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Find cheap flights to Kissimmee from C$ 105

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Kissimmee departing on 26/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
sáb. 29/6
sáb. 6/7

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Low season

September

High season

March

Cheapest flight

C$ 105
Best time to beat the crowds (9% less expensive on average)
Most popular time to fly (13% more expensive on average)
Flight from Toronto Kitchener-Waterloo to Orlando Airport

FAQs - booking Kissimmee flights

  • How long is the flight to Kissimmee?

    Flights from Montreal3h 14m
    Flights from Ottawa3h 15m
    Flights from Toronto2h 51m
    Flights from Halifax3h 48m
    Flights from Hamilton2h 54m
  • What is the cheapest flight to Orlando Airport?

    The flight route Toronto to Orlando Airport was the most popular route on KAYAK over the last 3 days. A round-trip flight could be found for C$ 205. Also in the last 3 days, Toronto was the most budget-friendly place to find a flight to Orlando Airport with one-way tickets at C$ 144 and C$ 257 round-trip.

  • Which airlines fly to Orlando Airport?

    Air Canada, WestJet and Porter Airlines are the most frequent flyers to Orlando Airport from Canada. See the amount of flights per week for popular airlines flying to Orlando Airport.

  • How to fly to Kissimmee?

    You cannot fly directly to Kissimmee. KAYAK recommends you fly to Orlando (MCO) (17.63 km from Kissimmee). From there you can rent a car or get a taxi.

  • What airports are near Kissimmee?

    The closest airport is Orlando (MCO) (17.63 km). Other nearby airports are Orlando All airports (ORL) (27.99 km), Orlando Sanford Intl (SFB) (54.99 km), Melbourne (MLB) (78.75 km) or Daytona Beach (DAB) (103.75 km). KAYAK recommends you fly to Orlando.

  • How far is Orlando Airport from central Orlando?

    Orlando Airport is 14 km from the centre of Orlando.

  • How does KAYAK find such low prices on flights to Kissimmee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Kissimmee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Kissimmee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kissimmee is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Kissimmee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Kissimmee with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Kissimmee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Kissimmee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Kissimmee

  • There is no major airport in Kissimmee. It is instead served by Orlando Airport.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Kissimmee flight deals.

Top 5 airlines flying to Kissimmee

 
Need help choosing which airline to fly with from Canada to Kissimmee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.6
Air TransatOverall score based on 474 reviews
7.1Comfort
8.3Crew
6.8Food
6.9Entertainment
7.8Boarding
Airline reviews

I was pleasantly surprised. I booked the "club class" which was basically like Domestic First Class. The service was superior. Food was pretty good. Seats and cabin were comfortable. For the price I paid, I was very pleased.

10.0 ExcellentTZ, May 2024FCO - YUL
Read more about Air Transat reviews

I was pleasantly surprised. I booked the "club class" which was basically like Domestic First Class. The service was superior. Food was pretty good. Seats and cabin were comfortable. For the price I paid, I was very pleased.

Super unproffesional flight . Flight attendants were unproffesional. I could hear them gossiping about theor boyfriends the whole trip

The connecting flight lay over was 4.00 hours, the gate agent booked me on the next flight which was about to depart at no extra cost.

The ticket price was reasonable, food was okay, not the best. I would use the service again.

Actually the flight was on time. New plane, food was okay but not great.

Old plane, hard seats, 1.30 hours delay, while seating on the plane waiting for departure.

Great boarding. Everything was on time. Plane was a bit old and the crew could have provided better drink service.

Boarding was a little chaotic but it was a very large flight. It just wasn’t fast. And there was no noticeable difference between zones boarding.

Crew was pleasant. Aircraft was very dated and uncomfortable for our nearly 4 hour flight. We were in row 17 and they ran out of purchasable food by the time they got to us.

We were lucky enough to arrive at the right time. The staff at YYZ did our complete check in and luggage tags for us. Even made sure we knew where we were to head next and how to get there. It truly was one of the best and easiest check inside. Thanks team.

