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Cheap flights from Portland, Maine to Key West from $172

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland, Maine to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
Breeze Airways Logo
5:00 pm - 12:36 pmPWM  Portland-EYW Key West
19h 36m2 stops Charleston Tampa
Breeze Airways Logo
12:19 pm - 5:51 pmEYW  Key West-PWM Portland
5h 32m1 stop Tampa
$268Breeze Airways
Mon, Jan 11 - Wed, Jan 20
Breeze Airways Logo
5:00 pm - 12:36 pmPWM  Portland-EYW Key West
19h 36m2 stops Charleston Tampa
Breeze Airways Logo
12:19 pm - 5:51 pmEYW  Key West-PWM Portland
5h 32m1 stop Tampa
$269Breeze Airways
Mon, Jan 11 - Wed, Jan 20
Breeze Airways Logo
5:00 pm - 12:36 pmPWM  Portland-EYW Key West
19h 36m2 stops Charleston Tampa
Breeze Airways Logo
10:59 am - 9:08 amEYW  Key West-PWM Portland
22h 09m1 stop Orlando
$280Breeze Airways
Mon, Jan 11 - Thu, Jan 21
American Airlines Logo
6:00 am - 2:03 pmPWM  Portland-EYW Key West
8h 03m1 stop Philadelphia
American Airlines Logo
5:24 pm - 10:54 pmEYW  Key West-PWM Portland
5h 30m1 stop Philadelphia
$301American Airlines
Tue, Jan 12 - Wed, Jan 20
American Airlines Logo
6:00 am - 2:03 pmPWM  Portland-EYW Key West
8h 03m1 stop Philadelphia
American Airlines Logo
5:24 pm - 10:54 pmEYW  Key West-PWM Portland
5h 30m1 stop Philadelphia
$301American Airlines
Wed, Jan 13 - Wed, Jan 20
American Airlines Logo
6:00 am - 2:03 pmPWM  Portland-EYW Key West
8h 03m1 stop Philadelphia
American Airlines Logo
4:04 pm - 10:07 pmEYW  Key West-PWM Portland
6h 03m1 stop Charlotte Douglas
$301American Airlines
Wed, Jan 13 - Wed, Jan 20
Delta Logo
6:00 am - 1:37 pmPWM  Portland-EYW Key West
7h 37m1 stop New York LaGuardia
Delta Logo
7:00 am - 4:59 pmEYW  Key West-PWM Portland
9h 59m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
$306Delta
Tue, Jan 12 - Wed, Jan 20
Delta Logo
6:00 am - 1:37 pmPWM  Portland-EYW Key West
7h 37m1 stop New York LaGuardia
Delta Logo
7:00 am - 4:59 pmEYW  Key West-PWM Portland
9h 59m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
$306Delta
Wed, Jan 13 - Wed, Jan 20
United Airlines Logo
6:00 am - 4:22 pmPWM  Portland-EYW Key West
10h 22m2 stops Newark Washington, D.C. Dulles Intl
United Airlines Logo
12:41 pm - 10:57 pmEYW  Key West-PWM Portland
10h 16m2 stops Chicago O'Hare Intl Newark
$409United Airlines
Tue, Jan 12 - Sat, Jan 16
United Airlines Logo
6:00 am - 1:02 pmPWM  Portland-EYW Key West
7h 02m1 stop Newark
United Airlines Logo
2:30 pm - 10:57 pmEYW  Key West-PWM Portland
8h 27m1 stop Newark
$441United Airlines
Tue, Jan 12 - Tue, Jan 19

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American Airlines flights from Portland, Maine to Key West

Our best American Airlines deals on Portland, Maine to Key West flight tickets
American Airlines
Jan 12
PWM7:00 amPortland
7h 54m
1 stop
EYW2:54 pmKey West
Jan 20
EYW5:24 pmKey West
5h 30m
1 stop
PWM10:54 pmPortland
$301
American Airlines
Dec 16
PWM5:25 amPortland
7h 04m
1 stop
EYW12:29 pmKey West
Dec 25
EYW4:45 pmKey West
6h 20m
1 stop
PWM11:05 pmPortland
$336
American Airlines
Sep 8
PWM7:28 amPortland
6h 17m
1 stop
EYW1:45 pmKey West
Sep 12
EYW2:30 pmKey West
7h 15m
1 stop
PWM9:45 pmPortland
$401

Delta flights from Portland, Maine to Key West

Our best Delta deals on Portland, Maine to Key West flight tickets
Delta
Jan 12
PWM6:00 amPortland
7h 37m
1 stop
EYW1:37 pmKey West
Jan 20
EYW7:00 amKey West
9h 59m
2 stops
PWM4:59 pmPortland
$306
Delta
Jan 12
PWM11:25 amPortland
8h 18m
2 stops
EYW7:43 pmKey West
Jan 20
EYW7:00 amKey West
9h 59m
2 stops
PWM4:59 pmPortland
$311
Delta
Nov 24
PWM2:05 pmPortland
5h 55m
1 stop
EYW8:00 pmKey West
Dec 2
EYW6:06 pmKey West
5h 28m
1 stop
PWM11:34 pmPortland
$330

momondo Fare Finder

 
Use the filters below to find and compare flights from Portland, Maine to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandKey West

