25m2 stops
United Airlines Logo
5:30 am - 6:05 pmBOS-EYW
12h 35m2 stops
$392United Airlines
Find Deal
Wed, Jul 16 - Tue, Jul 22
United Airlines Logo
2:12 pm - 10:24 pmEYW-BOS
8h 12m1 stop
United Airlines Logo
5:30 am - 6:05 pmBOS-EYW
12h 35m2 stops
$394United Airlines
Find Deal
Fri, May 23 - Tue, May 27
Delta Logo
7:10 am - 6:32 pmEYW-BOS
11h 22m2 stops
Delta Logo
7:00 am - 7:39 pmBOS-EYW
12h 39m2 stops
$1,708Delta
Find Deal
Sun, Jun 15 - Fri, Jun 20

United Airlines flights from Key West to Boston

Our best United Airlines deals on Key West to Boston flight tickets
United Airlines
May 23
EYW2:12 pmKey West
8h 12m
1 stop
BOS10:24 pmBoston Logan Intl
May 27
BOS7:00 amBoston Logan Intl
5h 53m
1 stop
EYW12:53 pmKey West
United Airlines
Jul 16
EYW8:45 amKey West
14h 25m
2 stops
BOS11:10 pmBoston Logan Intl
Jul 22
BOS5:30 amBoston Logan Intl
12h 35m
2 stops
EYW6:05 pmKey West
United Airlines
May 23
EYW2:12 pmKey West
8h 12m
1 stop
BOS10:24 pmBoston Logan Intl
May 27
BOS5:30 amBoston Logan Intl
12h 35m
2 stops
EYW6:05 pmKey West

American Airlines flights from Key West to Boston

Our best American Airlines deals on Key West to Boston flight tickets
American Airlines
Jul 9
EYW12:50 pmKey West
9h 29m
2 stops
BOS10:19 pmBoston Logan Intl
Jul 14
BOS5:41 amBoston Logan Intl
5h 41m
1 stop
EYW11:22 amKey West
American Airlines
Jul 9
EYW1:25 pmKey West
8h 54m
2 stops
BOS10:19 pmBoston Logan Intl
Jul 14
BOS5:52 amBoston Logan Intl
7h 03m
2 stops
EYW12:55 pmKey West
American Airlines
Jul 29
EYW1:25 pmKey West
7h 28m
1 stop
BOS8:53 pmBoston Logan Intl
Aug 2
BOS7:45 amBoston Logan Intl
7h 41m
1 stop
EYW3:26 pmKey West

See travel insights to Boston from

How to get the cheapest flight ticket from Key West to Boston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Key West and Boston?

What is the cheapest month to fly to Boston?

In general, September is the cheapest month to fly from Key West to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $300. If you aren’t able to travel during the month of September, then book flights to Boston from Key West during November instead. Flights to Boston in November, while not as cheap as those in September, still average around $320.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Key West to Boston is on a Saturday when prices can be found for as low as $289. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $681.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the afternoon. momondo users have found flights departing from Key West to Boston in the afternoon for as low as $338. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $537 per ticket.

What is the cheapest Key West to Boston Logan Intl flight route?

Fly from Key West to Boston Logan Intl for the best Key West - Boston Logan Intl flight prices

What cabin class options are available on Key West to Boston Logan Intl flights?

There are 1 cabin classes available to choose from on Key West to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Key West to Boston flight prices changed over time?

As of April 2025, prices for Key West to Boston flights are approximately 6% more expensive when compared to flights at the same time last year.

When to book flights from Key West to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Key West to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Key West to Boston (EYW to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Key West to Boston

Best Price Found

$139

Fastest flight time

3h 32m

Direct flights

Tue and Wed

Airports in Boston

1 airport
The best one-way flight to Boston from Key West in the past 72 hours is $139. The best round-trip flight deal from Key West to Boston found on momondo in the last 72 hours is $317.
The fastest flight from Key West to Boston takes 3h 32m
Direct flights go from Key West to Boston on Tuesday and Wednesday. The only airline offering direct flights is JetBlue.
There is 1 airport near Boston: Boston Logan Intl (BOS)

  • How far is Key West to Boston Logan Intl by plane?

    Boston Logan Intl is 1373.6 mi away from Key West. By plane, this route typically takes 7h 28m.

  • When did momondo last update prices for flights from Key West Airport to Boston Logan Intl Airport?

    Prices for flights from Key West Airport to Boston Logan Intl Airport refresh daily.

  • How many operators does momondo search for flights from Key West Airport to Boston Logan Intl Airport?

  • How old do you have to be to fly from Key West Airport to Boston Logan Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Key West Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents you'll need for your trip to Boston Logan Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Boston Logan Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Key West to Boston?

  • What is the most popular airline from Key West to Boston?


Best airlines flying from Key West to Boston

Compare and see reviews for airlines that fly from Key West to Boston with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $216Free CancellationRating
8.0
7,919 reviews
Search Delta flights
JetBluePriceFrom $236Free CancellationRating
7.3
2,924 reviews
Search JetBlue flights
American AirlinesPriceFrom $246Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • JetBlue Flights From Key West to Boston

    JetBlue is one of the most popular airlines flying from Key West to Boston, operating 5 flights/week on average for this route. A good JetBlue flight deal for Key West to Boston starts from $236 round-trip, up to an average price of $516. Our users have rated JetBlue at 7.3/10.


Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Hampton
Old Orchard Beach
Nashua
York Beach
Plymouth
Cambridge
Brockton
Laconia
Concord
Everett
Warwick
Middletown
Narragansett
Wells
Kennebunkport
Revere
Gloucester

Why use momondo?

Why should I use momondo to find a flight deal from Key West to Boston?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Key West to Boston for you.

Can I find flights from Key West to Boston with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Key West to Boston flights to just show those with flexible booking policies.

How can momondo help me find flights from Key West to Boston?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Key West to Boston.

I’m not ready to book a flight from Key West to Boston right now. Can momondo alert me if prices change?

Price alerts on flights to Boston from Key West are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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