$187 Find Cheap Flights from Fort Myers to Oregon - Compare and Save

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 Oregon departing on 9/22. 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

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Cheap Flights from Fort Myers to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland1 stop$405
Eugene
Eugene1 stop$495
Redmond
Redmond1 stop$379
Medford
Medford1 stop$399
Boise
Boise1 stop$377
Portland
Portland1 stop$405
Eugene
Eugene1 stop$495
Redmond
Redmond1 stop$379
Medford
Medford1 stop$399
Boise
Boise1 stop$377

Book Cheap Fort Myers to Oregon Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Fort Myers to Oregon 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 Oregon

Mon, Aug 24 - Thu, Aug 27
Southwest Logo
6:50 am - 2:10 pm
RSW
-
BOI
9h 20m
1 stop
Southwest Logo
12:10 pm - 10:00 pm
BOI
-
RSW
7h 50m
1 stop
$377Southwest
Thu, Aug 20 - Mon, Aug 24
Delta Logo
6:46 am - 12:49 pm
RSW
-
BOI
8h 03m
1 stop
Delta Logo
11:10 pm - 9:54 am
BOI
-
RSW
8h 44m
1 stop
$377Delta
Wed, Sep 9 - Tue, Sep 15
Delta Logo
6:16 pm - 11:59 pm
RSW
-
BOI
7h 43m
1 stop
Delta Logo
2:11 pm - 12:35 am
BOI
-
RSW
8h 24m
1 stop
$377Delta
Mon, Aug 24 - Thu, Aug 27
American Airlines Logo
6:30 am - 11:16 am
RSW
-
BOI
6h 46m
1 stop
American Airlines Logo
8:01 am - 10:12 pm
BOI
-
RSW
12h 11m
2 stops
$382American Airlines
Mon, Aug 24 - Thu, Aug 27
American Airlines Logo
11:04 am - 10:40 pm
RSW
-
BOI
13h 36m
2 stops
American Airlines Logo
8:01 am - 9:53 pm
BOI
-
RSW
11h 52m
2 stops
$387American Airlines
Mon, Sep 14 - Thu, Sep 24
United Airlines Logo
3:52 pm - 9:08 pm
RSW
-
MFR
8h 16m
1 stop
United Airlines Logo
5:00 am - 3:22 pm
MFR
-
RSW
7h 22m
1 stop
$399United Airlines
Thu, Aug 20 - Mon, Aug 24
United Airlines Logo
3:52 pm - 10:40 pm
RSW
-
BOI
8h 48m
1 stop
United Airlines Logo
7:05 pm - 11:21 am
BOI
-
RSW
14h 16m
2 stops
$400United Airlines
Sat, Jan 16 - Wed, Jan 20
Alaska Airlines Logo
9:00 am - 2:55 pm
RSW
-
PDX
8h 55m
1 stop
Alaska Airlines Logo
9:40 am - 9:30 pm
PDX
-
RSW
8h 50m
1 stop
$405Alaska Airlines
Sat, Sep 19 - Sat, Sep 26
Southwest Logo
3:15 pm - 8:20 pm
RSW
-
PDX
8h 05m
1 stop
Southwest Logo
10:45 pm - 11:15 am
PDX
-
RSW
9h 30m
1 stop
$405Southwest
Tue, Nov 24 - Tue, Dec 1
Alaska Airlines Logo
8:30 am - 3:25 pm
RSW
-
BOI
8h 55m
1 stop
Alaska Airlines Logo
7:12 pm - 9:30 pm
BOI
-
RSW
24h 18m
1 stop
$432Alaska Airlines
Booking Insights

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

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

How much is a round-trip flight from Fort Myers to Oregon?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Fort Myers to Oregon departing in September.

Flight prices are below average for this route right now.

Flights to Oregon from Fort Myers usually cost between $474 and $657 in September.
The lowest price found in the past 5 days was $405 on Delta (Sep 1-Sep 12).

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Fort Myers to Oregon, 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 Oregon is October, when tickets cost $411 (return) on average. On the other hand, the most expensive months are January and May, when the average cost of round-trip tickets is $765 and $615 respectively.

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

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 Oregon, 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 Oregon, you should book around 4 weeks before departure, which saves you about 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low season

February

Cheapest flight

$187
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Fort Myers to Portland

FAQs - booking Oregon flights

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

    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 Oregon.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Fort Myers to Oregon 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 Oregon?

