Cheap flights from Key West to Portland from $134

1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Key West to Portland

Cheap round-trip flights

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Breeze Airways Logo
10:04 am - 5:51 pmEYW  Key West-PWM Portland
7h 47m1 stop Tampa
Breeze Airways Logo
6:31 pm - 11:21 amPWM  Portland-EYW Key West
16h 50m1 stop Tampa
$379Breeze Airways
Sat, Nov 14 - Wed, Nov 18
Breeze Airways Logo
10:04 am - 5:51 pmEYW  Key West-PWM Portland
7h 47m1 stop Tampa
Breeze Airways Logo
5:09 pm - 10:19 amPWM  Portland-EYW Key West
17h 10m2 stops Raleigh-Durham Orlando
$384Breeze Airways
Sat, Nov 14 - Wed, Nov 18
American Airlines Logo
5:32 pm - 11:19 pmEYW  Key West-PWM Portland
5h 47m1 stop Philadelphia
American Airlines Logo
5:00 am - 12:33 pmPWM  Portland-EYW Key West
7h 33m1 stop Washington, D.C. Reagan-National
$418American Airlines
Sat, Dec 12 - Sun, Dec 13
Multiple Airlines Logo
10:45 am - 6:32 pmEYW  Key West-PWM Portland
7h 47m1 stop Tampa
Multiple Airlines Logo
10:54 am - 1:12 pmPWM  Portland-EYW Key West
26h 18m2 stops Sarasota Bradenton Intl Knoxville McGhee Tyson
$427Multiple Airlines
Sat, Dec 12 - Sun, Dec 13
Multiple Airlines Logo
10:59 am - 9:08 amEYW  Key West-PWM Portland
22h 09m1 stop Orlando
Multiple Airlines Logo
3:10 pm - 10:46 amPWM  Portland-EYW Key West
19h 36m1 stop Pittsburgh
$565Multiple Airlines
Sun, Nov 15 - Thu, Nov 19
Delta Logo
6:08 pm - 11:31 pmEYW  Key West-PWM Portland
5h 23m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:59 pmPWM  Portland-EYW Key West
6h 59m1 stop Atlanta Hartsfield-Jackson
$602Delta
Mon, Nov 23 - Mon, Nov 30
American Airlines Logo
11:26 am - 11:19 pmEYW  Key West-PWM Portland
11h 53m2 stops Miami Philadelphia
American Airlines Logo
6:00 am - 4:16 pmPWM  Portland-EYW Key West
10h 16m2 stops Philadelphia Miami
$604American Airlines
Sat, Dec 12 - Sun, Dec 13
Multiple Airlines Logo
10:59 am - 1:57 pmEYW  Key West-PWM Portland
26h 58m2 stops Orlando Columbus
Multiple Airlines Logo
3:10 pm - 10:46 amPWM  Portland-EYW Key West
19h 36m1 stop Pittsburgh
$658Multiple Airlines
Sun, Nov 15 - Thu, Nov 19
United Airlines Logo
3:15 pm - 9:03 pmEYW  Key West-PWM Portland
5h 48m1 stop Newark
United Airlines Logo
7:45 pm - 2:13 pmPWM  Portland-EYW Key West
18h 28m1 stop Newark
$692United Airlines
Wed, Jan 27 - Sat, Jan 30
American Airlines Logo
11:25 am - 10:56 pmEYW  Key West-PWM Portland
11h 31m2 stops Miami Philadelphia
American Airlines Logo
6:00 am - 1:52 pmPWM  Portland-EYW Key West
7h 52m1 stop Philadelphia
$828American Airlines
Mon, Nov 23 - Mon, Nov 30

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United Airlines flights from Key West to Portland, Maine

Our best United Airlines deals on Key West to Portland, Maine flight tickets
United Airlines
Jan 27
EYW3:15 pmKey West
5h 48m
1 stop
PWM9:03 pmPortland
Jan 30
PWM7:45 pmPortland
18h 28m
1 stop
EYW2:13 pmKey West
$692
United Airlines
Jan 27
EYW3:15 pmKey West
5h 48m
1 stop
PWM9:03 pmPortland
Jan 30
PWM2:15 pmPortland
23h 58m
2 stops
EYW2:13 pmKey West
$732
United Airlines
Jan 27
EYW3:15 pmKey West
5h 48m
1 stop
PWM9:03 pmPortland
Jan 30
PWM6:00 amPortland
33h 22m
2 stops
EYW3:22 pmKey West
$753

