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Santiago de los Caballeros

$104+ Cheap flights from Kissimmee, FL to Santiago de los Caballeros (STI)

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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — STI
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheapflights Tip: The best prices from Kissimmee to Santiago de los Caballeros are usually found in February or September, booked 81 days in advance, depart on a Sunday or Wednesday and return on a Tuesday

Cheap flight deals from Kissimmee to Santiago de los Caballeros

Cheapest flights from Kissimmee to Santiago de los Caballeros
Explore the most affordable flight options available from Kissimmee to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This Priceline deal was found by Cheapflights users on 1/21. 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 2/189:54 pm
MCO
-
STI
2 stops16h 41m
Spirit Airlines
Wed 2/254:40 pm
STI
-
MCO
2 stops15h 51m
Spirit Airlines
Deal found 1/21$310
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:00 am
MCO
-
STI
1 stop8h 33m
Spirit Airlines
Fri 2/134:40 pm
STI
-
MCO
1 stop8h 14m
Spirit Airlines
Deal found 1/20$311
This FlightHub deal was found by Cheapflights users on 1/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:00 am
MCO
-
STI
1 stop8h 35m
Spirit Airlines
Wed 2/184:40 pm
STI
-
MCO
2 stops15h 51m
Spirit Airlines
Deal found 1/21$312
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/209:54 pm
MCO
-
STI
2 stops16h 41m
Spirit Airlines
Tue 2/244:40 pm
STI
-
MCO
1 stop8h 14m
Spirit Airlines
Deal found 1/20$313
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Fri 2/136:00 am
MCO
-
STI
1 stop8h 35m
Spirit Airlines
Tue 2/174:40 pm
STI
-
MCO
1 stop15h 59m
Spirit Airlines
Deal found 1/21$315
This Priceline deal was found by Cheapflights users on 1/20. 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.
Thu 2/196:00 am
MCO
-
STI
1 stop8h 35m
Spirit Airlines
Thu 2/264:40 pm
STI
-
MCO
2 stops15h 51m
Spirit Airlines
Deal found 1/20$316
This JetBlue deal was found by Cheapflights users on 1/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:01 am
MCO
-
STI
Nonstop2h 18m
JetBlue
Thu 3/59:29 am
STI
-
MCO
Nonstop2h 46m
JetBlue
Deal found 1/21$318
This JetBlue deal was found by Cheapflights users on 1/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:01 am
MCO
-
STI
Nonstop2h 18m
JetBlue
Tue 3/248:29 am
STI
-
MCO
Nonstop2h 44m
JetBlue
Deal found 1/20$320
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/87:00 am
MCO
-
STI
1 stop7h 32m
American Airlines
Fri 2/138:00 am
STI
-
MCO
1 stop13h 37m
American Airlines
Deal found 1/21$321
This Flightnetwork deal was found by Cheapflights users on 1/20. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:00 am
MCO
-
STI
1 stop8h 35m
Spirit Airlines
Tue 2/174:40 pm
STI
-
MCO
1 stop8h 14m
Spirit Airlines
Deal found 1/20$322
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 3/178:44 am
MCO
-
STI
1 stop11h 45m
American Airlines
Tue 3/247:00 am
STI
-
MCO
1 stop10h 05m
American Airlines
Deal found 1/20$323
This Cheapflightsfares deal was found by Cheapflights users on 1/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/296:00 am
MCO
-
STI
1 stop8h 33m
Spirit Airlines
Mon 2/24:40 pm
STI
-
MCO
1 stop8h 19m
Spirit Airlines
Deal found 1/21$324

Find flight deals from Kissimmee to Santiago de los Caballeros

Keep the following information in mind while searching for Kissimmee to Santiago de los Caballeros flight deals. Data was last updated January 21, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$310
(JetBlue)

One-way from

$104
(Super.com)

Popular in

December

Cheapest in

February

Average price

$378
Provider with most accurate pricing for Orlando (ORL)-Santiago de los Caballeros flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Santiago de los Caballeros flights.
Search Deals
From Kissimmee to Santiago de los Caballeros
Search Deals
One-way flight from Kissimmee to Santiago de los Caballeros
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Santiago de los Caballeros 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 21, 2026.
Use the filters below to find and compare flights from Kissimmee to Santiago de los Caballeros that are best for you.

