$79 Find Cheap Flights from Portland to Florida Keys - Compare and Save

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Cheap Flights from Portland to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Miami
Miami1 stop$237
Key West
Key West1 stop$463
Miami
Miami1 stop$237
Key West
Key West1 stop$463
Booking Insights

KAYAK's insights & trends for Portland to Florida Keys flights

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

What is the cheapest time of day to fly to Florida Keys?

The cheapest time of day to fly to Florida Keys is generally in the morning, when round-trip flights cost $501 on average. The most expensive time of day to fly to Florida Keys is generally at night, which is peak travel time and where the average cost of a ticket is $640.

Can I save money by flying with a layover from Portland to Florida Keys?

No, with an average price for the route of $409, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Portland to Florida Keys?

The cheapest month for flights from Portland to Florida Keys is October, when tickets cost $318 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $512 and $443 respectively.

What’s the cheapest day of the week to fly from Portland to Florida Keys?

Your flight ticket price will generally be cheaper if you fly to Florida Keys on a Wednesday and more expensive on a Friday. On your return trip to Portland, you should consider flying back on a Tuesday, and avoid Saturdays for better deals.

How far in advance should I book a flight from Portland to Florida Keys?

To get a below average price on the flight from Portland to Florida Keys, you should book around 3 weeks before departure, which saves you about 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low season

September

Cheapest flight

$79
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly and prices are also 10% lower on average.
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 from Portland to 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 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 from Portland to Florida Keys 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 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 from Portland to Florida Keys up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the 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.
7.9
Alaska AirlinesOverall score based on 12936 reviews
8.1Boarding
7.8Comfort
7.0Food
8.5Crew
7.0Entertainment
Airline reviews

The seats felt an inch narrower and two inches closer than any seats I’ve ever sat in on a flight. It was just cramped and packed in. Otherwise it was fine. Just as expected from modern US air travel.

6.0 GoodAnonymous, Sep 2026
Read more Alaska Airlines reviews

The seats felt an inch narrower and two inches closer than any seats I’ve ever sat in on a flight. It was just cramped and packed in. Otherwise it was fine. Just as expected from modern US air travel.

I cancelled this flight over a week ago, due to being in the hospital! Yet when I finally recovered and got out of the hospital I saw no one ever cancelled it and I was fully charged???

Liked direct flight options. Boarding is easy. Assigned seats, plenty of overhead bin space. Smooth flights, crew was helpful and friendly.

The staff's friendliness and helpfulness make a good impression.

I am truely disappointed in the delays. I have been flying Alaska Airlines for years and years and have always had the most amazing experiences. Not what has happened with being on time. Flying from SAN to PDX delayed. Then .PRX to SAN delayed,

Still seems like Alaska Airlines is not doing a very good job of anticipating the number of carry on’s going in the overhead bins. I was asked to check mine not to find out there was actually(surprisingly)enough room for my small luggage in the overhead bins. In the past, I’ve seen PLENTY of items in the overhead bins that should be underneath peoples seats.

We did not realize there wasn't any food apart from a small packet of pretzels - I dropped one and nearly cried.

The flight both ways was pleasant and uneventful. The staff was friendly, accommodating, and overall very helpful.

the crew were great. it was by far the NOISIEST flight I have experienced. I was in seat 23 A. engine noise

I enjoyed the fact that it was nonstop from Fort Lauderdale to Portland, Oregon. I’m looking for new flights in April, I hope you will offer the same nonstops.

Flight Staff: Always great! Checking back vs carry-on: I typically check my bag since so much time is spent stowing the bag, it's heavy, maybe not enough room. Delta is charging $45 to check bags. Yet, the people who have multiple carry-on bags are then asked to check their bags and are offered this service for free. This does not seem fair to a person who is trying to be proactive in improving the process . Boarding: Boarding is always slow and exhausting. With the exception of First Class, Economy, why not board the zone in the back of the plane first??? Seats: Why cross the seat belts? I get that it looks nice, but people waste so much time moving them or sitting on them and then having to move. Seats: On both my flights the seat did not recline. Not a big deal. Smell: There was a horrific smell like the restrooms on my first flight. I thought I was going to be sick. Most flights do not smell great. Does Delta use air purifiers or anything?

DL482 did not wait for about 10 of us including a mother and 3 children when we were in the same terminal on DL486, where we were switching from waiting for a jet bridge fix, to moving to a neighboring gate. I understand taxiing delays are ok either but man. We only needed 5 more minutes. DL482 did not adjust from their times at all. This was my first time with Delta.

