$37 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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Cheap Flights from Portland to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Orlando
Orlando1 stop$210
Miami
Miami1 stop$235
Fort Lauderdale
Fort Lauderdale1 stop$207
Tampa
Tampa1 stop$230
Fort Myers
Fort Myers2 stops$283
West Palm Beach
West Palm Beach1 stop$225
Jacksonville
Jacksonville1 stop$260
Sarasota
Sarasota1 stop$237
Pensacola
Pensacola1 stop$341
Key West
Key West1 stop$281
Panama City
Panama City1 stop$377
Valparaiso
Valparaiso2 stops$401
Punta Gorda
Punta Gorda1 stop$339
Tallahassee
Tallahassee1 stop$445
Gainesville
Gainesville1 stop$367
Orlando
Orlando1 stop$210
Miami
Miami1 stop$235
Fort Lauderdale
Fort Lauderdale1 stop$207
Tampa
Tampa1 stop$230
Fort Myers
Fort Myers2 stops$283
West Palm Beach
West Palm Beach1 stop$225
Jacksonville
Jacksonville1 stop$260
Sarasota
Sarasota1 stop$237
Pensacola
Pensacola1 stop$341
Key West
Key West1 stop$281
Panama City
Panama City1 stop$377
Valparaiso
Valparaiso2 stops$401
Punta Gorda
Punta Gorda1 stop$339
Tallahassee
Tallahassee1 stop$445
Gainesville
Gainesville1 stop$367

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

Tue, Mar 31 - Tue, Apr 7
Southwest Logo
5:30 am - 1:00 pm
PWM
-
FLL
7h 30m
1 stop
Southwest Logo
10:30 am - 3:15 pm
FLL
-
PWM
4h 45m
1 stop
$207Southwest
Mon, Apr 6 - Fri, Apr 10
Breeze Airways Logo
11:29 am - 10:37 pm
PWM
-
MCO
11h 08m
1 stop
Breeze Airways Logo
6:00 am - 9:07 am
MCO
-
PWM
3h 07mnonstop
$210Breeze Airways
Mon, Apr 13 - Mon, Apr 20
Breeze Airways Logo
11:29 am - 10:37 pm
PWM
-
MCO
11h 08m
1 stop
Breeze Airways Logo
6:00 am - 9:07 am
MCO
-
PWM
3h 07mnonstop
$211Breeze Airways
Tue, Apr 7 - Tue, Apr 14
American Airlines Logo
10:24 am - 5:58 pm
PWM
-
MCO
7h 34m
1 stop
American Airlines Logo
2:49 pm - 10:13 pm
MCO
-
PWM
7h 24m
1 stop
$213American Airlines
Mon, Apr 13 - Tue, Apr 21
Delta Logo
2:51 pm - 11:03 pm
PWM
-
MCO
8h 12m
1 stop
Delta Logo
5:55 pm - 12:46 am
MCO
-
PWM
6h 51m
1 stop
$217Delta
Sat, Apr 11 - Sun, Apr 19
Delta Logo
12:51 pm - 9:57 pm
PWM
-
FLL
9h 06m
1 stop
Delta Logo
7:00 am - 2:11 pm
FLL
-
PWM
7h 11m
1 stop
$217Delta
Sat, Apr 4 - Wed, Apr 8
Southwest Logo
5:20 pm - 11:30 pm
PWM
-
MCO
6h 10m
1 stop
Southwest Logo
7:05 am - 3:20 pm
MCO
-
PWM
8h 15m
2 stops
$218Southwest
Wed, Jun 3 - Wed, Jun 10
JetBlue Logo
6:00 am - 2:24 pm
PWM
-
PBI
8h 24m
1 stop
JetBlue Logo
7:50 am - 1:24 pm
PBI
-
PWM
5h 34m
1 stop
$225JetBlue
Mon, May 4 - Wed, May 6
JetBlue Logo
6:00 am - 2:25 pm
PWM
-
FLL
8h 25m
1 stop
JetBlue Logo
5:30 pm - 11:36 pm
FLL
-
PWM
6h 06m
1 stop
$228JetBlue
Tue, Mar 31 - Thu, Apr 9
American Airlines Logo
7:00 am - 12:39 pm
PWM
-
FLL
5h 39m
1 stop
American Airlines Logo
3:15 pm - 10:46 pm
FLL
-
PWM
7h 31m
1 stop
$231American 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 $118 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 $122.

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 $182 on average. Morning departures are around 13% 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 $397, 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 28% 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$37
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Portland to Tampa

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 - $227 round-trip; Fort Myers $141 one-way - $338 round-trip; Tampa $129 one-way - $188 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 271 reviews
6.6Food
6.6Entertainment
8.2Comfort
8.7Crew
8.3Boarding
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.

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!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

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.

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 were made to wait in the airport for six hours for a flight that was ultimately canceled.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

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.

Didn't get a seat assignment until the last minute even though i picked a seat.

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

Information on your arrival and departure airports