$50 Find Cheap Flights from Pittsburgh to Florida Keys - Compare and Save

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Cheap Flights from Pittsburgh to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Miami
Miami1 stop$236
Key West
Key Westnonstop$97
Miami
Miami1 stop$236
Key West
Key Westnonstop$97
Booking Insights

KAYAK's insights & trends for Pittsburgh to Florida Keys flights

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

What is the cheapest Pittsburgh to Florida Keys flight route?

The cheapest ticket to Florida Keys from Pittsburgh found in the last 5 days was to Key West, at $110 round-trip. The most popular route is from Pittsburgh (PIT) to Key West (EYW), and the cheapest round-trip airline ticket found on this route in the last 5 days was $110.

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

The cheapest time of day to fly to Florida Keys is generally at night, when round-trip flights cost $331 on average. Morning departures are around 25% more expensive than evening flights, on average. The most expensive time of day to fly to Florida Keys is generally in the morning, which is peak travel time and where the average cost of a ticket is $495.

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

No, with an average price for the route of $389, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Pittsburgh to Florida Keys?

The cheapest month for flights from Pittsburgh to Florida Keys is January, when tickets cost $254 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $380 and $374 respectively.

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

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

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

To get a below average price on the flight from Pittsburgh to Florida Keys, you should book around 3 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low season

September

Cheapest flight

$50
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 15% increase in price.
Flight from Pittsburgh to Key West

FAQs - booking Florida Keys flights

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

    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 Pittsburgh to Florida Keys.

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

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

    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 Pittsburgh to Florida Keys 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 Pittsburgh to Florida Keys?

    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 Pittsburgh to Florida Keys 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 Pittsburgh and Florida Keys per day?

    There is a maximum of 1 nonstop flight a day that takes off from Pittsburgh and lands in Florida Keys, with an average flight time of 2h 43m. The most common departure time is 2:00 pm and most flights take off in the afternoon. Each week, there are 2 flights.

Top tips for finding cheap flights to Florida Keys

  • Looking for a cheap flight? 25% of our users found tickets from Pittsburgh to the following destinations at these prices or less: Miami $193 one-way - $390 round-trip

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

 
Need help choosing which airline to fly with from Pittsburgh to Florida Keys? 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.
8.0
SouthwestOverall score based on 4187 reviews
7.0Food
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

Like new plane. Great crew. Comfortable. Clean. On time. Happy employees. Good organization and control of passengers.

10.0 ExcellentBrian, Sep 2026
Read more Southwest reviews

Like new plane. Great crew. Comfortable. Clean. On time. Happy employees. Good organization and control of passengers.

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

I really wish that SW would ask anyone with a carry-on to wait while those who don’t have to access the overhead bins are boarded. Then, reverse that when the plane arrives. Those without the need to clog up the aisle retrieving their bags from the overhead bins wait for those exiting the plane without needing to clog up. The aisle.

The actual flight was great! The 3 hour delay not so much.

Southwest is a garbage airline and the people who fly it are garbage people.

Boarding was easy. Plane wasn’t crowded. Plenty of space. Flight was on time. Crew was pleasant.

Flight Staff: Always great! Checking back vs carry-on: I typically check my bag since so much time is spent stowing the bag, it's heavy, maybe not enough room. Delta is charging $45 to check bags. Yet, the people who have multiple carry-on bags are then asked to check their bags and are offered this service for free. This does not seem fair to a person who is trying to be proactive in improving the process . Boarding: Boarding is always slow and exhausting. With the exception of First Class, Economy, why not board the zone in the back of the plane first??? Seats: Why cross the seat belts? I get that it looks nice, but people waste so much time moving them or sitting on them and then having to move. Seats: On both my flights the seat did not recline. Not a big deal. Smell: There was a horrific smell like the restrooms on my first flight. I thought I was going to be sick. Most flights do not smell great. Does Delta use air purifiers or anything?

