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$101 Find Cheap Flights from Florida Keys 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 to Portland departing on 5/14. 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.
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Cheap Flights from Florida Keys to Portland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Florida Keys 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.

Recent round-trip flight deals from Florida Keys to Portland

KAYAK's recommended round-trip deals from the most popular airlines that fly from Florida Keys to Portland.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
5:05 pm - 11:06 pmMIA-PWM
6h 01m1 stop
American Airlines Logo
6:00 am - 1:31 pmPWM-MIA
7h 31m1 stop
$199American Airlines
Find Deal
Thu, May 29 - Sat, May 31
Delta Logo
3:55 pm - 12:26 amMIA-PWM
8h 31m1 stop
Delta Logo
6:53 pm - 12:55 amPWM-MIA
6h 02m1 stop
$217Delta
Find Deal
Thu, Jul 3 - Tue, Jul 8
United Airlines Logo
5:22 pm - 11:27 pmMIA-PWM
6h 05m1 stop
United Airlines Logo
5:30 am - 2:56 pmPWM-MIA
9h 26m2 stops
$222United Airlines
Find Deal
Fri, May 16 - Sun, May 18
Delta Logo
5:50 pm - 12:26 amMIA-PWM
6h 36m1 stop
Delta Logo
6:53 pm - 12:55 amPWM-MIA
6h 02m1 stop
$234Delta
Find Deal
Wed, Jul 2 - Tue, Jul 8
American Airlines Logo
4:54 pm - 11:03 pmEYW-PWM
6h 09m1 stop
American Airlines Logo
6:00 am - 1:48 pmPWM-EYW
7h 48m1 stop
$269American Airlines
Find Deal
Fri, Jun 13 - Mon, Jun 16
American Airlines Logo
11:20 am - 8:13 pmEYW-PWM
8h 53m2 stops
American Airlines Logo
6:00 am - 1:48 pmPWM-EYW
7h 48m1 stop
$274American Airlines
Find Deal
Fri, Jun 13 - Mon, Jun 16
JetBlue Logo
2:30 pm - 10:59 pmMIA-PWM
8h 29m1 stop
JetBlue Logo
7:12 am - 1:31 pmPWM-MIA
6h 19m1 stop
$277JetBlue
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Fri, May 16 - Sun, May 18
United Airlines Logo
5:19 pm - 11:27 pmMIA-PWM
6h 08m1 stop
United Airlines Logo
6:10 am - 1:03 pmPWM-MIA
6h 53m1 stop
$278United Airlines
Find Deal
Fri, Jun 6 - Sun, Jun 8
Southwest Logo
7:35 am - 1:15 pmMIA-PWM
5h 40m1 stop
Southwest Logo
10:35 am - 9:45 pmPWM-MIA
11h 10m2 stops
$340Southwest
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Mon, Aug 11 - Thu, Aug 14
Southwest Logo
7:35 am - 2:35 pmMIA-PWM
7h 00m2 stops
Southwest Logo
10:35 am - 9:45 pmPWM-MIA
11h 10m2 stops
$385Southwest
Find Deal
Mon, Aug 11 - Thu, Aug 14
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$101
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Miami to Portland

FAQs for booking flights from Florida Keys to Portland

  • How does KAYAK find such low prices on flights from Florida Keys 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 Florida Keys to Portland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Florida Keys 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 Florida Keys 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 Florida Keys with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida Keys 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 Florida Keys up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top 3 airlines serving from Florida Keys to Portland

Need help choosing which airline to fly with from Florida Keys 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
DeltaOverall score based on 7934 reviews
7.9Comfort
7.9Entertainment
7.3Food
8.2Boarding
8.5Crew
Airline reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

10.0 ExcellentGary, Apr 2025TPA - LAX
Read more Delta reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

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.

Everything was great. Great service, excellent communication, and early arrival

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Good and consistent Printer in lounge did not work for me :(

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

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Very well organized both boarding and deplaning. Very satisfied with the service I received.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Flight was on time arrived at the destination 10min early they kept in touch via email

My encounter with the entertainment services provided on board was moderate; the functionality of the Wi-Fi connection was either sluggish or nonoperational, while the display screens were antiquated and suffered from poor visibility. On the positive side, the cabin exuded a sense of expansiveness, and the crew exhibited amiable and accommodating behavior throughout the journey.

Over 2 hour delay for a 50-minute flight is unacceptable, especially in normal weather. Very poor communication via app

They delayed our flight by 45 minutes and then re-updated the departure time back to normal schedule with no notification, email, or app update causing probably 40 people to miss the flight as they left without us.

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.

Crew professional. Easy bag drop off. On time. Good entertainment.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Per usual, flight status, staff courtesy and professionalism were excellent

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

AA can't control the weather. But the airplane was hot and stuffy while stuck on the runway with a broken entertainment system.

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