$203 Find Cheap Flights from Midland to Caribbean Islands

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 Caribbean Islands departing on 8/8. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

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

Best Caribbean Islands Flight Deals from Midland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Santo Domingo
Santo Domingo2 stops$584
Montego Bay
Montego Bay2 stops$600
Oranjestad
Oranjestad2 stops$645
Santo Domingo
Santo Domingo2 stops$584
Montego Bay
Montego Bay2 stops$600
Oranjestad
Oranjestad2 stops$645

Cheap Flight Deals from Midland to Caribbean Islands (MAF-zzEPX)

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

Recent round-trip flight deals from Midland to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midland to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
6:01 am - 6:15 pmMAF-SJU
11h 14m2 stops
American Airlines Logo
5:25 pm - 8:38 amSJU-MAF
16h 13m2 stops
$340American Airlines
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Tue, Sep 2 - Sat, Sep 6
United Airlines Logo
7:12 pm - 5:30 amMAF-SJU
9h 18m1 stop
United Airlines Logo
7:00 am - 3:02 pmSJU-MAF
9h 02m1 stop
$365United Airlines
Find Deal
Fri, May 30 - Thu, Jun 5
American Airlines Logo
5:00 am - 2:25 pmMAF-SJU
8h 25m1 stop
American Airlines Logo
5:25 pm - 8:38 amSJU-MAF
16h 13m2 stops
$385American Airlines
Find Deal
Tue, Sep 2 - Sat, Sep 6
United Airlines Logo
9:35 am - 8:38 pmMAF-SJU
10h 03m1 stop
United Airlines Logo
2:00 pm - 11:15 pmSJU-MAF
10h 15m1 stop
$400United Airlines
Find Deal
Mon, Aug 18 - Sat, Aug 23
Southwest Logo
11:30 am - 10:45 pmMAF-SJU
10h 15m2 stops
Southwest Logo
10:25 pm - 9:55 amSJU-MAF
12h 30m2 stops
$497Southwest
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Tue, Sep 2 - Sun, Sep 7
Delta Logo
12:34 pm - 10:48 pmMAF-SJU
9h 14m2 stops
Delta Logo
6:15 am - 4:55 pmSJU-MAF
11h 40m2 stops
$515Delta
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Tue, Jun 10 - Sat, Jun 14
Southwest Logo
10:45 am - 10:25 pmMAF-SJU
10h 40m1 stop
Southwest Logo
5:10 pm - 11:30 pmSJU-MAF
7h 20m1 stop
$545Southwest
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Wed, Jun 25 - Sat, Jun 28
Delta Logo
5:30 am - 10:23 pmMAF-SJU
15h 53m2 stops
Delta Logo
1:06 pm - 11:59 pmSJU-MAF
11h 53m2 stops
$594Delta
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Tue, Aug 5 - Sun, Aug 10
Logo
7:00 am - 6:20 pmMAF-SJU
10h 20m2 stops
Logo
1:05 am - 9:55 pmSJU-MAF
21h 50m3 stops
$913
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Mon, Aug 18 - Fri, Aug 22
Logo
7:00 am - 6:20 pmMAF-SJU
10h 20m2 stops
Logo
6:40 pm - 9:55 pmSJU-MAF
28h 15m3 stops
$1,114
Find Deal
Mon, Aug 18 - Sat, Aug 23
Useful Info

KAYAK's insights & trends for Midland to Caribbean Islands flights

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

What is the cheapest month to fly from Midland to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Midland to Caribbean Islands, 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 Caribbean Islands is January, when tickets cost $429 (return) on average. On the other hand, the most expensive months are November and July, when the average cost of round-trip tickets is $818 and $775 respectively.

What’s the cheapest day of the week to fly from Midland to Caribbean Islands?

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

For Midland to Caribbean Islands, Tuesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Caribbean Islands back to Midland, the best deals are generally found on Thursday, with Saturday being the most expensive.

Find deals

Good to know

Low seasonNovember
High seasonJune
Cheapest flight$203
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Midland to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Midland to Caribbean Islands?

    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 Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Midland to Caribbean Islands 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 Caribbean Islands?

    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 Caribbean Islands 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 Caribbean Islands?

    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 Caribbean Islands 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 Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $570 on average. Morning departures are around 40% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $919.

Top airline flying from Midland to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Midland to Caribbean Islands. 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 Caribbean Islands? 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.
7.2
American AirlinesOverall score based on 10000 reviews
6.9Entertainment
8.0Crew
7.5Boarding
6.5Food
7.2Comfort
Airline reviews

Took off on time and successfully avoided weather that looked to be a problem along the way

10.0 ExcellentStephen, Apr 2025DFW - TUS
Read more American Airlines reviews

Took off on time and successfully avoided weather that looked to be a problem along the way

I liked everything. Except that my neck was hurting on the seat. I couldn't sleep.

We were delayed Al ost / hours after boarding so that maintenance had to add oil to the engines. Then the oil they grabbed had been left out in the Dallas record cold and was frozen. They had to go back to the hanger and grab some that was not frozen.

They changed my seat from one that I had paid for as an upgrade to a regular seat at the last minute.

Flight was empty so had a whole row to myself. Still had to wait to get the bag due to the negligence at Palm Springs departure.

Everything was on time, we arrived early, everything worked well.

Angela was the best fa ever. She made that 8 hour flight a breeze

This was a pleasant, short flight and the crew was friendly.

The service and food needs to improve to catch up with other international flights

Small plane, so no entertainment. Hour delay! Nobody explained wht the delay was all about.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Midland (MAF)

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