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Jamaica

$108+ Cheap flights from Florida Keys to Jamaica

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MBJ
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Florida Keys to Jamaica

Cheapest flights from Florida Keys to Jamaica
Explore the most affordable flight options available from Florida Keys to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1311:00 am
MIA
-
MBJ
Nonstop1h 51m
American Airlines
Fri 5/154:44 pm
MBJ
-
MIA
Nonstop1h 57m
American Airlines
Deal found 1/28$286
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:25 am
MIA
-
MBJ
Nonstop1h 42m
American Airlines
Thu 3/121:27 pm
MBJ
-
MIA
Nonstop2h 00m
American Airlines
Deal found 1/28$291
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:02 pm
MIA
-
MBJ
Nonstop1h 42m
American Airlines
Wed 5/64:44 pm
MBJ
-
MIA
Nonstop1h 57m
American Airlines
Deal found 1/28$292
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:05 am
MIA
-
MBJ
1 stop28h 12m
Frontier
Sat 2/2812:40 pm
MBJ
-
MIA
1 stop12h 02m
Frontier
Deal found 1/28$293
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:25 am
MIA
-
MBJ
Nonstop1h 42m
American Airlines
Wed 3/42:33 pm
MBJ
-
MIA
Nonstop2h 00m
American Airlines
Deal found 1/28$294
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:00 am
MIA
-
MBJ
Nonstop1h 51m
American Airlines
Sun 5/34:44 pm
MBJ
-
MIA
Nonstop1h 57m
American Airlines
Deal found 1/28$296
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:05 am
MIA
-
MBJ
Nonstop1h 55m
American Airlines
Fri 10/305:00 pm
MBJ
-
MIA
Nonstop1h 45m
American Airlines
Deal found 1/27$297
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/811:03 am
MIA
-
MBJ
Nonstop1h 55m
American Airlines
Sat 2/1411:07 am
MBJ
-
MIA
Nonstop1h 59m
American Airlines
Deal found 1/27$298
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:00 am
MIA
-
MBJ
Nonstop1h 51m
American Airlines
Tue 4/284:44 pm
MBJ
-
MIA
Nonstop1h 57m
American Airlines
Deal found 1/27$299
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:25 am
MIA
-
MBJ
Nonstop1h 42m
American Airlines
Sun 3/810:07 am
MBJ
-
MIA
Nonstop1h 59m
American Airlines
Deal found 1/28$301
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:25 am
MIA
-
MBJ
Nonstop1h 42m
American Airlines
Sun 3/12:33 pm
MBJ
-
MIA
Nonstop2h 00m
American Airlines
Deal found 1/28$303
This Priceline deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:09 pm
MIA
-
MBJ
1 stop18h 44m
Frontier
Sat 2/2110:40 am
MBJ
-
MIA
1 stop14h 02m
Frontier
Deal found 1/28$305

Find flight deals from Florida Keys to Jamaica

Keep the following information in mind while searching for Florida Keys to Jamaica flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$286
(American Airlines)

One-way from

$108
(Expedia)
Provider with most accurate pricing for Key West-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Montego Bay Sangster Intl flights.
Search Deals
From Florida Keys to Jamaica
Search Deals
One-way flight from Florida Keys to Jamaica
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys to Jamaica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Florida Keys to Jamaica that are best for you.

