Find a great deal and save up to 161% by booking at least 36 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Maine to Key West within the next two weeks, with the cheapest ticket starting at $336.
September can be a great time to fly to Key West from Maine with a flight ticket averaging about $533. Cheapflights users have found deals in the month of September for as cheap as $275. The most expensive prices can be found in the month of December.
When flying from Maine to Key West, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$201 - $338
Route
Depart
Return
Price
PortlandKey West
PWM - EYW
PWMEYW
Portland
Sat 8/31
2 stops8h 24m
Key West
Wed 9/4
1 stop7h 19m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Sat 8/31
2 stops8h 24m
Key West
Wed 9/4
2 stops6h 41m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 7/16
2 stops13h 00m
Key West
Sat 8/17
1 stop6h 32m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 7/16
2 stops13h 00m
Key West
Sat 8/17
2 stops7h 12m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 6/4
2 stops12h 12m
Key West
Tue 6/11
1 stop7h 43m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 6/4
2 stops12h 12m
Key West
Tue 6/11
2 stops8h 45m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Sat 8/31
1 stop8h 17m
Key West
Wed 9/4
1 stop7h 19m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 7/16
2 stops13h 00m
Key West
Sat 8/17
1 stop6h 32m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 6/4
1 stop6h 55m
Key West
Tue 6/11
1 stop7h 43m
No data available for this route at this time. Please check back soon.
Overall
Boarding
Comfort
Entertainment
Food
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Overall
Boarding
Comfort
Entertainment
Food
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Overall
Boarding
Comfort
Entertainment
Food
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Maine to Key West. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
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