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Find cheap flights from Portland to Florida Keys from $61

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Florida Keys 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.
1 adult
0 bags
Fri 5/31
Fri 6/7

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Best Florida Keys Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Miami
Miami2 stops$124
Key West
Key West1 stop$488

Good to know

Low season

October

High season

December

Cheapest flight

$61
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Portland to Miami

FAQs - booking Florida Keys flights

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

    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 Portland to Florida Keys.

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

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

    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 Florida Keys with an airline and back to Portland with another airline.

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

    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 Florida Keys from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Florida Keys

  • Looking for a cheap flight? 25% of our users found tickets from Portland to the following destinations at these prices or less: Miami $202 one-way - $487 round-trip

Top 5 airlines serving from Portland to Florida Keys

 
Need help choosing which airline to fly with from Portland to Florida Keys? 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
Alaska AirlinesOverall score based on 9115 reviews
8.6Crew
8.2Boarding
7.3Food
7.3Entertainment
7.9Comfort
Airline reviews

My boarding pass birthdate was printed incorrectly causing me to spend an extra hour in a check-in and then again TSA line and to miss a chance to have dinner pre-flight. My window seat was given away and was replaced with a middle seat. I would have liked an opportunity to charge my phone and take advantage of movies but many of the departure gate chargers weren’t operational and I don’t know of an in-flight charging option, The flight left 45 late after trouble with unruly passengers, and I was glad staff removed them.

6.0 GoodAnonymous, Apr 2024PDX - SAN
Read more about Alaska Airlines reviews

My boarding pass birthdate was printed incorrectly causing me to spend an extra hour in a check-in and then again TSA line and to miss a chance to have dinner pre-flight. My window seat was given away and was replaced with a middle seat. I would have liked an opportunity to charge my phone and take advantage of movies but many of the departure gate chargers weren’t operational and I don’t know of an in-flight charging option, The flight left 45 late after trouble with unruly passengers, and I was glad staff removed them.

Horrible. I likely will have to spend several thousand dollars to rebook my international flights, due to their delays, plus a hotel in SF. I can’t wait to never fly them again!

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

It was so easy to board using my boarding pass on my iPhone, and I liked what I was given on the plane for food and drink, and everyone was very friendly.

dont re-route to San Jose. Re-route to closer airport. Provide shuttle bus to go to SFO, not just LYFT vouchers.

Staff seemed genuinely nice, not just going through the motions.

I would have rated the entire experience much better were it not for two things: 1. There was inconsistency between what we were told once on the plane vs. the answer I received to the question about "spreading out" from our assigned seats because the flight was sparsely populated, and the entire row we were in was empty but for us. I asked about one of us moving over one seat to make more room for us; before getting on the plane, I was told we could, which seemed like a sensible answer. Once on the plane, it was announced that we needed to stay in our assigned seats despite all of the empty space in our row, which seemed unneccessarily restrictive. 2. To add to the discomfort, we sat on the tarmac once the plane landed in Burbank for over half an hour waiting for a gate to become available. During that time we had to remain seated and buckled in, which was becoming more difficult as time dragged on, especially for my wife. If all of this was due to regulations, that may mitigate the sense of "needless" restriction somewhat, but it points to a need to make regulations less restrictive where it is not appropriate for the current conditions. The crew was not "nasty" about the restrictions, so I do not resent their actions, but it certainly would have been a much more pleasant flight if we had a few more options when it comes to comfort.

The seat side plug ins didn’t work in my row, and I ran out of things to do since my iPad and iPhone ran out of juice. The flight attendant offered me a free drink but I don’t drink. I suggested a free snack box instead and she just shrugged and walked off. Why do us non-drinkers get the short end of the stick?

Flight left two hours late with no real explanation and they inexplicably had the heat running on the flight as well

I like Alaska Air fine. Great crew. Late departure still arrived on time.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

They did a fine job. Can't wait to use Delta in the future.

Seat back monitors and outlets were dead and not working.

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

Boarding super slow with people allowed to linger in aisles

There were choices for the snacks. Good choices and tasty lunch and breakfast as well.

First time travel in economy and the worst experience I ever had ! Shame on paying 600 dollars to be in a tuna can ! Service was terrible no even water no even class no even matters your flight attendants were lazy and sloppy very bad experience! After all these years traveling in first and once I try this cause I need to go to a destination for an emergency wow shame on you !

