How long is the flight from Windsor, Ontario to Kissimmee?

For as low as C$ 382, Air Canada can have you in Kissimmee from Windsor, Ontario in 9h 01m. Airlines will cover a distance of 1545 km.

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.

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).

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

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.

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.

C$ 215+ Cheap Flights from Windsor, ON to Kissimmee

Cheap flight deals from Windsor to Kissimmee

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

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 9 September 2026.

Tue 3/1110:35 a.m. -

2 stops9h 01m

Wed 4/118:30 a.m. -

2 stops10h 15m

Deal found 8/9C$ 353

Sun 22/1110:35 a.m. -

2 stops9h 01m

Thu 26/1112:15 p.m. -

1 stop6h 30m

Deal found 5/9C$ 382

Find flight deals from Windsor to Kissimmee

Round-trip from	C$ 353
One-way from	C$ 215

Air Canada
3/11-4/11
4 total stops
19h 16m total
Windsor to Kissimmee

Search Deals

Air Canada
6/12-31/12
2 total stops
9h 01m total
Windsor to Kissimmee

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

WindsorOrlando

YQG Windsor - MCO Orlando

YQGMCO

Windsor

Thu 29/10

10:35 a.m.-7:36 p.m.

2 stops9h 01m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 240

WindsorOrlando

YQG Windsor - MCO Orlando

YQGMCO

Windsor

Mon 1/3

10:35 a.m.-7:45 p.m.

1 stop9h 10m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 283

WindsorOrlando

YQG Windsor - MCO Orlando

YQGMCO

Windsor

Sat 31/10

10:35 a.m.-11:58 p.m.

1 stop13h 23m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 318

WindsorOrlando

YQG Windsor - MCO Orlando

YQGMCO

Windsor

Sun 14/2

10:35 a.m.-9:48 p.m.

2 stops11h 13m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 321

WindsorOrlando

YQG Windsor - MCO Orlando

YQGMCO

Windsor

Sun 22/11

10:35 a.m.-7:36 p.m.

2 stops9h 01m

Orlando

Thu 26/11

12:15 p.m.-6:45 p.m.

1 stop6h 30m

C$ 382

WindsorOrlando

YQG Windsor - MCO Orlando

YQGMCO

Windsor

Sat 13/2

10:35 a.m.-7:53 p.m.

1 stop9h 18m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 528

WindsorOrlando

YQG Windsor - MCO Orlando

YQGMCO

Windsor

Tue 20/10

10:05 a.m.-10:32 p.m.

2 stops12h 27m

Orlando

Tue 27/10

8:30 a.m.-6:45 p.m.

2 stops10h 15m

C$ 564

WindsorOrlando

YQG Windsor - MCO Orlando

YQGMCO

Windsor

Mon 21/9

4:30 p.m.-12:45 p.m.

2 stops20h 15m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 670

WindsorOrlando

YQG Windsor - MCO Orlando

YQGMCO

Windsor

Thu 22/10

4:30 p.m.-10:19 a.m.

1 stop17h 49m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 710

WindsorOrlando

YQG Windsor - MCO Orlando

YQGMCO

Windsor

Sun 20/9

4:30 p.m.-12:45 p.m.

2 stops20h 15m

Orlando

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 760

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 14 resultsSorted by cheapest first

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.

YQG-MCO

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

YQG-K1S

YQG-MCO

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Kissimmee

Check out reviews from past customers who have flown with Air Canada from Windsor to Kissimmee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Air Canada

7.1

Good

11,603 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sylvia,Aug 2026

YYZ - PHL

Our flight from Kelowna was 5 hours delayed. We missed our connection. We were able to get to a hotel by 3:00 a.m. but the breakfast cost us $40. The hotel was good. We were rescheduled for the flight the next night when it was canceled. There were no hotel vouchers available which didn't matter because there were no hotel rooms available. We decided to just drive which was not easy doing a one-way rental to the United States. Worst possible trip I've ever had

Air Canada

7.1

Good

11,603 reviews

Air Canada

7.1

Good

11,603 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sylvia,Aug 2026

YYZ - PHL

Related info for your journey

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.
How long is the flight from Windsor, Ontario to Kissimmee?
For as low as C$ 382, Air Canada can have you in Kissimmee from Windsor, Ontario in 9h 01m. Airlines will cover a distance of 1545 km.
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.

See more FAQs

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Top airline flying from Windsor to Kissimmee

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 440	AverageC$ 736	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights

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When you search for this flight from Windsor to Kissimmee, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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Cheap flights from Windsor, ON to Kissimmee from C$ 215

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/12. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Windsor to Kissimmee

Cheapest flights from Windsor to KissimmeeExplore 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 9 September 2026.

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 9 September 2026.

Best flights from Windsor to KissimmeeDiscover carefully curated flight deals from Windsor to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 9 September 2026.

Discover carefully curated flight deals from Windsor to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 9 September 2026.

Last-minute flights from Windsor to KissimmeeDiscover last-minute flight deals from Windsor to Kissimmee. Data last updated 9 September 2026 and is based on user searches.

Discover last-minute flight deals from Windsor to Kissimmee. Data last updated 9 September 2026 and is based on user searches.

One-way flights from Windsor to KissimmeeSearch for one-way flight options from Windsor to Kissimmee. Find affordable one-way fares based on user searches. Data last updated 9 September 2026.

Search for one-way flight options from Windsor to Kissimmee. Find affordable one-way fares based on user searches. Data last updated 9 September 2026.

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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.

Cheapflights Insights

Reviews of airlines servicing Kissimmee

Check out reviews from past customers who have flown with Air Canada from Windsor to Kissimmee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What airport do you fly from for flights from Windsor to Kissimmee?

How long is the flight from Windsor, Ontario to Kissimmee?

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

How can I find direct flights from Windsor to Kissimmee?

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

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 Windsor to Kissimmee

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Complete your trip

Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to Florida

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Windsor and Kissimmee flights

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Can Cheapflights notify me if prices for flights from Windsor to Kissimmee become cheaper?

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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 9 September 2026.

Best flights from Windsor to Kissimmee
Discover carefully curated flight deals from Windsor to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 9 September 2026.

Last-minute flights from Windsor to Kissimmee
Discover last-minute flight deals from Windsor to Kissimmee. Data last updated 9 September 2026 and is based on user searches.

One-way flights from Windsor to Kissimmee
Search for one-way flight options from Windsor to Kissimmee. Find affordable one-way fares based on user searches. Data last updated 9 September 2026.