$350+ Cheap flights from Key West to Portland, ME (EYW - PWM)
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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Mar 30 — Apr 61
1 adult, Economy
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Find cheap flights from Key West to Portland 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.Cheap flight deals from Key West to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Portland (PWM). 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 March 25, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $361 (American Airlines) |
One-way from | $350 (American Airlines) |
Find flight deals from Key West to Portland
Cheapest flights from Key West to PortlandExplore the most affordable flight options available from Key West to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2025.
Explore the most affordable flight options available from Key West to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2025.
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Fri 6/134:54 pmEYW - PWM
1 stop6h 07mAmerican Airlines
Mon 6/167:41 amPWM - EYW
1 stop6h 00mAmerican Airlines
Deal found 3/24![American Airlines logo]()
$361
Cheapflights Fare Finder
Customize your flight search to find flights from Key West to Portland 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 March 25, 2025.
Use the filters below to find and compare flights from Key West to Portland that are best for you.
Fly from
Key West
Fly to
Portland
Route
Depart
Return
Price
Key WestPortland
EYW - PWM
EYWPWM
Key West
Fri 6/13
4:54 pm-11:01 pm
1 stop6h 07m
Portland
Mon 6/16
7:41 am-1:41 pm
1 stop6h 00m
$361
Key WestPortland
EYW - PWM
EYWPWM
Key West
Mon 5/5
3:17 pm-11:06 pm
1 stop7h 49m
$350
Key WestPortland
EYW - PWM
EYWPWM
Key West
Sun 5/4
6:45 pm-11:59 pm
2 stops29h 14m
$615
Compare providers for flights from Key West to Portland
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 Key West to Portland in March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Key West-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Key West-Portland, Maine flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Key West-Portland, Maine flights, Cheapflights users trust FlightHub the most. FlightHub 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 Key West-Portland, Maine 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 Key West to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Key West with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Key West to Portland
What is the cheapest month to book a flight from Key West to Portland, Maine?
Currently, January is the cheapest month in which you can book a flight from Key West to Portland, Maine (average of $296). Flying from Key West to Portland, Maine in April is currently the most expensive (average of $423). 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.
Rainfall in Portland by month
Plan your trip to Portland by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.
Temperature in Portland by month
Plan your trip to Portland by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Portland, Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Portland
Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated March 25, 2025.
Boarding
7.7
Comfort
7.3
Crew
8.1
Overall
7.4
Entertainment
7.0
Food
6.6
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Overall
7.4
Entertainment
7.0
Food
6.6
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Overall
7.4
Entertainment
7.0
Food
6.6
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Related info for your journey
Find useful and relevant information for your journey from Key West to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Key West?
Book flights to Key West if you plan to visit one of these locationsNorth Conway
Bath
Brunswick
Auburn
Conway
Lewiston
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Alternative routes for Key West to Portland
See prices for flight routes from nearby airports that may be better suited for you.
Top airline flying from Key West to Portland
Discover the top airline that operate flights from Key West to Portland. 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 March 25, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$258 | Average$412 | FlexibilityNo cancel fee | On-time71% |