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Find cheap flights to Kissimmee from C$ 136

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 20/6. 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
Mon 20/5
Mon 27/5

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Good to know

Low season

September

High season

March

Cheapest flight

C$ 136
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly (5% more expensive on average)
Flight from Hamilton to Orlando Airport

FAQs - booking Kissimmee flights

  • How long is the flight to Kissimmee?

    Flights from Montreal3h 13m
    Flights from Ottawa3h 15m
    Flights from Toronto2h 48m
    Flights from Halifax3h 46m
    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$ 257. Also in the last 3 days, Hamilton was the most budget-friendly place to find a flight to Orlando Airport with one-way tickets at C$ 187 and C$ 303 round-trip.

  • Which airlines fly to Orlando Airport?

    Air Canada, WestJet and Air Transat 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 501 reviews
7.1comfort
8.3crew
7.7boarding
6.9entertainment
6.8food
Airline reviews

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.

10.0 ExcellentAnonymous, Apr. 2024YUL - YYZ
Read more about Air Transat reviews

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.

Compagnie efficace et bons prix. Les sièges en classe club pourraient être plus confortables.

Once we got through the long line at security, everything was very good from boarding to exiting the place. The flight crew was very friendly. What Air Transat could do much better is to put us through to TSA Pre-Check since my wife and I are Nexus members. We have never enjoyed this privilege with Air Transat, but, we always get this with Air Canada at the FLL airport. So, this is possible to do.

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.

Plane had a flat tire, delayed boarding and takeoff but one in the air, smooth. Make sure you have downloaded the WJ app before you leave. When on board, you can watch movies or TV shows offered on the app, it passed the time very quickly.

Our recent flight from edmontown to kahalui was excellent. The service staff was very friendly, knowledgeable, funny and attentive. Thanks to all involved that made or travel such a pleasant experience and we hope to fly with west jet again soon

The flight was delayed and I missed boarding my 7 day cruise. I had to book a separate flight home

No real issues just wasnt able to hear / understand any announcements flight attendant was making but everything else was really good- ended up checking my carry on case for free which made deboarding quicker. I would fly West Jet for all my flights.

Seats were comfortable and leg room was good. Slight delay for boarding but nothing too bad. Would fly with them again.

Long lines to board with only two staff checking boarding passes!

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?

Headphones for the movies have too much bass and can't be adjusted. Almost impossible to hear. Great movie selections but can't really watch them because you can't hear them. Also the system is very slow.

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

I didn’t like the fact that all the customs officers went to lunch so I was in line for 90 minutes due to where the staff directed me. We were told three very different reasons for why the plane was delayed. It was a crowded plane with difficult storage situations for the Carry On bags. The Air Canada airline staff were all very good and professional. I was so disappointed in my cheese and fruit box as the cheese had molded and the fruit wasn’t fresh so I couldn’t eat the majority of the food. This was the last meal I could find as the restaurants had closed when I got in to my destination. I think you could work on improving the food quality.

There was no entertainment at our seats. The flight was comfortable and we had leg room. The snack we had was really good.

Economy seats were surprisingly comfortable, and snacks not too bad. Checked luggage arrived at destination without problems. It was annoying to wait until last to board as lowest-tier seats but understand it’s difficult to gauge when loading a full plane At least checked carryon luggage seemed to come off first. Annoying to have to use app to order food/drink when wifi availability didn’t allow time for it. Advance communication would have helped Food on menu seemed highly processed and unpalatable, overpriced and over packaged. So maybe a good thing to have missed chance to order

Once again my complaint is how close the seats are together. Also, the bathrooms were not very clean by the second half of the flight.

Excellent in flight service, perhaps the best we've ever had. Business class feels tired and needs improvement to compete with other airlines. The food looked good but tasted terrible. Check in was quick, the flight arrived early and our luggage was on our flight with us.

The staff were so kind and helpful. We flew back from NY with another airline and it was horrible. We will always stick with Air Canada as everything was far better!

The boarding process in Toronto bad as they share space with domestic flights and when those domestic flights come in you are locked out behind closed doors until they are done and then its a mad rush to get your boarding gates and board. This is not so much due to Air Canada but with the GTAA, but Air Canada could use different gates especially early morning in order to prevent such travel angst.

Terrible quality wifi and they charge a lot for it. They nickel and dime you for everything.