It was fine. I had a lot of trouble trying to buy a seat. The Westjet website charged me and then didn’t give me my seat. I ended up keeping the seat I was assigned and hope that the charges didn’t go through.. they didn’t. But this problem with the website (trying to purchase a seat at check in) has happened a few times before. But overall the flight was good.

Terrible! Delayed three times, landed at some corner of airport, walked in bitter cold night, took a bus, bad experience

My wife and I had an uncomfortable experience with your WestJet ticket counter rep at the WestJet Priority Member ticket counter at YYC (Calgary) on May 15, 2024. I not knowing this individual’s exact name, however, in order to easily identify her, she was one (of only two at the time) ticket counter reps at your Priority members ticket counter check-in, upon our arrival around 12:15 p.m. She was a Caucasian woman with blonde hair, and wore spectacles, approximate age being probably somewhere in her 30’s or 40’s. Background: After arriving in to the West Jet terminal in Calgary (YYC), I asked a terminal employee where the West Jet check-in ticket counter was. He told me, “Column 16”. My wife and I continuing to walk through the terminal, we finally arrived at the Column 16 area, i.e. this woman’s ticket counter area, which we discovered later was the Priority Member ticket counter. However, I was simply going by the directions given to me by the previous employee, i.e. “Walk to column 16.” Standing in her line (my wife and I being the only people in her line at the time), I tried to get her attention, and I then gestured to her, motioning to her as if to ask her if I should then possibly leave the waiting line in order to then proceed to walk up to her ticket counter. She never really motioned me to come forward. I sort of had to figure this out on my own, as my wife and I then finally decided to walk forward to her station. From this point on, after I arrived at her ticket counter, never once did she ever look me in the eye. She was always looking at her computer screen, or down at the ground, as she and I occasionally exchanged conversation with one another in order for me to be able to acquire my boarding passes from her. Shortly after she began servicing us, she commented that her work section is for Priority members only. Fair enough. I did not realize this at the time. Wishing to be polite, I then mentioned to her that, if I should, I could then walk over to the regular West Jet check-in ticket counter in order to complete the check-in process. She remained quiet, never responding to this goodwill gesture of mine. She continued to work in order to print out my boarding passes, and then finally handed them to me, never at all the entire time looking at me. I told her, “Thank you.” Never once did she respond. My wife and I then walked away. Even my wife commented to me afterward that this woman absolutely never looked at us. I cannot say that this attendant was outright rude. However, she certainly was not at all warm, congenial, nor friendly. Additionally, … After getting on the plane, we then discovered that she had needlessly assigned us seats in the very last row of the plane, these being the seats adjacent to the restroom back wall, thus, unfortunately not at all reclinable. I think that the row number of this last row of seats was 30. [However, I am not sure.] How strangely awkward that we were assigned these uncomfortable row of seats when in fact the row immediately ahead of us, i.e. I think that was row 29, had two vacancies, which could have otherwise easily seated my wife and me. That is, my wife and I could have easily been assigned these more comfortable seats, which would be reclinable, and then row 30 could have otherwise had instead our two vacancies. After our flight departed, and the fasten seatbelt sign was turned off, my wife and I had hoped to “jump seats”, that is, to leave row 30 and instead sit in row 29 to utilize the reclinable seats. However, another couple apparently had the same idea as us. That is, these other two people, for whatever reason, decided to leave their previously assigned seats, and instead, seat themselves in row 29. Thus, my wife and I were stuck with these miserably cramped row 30 seats for the entire 3.5 hour flight. To reiterate, the WestJet rep we originally encountered, knowledgeable of the plane lay-out as it appeared on her computer screen, could have easily assigned us the more comfortable row 29 seats, instead of the non-reclinable row 30 seats.

