Key West

$86+ Cheap flights from Kissimmee, FL to Key West (EYW)

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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — EYW
Dec 23 — Dec 301
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The best prices from Kissimmee to Key West are usually found in December or October, booked 72 days in advance, depart on a Sunday or Saturday and return on a Thursday

Cheap flight deals from Kissimmee to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Kissimmee (K1S) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$168
(Expedia)

One-way from

$86
(Cheapflightsfares)

Popular in

April

Cheapest in

December

Average price

$173
From Kissimmee to Key West
One-way flight from Kissimmee to Key West
High demand for flights, 15% potential price rise
Best time to find cheap flights, 2% potential price drop
Average for round-trip flights in December 2024

Find flight deals from Kissimmee to Key West

Cheapest flights from Kissimmee to Key West
Explore the most affordable flight options available from Kissimmee to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3112:55 pmMCO - EYW
Nonstop1h 25mUnited Airlines
Sun 1/57:40 pmEYW - MCO
Nonstop1h 25mUnited Airlines
Deal found 12/17$173
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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.
Wed 12/258:45 amMCO - EYW
Nonstop1h 25mSilver Airways
Tue 12/313:05 pmEYW - MCO
Nonstop1h 25mSilver Airways
Deal found 12/17$190
This American Airlines deal was found by Cheapflights users on 12/18. 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 12/296:00 amMCO - EYW
1 stop3h 52mAmerican Airlines
Wed 1/13:57 pmEYW - MCO
1 stop2h 52mAmerican Airlines
Deal found 12/18$210
This JetBlue deal was found by Cheapflights users on 12/18. 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 12/268:45 amMCO - EYW
Nonstop1h 25mJetBlue
Wed 1/13:05 pmEYW - MCO
Nonstop1h 25mJetBlue
Deal found 12/18$239
This Mytrip deal was found by Cheapflights users on 12/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/319:17 amMCO - EYW
1 stop7h 39mMultiple Airlines
Fri 1/35:43 pmEYW - MCO
2 stops26h 09mMultiple Airlines
Deal found 12/17$345

Find flights from Kissimmee to Key West within your budget

Customize your flight search to find flights from Kissimmee to Key West 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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Thu 1/16

8:45 am-10:10 am

Nonstop1h 25m

Key West

Thu 1/30

3:05 pm-4:30 pm

Nonstop1h 25m

$168

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Tue 4/15

8:45 am-10:10 am

Nonstop1h 25m

Key West

Sat 4/19

7:40 pm-9:05 pm

Nonstop1h 25m

$173

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Sun 12/29

6:00 am-9:52 am

1 stop3h 52m

Key West

Wed 1/1

3:57 pm-6:49 pm

1 stop2h 52m

$210

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Sat 12/28

8:45 am-10:10 am

Nonstop1h 25m

Key West

Thu 1/2

7:40 pm-9:05 pm

Nonstop1h 25m

$239

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Fri 1/17

5:37 pm-9:12 am

2 stops15h 35m

Key West

Sun 1/19

9:03 am-12:21 am

3 stops15h 18m

$340

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Mon 1/6

8:45 am-10:10 am

Nonstop1h 25m

$86

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Sun 1/5

8:45 am-10:10 am

Nonstop1h 25m

$87

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Mon 1/6

11:30 am-4:16 pm

1 stop4h 46m

$96

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Fri 12/27

8:45 am-10:10 am

Nonstop1h 25m

$138

OrlandoKey West

MCO - EYW

MCOEYW

Orlando

Sat 1/25

9:56 am-5:02 pm

3 stops31h 06m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 11 results
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Best time to book a flight from Kissimmee to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West 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.

Travel insights for flights from Kissimmee to Key West

Get recent, data-driven insights about flights from Kissimmee to Key West including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Kissimmee to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Kissimmee to Key West. Price data was last updated on December 13, 2024.

The best time to book flights from Kissimmee to Key West is 72 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Kissimmee to Key West?

Currently, August is the cheapest month in which you can book a flight from Kissimmee to Key West (average of $328). Flying from Kissimmee to Key West in March is currently the most expensive (average of $536). 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 EYW?

Find hourly flight availability from Kissimmee to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

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

What is the cheapest day to fly from Kissimmee to Key West?

Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Key West. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Kissimmee to Key West flight should consider departing on Saturday at noon when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Kissimmee to Key West

Explore weekly flight availability from Kissimmee to Key West. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 18, 2024.

The most flights from K1S to EYW are scheduled on a Monday (9 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated December 18, 2024.
To help decide which airline to fly from Kissimmee to Key West, see what other customers have to say about Silver Airways and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
7.4
Good
3,279 reviews

Crew

8.1

Entertainment

7.4

Boarding

7.6

Comfort

7.7

Food

6.9

Overall

7.4

Reviews

1 / 10

we were told the night before that the flight would be delayed ~50 minutes but that we should show up on time. We did but at the new doors open time people were still deplaning from our aircraft. We finally left the gate 1:48 minutes late but the captain said an indicator showed and we weren't allowed to taxi. Maintenace came on board did some stuff, then we took off. Because of Tropical storm Debbie we went way east over the ocean. It was still rough though no fault of Jet Blue.

