Find flights
When to book
FAQs & Tips
Airlines
Deals

C$ 140 Find cheap flights to Kissimmee

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 4/9. 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
Sun 25/8
Sun 1/9

Search hundreds of travel sites at once for deals on flights to Kissimmee

In the last 7 days, travellers have searched 50,552,696 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Good to know

Low season

September

High season

March

Cheapest flight

C$ 140
Best time to beat the crowds (10% less expensive on average)
Most popular time to fly (13% more expensive on average)
Flight from Vancouver to Orlando Airport

FAQs - booking Kissimmee flights

  • How long is the flight to Kissimmee?

    Flights from Calgary5h 25m
    Flights from Montreal3h 13m
    Flights from Ottawa3h 15m
    Flights from Toronto2h 54m
    Flights from Halifax3h 43m
  • 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$ 227. Also in the last 3 days, Vancouver was the most budget-friendly place to find a flight to Orlando Airport with one-way tickets at C$ 192 and C$ 312 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.
7.7
Air TransatOverall score based on 414 reviews
7.8Boarding
7.0Entertainment
8.4Crew
6.9Food
7.3Comfort
Airline reviews

My new suitcase got busted when I arrived at Toronto , two of the wheels are broken and can no longer be used , I am very disappointed over this situation but the flight and service was awesome .

10.0 ExcellentAnonymous, Jun. 2024ATH - YYZ
Read more about Air Transat reviews

My new suitcase got busted when I arrived at Toronto , two of the wheels are broken and can no longer be used , I am very disappointed over this situation but the flight and service was awesome .

From what I saw there was no entertainment. Similar to my flight to London, I personally would like the attendants to be more interactive during the flight.

Air Transat left my luggage back in Montreal and it took them 5 DAYS to get it to Venice. Luckily I was still in town, or else their option was to send my luggage back to my house in CANADA. What a joke! Oh, and I had to find a way to go get it at the airport in Venice, they needed 72 hours more to get it to where I was staying.

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.

Chaotic boarding, but mostly my issues are with Toronto airport

Service was amazing, and the plane was comfortable even for this long haul. But they could have more movies selections. But they were still a lot to choose from.

Due to mechanical problems it was delayed causing problems the actual flight. Was fune

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.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

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?

I was never able to depart because of an IT outage, I could not get help through Delta’s website, app, or on the concourse. I eventually (after more than three hours in the airport) got rebooked with another airline the following day and Delta didn’t offer vouchers or any assistance with finding a hotel or getting to the hotel. I need to file a claim. Just an awful experience.

I always worry about flying budget airlines but I was impressed by Westjet. The checkin agent was terrific. Seated my husband & me together w/o us asking. TSA checkin was smooth & easy. Plane was clean & comfortable. Drink & snack was unexpected. I will fly with them again.

WiFi was not working. Zero entertainment. Did not receive a discount etc to make up for this.

Calgary WJET supervisor was the most professional, and diligent official who I have experienced personally to resolve our flight issues.

Flight was canceled last minute and no re-booking was offered. Had to buy a same day flight from another carrier at double the price. I’ll never fly WestJet again.

Don’t actually know how this flight would have been since we missed it.

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

Flight was delayed and still they didn't manage to transfer my bag to the flight. The onboard staff was quick to show desperation and frustration with the not-so-easy passengers.

I didn't actually get to take this flight. It was canceled and the automated system rerouted my party of four (including a minor and a person in a wheelchair) to three different airports. Since we had a three hour drive from Newark this was clearly unacceptable. For all of us to end up in Newark would have required waiting at least one day, probably longer.

Constant delays worked out in our favor but definitely extended our travel day

Flight was excellent in all aspects, - comfort , food, drinks, service, entertainment. Inspite of the computer glitch, the flight was on schedule and flawlessly. Thank you, air Canada.

We paid $110 for more leg room. My traveling companion’s knees were right up against the seat in front. Where was more leg room. We feel ripped off. Food,,,there wasn’t any not even a bag of pretzels. As a result, there was very little service.

The crew and the flight was excellent. Captain kept us informed about weather and possibly of turbulence and I appreciated that! The only thing is they didn’t have tv monitors. Other than that, everything was great.

One of the flight attendants was very attentive to a couple traveling with a child under 1 one year old.

We were delayed. Only got 1 snack. Seats were comfortable in preferred seating.

Flight was cancelled. Still stuck at airport. Going on 2 days straight, no sleep. Never fly Air Canada

Terrible. Flight in the morning was circling in air for 45 min due to weather then rerouted to a location further than the final destination to refuel. Sat on tarmac for almost 2 hrs to refuel. Flight was originally to land at 9:30am, we arrived at 2pm and then waited another 30 “for an agent”. Then afternoon return flight was delayed again 3 times for weather then cancelled. Auto rebooked was for the next evening! Just miserable.