It was very, very cold extremely uncomfortable almost unbearable I was sitting at the front of the cabin

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

Airport monitors did not give the gate for our flight returning Detroit to Vancouver Juice served from glass storage containers are a far more healthy alternative for people. And would also minimize the need for recycling plastic or aluminum containers

I wish that seats closer to the front of the plan were available, but when I booked the flight the seats were VERY expensive so I did not book seats at that time. The day before flying only seats at the back of the plane were available. It takes so long to board the plane and empty the plane on arrival due to SO many roller bags.

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

I had planned to watch the Westjet entertainment for the entire flight however, because the seat mounted outlets in our row did not work.

Not a bad flight but our priority tagged luggage was the very last to come down the carousel.

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10

Wasn’t on the flight- again. Bad weather in Halifax and I was in an accident. What a poor experience to have to pay for all this flight and not be on it

I didn’t make my flight due to poor weather and I had an accident driving there. I tried to get my money back or even credit and nothing. I have an entire flight both to Florida and back that I paid for and no one will give me any money back. I know this isn’t just Porter and it’s 3rd party- however airlines should allow these companies to take money for things they don’t get. I’m so upset. Who can afford a full flight they never take?

Air Canada had a lot of delays on our flight going back to Seattle. So much inconvenience for a long trip.

Moderate size plane, not completely full, easy boarding, some rows with just 2 seats so a couple can have a row to themselves

The Carry-on luggage that approved by TSA and all other airlines,- always an issue with Air Canada. This is inappropriate as my carry on suitcase meets the requirements however it always asked to check in on AC flight on the gate. Yes I have it for free, but it takes extra time to pick up on the carousel. Apparently it fit the overhead space, so why AC has this issue all the time?

The terminal this flight boarded from was so far away, poorly temperature controlled, and generally uncomfortable. The plane was small but the flight was short, so it wasn't so bad.

Seriously need to improve the time schedule and the plans

Great TV, easy boarding, wonderful ground crew and flight crew.

Pretty good service and US Migratory officers providing services in Canada was awesome, because the arrival was quick and smooth

Rude Customer Service at checkin, 90 minute limit in flight check in is too strict. I was in line for 30 minutes because of slow/insufficient workers. Somewhere I got to the the counter of course the employee warned me about the 90 minutes. People were cutting the lines. No one did anything.

Rouge needs to offer seats with better pitch in economy. Many sick people on a full flight.

Overall, I would have to say my experience with Air Canada was mediocre their DC tens. Need to be updated not comfortable at all. Only one out of my four flights was decent. The staffing was very nice. Going through customs in Montreal was quick and easy. Air Canada has room for improvement with their facilities.

The flight was canceled. We only found out at the airport. We had to book another flight which cost us more then the whole trip booked through Kayak. Lynx took our email and was supposed to write us with an alternate flight. We never received an email. They talked about reimbursement which was to be explained in the email (which we never received).

The online system for Lynx air to pay for additional baggage is not satisfactory. I was charged 100+$ for my suitcase when I tried to explain that the online payment was not functional using the app and showed screenshots of the same. In the end I gave up and paid and went ahead.

No snacks, just water.... could have been better. The actual flight was good.

Flight delayed by 4 hours but no communication. With passengers until after the posted departure time became apparent the flight was not going to board even close to on time.

Flight was sent canceled. The absolute most useless staff I have ever witnessed. Utterly careless - literally could not care less. 100% never using this airline again.

Poor communication at the check in counter and boarding gates.

Other then the screaming baby the flight was fine, nothing special

Check in experience was smooth, and the flight attendants were courteous and friendly. Very positive experience overall, thank you all!

Flight arrived late but other than that everything else okay

Great price for a new plane. Only offered water which we knew.

