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Cheap flights from Windsor, ON to Kissimmee from C$ 209

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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
YQG — MCO
29 Apr — 6 May1
1 adult

Cheap flight deals from Windsor to Kissimmee

Keep the following information in mind while searching for Windsor to Kissimmee flight deals. Data was last updated 24 April 2025.

Round-trip from

C$ 410

One-way from

C$ 209

Popular in

July

Cheapest in

April

Average price

C$ 493
Air Canada
  • Air Canada
  • 11/6-28/6
  • 2 total stops
  • 22h 08m total
  • Windsor to Kissimmee
Search Deals
Air Canada
  • Air Canada
  • 7/6
  • 1 total stop
  • 7h 36m total
  • Windsor to Kissimmee
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 172 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 51 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Windsor to Kissimmee

Cheapest flights from Windsor to Kissimmee
Explore the most affordable flight options available from Windsor to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 24 April 2025.

Wed 11/610:15 a.m.YQG - MCO
1 stop9h 06mAir Canada
Sat 28/68:25 p.m.MCO - YQG
1 stop13h 02mAir Canada
Deal found 23/4C$ 410
Fri 9/51:50 p.m.YQG - MCO
3 stops33h 39mMultiple Airlines
Mon 12/58:25 p.m.MCO - YQG
2 stops16h 45mMultiple Airlines
Deal found 23/4C$ 548

Cheapflights Fare Finder

Customize your flight search to find flights from Windsor 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 629,999 searches. Data last updated 24 April 2025.
Use the filters below to find and compare flights from Windsor to Kissimmee that are best for you.

Fly from

Windsor

Fly to

Kissimmee

Route

Depart

Return

Price

WindsorOrlando

YQG - MCO

YQGMCO

Windsor

Wed 11/6

10:15 a.m.-7:21 p.m.

1 stop9h 06m

Orlando

Sat 28/6

8:25 p.m.-9:27 a.m.

1 stop13h 02m

C$ 410

WindsorOrlando

YQG - MCO

YQGMCO

Windsor

Fri 9/5

1:50 p.m.-11:29 p.m.

3 stops33h 39m

Orlando

Mon 12/5

8:25 p.m.-1:10 p.m.

2 stops16h 45m

C$ 548

WindsorOrlando

YQG - MCO

YQGMCO

Windsor

Sat 7/6

4:10 p.m.-11:46 p.m.

1 stop7h 36m

C$ 209

WindsorOrlando

YQG - MCO

YQGMCO

Windsor

Sat 7/6

1:50 p.m.-7:41 p.m.

2 stops29h 51m

C$ 421

WindsorOrlando

YQG - MCO

YQGMCO

Windsor

Sat 7/6

1:50 p.m.-10:52 a.m.

3 stops21h 02m

C$ 507

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/4

Best time to book a flight from Windsor to Kissimmee

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

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

Find hourly flight availability from Windsor 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 24 April 2025.

When flying from Windsor, Ontario 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.

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 61.0 - 221.0 mm per month. June is typically the wettest month, when rainfall can reach 221.0 mm. November is typically the driest time to visit Kissimmee when rainfall is around 61.0 mm.

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 29.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 16.0 C).

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 24 April 2025.
Porter Airlines
8.0
Very good
284 reviews
Check prices

Comfort

8.1

Crew

8.8

Overall

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
284 reviews
Porter Airlines
8.0
Very good
284 reviews
Check prices

Comfort

8.1

Crew

8.8

Overall

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Air Canada
7.0
Good
9,195 reviews
Porter Airlines
8.0
Very good
284 reviews
Check prices

Comfort

8.1

Crew

8.8

Overall

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

Related info for your journey

Find useful and relevant information for your journey from Windsor 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 Windsor to Kissimmee?

    For a flight from Windsor to Kissimmee, you will be flying from Windsor. Windsor (YQG) is just 8.0 km from the centre of the city. Windsor is the only Windsor airport and it handles 0 outbound flights to Kissimmee per day. 1 airline has flights to Kissimmee from Windsor on a regular basis.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Windsor 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 Windsor, Ontario to Kissimmee?

    Currently, June is the cheapest month in which you can book a flight from Windsor, Ontario to Kissimmee (average of C$ 196). Flying from Windsor, Ontario to Kissimmee in February is currently the most expensive (average of C$ 316). 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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Top airline flying from Windsor to Kissimmee

Discover the top airline that operate flights from Windsor 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 629,999 searches. Data last updated 24 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 423AverageC$ 745FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Windsor to Kissimmee?

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Can Cheapflights find flights from Windsor to Kissimmee with no change fees?

Need flexible booking options for your flight to Kissimmee from Windsor? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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Not ready to book yet? You can track prices for flights from Windsor to Kissimmee on Cheapflights with our Price Alert feature and get notified when better prices are available.

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