PWM Portland - EYW Key West

PWMEYW

Portland

Mon 1/11

5:00 pm-12:36 pm

2 stops19h 36m

Key West

Wed 1/20

12:19 pm-5:51 pm

1 stop5h 32m

$268

PortlandKey West

PWM Portland - EYW Key West

PWMEYW

Portland

Mon 1/11

5:00 pm-12:36 pm

2 stops19h 36m

Key West

Wed 1/20

12:19 pm-5:51 pm

1 stop5h 32m

$269

PortlandKey West

PWM Portland - EYW Key West

PWMEYW

Portland

Mon 1/11

5:00 pm-12:36 pm

2 stops19h 36m

Key West

Thu 1/21

10:59 am-9:08 am

1 stop22h 09m

$280
Quickest round-trip

PortlandKey West

PWM Portland - EYW Key West

PWMEYW

Portland

Tue 1/12

6:00 am-2:03 pm

1 stop8h 03m

Key West

Wed 1/20

5:24 pm-10:54 pm

1 stop5h 30m

$301

PortlandKey West

PWM Portland - EYW Key West

PWMEYW

Portland

Wed 1/13

6:00 am-2:03 pm

1 stop8h 03m

Key West

Wed 1/20

5:24 pm-10:54 pm

1 stop5h 30m

$301

PortlandKey West

PWM Portland - EYW Key West

PWMEYW

Portland

Wed 1/13

6:00 am-2:03 pm

1 stop8h 03m

Key West

Wed 1/20

4:04 pm-10:07 pm

1 stop6h 03m

$301

PortlandKey West

PWM Portland - EYW Key West

PWMEYW

Portland

Tue 1/12

6:00 am-1:37 pm

1 stop7h 37m

Key West

Wed 1/20

7:00 am-4:59 pm

2 stops9h 59m

$306

PortlandKey West

PWM Portland - EYW Key West

PWMEYW

Portland

Wed 1/13

6:00 am-1:37 pm

1 stop7h 37m

Key West

Wed 1/20

7:00 am-4:59 pm

2 stops9h 59m

$306

PortlandKey West

PWM Portland - EYW Key West

PWMEYW

Portland

Tue 1/12

6:00 am-4:22 pm

2 stops10h 22m

Key West

Sat 1/16

12:41 pm-10:57 pm

2 stops10h 16m

$409

PortlandKey West

PWM Portland - EYW Key West

PWMEYW

Portland

Tue 1/12

6:00 am-1:02 pm

1 stop7h 02m

Key West

Tue 1/19

2:30 pm-10:57 pm

1 stop8h 27m

$441

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Key West from

How to get the cheapest flight ticket from Portland, Maine to Key West

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 cheapest month to fly to Key West?

In general, October is the cheapest month to fly from Portland, Maine to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $416. If you are unable to visit Key West during the month of October, then departing from Portland, Maine during the month May is also very affordable. Most momondo users find prices during this month for around $434.

Can stopping save me money on Portland, Maine to Key West flights?

You could potentially save up to 27% on your flight if you consider stops on a Portland, Maine to Key West flight.

When to book flights from Portland, Maine to Key West

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

Cheap Portland, Maine to Key West (PWM to EYW) flight deals and tips

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

Best Price Found

$172

Fastest flight time

6h 00m

Direct flights

None
The best one-way flight to Key West from Portland, Maine in the past 72 hours is $172. The best round-trip flight deal from Portland, Maine to Key West found on momondo in the last 72 hours is $268.
The fastest flight from Portland, Maine to Key West takes 6h 00m
There are no direct flights from Portland, Maine to Key West. There are no popular flight routes from Portland, Maine to Key West.
Search flight deals

Frequently asked questions about flying from Portland, Maine to Key West

  • How far is Portland to Key West by plane?

    A flight from Portland to Key West will travel around 1471.7 mi. Typically, this will take 6h 00m by plane in normal conditions.

  • When did momondo last update prices for flights from Portland Airport to Key West Airport?

    Prices for flights from Portland Airport to Key West Airport are updated daily.

  • How many operators does momondo search for flights from Portland Airport to Key West Airport?

  • How old do you have to be to fly from Portland Airport to Key West Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The travel and health documents you'll need for your trip to Key West 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 Key West Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Portland, Maine to Key West?

Best airlines flying from Portland, Maine to Key West

Compare and see reviews for airlines that fly from Portland, Maine to Key West with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $256Free CancellationRating
7.4
10,121 reviews
Search United Airlines flights
DeltaPriceFrom $256Free CancellationRating
7.8
8,530 reviews
Search Delta flights
American AirlinesPriceFrom $290Free CancellationRating
7.1
11,993 reviews
Search American Airlines flights

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

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

Finding the right flight to Key West from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Key West quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Key West from Portland which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Portland to Key West flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Key West, momondo offers a useful price alert feature which will track prices for flights to Key West from Portland and alert you when they change.

An easier way to manage your Key West trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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