Breeze Airways flights from Key West to Portland, Maine

Our best Breeze Airways deals on Key West to Portland, Maine flight tickets
Breeze Airways
Nov 14
EYW10:04 amKey West
7h 47m
1 stop
PWM5:51 pmPortland
Nov 18
PWM6:31 pmPortland
16h 50m
1 stop
EYW11:21 amKey West
$379
Breeze Airways
Nov 14
EYW10:04 amKey West
7h 47m
1 stop
PWM5:51 pmPortland
Nov 18
PWM5:09 pmPortland
17h 10m
2 stops
EYW10:19 amKey West
$384
Breeze Airways
Nov 14
EYW10:04 amKey West
28h 21m
3 stops
PWM2:25 pmPortland
Nov 18
PWM6:31 pmPortland
16h 50m
1 stop
EYW11:21 amKey West
$844

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestPortland

EYW Key West - PWM Portland

EYWPWM

Key West

Sat 11/14

10:04 am-5:51 pm

1 stop7h 47m

Portland

Wed 11/18

6:31 pm-11:21 am

1 stop16h 50m

$379

Key WestPortland

EYW Key West - PWM Portland

EYWPWM

Key West

Sat 11/14

10:04 am-5:51 pm

1 stop7h 47m

Portland

Wed 11/18

5:09 pm-10:19 am

2 stops17h 10m

$384

Key WestPortland

EYW Key West - PWM Portland

EYWPWM

Key West

Sat 12/12

5:32 pm-11:19 pm

1 stop5h 47m

Portland

Sun 12/13

5:00 am-12:33 pm

1 stop7h 33m

$418

Key WestPortland

EYW Key West - PWM Portland

EYWPWM

Key West

Sat 12/12

10:45 am-6:32 pm

1 stop7h 47m

Portland

Sun 12/13

10:54 am-1:12 pm

2 stops26h 18m

$427

Key WestPortland

EYW Key West - PWM Portland

EYWPWM

Key West

Sun 11/15

10:59 am-9:08 am

1 stop22h 09m

Portland

Thu 11/19

3:10 pm-10:46 am

1 stop19h 36m

$565
Quickest round-trip

Key WestPortland

EYW Key West - PWM Portland

EYWPWM

Key West

Mon 11/23

6:08 pm-11:31 pm

1 stop5h 23m

Portland

Mon 11/30

6:00 am-12:59 pm

1 stop6h 59m

$602

Key WestPortland

EYW Key West - PWM Portland

EYWPWM

Key West

Sat 12/12

11:26 am-11:19 pm

2 stops11h 53m

Portland

Sun 12/13

6:00 am-4:16 pm

2 stops10h 16m

$604

Key WestPortland

EYW Key West - PWM Portland

EYWPWM

Key West

Sun 11/15

10:59 am-1:57 pm

2 stops26h 58m

Portland

Thu 11/19

3:10 pm-10:46 am

1 stop19h 36m

$658

Key WestPortland

EYW Key West - PWM Portland

EYWPWM

Key West

Wed 1/27

3:15 pm-9:03 pm

1 stop5h 48m

Portland

Sat 1/30

7:45 pm-2:13 pm

1 stop18h 28m

$692

Key WestPortland

EYW Key West - PWM Portland

EYWPWM

Key West

Mon 11/23

11:25 am-10:56 pm

2 stops11h 31m

Portland

Mon 11/30

6:00 am-1:52 pm

1 stop7h 52m

$828

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Key West to Portland, Maine

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

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

You could potentially save up to 47% on your flight if you consider stops on a Key West to Portland, Maine flight.

When to book flights from Key West to Portland, Maine

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

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

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

Best Price Found

$134

Fastest flight time

5h 48m

Direct flights

None
The best one-way flight to Portland, Maine from Key West in the past 72 hours is $134. The best round-trip flight deal from Key West to Portland, Maine found on momondo in the last 72 hours is $379.
The fastest flight from Key West to Portland, Maine takes 5h 48m
There are no direct flights from Key West to Portland, Maine. There are no popular flight routes from Key West to Portland, Maine.

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

  • How far is Key West to Portland by plane?

    The straight-line distance from Key West to Portland is 1471.7 mi. In terms of flight time, this usually takes a little over 5h 48m.

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

    Prices for flights from Key West Airport to Portland Airport refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Key West Airport to Portland Airport.

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

    The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Key West to Portland, Maine

Compare and see reviews for airlines that fly from Key West to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $276Free CancellationRating
7.0
12,228 reviews
Search American Airlines flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Jackson
Boothbay Harbor
Brunswick
Lewiston
Freeport
Conway
Gorham
Auburn
Bartlett
Bath
Windham
Intervale
Georgetown
Oxford
Falmouth
Tamworth

Why use momondo?

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

It is quick and easy to find Key West to Portland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Portland that suits you.

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

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

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

momondo helps you find the best flight between Key West and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to Portland 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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1 adult
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