RSW - PDX

$165 Find Cheap Flights from Fort Myers to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Fort Myers to Portland departing on 3/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Portland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Portland, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$345
Overall average: $417
Sun Country Air
Sat 6/13Fri 6/19
RSW - PDX • 1 stop
Cheapest one-way
$165
Typical prices: $184-$420
Multiple Airlines
Mon 3/9
RSW - PDX • 2 stops
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 45% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 21% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Portland!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Fort Myers to Portland (RSW-PDX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Fort Myers to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Fort Myers to Portland

Sat, Jun 13 - Fri, Jun 19
Sun Country Air Logo
12:20 pm - 5:29 pm
RSW
-
PDX
8h 09m
1 stop
Sun Country Air Logo
11:59 pm - 10:50 am
PDX
-
RSW
7h 51m
1 stop
$345Sun Country Air
Sat, Jun 13 - Fri, Jun 19
Sun Country Air Logo
12:20 pm - 5:29 pm
RSW
-
PDX
8h 09m
1 stop
Sun Country Air Logo
11:59 pm - 10:50 am
PDX
-
RSW
7h 51m
1 stop
$346Sun Country Air
Sun, Jun 28 - Sun, Jul 12
Sun Country Air Logo
12:30 pm - 10:43 pm
RSW
-
PDX
13h 13m
1 stop
Sun Country Air Logo
11:59 pm - 11:33 am
PDX
-
RSW
8h 34m
1 stop
$350Sun Country Air
Wed, Jun 24 - Tue, Jul 28
Sun Country Air Logo
12:06 pm - 5:29 pm
RSW
-
PDX
8h 23m
1 stop
Sun Country Air Logo
5:49 pm - 10:55 am
PDX
-
RSW
14h 06m
1 stop
$355Sun Country Air
Wed, Feb 11 - Wed, Feb 18
United Airlines Logo
11:36 am - 6:10 pm
RSW
-
PDX
9h 34m
1 stop
United Airlines Logo
5:35 am - 4:37 pm
PDX
-
RSW
8h 02m
1 stop
$369United Airlines
Wed, Feb 18 - Sat, Feb 28
United Airlines Logo
7:00 am - 12:22 pm
RSW
-
PDX
8h 22m
1 stop
United Airlines Logo
8:30 am - 7:37 pm
PDX
-
RSW
8h 07m
1 stop
$370United Airlines
Wed, Feb 11 - Wed, Feb 18
United Airlines Logo
3:59 pm - 9:12 pm
RSW
-
PDX
8h 13m
1 stop
United Airlines Logo
7:57 pm - 10:42 am
PDX
-
RSW
11h 45m
2 stops
$374United Airlines
Wed, Feb 18 - Sat, Feb 28
United Airlines Logo
7:00 am - 12:22 pm
RSW
-
PDX
8h 22m
1 stop
United Airlines Logo
7:57 pm - 10:42 am
PDX
-
RSW
11h 45m
2 stops
$375United Airlines
Wed, Feb 11 - Wed, Feb 18
American Airlines Logo
6:00 am - 1:53 pm
RSW
-
PDX
10h 53m
2 stops
American Airlines Logo
6:25 am - 8:42 pm
PDX
-
RSW
11h 17m
2 stops
$380American Airlines
Wed, Feb 18 - Sat, Feb 28
Southwest Logo
6:50 am - 3:40 pm
RSW
-
PDX
11h 50m
2 stops
Southwest Logo
5:10 am - 7:25 pm
PDX
-
RSW
11h 15m
2 stops
$385Southwest
Booking Insights

KAYAK's insights & trends for Fort Myers to Portland flights

Get data-powered insights and trends into flights from Fort Myers to Portland to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Fort Myers to Portland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Fort Myers to Portland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Fort Myers to Portland is October, where tickets cost $380 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $645 and $593 respectively.

How far in advance should I book a flight from Fort Myers to Portland?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Fort Myers to Portland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Fort Myers to Portland, you should book around 4 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$165
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Fort Myers to Portland

When to book flights from Fort Myers to Portland

Are your dates flexible? Find out the best times to travel from Fort Myers to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Fort Myers to Portland

  • What is the cheapest flight from Fort Myers to Portland?

    In the last 3 days, the lowest price for a flight from Fort Myers to Portland was $165 for a one-way ticket and $345 for a round-trip.

  • Do I need a passport to fly between Fort Myers and Portland?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which aircraft models fly most regularly from Fort Myers to Portland?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Fort Myers to Portland?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Fort Myers and Portland, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Fort Myers to Portland, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Fort Myers to Portland are Southwest and Delta. With an average price for the route of $502 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $480 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Fort Myers to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Fort Myers to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Fort Myers to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Fort Myers is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Fort Myers to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Fort Myers with another airline. Booking your flights between Fort Myers and PDX can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Fort Myers to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Fort Myers up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Fort Myers to Portland

 
See real verified KAYAK customer reviews for airlines flying from Fort Myers to Portland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Fort Myers to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4256 reviews
8.1Boarding
8.6Crew
7.0Food
7.5Entertainment
8.0Comfort
Airline reviews

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

10.0 ExcellentDaniel, Jan 2026
JAX - BWI
Read more Southwest reviews

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The food is terrible. The staff is wonderful. Comfort is good.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Non stop on long haul is the way to go. Great experience

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

Very turbulent trip made it pretty bearable, plus the lack of refreshments served and the lack of any air conditioning before takeoff which took an hour or more.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

They charged a fee for 1st bag checked. Others in same party were free.

Flight team stood out for perzonal attention, kindness at bright cheery attitudes at 8am. Very helpful.

The worst landing I have ever had on a domestic flight. Thought we would lose the landing gear on landing in Newark. Then we spent 40 minutes trying to position the plane in the right place to be able to get the jet way to the plane. The plane arrived stopped. The announcer was that we were there. Everybody got up, then we were told to sit back down because they had to have us towed to a different position. We got towed and then everyone stood up and they told us we were in the wrong position to sit back down again, and then we got towed to a different position This did not happen immediately. It was 30 minutes while we wandered around a small section of the tarmac in Newark close to the gate, but apparently not close enough. Horrifying experience The CAB should be investigating that flight

Boarding was organized. Plane seats comfortable and service was attentive. Food options were good.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

It is clear that someone knew, and competent, is in charge of food at United Airlines at least for the international flights. I was flying in coach, but the choices of the dinner were excellent. Tasty, and appropriate size. I had the beef, which was a little bit like a shepherds pie, and it was good. Nothing comparable has been served on a United flight in years. It will not be confused with three star food, but it is very good for airline food. Even better was the breakfast choice between a cinnamon roll and a breakfast sandwich. I chose the breakfast sandwich which was absolutely delicious and which I would happily order again at my local Starbucks or Panera. It is clear that someone knew indifferent is in charge of the food and it’s about time.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Everything you need to know for your flight from Fort Myers to Portland

Information on your arrival and departure airports