$82+ 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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Kissimmee to Key West with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.The best prices from Kissimmee to Key West are usually found in January or December, 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 January 21, 2025.
Round-trip from | $166 (Trip.com) |
|---|---|
One-way from | $83 (Trip.com) |
Popular in | April |
Cheapest in | January |
Average price | $173 |
Find flight deals from Kissimmee to Key West
Cheapest flights from Kissimmee to Key WestExplore 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 January 21, 2025.
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 January 21, 2025.
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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.
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.
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 January 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
OrlandoKey West
MCO - EYW
MCOEYW
Orlando
Sun 2/23
8:45 am-10:10 am
Nonstop1h 25m
Key West
Fri 2/28
7:40 pm-9:05 pm
Nonstop1h 25m
OrlandoKey West
MCO - EYW
MCOEYW
Orlando
Thu 3/6
12:55 pm-2:20 pm
Nonstop1h 25m
Key West
Tue 3/25
3:05 pm-4:30 pm
Nonstop1h 25m
OrlandoKey West
MCO - EYW
MCOEYW
Orlando
Thu 3/6
11:16 am-5:33 pm
1 stop6h 17m
Key West
Tue 3/25
3:57 pm-7:19 pm
1 stop3h 22m
OrlandoKey West
MCO - EYW
MCOEYW
Orlando
Fri 2/7
12:55 pm-2:20 pm
Nonstop1h 25m
Key West
Sun 2/9
7:40 pm-9:05 pm
Nonstop1h 25m
OrlandoKey West
MCO - EYW
MCOEYW
Orlando
Thu 3/6
9:07 am-9:02 am
2 stops23h 55m
Key West
Tue 3/25
10:07 am-11:22 pm
1 stop13h 15m
OrlandoKey West
MCO - EYW
MCOEYW
Orlando
Fri 4/11
8:45 am-10:10 am
Nonstop1h 25m
OrlandoKey West
MCO - EYW
MCOEYW
Orlando
Thu 2/13
8:45 am-10:10 am
Nonstop1h 25m
OrlandoKey West
MCO - EYW
MCOEYW
Orlando
Wed 3/19
11:16 am-5:25 pm
1 stop6h 09m
OrlandoKey West
MCO - EYW
MCOEYW
Orlando
Wed 2/5
9:56 am-5:02 pm
3 stops31h 06m
OrlandoKey West
MCO - EYW
MCOEYW
Orlando
Sat 4/12
3:49 pm-8:13 am
2 stops16h 24m
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.
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 January 17, 2025.
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 $531). 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 January 21, 2025.
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. Monday afternoons 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 January 21, 2025.
The most flights from K1S to EYW are scheduled on a Monday (10 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (10 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 January 21, 2025.
To help decide which airline to fly from Kissimmee to Key West, see what other customers have to say about American Airlines, United Airlines and Silver Airways. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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 January 21, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$45 | Average$133 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$86 | Average$181 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$119 | Average$256 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$121 | Average$217 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$192 | Average$270 | FlexibilityNo cancel fee | On-time71% |