$119 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 11/15. 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

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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Cheap Flights from Midland to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miami1 stop$217
Key West
Key West1 stop$398
Miami
Miami1 stop$217
Key West
Key West1 stop$398

Book Cheap Midland to Florida Keys Plane Tickets

 
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

Sun, Jan 11 - Fri, Jan 16
United Airlines Logo
7:00 am - 1:30 pmMAF-MIA
5h 30m1 stop
United Airlines Logo
11:05 am - 6:19 pmMIA-MAF
8h 14m1 stop
$217United Airlines
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Mon, Nov 10 - Thu, Nov 13
United Airlines Logo
7:56 am - 7:52 pmMAF-MIA
10h 56m2 stops
United Airlines Logo
6:30 am - 11:24 amMIA-MAF
5h 54m1 stop
$222United Airlines
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Fri, Feb 6 - Wed, Feb 11
United Airlines Logo
7:00 am - 1:30 pmMAF-MIA
5h 30m1 stop
United Airlines Logo
9:05 am - 1:54 pmMIA-MAF
5h 49m1 stop
$246United Airlines
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Fri, Nov 28 - Fri, Dec 5
American Airlines Logo
12:25 pm - 8:59 pmMAF-MIA
7h 34m1 stop
American Airlines Logo
5:00 am - 9:44 amMIA-MAF
5h 44m1 stop
$262American Airlines
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Wed, Dec 3 - Sat, Dec 6
American Airlines Logo
2:34 pm - 10:31 pmMAF-MIA
6h 57m1 stop
American Airlines Logo
5:00 am - 9:44 amMIA-MAF
5h 44m1 stop
$296American Airlines
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Mon, Nov 24 - Fri, Nov 28
American Airlines Logo
10:15 am - 6:30 pmMAF-MIA
7h 15m1 stop
American Airlines Logo
5:18 am - 9:45 amMIA-MAF
5h 27m1 stop
$347American Airlines
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Wed, Dec 3 - Sat, Dec 6
Southwest Logo
7:35 am - 4:15 pmMAF-MIA
7h 40m1 stop
Southwest Logo
9:55 am - 7:50 pmMIA-MAF
10h 55m2 stops
$357Southwest
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Thu, Dec 4 - Fri, Dec 12
Southwest Logo
9:00 am - 7:50 pmMAF-MIA
9h 50m2 stops
Southwest Logo
7:10 am - 4:30 pmMIA-MAF
10h 20m1 stop
$378Southwest
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Fri, Feb 6 - Wed, Feb 11
Southwest Logo
10:45 am - 9:55 pmMAF-MIA
10h 10m2 stops
Southwest Logo
12:55 pm - 9:35 pmMIA-MAF
9h 40m2 stops
$384Southwest
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Fri, Jan 9 - Mon, Jan 12
American Airlines Logo
8:19 am - 4:24 pmMAF-EYW
7h 05m1 stop
American Airlines Logo
6:06 am - 4:25 pmEYW-MAF
11h 19m2 stops
$398American Airlines
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Booking Insights

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 $403, 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 August, when tickets cost $325 (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 $538 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, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$119
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 13% 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.

Reviews of the 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 4241 reviews
8.6Crew
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
Airline reviews

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

2.0 MediocreThomas, Oct 2025SAT - STL
Read more Southwest reviews

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

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.

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

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

Plane was crowded and even when we hit altitude, the plane was hot, not enough air flow.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

Overall it was good. I missed my connection but I was put on another flight.

I love flying with United. Unfortunately, I flew on an older plane with minimal upgraded technology (no Bluetooth functionality or handy charging ports). Otherwise, the flight was great and even arrived early.

They changed my seats after I checked in and I was stressed from the time I saw that information until just before boarding, when the gate attendant fixed it, but it shouldn't have happened. And if it couldn't be prevented, then the people on the phone I spoke with should have done something to help, which they did not, nor did they offer me compensation, just meaningless apologies.

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!

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

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

We didn't take off until an hour after we boarded.

Wish they had the seat-back video screens for watching movies or playing games.

Very good but wish they had the seat-back video screens for movies & games

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

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

This flight never occurred because AA couldn’t get their act 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.

Everything you need to know for your flight to Florida Keys

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