$65 Find Cheap Flights from Portland to Florida

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 departing on 4/27. 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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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Florida.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Florida.
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Flight Deals

Cheap Flights from Portland to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Orlando
Orlandononstop$213
Miami
Miami1 stop$277
Fort Lauderdale
Fort Lauderdale1 stop$233
Tampa
Tampa1 stop$259
Fort Myers
Fort Myers2 stops$281
West Palm Beach
West Palm Beach1 stop$245
Jacksonville
Jacksonville1 stop$249
Sarasota
Sarasota1 stop$277
Pensacola
Pensacola2 stops$304
Key West
Key West1 stop$276
Panama City
Panama City1 stop$396
Valparaiso
Valparaiso1 stop$405
Punta Gorda
Punta Gorda1 stop$444
Tallahassee
Tallahassee1 stop$372
Gainesville
Gainesville1 stop$442
Orlando
Orlandononstop$213
Miami
Miami1 stop$277
Fort Lauderdale
Fort Lauderdale1 stop$233
Tampa
Tampa1 stop$259
Fort Myers
Fort Myers2 stops$281
West Palm Beach
West Palm Beach1 stop$245
Jacksonville
Jacksonville1 stop$249
Sarasota
Sarasota1 stop$277
Pensacola
Pensacola2 stops$304
Key West
Key West1 stop$276
Panama City
Panama City1 stop$396
Valparaiso
Valparaiso1 stop$405
Punta Gorda
Punta Gorda1 stop$444
Tallahassee
Tallahassee1 stop$372
Gainesville
Gainesville1 stop$442

Book Cheap Portland to Florida Plane Tickets

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

Sat, May 30 - Wed, Jun 3
Breeze Airways Logo
9:52 am - 1:17 pm
PWM
-
MCO
3h 25mnonstop
Breeze Airways Logo
8:10 am - 5:45 pm
MCO
-
PWM
9h 35m
1 stop
$213Breeze Airways
Mon, May 4 - Fri, May 15
Breeze Airways Logo
11:29 am - 4:28 pm
PWM
-
MCO
4h 59m
1 stop
Breeze Airways Logo
7:17 am - 5:33 pm
MCO
-
PWM
10h 16m
1 stop
$214Breeze Airways
Sat, Apr 11 - Wed, Apr 15
Delta Logo
4:48 pm - 11:59 pm
PWM
-
FLL
7h 11m
1 stop
Delta Logo
7:00 am - 2:11 pm
FLL
-
PWM
7h 11m
1 stop
$233Delta
Fri, May 22 - Tue, May 26
JetBlue Logo
6:00 am - 2:24 pm
PWM
-
PBI
8h 24m
1 stop
JetBlue Logo
3:20 pm - 11:56 pm
PBI
-
PWM
8h 36m
1 stop
$245JetBlue
Mon, Jun 1 - Sun, Jun 7
JetBlue Logo
6:00 am - 12:52 pm
PWM
-
JAX
6h 52m
1 stop
JetBlue Logo
6:14 am - 1:24 pm
JAX
-
PWM
7h 10m
1 stop
$249JetBlue
Sat, Apr 4 - Wed, Apr 8
Delta Logo
4:48 pm - 11:59 pm
PWM
-
FLL
7h 11m
1 stop
Delta Logo
5:20 pm - 11:22 pm
FLL
-
PWM
6h 02m
1 stop
$255Delta
Wed, Apr 29 - Wed, May 6
American Airlines Logo
7:10 am - 2:43 pm
PWM
-
TPA
7h 33m
1 stop
American Airlines Logo
6:00 am - 11:15 am
TPA
-
PWM
5h 15m
1 stop
$259American Airlines
Fri, Apr 3 - Fri, Apr 17
Southwest Logo
12:35 pm - 11:15 pm
PWM
-
FLL
10h 40m
2 stops
Southwest Logo
6:05 pm - 11:25 pm
FLL
-
PWM
5h 20m
1 stop
$260Southwest
Sat, Apr 11 - Wed, Apr 15
Southwest Logo
4:35 pm - 10:10 pm
PWM
-
TPA
5h 35m
1 stop
Southwest Logo
4:15 pm - 10:35 pm
TPA
-
PWM
6h 20m
1 stop
$267Southwest
Sat, May 9 - Wed, May 13
American Airlines Logo
10:50 am - 6:08 pm
PWM
-
TPA
7h 18m
2 stops
American Airlines Logo
12:02 pm - 6:58 pm
TPA
-
PWM
6h 56m
1 stop
$277American Airlines
Booking Insights

KAYAK's insights & trends for Portland to Florida flights

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

What is the cheapest Portland to Florida flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Florida from Portland found in the last 72 hours was to Tampa, at $99 round-trip. The most popular route is from Portland (PWM) to Orlando Airport (MCO), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $161.

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

The average price for all round-trip flights from Portland to Florida depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Florida is generally at night, when round-trip flights cost $170 on average. Morning departures are around 12% cheaper than evening flights, on average. The most expensive time of day to fly to Florida is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $322.