Fly from

Florida Keys

Fly to

Jamaica

Route

Depart

Return

Price

MiamiMontego Bay

MIA - MBJ

MIAMBJ

Miami

Wed 4/29

11:00 am-11:51 am

Nonstop1h 51m

Montego Bay Sangster Intl

Sun 5/3

4:44 pm-7:41 pm

Nonstop1h 57m

$296

MiamiMontego Bay

MIA - MBJ

MIAMBJ

Miami

Sun 2/1

11:03 am-12:58 pm

Nonstop1h 55m

Montego Bay Sangster Intl

Tue 2/3

4:16 pm-6:13 pm

Nonstop1h 57m

$298

MiamiMontego Bay

MIA - MBJ

MIAMBJ

Miami

Fri 2/20

8:25 am-10:07 am

Nonstop1h 42m

Montego Bay Sangster Intl

Thu 2/26

2:33 pm-4:33 pm

Nonstop2h 00m

$298

MiamiMontego Bay

MIA - MBJ

MIAMBJ

Miami

Thu 3/12

11:35 am-12:27 pm

Nonstop1h 52m

Montego Bay Sangster Intl

Sun 3/15

10:07 am-1:06 pm

Nonstop1h 59m

$303

MiamiKingston

MIA - KIN

MIAKIN

Miami

Tue 2/17

8:30 am-10:22 am

Nonstop1h 52m

Kingston Norman Manley

Thu 2/19

11:12 am-1:16 pm

Nonstop2h 04m

$309

MiamiMontego Bay

MIA - MBJ

MIAMBJ

Miami

Mon 3/23

6:00 am-3:28 pm

1 stop10h 28m

Montego Bay Sangster Intl

Tue 3/31

4:49 pm-12:52 am

1 stop7h 03m

$312

MiamiMontego Bay

MIA - MBJ

MIAMBJ

Miami

Thu 3/19

10:26 am-3:28 pm

1 stop6h 02m

Montego Bay Sangster Intl

Tue 3/24

4:49 pm-12:52 am

1 stop7h 03m

$312

MiamiMontego Bay

MIA - MBJ

MIAMBJ

Miami

Tue 2/3

8:15 am-3:20 pm

1 stop7h 05m

Montego Bay Sangster Intl

Fri 2/6

12:38 pm-10:48 pm

1 stop10h 10m

$312

MiamiMontego Bay

MIA - MBJ

MIAMBJ

Miami

Mon 2/2

5:50 am-3:20 pm

1 stop9h 30m

Montego Bay Sangster Intl

Sat 2/7

4:45 pm-12:51 am

1 stop8h 06m

$312

MiamiMontego Bay

MIA - MBJ

MIAMBJ

Miami

Wed 3/4

7:15 am-3:19 pm

1 stop8h 04m

Montego Bay Sangster Intl

Tue 3/10

4:49 pm-12:52 am

1 stop7h 03m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 36 results
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Best time to book a flight from Florida Keys to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Florida Keys with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Florida Keys to Jamaica
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Jamaica. Reviews last updated January 29, 2026.
Read through reviews of airlines operating flights from Florida Keys to Jamaica, such as Caribbean Airlines, Copa Airlines, and American Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
7.9
Good
213 reviews

Comfort

7.8

Entertainment

6.6

Food

6.7

Boarding

7.9

Crew

8.3

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
7.9
Good
213 reviews
Caribbean Airlines
7.9
Good
213 reviews

Comfort

7.8

Entertainment

6.6

Food

6.7

Boarding

7.9

Crew

8.3

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Copa Airlines
7.5
Good
1,560 reviews
Caribbean Airlines
7.9
Good
213 reviews

Comfort

7.8

Entertainment

6.6

Food

6.7

Boarding

7.9

Crew

8.3

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
American Airlines
7.2
Good
11,206 reviews
Caribbean Airlines
7.9
Good
213 reviews

Comfort

7.8

Entertainment

6.6

Food

6.7

Boarding

7.9

Crew

8.3

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
JetBlue
7.2
Good
2,891 reviews
Caribbean Airlines
7.9
Good
213 reviews

Comfort

7.8

Entertainment

6.6

Food

6.7

Boarding

7.9

Crew

8.3

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Spirit Airlines
6.3
Okay
8,394 reviews
Caribbean Airlines
7.9
Good
213 reviews

Comfort

7.8

Entertainment

6.6

Food

6.7

Boarding

7.9

Crew

8.3

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Florida Keys to Jamaica?

    Departing from Florida Keys to Jamaica will take you 1h 51m. There are 526 mi between Florida Keys and Jamaica. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Florida Keys to Jamaica one-way?

    $84 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Caribbean Airlines and JetBlue, with prices starting from $104 and $109, respectively.

  • Can I find deals for flights from Florida Keys to Jamaica that include hotel bookings?

    Yes. In addition to deals on Florida Keys to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida Keys to Jamaica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida Keys to Jamaica.

  • Can I find deals for business class flights from Florida Keys to Jamaica?

    Yes. Cheapflights offers flight deals from Florida Keys to Jamaica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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