$73 Find Cheap Flights from Portland to Florida - Compare and Save

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 9/16. 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 Portland to Florida

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Orlando
Orlando1 stop$176
Miami
Miami1 stop$299
Fort Lauderdale
Fort Lauderdale1 stop$211
Tampa
Tampanonstop$168
Fort Myers
Fort Myersnonstop$157
West Palm Beach
West Palm Beach1 stop$307
Jacksonville
Jacksonville1 stop$223
Sarasota
Sarasotanonstop$217
Pensacola
Pensacola2 stops$323
Key West
Key West1 stop$291
Valparaiso
Valparaiso1 stop$345
Punta Gorda
Punta Gorda2 stops$429
Panama City
Panama City1 stop$333
Tallahassee
Tallahassee1 stop$410
Gainesville
Gainesville1 stop$435
Orlando
Orlando1 stop$176
Miami
Miami1 stop$299
Fort Lauderdale
Fort Lauderdale1 stop$211
Tampa
Tampanonstop$168
Fort Myers
Fort Myersnonstop$157
West Palm Beach
West Palm Beach1 stop$307
Jacksonville
Jacksonville1 stop$223
Sarasota
Sarasotanonstop$217
Pensacola
Pensacola2 stops$323
Key West
Key West1 stop$291
Valparaiso
Valparaiso1 stop$345
Punta Gorda
Punta Gorda2 stops$429
Panama City
Panama City1 stop$333
Tallahassee
Tallahassee1 stop$410
Gainesville
Gainesville1 stop$435

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

Thu, Sep 10 - Sun, Sep 13
Breeze Airways Logo
10:01 am - 1:52 pm
PWM
-
RSW
3h 51mnonstop
Breeze Airways Logo
6:00 am - 9:21 am
RSW
-
PWM
3h 21mnonstop
$157Breeze Airways
Thu, Sep 10 - Sun, Sep 13
Breeze Airways Logo
10:01 am - 1:52 pm
PWM
-
RSW
3h 51mnonstop
Breeze Airways Logo
6:00 am - 9:21 am
RSW
-
PWM
3h 21mnonstop
$158Breeze Airways
Sat, Aug 22 - Wed, Aug 26
JetBlue Logo
2:40 pm - 10:59 pm
PWM
-
TPA
8h 19m
1 stop
JetBlue Logo
7:08 pm - 12:25 am
TPA
-
PWM
5h 17m
1 stop
$193JetBlue
Sat, Sep 5 - Wed, Sep 9
JetBlue Logo
6:40 am - 3:04 pm
PWM
-
TPA
8h 24m
1 stop
JetBlue Logo
3:30 pm - 11:52 pm
TPA
-
PWM
8h 22m
1 stop
$203JetBlue
Fri, Oct 30 - Sat, Nov 14
Delta Logo
6:30 am - 2:13 pm
PWM
-
FLL
7h 43m
1 stop
Delta Logo
6:30 am - 12:18 pm
FLL
-
PWM
5h 48m
1 stop
$251Delta
Fri, Aug 28 - Mon, Aug 31
Southwest Logo
5:55 am - 11:00 am
PWM
-
SRQ
5h 05m
1 stop
Southwest Logo
6:50 am - 12:25 pm
SRQ
-
PWM
5h 35m
1 stop
$273Southwest
Fri, Aug 28 - Mon, Aug 31
Southwest Logo
5:55 am - 11:00 am
PWM
-
SRQ
5h 05m
1 stop
Southwest Logo
7:10 am - 3:00 pm
SRQ
-
PWM
7h 50m
2 stops
$278Southwest
Fri, Aug 14 - Wed, Aug 19
Delta Logo
1:12 pm - 12:31 am
PWM
-
SRQ
11h 19m
2 stops
Delta Logo
6:00 am - 4:50 pm
SRQ
-
PWM
10h 50m
2 stops
$284Delta
Tue, Aug 25 - Sat, Aug 29
American Airlines Logo
5:30 am - 1:45 pm
PWM
-
EYW
8h 15m
1 stop
American Airlines Logo
2:31 pm - 8:10 pm
EYW
-
PWM
5h 39m
1 stop
$291American Airlines
Wed, Oct 21 - Tue, Oct 27
American Airlines Logo
5:37 pm - 10:46 pm
PWM
-
MIA
5h 09m
1 stop
American Airlines Logo
8:40 am - 3:12 pm
MIA
-
PWM
6h 32m
1 stop
$299American 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.

How much is a round-trip flight from Portland, Maine to Florida?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Portland, Maine to Florida departing in October.

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 5 days was to Orlando, at $172 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 5 days was $172.