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

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $392, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Florida, 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 Portland to Florida is June, when tickets cost $194 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $342 and $334 respectively.

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

The average price of all round-trip flights from Portland to Florida clicked on KAYAK for each day over the last 12 months.

For Portland to Florida, Tuesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Florida back to Portland, the best deals are generally found on Thursday, with Tuesday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to Florida, 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 Portland to Florida, you should book around 2 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$65
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Portland to Fort Myers

FAQs - booking Florida flights

  • If my flight from Portland to Florida has a layover, where might it take place?

    If you can avoid layovers on a flight from Portland to Florida, you should do it. But if you have to make a stop, some of the most common layovers on the way to Florida will occur at John F. Kennedy International Airport (JFK) and Newark Liberty International Airport (EWR).

  • Will I face baggage fees when checking bags at Portland International Jetport?

    When you fly with an airline like American Airlines, you’ll be subjected to baggage fees for every bag you check. You can get around doing this by only bringing a carry-on bag. Just make sure this bag doesn’t exceed 22 x 14 x 9 inches on American Airlines.

  • Can I bring golf clubs along on a flight from Portland to Florida?

    Florida is a great place to play golf, and if you plan to do it while visiting the state, you’ll be happy to hear that you can check a set of golf clubs on most airlines, including American Airlines, Delta, and United Airlines. You’ll just need to pay the usual baggage fees when you do it.

  • What can I do to make flights from Portland to Florida sustainable?

    Selecting the right airline will be one of the biggest keys to making a flight from Portland to Florida sustainable. Pick one like American Airlines that has committed to making its airline more sustainable by upgrading to fuel-friendly planes and reducing its reliance on single-use plastic.

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

    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.

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

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

    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 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?

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

Top tips for finding cheap flights to Florida

  • Looking for a cheap flight? 25% of our users found tickets from Portland to the following destinations at these prices or less: Orlando $139 one-way - $239 round-trip; Fort Myers $114 one-way - $348 round-trip; Sarasota $116 one-way - $268 round-trip
  • There are a handful of airlines, including American Airlines, Delta Air Lines, Frontier, and United Airlines, that fly from Portland International Jetport (PWM) to different airports in Florida. If you need to get to the Florida Panhandle area, you can explore flying to Pensacola International Airport (PNS). If you would like to get to the Southern part of the state, Southwest Florida International Airport (RSW) might be a better choice. Orlando International Airport (MCO) will also be an option, especially for those making their way to Disney World.
  • Many airlines that fly from Portland, Maine to Florida will make at least one stop on the way there. There are, however, airlines, like Frontier, that will be able to get you to Florida on non-stop flights that will take under 4 hours.
  • You might want to look into flying first class to Florida to make your flight more comfortable. An airline like Frontier won’t typically offer a true first-class experience, but you can enjoy one through other airlines like American Airlines, Delta Air Lines, and United Airlines. They’ll provide you with access to amenities like extra legroom and in-flight entertainment.
  • Those traveling from Portland International Jetport to an airport in Florida with kids should be extra mindful of which airline they choose. Some, like American Airlines and Delta, are better options than others. American Airlines will let families with young children board early so they’re able to get situated. Delta, meanwhile, will provide children with activity kits to keep them busy.
  • Portland International Jetport is on the smaller side compared to other airports, so it doesn’t have any lounges where you can relax before a flight. But it does offer free Wi-Fi, food options with local flair such as Linda Bean's Lobster Cafe, and artwork like “Tiny Giants” you can check out.

Reviews of the top 5 airlines serving from Portland to Florida

 
See real verified KAYAK customer reviews for airlines flying from Portland to Florida. 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 Portland to Florida? 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.
8.1
Breeze AirwaysOverall score based on 273 reviews
8.2Comfort
6.6Food
8.3Boarding
8.7Crew
6.6Entertainment
Airline reviews

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

6.0 GoodJames, Feb 2026
RDU - RSW
Read more Breeze Airways reviews

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

Arrived as recommended at 8:15 a.m. for an 1115 flight, that kept getting delayed delayed and delayed and then finally canceled. Instructed for the split flight to go to Fort Lauderdale, and then find our way from there back to New York. I don't think I will ever trust flying with JetBlue again. This was my second horrific experience and I am really angry.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Flights with JetBlue from San Diego to Boston are a miserable experience. The flight was delayed about 1.5 hours due to “weather” supposedly but the flights for other airlines left on time so it just have been some kind of weather that only affects JetBlue. I had a small carry on - purse. The crew stored it in a bin 2 rows down from me because they were using the bin next to my seat for other people’s stuff. The TV screen in the emergency row seats does not work. It just was awful from start to finish. When we landed, we had to sit inside the plane for a very long time because the plane had to be moved to a different gate.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Mechanical issue delayed us 2hrs and then once we landed sat on tarmac for 30mins because someone left a vehicle in front of the gaye

Plane from partner PSA was filthy. Plastic needs to be thoroughly cleaned. Really disgusting to look at and wonder about cleanliness of parts less visible.

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

The flight was really crowded. Flight attendants were just ok.

Everything you need to know for your flight from Portland to Florida

Information on your arrival and departure airports