DL482 did not wait for about 10 of us including a mother and 3 children when we were in the same terminal on DL486, where we were switching from waiting for a jet bridge fix, to moving to a neighboring gate. I understand taxiing delays are ok either but man. We only needed 5 more minutes. DL482 did not adjust from their times at all. This was my first time with Delta.

The actual flight was smooth and we arrived earlier than expected which was great. The flight attendants gave unclear instructions and were rude. They seemed overwhelmed or flustered for the flight. Inflight service was delayed and unsure why.

There needs to be better accommodations for waiting passengers. A a designated standing space that is separated and away from concourse traffic.

overall the crew onboarding and providing service during our flight was great; they were friendly and helpful. I said ok to the entertainment because there was none, but the crew explained why which was very helpful. I am a diabetic and the type of snacks are not diabetic friendly (full of carbs and sugar). However, I am always prepared because I know the catering is for the larger population.

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

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.

We splurged and decided to fly first class. Seats were roomy. But flight crew arrived late to the airport. That delayed our flight. Most of the passengers had to try to make connections flights. I felt bad for them. We checked 4 bags. We got three from the baggage claim carousel. 4th one was lost. Delta online help wasn’t good. Baggage claim staff were sympathetic and nice but we waited around for almost 2 hours and it had t been found. They did find it several hours later and we had to drive back to airport to retrieve it. I won’t be splurging on 1st. Lass again anytime soon. I think we got worse service. I am also not a huge fan of delta but we have family in ATL so we don’t have a ton of choice. What should have been an easy flight turned into a stressful event due to flight crew tardiness and baggage mishandling.

It was poor a four hour delay and no explanation for the delay. What’s a 35 dollars going to do. It also made me miss my car rental,

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

Allegiant canceled the flight. The flight the next day was full. Allegiant did not provide any compensation besides a refund. Last time on Allegiant.

Great. No choice for n/a. No food or entertainment options

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

My TSA number was missing from my ticket which shouldn’t have happened since it’s in my file. The on board flight attendant who was a male, did not want to help me put my luggage in the overhead bin and made a very rude comment and was very unpleasant. The good… the woman who fixed my ticket with the TSA number was excellent and I had extra legroom which was perfect.

Plane had mechanic problem that was never explained. Had to bring a plane from another airport. Six hour delay. No apology for the delay. Not even an acknowledgment.

The flight had a 6 hours delay. This should not happen to anyone. Airlines should provide an alternative with no additional costs.

Very good, boarded and took off on time and landed early

Seat comfort was poor (no lumbar or lower back support).

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Delays to take off and to leave the plane after landing added a lot of time to this flight.

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

The American flight was a connecting flight to an international flight. The international flight has a 2 check bag rule. Despite being informed of this, American would only check 1 bag and wanted 100 to check the second (basically a 3rd carry-on) to NYC. Subsequently tsa took a sealed container of maple syrup and a few other things that couldn't be in carry-on plus I had to lug around 3 pieces of luggage for the entire trip. The American reservation was made with the international and American actually checked the one piece the entire way to China. This is one of the reasons that I will avoid American airlines if possible in the future.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

It was a good flight. Of course it was full, but it went well.

KUDOS TO ALL THE CREW PROVIDING ASSISTANCE WITH PASSENGERS ON A WHEELCHAIR. ON BOTH FLIGHTS THEY HUSTLED TO TAKE MY RELATIVE TO CONNECTION ON TIME. THEY DESERVE A LOT OF CREDIT!

First time flying JetBlue and my perception changed. Love it.

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

The wifi didn't work and I needed to do some work. This was a business trip.

You did a great job rescheduling my cancelled flight. However, you made me pay for two seats for $118 even though the seats on the original flight were free. I think that was a very unfair thing to do.

The flight was on time the crew was courteous that makes for a good flight.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

I usually dont fly JeTBlue and I dont think I will ever do it again. The flight was delayed fee time, nobody was giving us any info at at the airport, gate changing, the slowest and poorly organized boarding ever, rude staff.. huh

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

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