$109 Find Cheap Flights from Midland to Florida Keys

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midland to Florida Keys departing on 8/4. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Florida Keys

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Midland to Florida Keys, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Midland to Florida Keys, as well as popular online travel agencies
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Best Florida Keys Flight Deals from Midland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miami1 stop$298
Key West
Key West2 stops$279
Miami
Miami1 stop$298
Key West
Key West2 stops$279

Cheap Flights from Midland to Florida Keys

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

Wed, Jul 30 - Wed, Aug 6
Delta Logo
5:30 am - 5:32 pmMAF-EYW
11h 02m2 stops
Delta Logo
7:00 am - 4:32 pmEYW-MAF
10h 32m2 stops
$279Delta
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Sat, Aug 23 - Fri, Aug 29
Southwest Logo
8:25 am - 2:30 pmMAF-MIA
5h 05m1 stop
Southwest Logo
6:15 pm - 10:30 pmMIA-MAF
5h 15m1 stop
$298Southwest
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Sat, Aug 23 - Fri, Aug 29
Southwest Logo
8:25 am - 2:30 pmMAF-MIA
5h 05m1 stop
Southwest Logo
8:00 am - 5:50 pmMIA-MAF
10h 50m2 stops
$314Southwest
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Tue, Jul 15 - Tue, Jul 22
Delta Logo
5:30 am - 5:32 pmMAF-EYW
11h 02m2 stops
Delta Logo
2:03 pm - 11:59 pmEYW-MAF
10h 56m2 stops
$344Delta
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Wed, Jul 30 - Wed, Aug 6
American Airlines Logo
7:35 am - 4:12 pmMAF-EYW
7h 37m1 stop
American Airlines Logo
2:31 pm - 6:56 pmEYW-MAF
5h 25m1 stop
$349American Airlines
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Wed, Jul 30 - Wed, Aug 6
American Airlines Logo
7:35 am - 4:12 pmMAF-EYW
7h 37m1 stop
American Airlines Logo
1:52 pm - 10:26 pmEYW-MAF
9h 34m2 stops
$354American Airlines
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Sat, Aug 23 - Fri, Aug 29
Southwest Logo
5:40 am - 3:05 pmMAF-MIA
8h 25m2 stops
Southwest Logo
11:45 am - 6:50 pmMIA-MAF
8h 05m2 stops
$360Southwest
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Wed, Jul 2 - Sat, Jul 5
Southwest Logo
3:50 pm - 9:55 pmMAF-MIA
5h 05m1 stop
Southwest Logo
5:10 am - 9:30 amMIA-MAF
5h 20m1 stop
$365Southwest
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Wed, Jul 30 - Sun, Aug 3
United Airlines Logo
5:00 am - 11:04 amMAF-MIA
5h 04m1 stop
United Airlines Logo
8:40 am - 2:01 pmMIA-MAF
6h 21m1 stop
$444United Airlines
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Sun, Jun 29 - Thu, Jul 3
United Airlines Logo
12:00 pm - 8:45 pmMAF-MIA
7h 45m1 stop
United Airlines Logo
7:00 am - 11:12 amMIA-MAF
5h 12m1 stop
$473United Airlines
Find Deal
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KAYAK's insights & trends for Midland to Florida Keys flights

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

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

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 $416, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Midland to Florida Keys, 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 Midland to Florida Keys is January, when tickets cost $326 (return) on average. On the other hand, the most expensive months are April and May, when the average cost of round-trip tickets is $566 and $532 respectively.

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

The average price of all round-trip flights from Midland to Florida Keys clicked on KAYAK for each day over the last 12 months.

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

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Midland to Florida Keys, 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 Midland to Florida Keys, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.


Good to know

Low seasonJanuary
High seasonJune
Cheapest flight$109
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Midland to Miami

FAQs - booking Florida Keys flights

  • How does KAYAK find such low prices on flights from Midland 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 Midland to Florida Keys.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Midland 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 Midland 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 Midland 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 Midland 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 Midland to Florida Keys up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

    The cheapest time of day to fly to Florida Keys is generally in the evening, when round-trip flights cost $396 on average. Morning departures are around 15% more expensive than evening flights, on average. The most expensive time of day to fly to Florida Keys is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $460.

Top 3 airlines serving from Midland to Florida Keys

 
See real verified KAYAK customer reviews for airlines flying from Midland to Florida Keys. 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 Midland 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 4278 reviews
8.2Boarding
8.6Crew
7.1Food
8.0Comfort
7.6Entertainment
Airline reviews

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

6.0 GoodVincent, May 2025MDW - MCO
Read more Southwest reviews

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

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

Plz don't take away free bags and free seating

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

Fine, but how to board on SW versus othrr airlines, is just lame. Goood staff though and all was solid otherwise.

It went well. Plane wasn't full. Will be great when assigned seating is in place

Gate agent did not hold flight for connection, provided no assistance to get new flight

Smooth flight, especially take off and landing, and great crew on board. Really loved the stroopwaffles!

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

We boarded but then sat there waiting on some missed connection people to get on so we sat for about 15 minutes for that. Then we sat again because the passenger manifest was wrong and they had to figure it out before we could leave. That took about another 20 minutes or so. The crew was working hard to figure it out so it’s not their fault. It ended up being a system glitch where someone was upgraded to first class while another person was also in the same seat and it just created a mess that took a little while to figure out. They literally went to every person on the plane asking their names to see who was sitting in the wrong seat. I also hate the entertainment that must be watched on your phone or tablet. Just give us setback screens. It’s so much better. Almost every Delta flight has this now and it is so nice to have them. The crew did a great job. I have no complaints from them. They were very hard working, even with the mishap and a disgruntled passenger.

My priority checked bag was not loaded on the flight. I had to sit in baggage claim in Las Vegas for 2 1/2 hours waiting for the next flight. All baggage staff were very helpful, tracking showed it as scanned for loading. Nobody told me why it wasn't on my flight.

The tv monitor in front of my seat was not responding. The flight crew reset it and it still didn’t work.

Our seats were all the way in back of the plane,

Food choices were very limited. Taste of the dishes was average.

Maybe add a seat trade app for flyers that didn’t get seats together

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

Would have thought that they would gas up plane before everyone got on board

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Standard. No different than a discount carrier on a short trip.

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

Crew was late. Baggage was late. 2hs inside the plane waiting fro de-icing and traffic. A 3:30hs flight ended up being almost 6hs inside the airplane.

Checking in at the counter was very disappointing. The lady had a very bad attitude and smart at me. She had no smile, did not greet me by name, or acknowledge me as a valued customer. Poor reflection of the airline.

Everything you need to know for your flight to Florida Keys

Information on your arrival and departure airports

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