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$108 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 8/12. 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 7/12
Fri 7/19

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Good to know

Low season

September

High season

February

Cheapest flight

$108
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

8/14Wed
1 stopAmerican Airlines
6h 12mBDL-EYW
8/19Mon
2 stopsAmerican Airlines
9h 04mEYW-BDL
$223
8/14Wed
2 stopsAmerican Airlines
9h 38mBDL-EYW
8/19Mon
2 stopsAmerican Airlines
9h 04mEYW-BDL
$228
8/14Wed
1 stopDelta
5h 34mBDL-EYW
8/19Mon
1 stopDelta
5h 44mEYW-BDL
$242
9/28Sat
1 stopDelta
7h 11mBOS-EYW
10/5Sat
1 stopDelta
5h 21mEYW-BOS
$246
7/18Thu
1 stopUnited Airlines
6h 39mBOS-EYW
7/25Thu
1 stopUnited Airlines
5h 42mEYW-BOS
$309
7/25Thu
1 stopAllegiant Air
7h 15mBOS-EYW
7/28Sun
2 stopsAllegiant Air
15h 29mEYW-BOS
$314
7/18Thu
1 stop
7h 15mBOS-EYW
7/25Thu
2 stops
18h 50mEYW-BOS
$319
7/25Thu
1 stopAllegiant Air
7h 15mBOS-EYW
7/28Sun
2 stopsAllegiant Air
15h 29mEYW-BOS
$328
7/18Thu
2 stops
16h 19mBOS-EYW
7/25Thu
2 stops
16h 20mEYW-BOS
$349
12/9Mon
1 stopUnited Airlines
8h 50mBOS-EYW
12/12Thu
2 stopsUnited Airlines
11h 03mEYW-BOS
$366

Search by stops

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Recent one-way flight deals

8/12Mon
1 stop
8h 55mBDL-EYW
$108
7/20Sat
2 stops
13h 31mBOS-EYW
$122
7/1Mon
1 stopAmerican Airlines
5h 31mBOS-EYW
$123
8/6Tue
2 stopsAmerican Airlines
8h 13mBOS-EYW
$128
10/21Mon
nonstopJetBlue
3h 35mBOS-EYW
$189
11/12Tue
2 stopsUnited Airlines
32h 30mALB-EYW
$202
6/26Wed
2 stopsAllegiant Air
17h 28mALB-EYW
$224
11/24Sun
nonstopJetBlue
4h 18mBOS-EYW
$229
8/12Mon
2 stopsUnited Airlines
8h 09mBDL-EYW
$229
10/11Fri
2 stopsAllegiant Air
22h 50mBOS-EYW
$260

Search by stops

Search by airline

Search by price

Last minute flights from Massachusetts to Key West

Last minute flight, train and bus deals

6/15Sat
multi-stopAmerican Airlines
6h 04mALB-EYW
6/20Thu
multi-stopAmerican Airlines
4h 52mEYW-ALB
$408
6/15Sat
multi-stopAmerican Airlines
11h 16mALB-EYW
6/20Thu
multi-stopAmerican Airlines
5h 01mEYW-ALB
$413
6/15Sat
multi-stopAmerican Airlines
11h 15mALB-EYW
6/20Thu
multi-stopAmerican Airlines
9h 09mEYW-ALB
$418
6/15Sat
multi-stopAmerican Airlines
5h 16mBOS-EYW
6/19Wed
multi-stopAmerican Airlines
5h 24mEYW-BOS
$423
6/15Sat
multi-stopAmerican Airlines
7h 59mBOS-EYW
6/19Wed
multi-stopAmerican Airlines
7h 07mEYW-BOS
$428
6/15Sat
multi-stopAmerican Airlines
7h 59mBOS-EYW
6/19Wed
multi-stopAmerican Airlines
8h 06mEYW-BOS
$433
6/13Thu
multi-stopAmerican Airlines
8h 05mBDL-EYW
6/15Sat
multi-stopAmerican Airlines
4h 54mEYW-BDL
$438
6/13Thu
multi-stopAmerican Airlines
10h 59mBDL-EYW
6/15Sat
multi-stopAmerican Airlines
6h 23mEYW-BDL
$443
6/13Thu
multi-stopDelta
5h 12mBDL-EYW
6/15Sat
multi-stopDelta
6h 18mEYW-BDL
$1,378
6/13Thu
multi-stopUnited Airlines
18h 14mBDL-EYW
6/15Sat
multi-stopUnited Airlines
8h 38mEYW-BDL
$1,593

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