$189+ Cheap flights from Portland, ME to Key West (PWM - EYW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Portland to Key West with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Portland to Key West are usually found in June or July, booked 47 days in advance, depart on a Tuesday or Wednesday and return on a Monday
Cheap flight deals from Portland to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 12, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $269 (American Airlines) |
One-way from | $189 (Delta) |
Popular in | March |
Cheapest in | June |
Average price | $444 |
Find flight deals from Portland to Key West
Cheapest flights from Portland to Key WestExplore the most affordable flight options available from Portland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2025.
Explore the most affordable flight options available from Portland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2025.
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This KAYAK deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 12, 2025.
Use the filters below to find and compare flights from Portland to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
PortlandKey West
PWM - EYW
PWMEYW
Portland
Thu 8/14
7:37 am-4:20 pm
1 stop8h 43m
Key West
Mon 8/18
4:56 pm-11:03 pm
1 stop6h 07m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Fri 5/30
1:30 pm-8:07 pm
1 stop6h 37m
Key West
Sat 5/31
6:25 pm-12:14 am
2 stops29h 49m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Fri 5/30
6:10 am-12:53 pm
1 stop6h 43m
Key West
Fri 6/6
2:12 pm-11:57 pm
2 stops9h 45m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Sun 6/15
3:17 pm-4:38 pm
1 stop25h 21m
Key West
Sun 6/22
8:53 am-7:27 pm
2 stops10h 34m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Fri 10/24
2:36 pm-10:19 am
3 stops43h 43m
Key West
Mon 10/27
11:11 am-10:36 am
3 stops47h 25m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Thu 7/3
12:55 pm-7:39 pm
1 stop6h 44m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Thu 7/3
7:41 am-7:02 pm
2 stops11h 21m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Sat 5/17
6:00 am-1:34 pm
1 stop7h 34m
PortlandKey West
PWM - EYW
PWMEYW
Portland
Fri 5/23
2:05 pm-1:39 pm
3 stops23h 34m
Compare providers for flights from Portland to Key West
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Key West in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars |
- Most accurate provider: When it comes to deals on Portland, Maine-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland, Maine-Key West flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Portland to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Portland with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Portland to Key West
How far ahead should I book a flight from Portland, Maine to Key West?
Use this chart to determine the optimal time to book a round-trip flight from Portland to Key West. Price data was last updated on May 9, 2025.
To ensure you get the cheapest price possible for a flight from Portland, Maine to Key West, you should look to book at least 47 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Portland, Maine to Key West?
Currently, August is the cheapest month in which you can book a flight from Portland, Maine to Key West (average of $328). Flying from Portland, Maine to Key West in March is currently the most expensive (average of $492). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from PWM to EYW?
Find hourly flight availability from Portland to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 12, 2025.
It’s typically best to fly out from Portland, Maine to Key West in the morning. Doing so could potentially save you 13% on the flight price compared to flying at noon, which is usually more expensive.
Rainfall in Key West by month
Plan your trip to Key West by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.
Temperature in Key West by month
Plan your trip to Key West by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).
Reviews of airlines servicing Key West
Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated May 12, 2025.
Entertainment
Food
Crew
Overall
Comfort
Boarding
Reviews
Dena,Dec 2024
LAS - BDL
Entertainment
Food
Crew
Overall
Comfort
Boarding
Reviews
Dena,Dec 2024
LAS - BDL
Entertainment
Food
Crew
Overall
Comfort
Boarding
Reviews
Dena,Dec 2024
LAS - BDL
Entertainment
Food
Crew
Overall
Comfort
Boarding
Reviews
Dena,Dec 2024
LAS - BDL
Entertainment
Food
Crew
Overall
Comfort
Boarding
Reviews
Dena,Dec 2024
LAS - BDL
Entertainment
Food
Crew
Overall
Comfort
Boarding
Reviews
Dena,Dec 2024
LAS - BDL
Related info for your journey
Find useful and relevant information for your journey from Portland to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Portland to Key West
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Portland to Key West
Discover the top 3 airlines that operate flights from Portland to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$246 | Average$384 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$419 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$346 | Average$578 | FlexibilityNo cancel fee | On-time69% |