7.4
Good
3,279 reviews
7.4
Good
3,279 reviews

Crew

8.1

Entertainment

7.4

Boarding

7.6

Comfort

7.7

Food

6.9

Overall

7.4

Reviews

1 / 10

we were told the night before that the flight would be delayed ~50 minutes but that we should show up on time. We did but at the new doors open time people were still deplaning from our aircraft. We finally left the gate 1:48 minutes late but the captain said an indicator showed and we weren't allowed to taxi. Maintenace came on board did some stuff, then we took off. Because of Tropical storm Debbie we went way east over the ocean. It was still rough though no fault of Jet Blue.

7.4
Good
9,059 reviews
7.4
Good
3,279 reviews

Crew

8.1

Entertainment

7.4

Boarding

7.6

Comfort

7.7

Food

6.9

Overall

7.4

Reviews

1 / 10

we were told the night before that the flight would be delayed ~50 minutes but that we should show up on time. We did but at the new doors open time people were still deplaning from our aircraft. We finally left the gate 1:48 minutes late but the captain said an indicator showed and we weren't allowed to taxi. Maintenace came on board did some stuff, then we took off. Because of Tropical storm Debbie we went way east over the ocean. It was still rough though no fault of Jet Blue.

7.4
Good
829 reviews
7.4
Good
3,279 reviews

Crew

8.1

Entertainment

7.4

Boarding

7.6

Comfort

7.7

Food

6.9

Overall

7.4

Reviews

1 / 10

we were told the night before that the flight would be delayed ~50 minutes but that we should show up on time. We did but at the new doors open time people were still deplaning from our aircraft. We finally left the gate 1:48 minutes late but the captain said an indicator showed and we weren't allowed to taxi. Maintenace came on board did some stuff, then we took off. Because of Tropical storm Debbie we went way east over the ocean. It was still rough though no fault of Jet Blue.

7.2
Good
10,000 reviews
7.4
Good
3,279 reviews

Crew

8.1

Entertainment

7.4

Boarding

7.6

Comfort

7.7

Food

6.9

Overall

7.4

Reviews

1 / 10

we were told the night before that the flight would be delayed ~50 minutes but that we should show up on time. We did but at the new doors open time people were still deplaning from our aircraft. We finally left the gate 1:48 minutes late but the captain said an indicator showed and we weren't allowed to taxi. Maintenace came on board did some stuff, then we took off. Because of Tropical storm Debbie we went way east over the ocean. It was still rough though no fault of Jet Blue.

6.0
Okay
265 reviews
7.4
Good
3,279 reviews

Crew

8.1

Entertainment

7.4

Boarding

7.6

Comfort

7.7

Food

6.9

Overall

7.4

Reviews

1 / 10

we were told the night before that the flight would be delayed ~50 minutes but that we should show up on time. We did but at the new doors open time people were still deplaning from our aircraft. We finally left the gate 1:48 minutes late but the captain said an indicator showed and we weren't allowed to taxi. Maintenace came on board did some stuff, then we took off. Because of Tropical storm Debbie we went way east over the ocean. It was still rough though no fault of Jet Blue.

Related info for your journey

Find useful and relevant information for your journey from Kissimmee to Key West. 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 Key West from Kissimmee?

    If you book a flight to Key West from Kissimmee, you will be flying to Key West, which is the city’s only airport. Key West (EYW) is located 2.6 mi from the center of Key West. There are 9 flights from Kissimmee to Key West per day from 5 different airlines.

  • What are the cheapest airlines to fly from Kissimmee to Key West one-way?

    The cheapest airlines for a one-way flight from Kissimmee to Key West are Silver Airways ($86), United Airlines ($87), and American Airlines ($96).

  • What are the most reliable airlines from Kissimmee to Key West?

    No one likes to see their flight delayed. When booking a flight from Kissimmee to Key West consider choosing Azul (71%), JetBlue (71%) or Silver Airways (71%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Kissimmee to Key West?

    The cheapest flight price from Kissimmee to Key West is $63. On average you can expect to pay $130. The most popular route, (Orlando - Key West), can usually be booked for $168.

  • Can I find deals for flights from Kissimmee to Key West that include hotel bookings?

    Yes. In addition to deals on Kissimmee to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kissimmee to Key West?

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

  • Can I find deals for business class flights from Kissimmee to Key West?

    Yes. Cheapflights offers flight deals from Kissimmee to Key West 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 Key West?

    Currently, August is the cheapest month in which you can book a flight from Kissimmee to Key West (average of $328). Flying from Kissimmee to Key West in March is currently the most expensive (average of $536). 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 Key West

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Kissimmee to Key West

Discover the top 5 airlines that operate flights from Kissimmee to Key West. 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$45Average$125FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$111Average$191FlexibilityNo cancel feeOn-time69%
Silver AirwaysCheapest$121Average$227FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$192Average$270FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$238Average$260FlexibilityNo cancel feeOn-time62%
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