Fly from

Kissimmee

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Fri 2/6

9:46 pm-3:33 pm

2 stops16h 47m

Santiago de los Caballeros

Sun 2/8

4:40 pm-6:27 pm

3 stops26h 47m

$312

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Thu 2/19

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Mon 2/23

9:29 am-11:15 am

Nonstop2h 46m

$318

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Fri 2/6

5:01 am-8:16 am

Nonstop2h 15m

Santiago de los Caballeros

Sun 2/8

9:35 am-11:21 am

Nonstop2h 46m

$318

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Tue 2/3

5:01 am-8:16 am

Nonstop2h 15m

Santiago de los Caballeros

Tue 2/24

9:29 am-11:15 am

Nonstop2h 46m

$318

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Thu 2/19

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Thu 2/26

9:29 am-11:15 am

Nonstop2h 46m

$318

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Thu 2/19

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Thu 3/5

9:29 am-11:15 am

Nonstop2h 46m

$318

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Mon 2/23

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Wed 3/25

8:29 am-11:13 am

Nonstop2h 44m

$318

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Wed 3/4

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Wed 3/25

8:29 am-11:13 am

Nonstop2h 44m

$318

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Sat 2/28

5:01 am-8:19 am

Nonstop2h 18m

Santiago de los Caballeros

Wed 3/18

8:29 am-11:13 am

Nonstop2h 44m

$318

OrlandoSantiago de los Caballeros

MCO - STI

MCOSTI

Orlando

Fri 2/6

5:01 am-8:16 am

Nonstop2h 15m

Santiago de los Caballeros

Tue 2/17

9:29 am-11:15 am

Nonstop2h 46m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 22 results
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Best time to book a flight from Kissimmee to Santiago de los Caballeros

Have a flexible travel schedule? Discover the best time to fly to Santiago de los Caballeros from Kissimmee 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 Kissimmee to Santiago de los Caballeros

How far ahead should I book a flight from Kissimmee to Santiago de los Caballeros?

Use this chart to determine the optimal time to book a round-trip flight from Kissimmee to Santiago de los Caballeros. Price data was last updated on January 16, 2026.

To ensure you get the cheapest price possible for a flight from Kissimmee to Santiago de los Caballeros, you should look to book at least 80 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Kissimmee to Santiago de los Caballeros?

Currently, February is the cheapest month in which you can book a flight from Kissimmee to Santiago de los Caballeros (average of $126). Flying from Kissimmee to Santiago de los Caballeros in November is currently the most expensive (average of $302). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from K1S to STI?

Find hourly flight availability from Kissimmee to Santiago de los Caballeros. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2026.

When flying from Kissimmee to Santiago de los Caballeros, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Santiago de los Caballeros

Get insights into the airlines that provide service to Santiago de los Caballeros. 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 Santiago de los Caballeros. Reviews last updated January 21, 2026.
Read through reviews of airlines operating flights from Kissimmee to Santiago de los Caballeros, such as American Airlines, JetBlue, and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,174 reviews

Crew

8.0

Comfort

7.2

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,174 reviews
American Airlines
7.2
Good
11,174 reviews

Crew

8.0

Comfort

7.2

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
JetBlue
7.2
Good
2,890 reviews
American Airlines
7.2
Good
11,174 reviews

Crew

8.0

Comfort

7.2

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
Spirit Airlines
6.3
Okay
8,364 reviews
American Airlines
7.2
Good
11,174 reviews

Crew

8.0

Comfort

7.2

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
Frontier
5.7
Fair
3,057 reviews
American Airlines
7.2
Good
11,174 reviews

Crew

8.0

Comfort

7.2

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

Related info for your journey

Find useful and relevant information for your journey from Kissimmee to Santiago de los Caballeros. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Santiago de los Caballeros from Kissimmee?

    Most people fly into Santiago de los Caballeros (STI) if they book a flight to Santiago de los Caballeros from Kissimmee. On average, Santiago has 1 inbound flight from Kissimmee per day from 5 airlines. Santiago de los Caballeros is conveniently located just 6.8 mi from Santiago de los Caballeros’s city center.

  • How long is the flight from Kissimmee to Santiago de los Caballeros?

    For as low as $318, Spirit Airlines can have you in Santiago de los Caballeros from Kissimmee in 2h 18m. Kissimmee and Santiago de los Caballeros are separated by a distance of 918 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Kissimmee to Santiago de los Caballeros one-way?

    One-way options have recently been found by users for as low as $137 on Frontier. Other airlines that offer cheap prices include JetBlue from $150 and American Airlines from $163 one-way.

  • What are the cheapest flights from Kissimmee to Santiago de los Caballeros?

    While on average a flight from Kissimmee to Santiago de los Caballeros is generally $332, our data shows the cheapest flight currently is $155. When looking at the most popular route, (Orlando - Santiago de los Caballeros), you can expect to pay $271 for that flight.

  • Can I find deals for flights from Kissimmee to Santiago de los Caballeros that include hotel bookings?

    Yes. In addition to deals on Kissimmee to Santiago de los Caballeros flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kissimmee to Santiago de los Caballeros?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kissimmee to Santiago de los Caballeros.

  • Can I find deals for business class flights from Kissimmee to Santiago de los Caballeros?

    Yes. Cheapflights offers flight deals from Kissimmee to Santiago de los Caballeros by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kissimmee to Santiago de los Caballeros?

    Currently, February is the cheapest month in which you can book a flight from Kissimmee to Santiago de los Caballeros (average of $126). Flying from Kissimmee to Santiago de los Caballeros in November is currently the most expensive (average of $302). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Kissimmee to Santiago de los Caballeros

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Kissimmee to Santiago de los Caballeros

Discover the top 5 airlines that operate flights from Kissimmee to Santiago de los Caballeros. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$137Average$338FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$169Average$320FlexibilityNo cancel feeOn-time65%
DeltaCheapest$171Average$415FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$311Average$500FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$318Average$433FlexibilityNo cancel feeOn-time62%

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