Book Cheap Kissimmee Plane Tickets

Recent round-trip flight deals

13/6jue.
directWestJet
3h 00mYHM-MCO
20/6jue.
directWestJet
2h 50mMCO-YHM
C$ 189
16/6dom.
directWestJet
3h 00mYHM-MCO
20/6jue.
directWestJet
2h 50mMCO-YHM
C$ 205
12/6mié.
directPorter Airlines
2h 50mYYZ-MCO
19/6mié.
directPorter Airlines
2h 41mMCO-YYZ
C$ 205
13/6jue.
directPorter Airlines
2h 50mYYZ-MCO
16/6dom.
directPorter Airlines
2h 41mMCO-YYZ
C$ 211
20/6jue.
directWestJet
3h 00mYHM-MCO
23/6dom.
directWestJet
2h 50mMCO-YHM
C$ 211
14/6vie.
directAir Transat
3h 20mYUL-MCO
17/6lun.
directAir Transat
3h 05mMCO-YUL
C$ 223
14/6vie.
1 stopAir Canada
8h 21mYTZ-MCO
18/6mar.
1 stopAir Canada
6h 49mMCO-YTZ
C$ 265
9/6dom.
directAir Canada
2h 50mYYZ-MCO
16/6dom.
1 stopAir Canada
7h 36mMCO-YYZ
C$ 268
14/6vie.
directAir Transat
3h 20mYUL-MCO
21/6vie.
directAir Transat
3h 05mMCO-YUL
C$ 270
23/6dom.
directCanada Jetlines
3h 40mYHZ-MCO
1/7lun.
directCanada Jetlines
3h 25mMCO-YHZ
C$ 482

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Recent one-way flight deals

26/11mar.
directFlair Airlines
2h 55mYKF-MCO
C$ 105
6/6jue.
directWestJet
3h 00mYHM-MCO
C$ 120
19/6mié.
directPorter Airlines
2h 50mYYZ-MCO
C$ 134
14/6vie.
directPorter Airlines
2h 50mYYZ-MCO
C$ 138
5/6mié.
1 stopAir Canada
6h 21mYTZ-MCO
C$ 151
4/6mar.
directAir Canada
2h 50mYYZ-MCO
C$ 151
9/6dom.
directAir Transat
3h 20mYUL-MCO
C$ 178
3/6lun.
directAir Transat
3h 20mYUL-MCO
C$ 182
14/7dom.
directCanada Jetlines
3h 40mYHZ-MCO
C$ 196
14/7dom.
directCanada Jetlines
3h 40mYHZ-MCO
C$ 203

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Last minute flights to Kissimmee

Last minute flight, train and bus deals

2/6dom.
directWestJet
3h 00mYHM-MCO
6/6jue.
directWestJet
2h 50mMCO-YHM
C$ 205
4/6mar.
multi-stopPorter Airlines
8h 04mYTZ-MCO
11/6mar.
multi-stopPorter Airlines
5h 34mMCO-YTZ
C$ 209
4/6mar.
multi-stopPorter Airlines
8h 04mYTZ-MCO
11/6mar.
multi-stopPorter Airlines
7h 44mMCO-YTZ
C$ 215
1/6sáb.
directWestJet
3h 00mYYZ-MCO
19/6mié.
directWestJet
2h 58mMCO-YYZ
C$ 228
4/6mar.
multi-stopAir Canada
8h 21mYTZ-MCO
11/6mar.
multi-stopAir Canada
6h 49mMCO-YTZ
C$ 239
4/6mar.
multi-stopAir Canada
7h 46mYYZ-MCO
11/6mar.
directAir Canada
2h 51mMCO-YYZ
C$ 239
31/5vie.
directAir Transat
3h 20mYUL-MCO
9/6dom.
directAir Transat
3h 05mMCO-YUL
C$ 265
31/5vie.
directAir Transat
3h 20mYUL-MCO
9/6dom.
directAir Transat
3h 05mMCO-YUL
C$ 271
3/6lun.
multi-stopUnited Airlines
5h 01mYYZ-MCO
4/6mar.
multi-stopUnited Airlines
6h 11mMCO-YYZ
C$ 290
3/6lun.
multi-stopUnited Airlines
6h 04mYUL-MCO
10/6lun.
multi-stopUnited Airlines
10h 32mMCO-YUL
C$ 413

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