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

30/8Fri
directWestJet
2h 49mYYZ-MCO
6/9Fri
directWestJet
2h 58mMCO-YYZ
C$ 227
31/8Sat
directWestJet
2h 49mYYZ-MCO
7/9Sat
directWestJet
2h 58mMCO-YYZ
C$ 228
29/12Sun
directCanada Jetlines
3h 05mYYZ-MCO
5/1Sun
directCanada Jetlines
2h 40mMCO-YYZ
C$ 238
29/8Thu
directPorter Airlines
2h 50mYYZ-MCO
5/9Thu
directPorter Airlines
2h 59mMCO-YYZ
C$ 242
23/8Fri
1 stopPorter Airlines
8h 04mYTZ-MCO
11/9Wed
1 stopPorter Airlines
5h 39mMCO-YTZ
C$ 249
31/10Thu
directCanada Jetlines
3h 03mYYZ-MCO
3/11Sun
directCanada Jetlines
2h 40mMCO-YYZ
C$ 249
5/9Thu
directAir Canada
2h 52mYYZ-MCO
9/9Mon
directAir Canada
2h 44mMCO-YYZ
C$ 258
29/10Tue
1 stopAir Canada
8h 08mYYZ-MCO
5/11Tue
1 stopAir Canada
7h 16mMCO-YYZ
C$ 267
2/9Mon
directAir Transat
3h 20mYUL-MCO
5/9Thu
directAir Transat
3h 05mMCO-YUL
C$ 328
25/8Sun
directAir Transat
3h 20mYUL-MCO
26/9Thu
directAir Transat
3h 05mMCO-YUL
C$ 329

Search by stops

Search by airline

Search by price

Recent one-way flight deals

4/9Wed
1 stop
21h 11mYVR-MCO
C$ 140
3/9Tue
1 stop
10h 40mYVR-MCO
C$ 141
28/8Wed
directWestJet
2h 45mYYZ-MCO
C$ 144
30/8Fri
directWestJet
2h 49mYYZ-MCO
C$ 145
23/8Fri
1 stopPorter Airlines
8h 04mYTZ-MCO
C$ 148
29/8Thu
1 stopPorter Airlines
8h 04mYTZ-MCO
C$ 151
29/10Tue
1 stopAir Canada
8h 08mYYZ-MCO
C$ 164
14/11Thu
directAir Canada
3h 00mYYZ-MCO
C$ 171
21/10Mon
directAir Transat
3h 20mYUL-MCO
C$ 196
23/8Fri
directAir Transat
3h 20mYUL-MCO
C$ 202

Search by stops

Search by airline

Search by price

Last minute flights to Kissimmee

Last minute flight, train and bus deals

30/7Tue
multi-stop
13h 08mYYZ-MCO
7/8Wed
multi-stop
6h 32mMCO-YYZ
C$ 301
30/7Tue
multi-stop
13h 08mYYZ-MCO
4/8Sun
direct
2h 49mMCO-YYZ
C$ 307
26/7Fri
multi-stopPorter Airlines
8h 04mYTZ-MCO
29/7Mon
multi-stopPorter Airlines
7h 49mMCO-YTZ
C$ 329
30/7Tue
multi-stopAir Canada
7h 42mYYZ-MCO
6/8Tue
multi-stopAir Canada
6h 32mMCO-YYZ
C$ 351
26/7Fri
multi-stopPorter Airlines
8h 04mYTZ-MCO
28/7Sun
multi-stopPorter Airlines
5h 49mMCO-YTZ
C$ 357
26/7Fri
multi-stopAir Transat
8h 04mYTZ-MCO
29/7Mon
multi-stopAir Transat
5h 39mMCO-YTZ
C$ 375
26/7Fri
multi-stopAir Transat
8h 04mYTZ-MCO
29/7Mon
multi-stopAir Transat
5h 39mMCO-YTZ
C$ 376
30/7Tue
directAir Canada
2h 51mYYZ-MCO
6/8Tue
directAir Canada
2h 49mMCO-YYZ
C$ 380
30/7Tue
directWestJet
2h 45mYYZ-MCO
12/8Mon
directWestJet
3h 02mMCO-YYZ
C$ 507
27/7Sat
directWestJet
5h 44mYVR-MCO
4/8Sun
directWestJet
6h 19mMCO-YVR
C$ 561

Search by stops

Search by airline

Search by price