PDX

$119 Find Cheap Flights from Florida Keys to Portland - 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 to Portland departing on 11/11. 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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Cheap Flights from Florida Keys to Portland

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

Wed, Nov 4 - Wed, Nov 11
Southwest Logo
2:30 pm - 10:10 pm
MIA
-
PDX
10h 40m
1 stop
Southwest Logo
6:05 am - 5:20 pm
PDX
-
MIA
8h 15m
1 stop
$237Southwest
Sat, Aug 22 - Sat, Aug 29
Southwest Logo
6:30 am - 12:30 pm
MIA
-
PDX
9h 00m
1 stop
Southwest Logo
9:45 am - 7:55 pm
PDX
-
MIA
7h 10m
1 stop
$237Southwest
Wed, Nov 11 - Sun, Nov 15
Delta Logo
3:40 pm - 9:52 pm
MIA
-
PDX
9h 12m
1 stop
Delta Logo
11:10 pm - 9:29 am
PDX
-
MIA
7h 19m
1 stop
$237Delta
Thu, Sep 17 - Mon, Sep 21
Delta Logo
2:45 pm - 11:10 pm
MIA
-
PDX
11h 25m
1 stop
Delta Logo
5:30 am - 5:07 pm
PDX
-
MIA
8h 37m
1 stop
$237Delta
Wed, Nov 11 - Sun, Nov 15
United Airlines Logo
7:30 am - 1:22 pm
MIA
-
PDX
8h 52m
1 stop
United Airlines Logo
8:30 am - 10:16 pm
PDX
-
MIA
10h 46m
1 stop
$247United Airlines
Wed, Aug 26 - Wed, Sep 2
United Airlines Logo
3:57 pm - 10:52 pm
MIA
-
PDX
9h 55m
1 stop
United Airlines Logo
11:02 pm - 11:54 am
PDX
-
MIA
9h 52m
1 stop
$247United Airlines
Tue, Oct 20 - Sat, Oct 24
Frontier Logo
7:20 am - 4:35 pm
MIA
-
PDX
12h 15m
1 stop
Frontier Logo
12:34 pm - 5:48 am
PDX
-
MIA
14h 14m
1 stop
$258Frontier
Wed, Aug 19 - Wed, Aug 26
Frontier Logo
6:00 am - 5:11 pm
MIA
-
PDX
14h 11m
1 stop
Frontier Logo
5:56 pm - 4:52 am
PDX
-
MIA
7h 56m
1 stop
$258Frontier
Wed, Nov 4 - Wed, Nov 11
American Airlines Logo
8:23 pm - 11:59 pm
MIA
-
PDX
6h 36mnonstop
American Airlines Logo
11:03 pm - 7:40 am
PDX
-
MIA
5h 37mnonstop
$272American Airlines
Thu, Dec 10 - Mon, Dec 14
American Airlines Logo
8:16 pm - 11:52 pm
MIA
-
PDX
6h 36mnonstop
American Airlines Logo
10:45 pm - 7:19 am
PDX
-
MIA
5h 34mnonstop
$272American Airlines
Useful Info

Good to know

Low season

January

Cheapest flight

$119
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Miami to Portland

FAQs for booking flights from Florida Keys to Portland

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

    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 Florida Keys to Portland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Florida Keys is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Florida Keys to Portland?

    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 to Portland with an airline and back to Florida Keys with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida Keys to Portland?

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

Reviews of the top 5 airlines serving from Florida Keys to Portland

 
Need help choosing which airline to fly with from Florida Keys to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Alaska AirlinesOverall score based on 12734 reviews
8.5Crew
7.8Comfort
8.1Boarding
7.0Entertainment
7.0Food
Airline reviews

Alaska is generally the airline I fly nearly all the time. I nearly always have wonderful experiences on Alaska and never a complaint. However, this entire flight felt like we were in the cheap seats the entire time and I had even upgraded to a cushier seat. For an over six hour flight (that became 7 hours) there was no online entertainment. I couldn’t connect to Wi-Fi and we were offered one snack and one drink. We were instructed to go to a particular baggage claim and 30 minutes later our bag still hadn’t come out and it turned out it was the wrong carousel announced. So overall, this flight was a series of mishaps really less than mediocre service even though flight attendants were wonderful.

4.0 OkayKatie, Jan 2026
MCO - PDX
Read more Alaska Airlines reviews

Alaska is generally the airline I fly nearly all the time. I nearly always have wonderful experiences on Alaska and never a complaint. However, this entire flight felt like we were in the cheap seats the entire time and I had even upgraded to a cushier seat. For an over six hour flight (that became 7 hours) there was no online entertainment. I couldn’t connect to Wi-Fi and we were offered one snack and one drink. We were instructed to go to a particular baggage claim and 30 minutes later our bag still hadn’t come out and it turned out it was the wrong carousel announced. So overall, this flight was a series of mishaps really less than mediocre service even though flight attendants were wonderful.