There was a group of school age passengers that were very loud and unruly with their chaperones were no where to be found.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

This was a Lufthansa flight. Disappointing main meal. Very rough over Canada and arrival at FRA. IFE was almost unusable.

I liked everything about the flight. The service was excellent!

Delayed a day due to snow storm. Was upgraded. That kind of made up for significant delays from FLL to COS with no compensation or acknowledgement.

The crew were really great, but the 4 hour delay in small chunks was the worst.

Everything was very good. Boarding and takeoff were on time and organized. Had a good flight

Other than the two hour delay, it was fine. Of course they were very professional and kept us informed throughout the whole delay..

Good. The wife was not working but then it got resolved.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

Flight boarded without pilots. Sat on plane for 3 hrs. after over an hour late boarding. Plane never took off. Had to deplane near midnight. Line for rebooking was 3 hours + long. I had to leave.

It was a good flight. Of course it was full, but it went well.

We sat on the plane for 1 hour because the airline was short handed could not be unloading.

We are gluten free, there were not any available complimentary gluten free options.

Flight delayed 3 times. We were directed to go to a gate across from our gate. The plane wasn't there yet so we had to wait for it to arrive, then deplane everyone and then wait again for the plane to be cleaned. After 45 minuites we were allowed on the plane. The first plane had mechanical issues. The 2nd plane must have had bathroom issues because we did not have any food service whatsoever. No snack or beverage. That made for a long time not to have anything considering that we had just made it to the original gate and we had no time to stop to get food or a drink. Then we didn't want to leave the gate to get food because we wouldn't know how much longer the delay would be. Then the next gate change. Had we been told that the total time would have been aprox 45 min later we would have left to get food and a beverage. We had to wait again for the okay to the pilot to take off so we were on the runway for another 20 min. Overall, we were delayed over 2 hours which felt like 4 hours.

Lots of weather delays that were poorly communicated and managed. I get there are weather delays but they didn’t make it clear what was happening or comfortable on the plane

Me and my husband experienced very bad in American Airlines. We missed our flight going to Doha. The American Airlines was delayed we arrived already 10:27pm. Supposed to be 9:40 pm. So what they did they rebooked our flight and they gave us a hotel. When we arrived at the hotel the front desk said it was fully booked already. Oh my gosh! I said why did you accept the booking if it's fully booked. The guy said that's American Airlines they just book even it's already full. That's 2am already, we have nothing to do so, we decided to go another hotel. We pay the room, food and taxi. Pls give an action on this matter. Refund our expenses and give us more compensation. Not only our room, food, taxi but also our efforts, tiredness looking for a room that can accommodate us.

Horrible. Flight was delayed and very bumpy. I was super unhappy

Spirit canceled the flight in March and never notified me!

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends

The weight limit per bag was really low - 40 lbs - so we had to pay extra. Then, they said their carry on size was 14x18x8, and we measured our bag very carefully. It was within the limit, yet they said it was too big, so we ended up paying an extra $100 for that too!! So it wasn’t the cheap flight we thought it would be. Then, they moved up our initial flight to depart 3 hours earlier which meant we had to be out on the road by 7 am and then have a 6 hour layover and we got home at 2am. It was a grueling day. I won’t be flying with them again.

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

Terrible as usual!!!! Very unprofessional and rude flight attendants! You get what you pay for! HORRIBLE

My experience was above excellent!!!! First the lady that pushed me in the wheelchair to the gate was outstanding!!! Then the ladies at the gate went over and beyond, by helping me fill out the immigration form! I would not have been able to get to Guatemala without their help!!! God bless them all! They were amazing 🙏❤️🙏

First....my trip was from Ft. Myers to Philly (not the other way around). Plane was clean, staff was friendly and flight was efficient with boarding and flight time. Thumbs up all around.

Early departure and arrival. Cabin very cold. Waited a while for luggage to come out

The no frills ticket price. The seats are very uncomfortable.