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

30/5Thu
directWestJet
3h 00mYHM-MCO
6/6Thu
directWestJet
2h 50mMCO-YHM
C$ 220
4/8Sun
directWestJet
3h 00mYHM-MCO
8/8Thu
directWestJet
2h 50mMCO-YHM
C$ 228
12/6Wed
1 stopPorter Airlines
8h 04mYTZ-MCO
18/6Tue
1 stopPorter Airlines
5h 34mMCO-YTZ
C$ 245
21/5Tue
1 stopPorter Airlines
8h 04mYTZ-MCO
29/5Wed
1 stopPorter Airlines
8h 04mMCO-YTZ
C$ 246
25/5Sat
directAir Transat
3h 20mYUL-MCO
1/6Sat
directAir Transat
3h 05mMCO-YUL
C$ 285
8/6Sat
directAir Transat
3h 20mYUL-MCO
17/6Mon
directAir Transat
3h 05mMCO-YUL
C$ 305
30/4Tue
1 stopUnited Airlines
6h 10mYUL-MCO
8/5Wed
1 stopUnited Airlines
6h 19mMCO-YUL
C$ 314
20/5Mon
directAir Canada
2h 50mYYZ-MCO
29/5Wed
directAir Canada
2h 51mMCO-YYZ
C$ 334
13/5Mon
1 stopUnited Airlines
9h 16mYUL-MCO
16/5Thu
1 stopUnited Airlines
6h 19mMCO-YUL
C$ 334
15/5Wed
directAir Canada
2h 50mYYZ-MCO
17/6Mon
1 stopAir Canada
7h 36mMCO-YYZ
C$ 337

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Recent one-way flight deals

20/6Thu
directWestJet
3h 00mYHM-MCO
C$ 136
4/7Thu
directWestJet
3h 00mYHM-MCO
C$ 139
8/6Sat
1 stopPorter Airlines
6h 49mYTZ-MCO
C$ 150
14/5Tue
directPorter Airlines
2h 50mYYZ-MCO
C$ 154
27/5Mon
1 stopAir Canada
6h 26mYTZ-MCO
C$ 168
2/5Thu
directAir Canada
2h 50mYYZ-MCO
C$ 168
1/6Sat
directAir Transat
3h 20mYUL-MCO
C$ 191
29/4Mon
1 stopUnited Airlines
6h 10mYUL-MCO
C$ 195
28/4Sun
1 stopAir Transat
16h 20mYTZ-MCO
C$ 202
24/4Wed
1 stopUnited Airlines
6h 10mYUL-MCO
C$ 217

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Last minute flights to Kissimmee

Last minute flight, train and bus deals

22/4Mon
multi-stopUnited Airlines
8h 52mYUL-MCO
1/5Wed
multi-stopUnited Airlines
6h 19mMCO-YUL
C$ 334
23/4Tue
multi-stop
6h 54mYYZ-MCO
18/5Sat
multi-stop
7h 35mMCO-YYZ
C$ 340
22/4Mon
multi-stopAir Transat
16h 20mYTZ-MCO
24/4Wed
multi-stopAir Transat
8h 41mMCO-YTZ
C$ 344
22/4Mon
multi-stopAir Transat
16h 20mYTZ-MCO
25/4Thu
multi-stopAir Transat
10h 51mMCO-YTZ
C$ 345
23/4Tue
multi-stopPorter Airlines
6h 29mYTZ-MCO
18/6Tue
multi-stopPorter Airlines
5h 34mMCO-YTZ
C$ 355
23/4Tue
directAir Canada
3h 21mYUL-MCO
26/4Fri
directAir Canada
3h 13mMCO-YUL
C$ 369
24/4Wed
multi-stopPorter Airlines
11h 02mYUL-MCO
29/4Mon
multi-stopPorter Airlines
10h 00mMCO-YUL
C$ 370
22/4Mon
directAir Canada
3h 21mYUL-MCO
26/4Fri
directAir Canada
3h 13mMCO-YUL
C$ 399
20/4Sat
directWestJet
3h 00mYYZ-MCO
17/5Fri
directWestJet
3h 00mMCO-YYZ
C$ 488
23/4Tue
multi-stopWestJet
8h 40mYYC-MCO
27/4Sat
multi-stopWestJet
15h 28mMCO-YYC
C$ 619

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