Robert the flight attendant in first class made my first ever first class experience worth every dollar.

The flight was a disaster. It arrived 4.5 hours after the scheduled arrival time due to emergency refueling in Boise. We were with our 6 month old.

Paid for the internet and it didn’t work for the most part

The crew was great. I just wish you had screens in the back of the seats. I couldn't hook up to the entertainment on my Samsung phone.

Late for departure without getting updates. The bathroom was disgusting. Bins were overflowing and paper towels all over the floor.

The flight was canceled because of a mechanical issue with the engine and then airline workers made a mess with check bags, reprogramming flights and helping passangers. It’s good when it works but absolutely mediocre when things fail. There is no transparency at all

Having TV and WiFi would make it better! Flight had no entertainment at all for a 6 1/2 hour flight!

There was no water on the plane, but other than that it was perfect

There was an older male flight attendant that was very rude! I accidently went to the wrong seat initially. He asked me " did you forgot how to count?" I was extremely embarrassed! This made it much worse! The same attendant was ignoring me when he was collecting trash. I was in a window seat trying to hand my trash to him as he continued to ignore me and keep collecting around me. Finally, the lady in the aisle seat took my trash. He made my flight experience very uncomfortable.

Boarding was quick and i made my connection early due to early arrival time

My flight was canceled, and instead of rebooking me on a non-stop first-class flight for the same day, which I originally had, Delta rebooked me on a one-stop flight for the following day. When I checked the Delta app, I noticed that there were available flights for both the same day and the next day. I believe this indicates poor management on their part.

My flight was delayed and I got back around 3.5 hours later than expected. I had to get a new connecting flight

I had only one problem. The temperature on the flight was too COLD. I froze throughout the flight. I thought it might be only my problem but when I went to the restroom during the flight, I saw several people huddling in their jackets. A couple had their winter coats on and I was jealous since I had only a very light jacket.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

The crew on this leg continue to be extremely helpful with my wife’s mobility issues. They also came by many many times to ensure we were comfortable and had drink some food.

The Pilot was one of the best I've had, very informative about turbulence and got us to our destination early

I liked the cleanness in the bathroom and good crew on board and at boarding gates. There was no Hindi (Bollywood) movies. The entertainment can be improved as it is one of the worst one I saw when I compared it with other airlines. The Mumbai to Amsterdam flight did not have any food for my family which does not contain eggs in it though we have selected “Hindu Asian vegetarian meal”

Friendly boarding crew. Better could have been a bit more substantial food for this 3 plus hour flight.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

Not enough room between rows and food was gross. $160 baggage charge?! Never again.

East Lounge in Denver was terrible. Turning away active military on orders? Really? Sad.

Clean and plenty of room for handbaggage. Leg room was cramped compared with the 777 from Frankfurt.

they made me check my carryon. There was space in the overhead bins.

Cramped and uncomfortable seats. Not enough room for 6’2” person such as myself.

Pretty turbulent, but not anyone’s fault. They got us there. Impressed that they carried on with a drink service.

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

Packed commercial flight was as comfortable as can be expected

We were re routed due to a flight cancellation. We did not fly out of Miami. We originally booked first class and were moved to coach without being compensated.

2 gate changes, several announced delays, not enough room and seats at the gate. Many had to stand while waiting. The actual flight was fine.

American Airlines customer service was extremely poor. They canceled our flights multiple times. Then put us on standby trying to get on flights instead of booking us on a confirmed flight to get us home. So flight after flight we kept our hopes up just to be disappointed and stuck from a connecting flight. We had never been to Dallas so we were sleeping on the floor at the airport waiting to get home.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

The delay was ridiculous because nary a word escaped from the gate attendant regarding our flight status. It was a complete joke.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

The worst flight of my life. Never will I fly frontier again

Flight was delayed 3 times, would have been nice to have received text message instead of email notifications. Frontier app wasn’t even updated accordingly, no gate number disclosed. No agent at front desk of gate to inform of delay. Very confused and left if the dark

I ended up paying $70+ dollars to for a carryon because the website is confusing and misleading. I now realize I did not need to pay that. I request a refund. I will pay extra to other airlines and not fly Frontier again.

Although we received an email from Kayak AND the airline, turns out we were not on Frontier’s manifest for the flight. We had to purchase tickets at the gate. Not sure where this transaction fell apart, but it did. We are now disputing the charges for the SLC to PDX flight originally booked through Kayak.

While booking it was not obvious that I had to pay for carryon. Realized it only during check-in. Overall, meh!

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

My departure gate was E10 but no kiosk at E10 for check in & no one to ask. A United attendant helped direct us to E38 for check in. The kiosks at E38 were all malfunctioning. A counter agent had to check us in. We then had to walk back to E10 for boarding. E10 to E38 at DfW is not an easy trek. No where in all the info they sent us indicated there were issues to over come. They can cut only so many corners. Luckily we arrived plenty early to deal with Frontier’s inefficiency.

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