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 in the morning, when round-trip flights cost $255 on average. Morning departures are around 5% 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 $378, 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 September, when tickets cost $272 (return) on average. On the other hand, the most expensive months are April and March, when the average cost of round-trip tickets is $407 and $387 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 Thursday is the most expensive. Flying from Florida back to Portland, the best deals are generally found on Friday, with Thursday 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 3 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low season

September

Cheapest flight

$73
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 14% 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.

  • How many flights are there between Portland and Florida per day?

    Each day, there are between 1 and 2 nonstop flights that take off from Portland and land in Florida, with an average flight time of 3h 27m. The most common departure time is 6:00 pm and most flights take off in the morning, while the most flights land at Tampa. Each week, there are 6 flights. The most frequent day of departure is Wednesday, when 33% of all weekly flights depart. The fewest flights depart on a Monday.

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 $155 one-way - $258 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.
8.2
Breeze AirwaysOverall score based on 300 reviews
6.7Food
8.3Boarding
6.7Entertainment
8.8Crew
8.2Comfort
Airline reviews

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

10.0 ExcellentDeborah, May 2026
ILM - TPA
Read more Breeze Airways reviews

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

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

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.

Something about the chair was uncomfortable, Maine the curvature of the back.

First time flying Breeze everything went smoothly. Left early and arrived early to our destination. Definitely will be flying again with them!😊

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

Worst airline - on our flight down from MCO to EYW, there was a huuuuuge delay. We were supposed to take off 12p and it was pushed back to almost 2:30p. We boarded the plane and then sat on the tarmac forever because we were "over" weight and had to burn fuel. Rather than ask guests to volunteer and leave, they kept us on the plane. Finally a family decided to off board and take their luggage with them. Shortly after, we left the terminal but then the pilot told us we may have to sit at the end of the runway for 15-20mins to burn more fuel. Which we ended up doing and of course it started to rain. We finally took off 2:50p. We were supposed to land 1p and didn't land until 3:45p. Basically had time to scramble off the plane, grab our luggage, request transportation to our hotel, unpack, rinse off and hustle over to our 6:30p dinner ressy. It's a shame Breeze is the only non-stop airline from MCO to EYW. For this, not sure I'd ever go back to EYW - most def will not take Breeze again.

Airplane was newer and very clean, lots of space. Crew was great. There was no food and entertainment but that was expected so not an issue.

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Boarded the plane in Portland and sat on the tarmac for four hours before being given clearance to take off. Apparently a "scratch" was detected on the preflight inspection. This delay resulted in me missing my connection in Baltimore. I therefore had to stay overnight and then catch an early flight this morning, which resulted in my missing a mandatory class. I would like a refund / voucher to cover the cost of the missed flight. And additional voucher for the time spent on the plane in Portland would also be appreciated.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

Delta did an awful job w logistics at DTW. Missed connection. We were there an hour early. SUCKED

It was awful. My first flight was delayed and as a consequence I lost my second flight to Greensboro. I did not know what to do so I rebook myself a flight to Charlotte . It was very inconvenient I not to have anybody form corporate assisting me either from PwC or from kayak . It is a very disappointing experience that American did not wait 1 minute or told me to rebook before making the first flight

The departure and arrival was on time. The fact that I could load my boarding tickets on the American airlines app.

Horrible experience, delays after delays. A flight that should arrive 11:50pm just landed past 1 am, and another 30min waiting for the baggage to come out. Very disappointing.

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

It was awful. The communication between corporate and the crew on the ground left more to be desired. The crew even said that Corporate was waiting on answers because they themselves didn't know. Every hour, there was a new excuse. I also understood that passengers were angry, but the crew should have done a better job at crowd control. There was a racial exchange between passengers that could've been avoided has the crew acted sooner.

We sat on plane at gate delayed without communication as to why we were just sitting there

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Flight was delayed after boarding and no idea when it would take off. Crew in Portland did arrange for transport to Boston for a different set of flights to my destination.

Seats are so close together. Middle seats should be discounted.

Like the variety of entertainment options. One crew member was a little on the rough/rude side. Boarding was a mess, attendants didn't do a great job of helping with the luggage storage and it delayed us a couple of minutes.

Flight is delayed by more than an hour without any reason, the jet blue gates kept changing every 20 mins and there is no proper communication. No ear phones provided in flight, there is a screen with entertainment but what is the use, I have earphones but the console has outdated audio connections, no usb C or bluetooth, they are living 15 years behind

Flight was cancelled, no support at JFK even though it is their main hub.. wait times on the phone was very long

I liked the punctuality, the crew, and overall the whole flight

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

The aircraft was fine, it’s was just the service. The flight got canceled several times and that was very inconvenient for my 69 years old mom.

It was inexplicably canceled and we are stuck in LA, haven't gotten home and it has been an inconvenience having lost work (on unpaid leave for my husband).

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

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

Information on your arrival and departure airports