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Cheap flights from Hamilton, ON to Kissimmee from C$ 161

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 14/12. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — MCO
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from Hamilton to Kissimmee are usually found in October or January, booked 33 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Hamilton to Kissimmee

Keep the following information in mind while searching for Hamilton to Kissimmee flight deals. Data was last updated 11 September 2025.

Round-trip from

C$ 244

Popular in

March

Cheapest in

October

Average price

C$ 331
Porter Airlines
  • Porter Airlines
  • 4/1-13/1
  • Nonstop
  • 6h 15m total
  • Hamilton to Kissimmee
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Hamilton to Kissimmee

Cheapest flights from Hamilton to Kissimmee
Explore the most affordable flight options available from Hamilton to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.

Sat 29/117:00 a.m.YHM - MCO
2 stops12h 48mPorter Airlines
Sun 14/1211:20 a.m.MCO - YHM
Nonstop3h 00mPorter Airlines
Deal found 11/9C$ 360
Wed 10/127:00 a.m.YHM - MCO
2 stops12h 48mPorter Airlines
Fri 12/1211:20 a.m.MCO - YHM
Nonstop3h 00mPorter Airlines
Deal found 10/9C$ 380
Fri 12/127:00 a.m.YHM - MCO
Nonstop3h 15mPorter Airlines
Sun 21/1211:20 a.m.MCO - YHM
Nonstop3h 00mPorter Airlines
Deal found 11/9C$ 421
Sat 13/127:00 a.m.YHM - MCO
2 stops12h 48mPorter Airlines
Sun 14/1211:20 a.m.MCO - YHM
Nonstop3h 00mPorter Airlines
Deal found 10/9C$ 502
Mon 22/127:00 a.m.YHM - MCO
2 stops12h 48mPorter Airlines
Fri 26/1211:20 a.m.MCO - YHM
Nonstop3h 00mPorter Airlines
Deal found 11/9C$ 507
Sat 13/127:00 a.m.YHM - MCO
2 stops12h 48mPorter Airlines
Sun 21/1211:20 a.m.MCO - YHM
Nonstop3h 00mPorter Airlines
Deal found 11/9C$ 521
Thu 4/126:10 p.m.YHM - MCO
2 stops26h 53mWestJet
Tue 9/125:30 p.m.MCO - YHM
1 stop23h 47mWestJet
Deal found 9/9C$ 549
Sat 29/117:00 a.m.YHM - MCO
2 stops12h 48mMultiple Airlines
Sun 14/125:15 p.m.MCO - YHM
1 stop21h 45mMultiple Airlines
Deal found 11/9C$ 572
Fri 21/117:00 a.m.YHM - MCO
2 stops29h 58mMultiple Airlines
Sat 29/115:30 p.m.MCO - YHM
1 stop23h 47mMultiple Airlines
Deal found 10/9C$ 599

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hamilton 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 11 September 2025.
Use the filters below to find and compare flights from Hamilton to Kissimmee that are best for you.

Fly from

Hamilton

Fly to

Kissimmee

Route

Depart

Return

Price

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Sun 4/1

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

Orlando

Tue 13/1

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 244

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Sun 18/1

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

Orlando

Tue 20/1

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 274

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Sun 4/1

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

Orlando

Sun 11/1

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 331

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Tue 27/1

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

Orlando

Sun 8/2

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 335

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Sun 11/1

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

Orlando

Sun 18/1

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 358

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Thu 1/1

7:00 a.m.-7:48 p.m.

2 stops12h 48m

Orlando

Fri 9/1

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 362

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Sun 25/1

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

Orlando

Sun 1/2

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 387

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Fri 20/2

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

Orlando

Sun 1/3

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 412

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Fri 9/1

7:00 a.m.-10:15 a.m.

Nonstop3h 15m

Orlando

Sun 18/1

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 442

HamiltonOrlando

YHM - MCO

YHMMCO

Hamilton

Sat 31/1

7:00 a.m.-7:48 p.m.

2 stops12h 48m

Orlando

Tue 17/2

11:20 a.m.-2:20 p.m.

Nonstop3h 00m

C$ 448

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 19 results
1
2

Best time to book a flight from Hamilton to Kissimmee

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

How far ahead should I book a flight from Hamilton, Ontario to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Hamilton to Kissimmee. Price data was last updated on 29 August 2025.

To ensure you get the cheapest price possible for a flight from Hamilton, Ontario to Kissimmee, you should look to book at least 33 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Hamilton, Ontario to Kissimmee?

Currently, June is the cheapest month in which you can book a flight from Hamilton, Ontario to Kissimmee (average of C$ 196). Flying from Hamilton, Ontario to Kissimmee in February is currently the most expensive (average of C$ 311). 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.

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

Find hourly flight availability from Hamilton 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 11 September 2025.

When flying from Hamilton, 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 is the cheapest day to fly from Hamilton, Ontario to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Hamilton to Kissimmee. Price data was last updated on 5 May 2025.

Travelers seeking maximum savings on their Hamilton, Ontario to Kissimmee flight should consider departing on Thursday mornings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 11 September 2025.
Read through reviews of airlines operating flights from Hamilton to Kissimmee, such as Porter Airlines,WestJet, andAir Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
363 reviews
Check prices

Boarding

8.1

Crew

8.6

Entertainment

7.0

Overall

7.9

Comfort

7.9

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
7.9
Good
363 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Boarding

8.1

Crew

8.6

Entertainment

7.0

Overall

7.9

Comfort

7.9

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
WestJet
7.2
Good
3,091 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Boarding

8.1

Crew

8.6

Entertainment

7.0

Overall

7.9

Comfort

7.9

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,000 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Boarding

8.1

Crew

8.6

Entertainment

7.0

Overall

7.9

Comfort

7.9

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Flair Airlines
6.0
Okay
250 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Boarding

8.1

Crew

8.6

Entertainment

7.0

Overall

7.9

Comfort

7.9

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Related info for your journey

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

    If you book a flight to Kissimmee from Hamilton, you will be flying from Hamilton, which is the city’s only airport. Hamilton (YHM) is located 10.9 km from the centre of Hamilton. There are 0 flights from Hamilton to Kissimmee per day from 4 different airlines.

  • How long is the flight from Hamilton, Ontario to Kissimmee?

    A quick flight from Hamilton, Ontario to Kissimmee can take about 3h 15m. Porter Airlines provides one of the quickest options available for as low as C$ 244. The distance from Hamilton, Ontario to Kissimmee is about 1643 km. All flights are typically direct.

  • What are the cheapest flights from Hamilton, Ontario to Kissimmee?

    The cheapest flight price from Hamilton, Ontario to Kissimmee is C$ 151. On average you can expect to pay C$ 230. The most popular route, (Hamilton - Orlando), can usually be booked for C$ 247.

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Hamilton, Ontario to Kissimmee (average of C$ 196). Flying from Hamilton, Ontario to Kissimmee in February is currently the most expensive (average of C$ 311). 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 4 airlines flying from Hamilton to Kissimmee

Discover the top 4 airlines that operate flights from Hamilton 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 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Flair AirlinesCheapestC$ 141AverageC$ 282FlexibilityNo cancel feeOn-timeN/A
Search Flair Airlines flights
Porter AirlinesCheapestC$ 147AverageC$ 295FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
WestJetCheapestC$ 163AverageC$ 324FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 223AverageC$ 372FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Hamilton to Kissimmee. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Hamilton to Kissimmee?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Kissimmee from Hamilton.

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

Certainly. Search results for flights to Kissimmee from Hamilton shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes, Cheapflights offers price alerts on Hamilton to Kissimmee flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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