    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 from Fort Myers to Oregon with an airline and back with another airline.

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

    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 from Fort Myers to Oregon 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 Oregon

 
See real verified KAYAK customer reviews for airlines flying from Fort Myers to Oregon. 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 Oregon? 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 4227 reviews
8.6Crew
7.0Food
7.5Entertainment
8.0Comfort
8.1Boarding
Airline reviews

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

6.0 GoodVera, Jul 2026
MCO - BNA
Read more Southwest reviews

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

It was as expected and I was grateful for the wheel chair help and ease of use.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Tight seats. Be prepared to sit in the middle if you are in boarding group C.

This was a connecting flight for me and I had already traveled for 7 hours. First, the Pilot didn’t show up and then the gate changed twice, after which the flight was rescheduled for 2 hours later. This made me late and I had to make other transportation arrangements to get home to Astoria another 1 hour & 45 minutes away. This cost me $250 more than it should have. Will not fly southwest again.

There were 20 wheel chairs to pre- board… suggestion for those that can walk to do so, and wouldn’t loose pre- board. Prob half of them walked. Our flight was over 45 minutes late, weather related we were told… hummm. We almost missed our connection in Baltimore. My A-27 boarding placement on Baltimore flight I paid $25 for had already gotten on plane. So lost that too. No time for lunch… no service on Baltimore to Hartford flight. No one checked that seat belts fastened etc. before that flight landed… The whole thing was just very stressful. I just don’t remember a Southwest experience being that way before.

very disappointed by plane having no power outlets for our electronics

Long layover in Chicago. Wish that could have been lessened.

I like SW’s approach to seating. This flight was about 1/2 hr late. The seats are uncomfortable. The snacks have too many ingredients to be food.

Noticed the width between seats seemed less. I wasn’t very comfortable. I’m of regular weight btw. We got graham cracker cookie snack, no choices. The bathrooms toilet roll was broken, and the light wouldn’t come on when I tried to close bathroom door.. I wasn’t sure it was locked?

Boarding was quick and i made my connection early due to early arrival time

My flight was canceled, and instead of rebooking me on a non-stop first-class flight for the same day, which I originally had, Delta rebooked me on a one-stop flight for the following day. When I checked the Delta app, I noticed that there were available flights for both the same day and the next day. I believe this indicates poor management on their part.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Great - This was the last flight before hurricane closures and did a quick turnaround to get the plane heading north. Much appreciated.

The Pilot was one of the best I've had, very informative about turbulence and got us to our destination early

Crew was great! I need wheelchair assistance and they knew who I was and updated me that my chair was on its way and to just hang tight. There was some turbulence but the captain announced we would be going thru it and he handled the plane well. Landing was soft and his.

Friendly boarding crew. Better could have been a bit more substantial food for this 3 plus hour flight.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

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

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.

Liked the hospitality . The ight took us 6 hrs to get from fort myers to ewr.

Received an email the night before showing that there would be seatback entertainment on our flight. We get on and there was no seatback entertainment. And then it was a scramble to try to set up the iPads for the kids before takeoff so they could watch something for the four hour flight.

The Wi-Fi was unavailable on this flight for some reason.

The flight was clean and on time, the crew were all very nice and we got the seats we booked. Plenty of food and beverages. The seats are too close so it’s very difficult to try and sleep comfortably.

Good flight, comfortable seats and very quick passage through Heathrow. Boarding in Washington was cramped and not well organized, but the rest was perfect.

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

We were re routed due to a flight cancellation. We did not fly out of Miami. We originally booked first class and were moved to coach without being compensated.

It was my second AA flight in a week where there was no air movement. Initially, I just thought it was me however, as we were getting off the airplane, several individuals were commenting on how stuffy and hot the cabin was on the flight. This was the second flight in a week that was like this - very odd

6-hour delay ON the plane in Minneapolis. Missed connecting flight from Dallas to Albuquerque!!

Honestly the only poor experience was the lady at American Air line check in in Fort Myers airport. Who didn't listen when I said i already paid for my bags online and she tried to charge me $40. When I clicked cancel on the kiosk she scolded me and sent me to "full service check in". To which that gentleman was very nice and I proceeded to pay nothing more, like I expected.

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

Information on your arrival and departure airports