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Kissimmee

$38+ Cheap flights from New Windsor (SWF) to Kissimmee, FL

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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MCO
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from New Windsor Stewart to Kissimmee are usually found in January or September, booked 40 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

Cheap flight deals from Stewart to Kissimmee

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Kissimmee (K1S). 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

$100
(Mytrip)

One-way from

$38
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$157
From New Windsor Stewart to Kissimmee
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One-way flight from New Windsor Stewart to Kissimmee
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Highest demand for flights based on searches. 0% potential increase in price ($0 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Stewart to Kissimmee

Cheapest flights from Stewart to Kissimmee
Explore the most affordable flight options available from Stewart to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/137:54 pmSWF - MCO
Nonstop3h 08mBreeze Airways
Sun 3/234:15 pmMCO - SWF
Nonstop2h 59mBreeze Airways
Deal found 1/21$110
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.
Mon 2/102:10 pmSWF - MCO
1 stop6h 53mMultiple Airlines
Fri 2/146:00 amMCO - SWF
1 stop11h 39mMultiple Airlines
Deal found 1/20$193

Find flights from Stewart to Kissimmee within your budget

Customize your flight search to find flights from Stewart to Kissimmee 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

Any airport

Fly to

Any airport

Route

Depart

Return

Price

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 2/24

12:05 pm-4:36 pm

1 stop4h 31m

Orlando

Thu 2/27

4:15 pm-7:14 pm

Nonstop2h 59m

$100

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Fri 2/21

6:29 pm-7:37 am

1 stop13h 08m

Orlando

Thu 2/27

7:10 am-5:37 pm

1 stop10h 27m

$189

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 3/10

12:05 pm-4:36 pm

1 stop4h 31m

$38

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Fri 2/21

6:29 pm-7:37 am

1 stop13h 08m

$80

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 6/15

11:11 am-7:34 am

2 stops20h 23m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Best time to book a flight from Stewart to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Stewart 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 Stewart to Kissimmee

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

How far ahead should I book a flight from New Windsor to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Stewart to Kissimmee. Price data was last updated on January 17, 2025.

To ensure you get the cheapest price possible for a flight from New Windsor to Kissimmee, you should look to book at least 40 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 New Windsor to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from New Windsor to Kissimmee (average of $206). Flying from New Windsor to Kissimmee in November is currently the most expensive (average of $289). 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 SWF to K1S?

Find hourly flight availability from Stewart to Kissimmee. 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 New Windsor to Kissimmee, 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 New Windsor to Kissimmee?

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

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

Rainfall in Kissimmee by month

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

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

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

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July 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 60.8 F).

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated January 21, 2025.
Breeze Airways
8.1
Very good
144 reviews

Crew

8.8

Comfort

8.2

Food

6.6

Boarding

8.3

Entertainment

6.5

Overall

8.1

Reviews

1 / 10

It was comfortable and the crew was great! A few free snacks offered would be nice!

Breeze Airways
8.1
Very good
144 reviews
Breeze Airways
8.1
Very good
144 reviews

Crew

8.8

Comfort

8.2

Food

6.6

Boarding

8.3

Entertainment

6.5

Overall

8.1

Reviews

1 / 10

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Stewart to Kissimmee. 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 from for flights from New Windsor to Kissimmee?

    If you book a flight to Kissimmee from New Windsor, you will be flying from Stewart, which is the city’s only airport. New Windsor Stewart (SWF) is located 4.3 mi from the center of New Windsor. There are 0 flights from Stewart to Kissimmee per day from 5 different airlines.

  • What are the cheapest flights from New Windsor to Kissimmee?

    The cheapest flight price from New Windsor to Kissimmee is $34. On average you can expect to pay $161. The most popular route, (New Windsor Stewart - Orlando), can usually be booked for $102.

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

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

  • How can I find direct flights from Stewart to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Stewart to Kissimmee 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 New Windsor to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from New Windsor to Kissimmee (average of $206). Flying from New Windsor to Kissimmee in November is currently the most expensive (average of $289). 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.

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Top 5 airlines flying from Stewart to Kissimmee

Discover the top 5 airlines that operate flights from Stewart to Kissimmee. 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.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$83Average$189FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$88Average$135FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$93Average$279FlexibilityNo cancel feeOn-time62%
DeltaCheapest$110Average$311FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$134Average$242FlexibilityNo cancel feeOn-timeN/A
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