We got stuck on the tarmac taxiing after landing early so we didn’t get off the plane until an hour later than we thought we would

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

I haven’t flown economy in over 20 years but it was not bad. Room by my feet for my bag and seat was roomy enough. Surprised in a good way.

Second flight in a row where the entertainment system is broken. 5 hour long flight with no entertainment and flight attendants did not seem interested in resolving the matter. Very shocked to be treated this poorly considering I paid for a first class experience and have Diamond Medallion status.

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

My seat had no padding, it was literally plywood with a plastic cover. I could not change seats on my 10 hour flight. My excitement for this trip helped me deal with the pain.

The flights were on time- Great service Would have liked more options for food choices.

The brakes on the A220 are sensitive and uncomfortably grabby

It was serviceable, nothing special but nothing awful on this leg.

the whole trip was smooth, and as comfortable as flying is these days. flight crew was friendly and very courteous and helpful.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.

We had a 90 minute delay due to equipment failure that was detected just before we took off. United rebooked my connecting flight.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

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

Poor seating comfort, seat cushion too thin, very uncomfortable. My luggage didi not make the flight due to equipment change. At least. United had it delivered the next day. I was without my toilet items for one day.

Flight cancelled because of the grounded 737s. United was good about it and got us onto a later Alaska Airlines flight to Oakland (not San Francisco as originally intended). Had to go through security again and my wife dropped her MacBook Pro, which broke, a $2,500 whoopsie. But we made it home.

Luggage took too long go get off plane in Knoxville. Was almost 45 minutes after the flight landed.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

As smooth as you can expect. Some issues with boarding because the previous plane took forever to deplane but overall, a good experience.

DFW-LHR Toilets not kept clean Too cramped. Aisles so narrow crew were constantly banging into people on the aisle seats. Even then, the carts used are reduced width. Other than that it was a decent flight on both legs

Excellent customer service at check in at Austin flight to DFW and excellent customer service from Karren in terminal B at DFW.

The flight itself was fine, but between the man in front of me putting his chair back, and the gentleman next to me who took up 50% of my seat, my back and neck are destroyed from the flight. I’m hoping for a better outcome flying back.

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.

We were told there would be no food/beverage service due to turbulence. There was very little turbulence on the 2+ hour flight. I was in First Class and thought they could have done a quick service after take off as they had a quite bit of time before we would be reaching the predicted turbulent area. They could have at least passed out a quick bag of pretzels.

Very disappointed with the crew and the lack of attention given to the passengers. On a 5 hour flight they never offered a snack. One time offered a beverage and didn’t pick up the used cups until the flight was on final approach. The two flight attendants in our section mentioned that they were best friends and compared their pre flight shoes. When paying for first/business class there is a level of service that should be expected. These two spent the majority of the flight in their seats playing on their phones and laughing with each other. Very frustrating!!!

Flight was delayed by about an hour, once we arrived at LAX we had to take a shuttle to the baggage claim - it was completely disorganized. The agents at the shuttles were rude and unable to provide any information. Frontier charges extra for everything from bags to drinks - at the end it ends up being more expensive than flying the better airlines

Our flight was cancelled. They could do nothing to help us get another flight that was timely. Because the first leg was cancelled we were unable to get to our connection. We had to book on an entirely different airline for today. So we spent more money, lost a day of vacation and will never fly Frontier again, so the 'we are sorry, here is $100 credit' is a joke since we won't be flying on Frontier.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

Canceled original flight and wasn't clear on rebooked flight. Had to pay for bags which was more than the flight itself. Normal help, drinks etc. you have to pay for. This is Not a low cost airline.

The seats were dirty with crumbs and trash , looked it had not been cleaned up from a previous flight

Flight was cancelled and was not able to get another flight thru Frontier. Per frontier a refund was issued but I do not see a refund on my Afirm account.

We did not get to go on this flight because it got canceled 4 hours prior to scheduled time. We received an email that it got canceled and then 10 minutes later we received another email that it got delayed. It was very confusing and the only options they gave us for return flight home were 12 to 22 hours of travel time. That was not an option for us since we were traveling with kids and school started on Monday. We ended up opting for a refund and booking a flight back with Alaska. The flight ended up costing us $1500 and we had to book a hotel for the night. We will never book with frontier again.

Frontier charges 25 for the service of checking in and another 79 for a carry on. Will not take this janky air carrier again.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Plane could have been more on time. More leg room .

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