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EYW

$104 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 9/5. 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
Mon 7/8
Mon 7/15

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In the last 7 days travelers have searched 43,124,673 times on KAYAK, and here is why:

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Good to know

Low season

September

High season

February

Cheapest flight

$104
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Hartford 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, American Airlines, +12 more

Aeromexico, Air France, +13 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, +14 more

Aeromexico, Air France, +15 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, American Airlines, +12 more

Aeromexico, Air France, +13 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, +14 more

Aeromexico, Air France, +15 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

9/5Thu
1 stopAmerican Airlines
8h 22mBDL-EYW
9/10Tue
1 stopAmerican Airlines
5h 52mEYW-BDL
$208
9/5Thu
1 stopAmerican Airlines
5h 23mBDL-EYW
9/10Tue
2 stopsAmerican Airlines
10h 02mEYW-BDL
$213
9/4Wed
1 stopDelta
5h 52mBDL-EYW
9/10Tue
1 stopDelta
5h 31mEYW-BDL
$216
9/4Wed
1 stopDelta
5h 34mBDL-EYW
9/13Fri
1 stopDelta
5h 31mEYW-BDL
$222
7/15Mon
1 stop
8h 55mBDL-EYW
7/19Fri
1 stop
12h 54mEYW-BDL
$266
9/3Tue
2 stopsUnited Airlines
8h 09mBDL-EYW
9/11Wed
2 stopsUnited Airlines
8h 36mEYW-BDL
$298
7/4Thu
2 stops
24h 26mBDL-EYW
7/8Mon
1 stop
12h 54mEYW-BDL
$328
9/7Sat
2 stopsUnited Airlines
23h 45mBDL-EYW
9/11Wed
2 stopsUnited Airlines
8h 36mEYW-BDL
$346
11/9Sat
1 stopJetBlue
6h 30mBDL-EYW
11/14Thu
1 stopJetBlue
6h 35mEYW-BDL
$524
7/11Thu
1 stopJetBlue
8h 35mBDL-EYW
7/15Mon
1 stopJetBlue
5h 44mEYW-BDL
$544

Search by stops

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Recent one-way flight deals

9/5Thu
1 stopAmerican Airlines
8h 22mBDL-EYW
$104
9/5Thu
2 stopsAmerican Airlines
7h 21mBDL-EYW
$109
7/25Thu
1 stopAllegiant Air
7h 15mBOS-EYW
$121
7/3Wed
1 stopUnited Airlines
6h 39mBOS-EYW
$123
7/26Fri
1 stopAmerican Airlines
7h 25mBOS-EYW
$133
8/12Mon
2 stopsAmerican Airlines
7h 08mBOS-EYW
$138
7/3Wed
2 stopsUnited Airlines
8h 39mBOS-EYW
$168
7/3Wed
3 stops
24h 36mBOS-EYW
$190
7/25Thu
3 stops
23h 28mBOS-EYW
$236
6/30Sun
1 stopDelta
5h 44mBDL-EYW
$249

Search by stops

Search by airline

Search by price

Last minute flights from Massachusetts to Key West

Last minute flight, train and bus deals

6/13Thu
multi-stopAmerican Airlines
6h 33mBOS-EYW
6/19Wed
multi-stopAmerican Airlines
6h 30mEYW-BOS
$370
6/13Thu
multi-stopAmerican Airlines
7h 46mBOS-EYW
6/19Wed
multi-stopAmerican Airlines
7h 06mEYW-BOS
$375
6/13Thu
multi-stopAmerican Airlines
7h 55mBOS-EYW
6/19Wed
multi-stopAmerican Airlines
7h 57mEYW-BOS
$380
6/13Thu
multi-stopDelta
7h 19mBOS-EYW
6/20Thu
multi-stopDelta
7h 08mEYW-BOS
$394
6/12Wed
multi-stopAmerican Airlines
8h 08mBOS-EYW
6/19Wed
multi-stopAmerican Airlines
5h 48mEYW-BOS
$423
6/13Thu
multi-stopDelta
7h 19mBOS-EYW
6/21Fri
multi-stopDelta
7h 31mEYW-BOS
$424
6/13Thu
multi-stopUnited Airlines
10h 35mBOS-EYW
6/21Fri
multi-stopUnited Airlines
7h 37mEYW-BOS
$457
6/11Tue
multi-stopUnited Airlines
5h 24mBOS-EYW
6/21Fri
multi-stopUnited Airlines
6h 37mEYW-BOS
$466
6/10Mon
multi-stopJetBlue
9h 20mBOS-EYW
6/18Tue
multi-stopJetBlue
8h 31mEYW-BOS
$609
6/13Thu
multi-stop
23h 26mBOS-EYW
6/16Sun
multi-stop
16h 45mEYW-BOS
$628

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:

$328