Book cheap flights from Portland to Florida Keys

Recent round-trip flight deals

5/14Tue
2 stopsSpirit Airlines
32h 51mPDX-MIA
5/18Sat
1 stopSpirit Airlines
9h 50mMIA-PDX
$124
5/14Tue
2 stopsSpirit Airlines
32h 51mPDX-MIA
5/21Tue
2 stopsSpirit Airlines
33h 40mMIA-PDX
$128
5/29Wed
2 stopsSpirit Airlines
17h 12mPDX-MIA
6/5Wed
1 stopSpirit Airlines
19h 58mMIA-PDX
$130
5/14Tue
1 stopFrontier
21h 51mPDX-MIA
5/20Mon
1 stopFrontier
26h 32mMIA-PDX
$187
8/9Fri
1 stopFrontier
20h 53mPDX-MIA
8/17Sat
1 stopFrontier
11h 19mMIA-PDX
$201
5/28Tue
nonstopAmerican Airlines
5h 49mPDX-MIA
6/4Tue
1 stopAmerican Airlines
8h 33mMIA-PDX
$327
10/15Tue
1 stopDelta
10h 12mPDX-MIA
11/2Sat
1 stopDelta
10h 34mMIA-PDX
$328
8/3Sat
1 stopAmerican Airlines
7h 49mPDX-EYW
8/10Sat
1 stopAmerican Airlines
8h 15mEYW-PDX
$488
5/11Sat
1 stopDelta
9h 00mPDX-EYW
5/18Sat
2 stopsDelta
13h 02mEYW-PDX
$503
5/24Fri
2 stopsUnited Airlines
20h 48mPDX-EYW
5/27Mon
2 stopsUnited Airlines
30h 26mEYW-PDX
$868

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Recent one-way flight deals

5/14Tue
2 stopsSpirit Airlines
22h 14mPDX-MIA
$61
6/4Tue
1 stopSpirit Airlines
26h 03mPDX-MIA
$65
5/21Tue
1 stopFrontier
12h 05mPDX-MIA
$96
5/6Mon
1 stopFrontier
26h 04mPDX-MIA
$101
10/9Wed
1 stopUnited Airlines
8h 31mPDX-MIA
$154
6/3Mon
nonstopAmerican Airlines
5h 49mPDX-MIA
$165
6/29Sat
1 stopDelta
9h 09mPDX-MIA
$188
5/24Fri
nonstopAmerican Airlines
5h 49mPDX-MIA
$204
5/15Wed
1 stopDelta
10h 08mPDX-MIA
$282
6/23Sun
1 stopUnited Airlines
8h 13mPDX-MIA
$332

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Last minute flights from Portland to Florida Keys

Last minute flight, train and bus deals

5/6Mon
multi-stop
26h 04mPDX-MIA
5/15Wed
multi-stop
19h 10mMIA-PDX
$204
5/6Mon
multi-stopSpirit Airlines
27h 01mPDX-MIA
5/11Sat
multi-stopSpirit Airlines
9h 50mMIA-PDX
$230
5/6Mon
multi-stop
26h 04mPDX-MIA
5/15Wed
multi-stop
9h 50mMIA-PDX
$251
5/4Sat
multi-stopFrontier
26h 01mPDX-MIA
5/9Thu
multi-stopFrontier
28h 45mMIA-PDX
$308
5/5Sun
multi-stopFrontier
26h 04mPDX-MIA
5/9Thu
multi-stopFrontier
28h 45mMIA-PDX
$320
5/4Sat
multi-stopAmerican Airlines
11h 04mPDX-EYW
5/8Wed
multi-stopAmerican Airlines
11h 06mEYW-PDX
$496
5/4Sat
multi-stopAmerican Airlines
11h 04mPDX-EYW
5/8Wed
multi-stopAmerican Airlines
13h 14mEYW-PDX
$501
5/6Mon
multi-stopDelta
13h 32mPDX-EYW
5/11Sat
multi-stopDelta
7h 50mEYW-PDX
$633
5/3Fri
multi-stopDelta
13h 25mPDX-EYW
5/8Wed
multi-stopDelta
10h 42mEYW-PDX
$643
5/3Fri
multi-stopUnited Airlines
14h 22mPDX-EYW
5/6Mon
multi-stopUnited Airlines
27h 23mEYW-PDX
$653

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Portland - Florida Keys Flights

Departure:

Portland (PDX)United States

Return flight deals:

Florida Keys - Portland

Cabin classes:

$164
$298
$106
$38