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EYW

$111 Find cheap flights from Massachusetts to Key West

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Key West departing on 5/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 6/7
Fri 6/14

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Good to know

Low season

September

High season

March

Cheapest flight

$111
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Boston to Key West

FAQs for booking flights from Massachusetts to Key West

  • How does KAYAK find such low prices on flights from Massachusetts to Key West?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Key West.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Key West?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts to Key West?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Key West with an airline and back to Massachusetts with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Key West?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Key West from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Massachusetts to Key West?

Find which airlines fly direct from Massachusetts to Key West, which days they fly and book direct flights.

Nonstop departures

Massachusetts to Key West

Monday

Aeromexico, Air France, Alaska Airlines, +14 more

Aeromexico, Air France, +15 more

Tuesday

Aeromexico, Air France, Alaska Airlines, +13 more

Aeromexico, Air France, +14 more

Wednesday

Aeromexico, Air France, Alaska Airlines, +14 more

Aeromexico, Air France, +15 more

Thursday

Aeromexico, Air France, Alaska Airlines, +14 more

Aeromexico, Air France, +15 more

Friday

Aeromexico, Air France, Alaska Airlines, +14 more

Aeromexico, Air France, +15 more

Saturday

Aeromexico, Air France, Alaska Airlines, +13 more

Aeromexico, Air France, +14 more

Sunday

Aeromexico, Air France, Alaska Airlines, +14 more

Aeromexico, Air France, +15 more

See more direct flights

Nonstop returns

Key West to Massachusetts

Monday

Aeromexico, Air France, Alaska Airlines, +14 more

Aeromexico, Air France, +15 more

Tuesday

Aeromexico, Air France, Alaska Airlines, +13 more

Aeromexico, Air France, +14 more

Wednesday

Aeromexico, Air France, Alaska Airlines, +14 more

Aeromexico, Air France, +15 more

Thursday

Aeromexico, Air France, Alaska Airlines, +14 more

Aeromexico, Air France, +15 more

Friday

Aeromexico, Air France, Alaska Airlines, +14 more

Aeromexico, Air France, +15 more

Saturday

Aeromexico, Air France, Alaska Airlines, +13 more

Aeromexico, Air France, +14 more

Sunday

Aeromexico, Air France, Alaska Airlines, +14 more

Aeromexico, Air France, +15 more

See more direct flights
See more direct flights

Book cheap flights from Massachusetts to Key West

Recent round-trip flight deals

8/7Wed
1 stopAmerican Airlines
6h 07mBOS-EYW
8/17Sat
1 stopAmerican Airlines
5h 53mEYW-BOS
$243
9/7Sat
1 stopAmerican Airlines
5h 45mBOS-EYW
9/10Tue
1 stopAmerican Airlines
5h 05mEYW-BOS
$244
6/11Tue
1 stopDelta
7h 55mBOS-EYW
6/17Mon
1 stopDelta
5h 36mEYW-BOS
$271
6/8Sat
1 stopDelta
7h 55mBOS-EYW
6/11Tue
1 stopDelta
7h 22mEYW-BOS
$286
6/9Sun
1 stopUnited Airlines
8h 09mBOS-EYW
6/14Fri
1 stopUnited Airlines
7h 37mEYW-BOS
$300
6/6Thu
1 stopAllegiant Air
7h 06mBOS-EYW
6/13Thu
2 stopsAllegiant Air
15h 36mEYW-BOS
$312
6/9Sun
1 stopAllegiant Air
7h 06mBOS-EYW
6/14Fri
2 stopsAllegiant Air
16h 42mEYW-BOS
$327
6/6Thu
1 stop
7h 06mBOS-EYW
6/13Thu
3 stops
28h 21mEYW-BOS
$331
6/19Wed
1 stop
11h 31mBOS-EYW
6/27Thu
2 stops
15h 36mEYW-BOS
$337
10/30Wed
1 stopUnited Airlines
6h 00mBOS-EYW
11/5Tue
2 stopsUnited Airlines
11h 47mEYW-BOS
$386

Search by stops

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Recent one-way flight deals

5/18Sat
1 stop
12h 18mBOS-EYW
$111
6/18Tue
1 stopAmerican Airlines
5h 18mBOS-EYW
$127
5/26Sun
2 stopsAmerican Airlines
7h 26mBOS-EYW
$132
6/18Tue
2 stopsAmerican Airlines
7h 46mBOS-EYW
$133
5/18Sat
2 stops
17h 42mBOS-EYW
$151
6/17Mon
1 stopDelta
7h 35mBOS-EYW
$153
5/17Fri
1 stopUnited Airlines
8h 24mBOS-EYW
$185
5/15Wed
1 stopDelta
5h 12mBOS-EYW
$190
6/15Sat
1 stopDelta
5h 50mBOS-EYW
$203
5/26Sun
2 stopsUnited Airlines
28h 10mBOS-EYW
$224

Search by stops

Search by airline

Search by price

Last minute flights from Massachusetts to Key West

Last minute flight, train and bus deals

5/13Mon
multi-stopAmerican Airlines
8h 06mBOS-EYW
5/16Thu
multi-stopAmerican Airlines
6h 49mEYW-BOS
$420
5/11Sat
multi-stopAmerican Airlines
8h 06mBOS-EYW
5/14Tue
multi-stopAmerican Airlines
6h 25mEYW-BOS
$421
5/13Mon
multi-stopAmerican Airlines
6h 38mBOS-EYW
5/16Thu
multi-stopAmerican Airlines
6h 49mEYW-BOS
$426
5/11Sat
multi-stopAmerican Airlines
6h 38mBOS-EYW
5/14Tue
multi-stopAmerican Airlines
7h 13mEYW-BOS
$428
5/11Sat
multi-stopUnited Airlines
23h 25mBOS-EYW
5/14Tue
multi-stopUnited Airlines
25h 11mEYW-BOS
$467
5/13Mon
multi-stopUnited Airlines
26h 30mBOS-EYW
5/16Thu
multi-stopUnited Airlines
8h 07mEYW-BOS
$472
5/13Mon
multi-stopDelta
7h 40mBOS-EYW
5/16Thu
multi-stopDelta
7h 24mEYW-BOS
$486
5/9Thu
multi-stopDelta
7h 02mBOS-EYW
5/12Sun
multi-stopDelta
5h 20mEYW-BOS
$495
5/9Thu
multi-stop
24h 42mBOS-EYW
5/12Sun
multi-stop
16h 18mEYW-BOS
$643
5/9Thu
multi-stop
28h 36mBOS-EYW
5/12Sun
multi-stop
16h 18mEYW-BOS
$742

Search by stops

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Flights to Key West

Destination:

Key West (EYW)United States

Return flight deals:

Key West - Massachusetts

Cabin classes:

$209