$63 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$217
Miami
Miami1 stop$241
Fort Lauderdale
Fort Lauderdale1 stop$233
Tampa
Tampanonstop$208
Fort Myers
Fort Myers1 stop$259
West Palm Beach
West Palm Beach1 stop$257
Jacksonville
Jacksonville1 stop$212
Sarasota
Sarasota1 stop$277
Pensacola
Pensacola1 stop$339
Key West
Key West2 stops$296
Panama City
Panama City2 stops$380
Valparaiso
Valparaiso1 stop$372
Punta Gorda
Punta Gorda1 stop$376
Tallahassee
Tallahassee1 stop$426
Gainesville
Gainesville1 stop$387
Orlando
Orlando1 stop$217
Miami
Miami1 stop$241
Fort Lauderdale
Fort Lauderdale1 stop$233
Tampa
Tampanonstop$208
Fort Myers
Fort Myers1 stop$259
West Palm Beach
West Palm Beach1 stop$257
Jacksonville
Jacksonville1 stop$212
Sarasota
Sarasota1 stop$277
Pensacola
Pensacola1 stop$339
Key West
Key West2 stops$296
Panama City
Panama City2 stops$380
Valparaiso
Valparaiso1 stop$372
Punta Gorda
Punta Gorda1 stop$376
Tallahassee
Tallahassee1 stop$426
Gainesville
Gainesville1 stop$387

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 16 - Wed, May 20
Breeze Airways Logo
6:26 pm - 9:55 pm
PWM
-
TPA
3h 29mnonstop
Breeze Airways Logo
11:18 am - 5:45 pm
TPA
-
PWM
6h 27m
1 stop
$208Breeze Airways
Thu, Aug 20 - Thu, Aug 27
Breeze Airways Logo
3:11 pm - 9:53 pm
PWM
-
JAX
6h 42m
1 stop
Breeze Airways Logo
3:31 pm - 7:42 pm
JAX
-
PWM
4h 11m
1 stop
$212Breeze Airways
Tue, May 19 - Tue, May 26
Delta Logo
6:25 am - 2:34 pm
PWM
-
MCO
8h 09m
1 stop
Delta Logo
6:00 am - 1:58 pm
MCO
-
PWM
7h 58m
1 stop
$217Delta
Thu, May 14 - Tue, May 19
Southwest Logo
2:50 pm - 8:20 pm
PWM
-
MCO
5h 30m
1 stop
Southwest Logo
7:05 am - 3:20 pm
MCO
-
PWM
8h 15m
2 stops
$222Southwest
Sat, May 2 - Wed, May 6
Delta Logo
6:30 am - 11:58 am
PWM
-
MCO
5h 28m
1 stop
Delta Logo
6:07 pm - 12:46 am
MCO
-
PWM
6h 39m
1 stop
$227Delta
Tue, May 5 - Tue, May 12
Southwest Logo
1:00 pm - 6:35 pm
PWM
-
TPA
5h 35m
1 stop
Southwest Logo
10:40 am - 3:20 pm
TPA
-
PWM
4h 40m
1 stop
$232Southwest
Wed, May 6 - Fri, May 8
American Airlines Logo
10:24 am - 6:51 pm
PWM
-
MIA
8h 27m
1 stop
American Airlines Logo
5:30 pm - 10:46 pm
MIA
-
PWM
5h 16m
1 stop
$241American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
6:00 am - 2:19 pm
PWM
-
PBI
8h 19m
1 stop
American Airlines Logo
3:11 pm - 11:27 pm
PBI
-
PWM
8h 16m
1 stop
$258American Airlines
Wed, May 6 - Fri, May 8
United Airlines Logo
5:30 am - 2:23 pm
PWM
-
MIA
8h 53m
2 stops
United Airlines Logo
7:00 am - 1:27 pm
MIA
-
PWM
6h 27m
1 stop
$262United Airlines
Thu, Apr 30 - Tue, May 5
United Airlines Logo
6:00 am - 11:40 am
PWM
-
RSW
5h 40m
1 stop
United Airlines Logo
7:03 am - 2:14 pm
RSW
-
PWM
7h 11m
1 stop
$273United 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 May.

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 Sarasota, at $74 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 $183.

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 $167 on average. Morning departures are around 9% 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 $391, 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 $227 (return) on average. On the other hand, the most expensive months are April and July, when the average cost of round-trip tickets is $381 and $337 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 3 weeks before departure, which saves you about 15% 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$63
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 16% 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 $118 one-way - $242 round-trip; Fort Myers $112 one-way - $204 round-trip; Tampa $149 one-way - $253 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 276 reviews
8.2Comfort
8.3Boarding
6.6Food
6.6Entertainment
8.7Crew
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.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

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

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Had a great flight. Delayed takeoff, but comfortable. Snacks were good.

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!

N Everything was perfect from boarding to assistance to baggage in Tampa

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

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

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

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!

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

Information on your arrival and departure airports