$150+ Flights from Kissimmee | Cheapflights

Find flights from Kissimmee

Cheapest flights from Kissimmee
Explore the most affordable flight options available from Kissimmee. Find the lowest fares based on data from user searches, with prices last updated on 17 April 2025.

Wed 21/515:50MCO - ORD

Nonstop3h 05mSouthwest

Sat 24/516:00ORD - MCO

Nonstop2h 50mSouthwest

Deal found 17/4$301

Sat 10/506:15MCO - ORD

1 stop4h 48mDelta

Sat 10/517:15ORD - MCO

1 stop5h 39mDelta

Deal found 15/4$336

Wed 27/809:35MCO - ORD

Nonstop3h 06mUnited Airlines

Sun 31/815:55ORD - MCO

Nonstop2h 51mUnited Airlines

Deal found 17/4$360

Sat 10/506:00MCO - YUL

1 stop6h 00mUnited Airlines

Sat 10/514:20YUL - MCO

1 stop10h 07mUnited Airlines

Deal found 17/4$365

Fri 9/520:10MCO - YUL

1 stop15h 50mMultiple Airlines

Sun 11/513:10YUL - MCO

Nonstop3h 20mMultiple Airlines

Deal found 15/4$395

Sun 29/621:05MCO - YUL

Nonstop3h 10mAir Transat

Thu 10/706:45YUL - MCO

Nonstop3h 20mAir Transat

Deal found 17/4$404

Thu 29/513:45MCO - YUL

2 stops8h 30mPorter Airlines

Tue 3/606:45YUL - MCO

1 stop5h 57mPorter Airlines

Deal found 16/4$416

Sun 20/713:43MCO - ORD

1 stop9h 45mSpirit Airlines

Tue 22/705:05ORD - MCO

1 stop8h 42mSpirit Airlines

Deal found 16/4$417

Thu 1/505:30MCO - YUL

1 stop6h 03mDelta

Sun 4/512:42YUL - MCO

1 stop10h 15mDelta

Deal found 17/4$434

Tue 6/519:59MCO - LAS

1 stop17h 13mAlaska Airlines

Thu 15/506:00LAS - MCO

1 stop15h 25mAlaska Airlines

Deal found 17/4$439

Fri 6/615:10MCO - LAS

1 stop29h 08mSun Country Air

Mon 16/623:59LAS - MCO

1 stop11h 11mSun Country Air

Deal found 16/4$498

Thu 8/517:40MCO - LAS

1 stop9h 39mJetBlue

Wed 14/510:18LAS - MCO

1 stop10h 16mJetBlue

Deal found 16/4$509

Best flights from Kissimmee
Discover carefully curated flight deals from Kissimmee that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 17 April 2025.

Wed 21/515:50MCO - ORD

Nonstop3h 05mSouthwest

Sat 24/516:00ORD - MCO

Nonstop2h 50mSouthwest

Deal found 17/4$301

Sat 10/506:15MCO - ORD

1 stop4h 48mDelta

Sat 10/517:15ORD - MCO

1 stop5h 39mDelta

Deal found 15/4$336

Wed 27/809:35MCO - ORD

Nonstop3h 06mUnited Airlines

Sun 31/815:55ORD - MCO

Nonstop2h 51mUnited Airlines

Deal found 17/4$360

Fri 9/520:10MCO - YUL

1 stop15h 50mMultiple Airlines

Sun 11/513:10YUL - MCO

Nonstop3h 20mMultiple Airlines

Deal found 15/4$395

Sun 29/621:05MCO - YUL

Nonstop3h 10mAir Transat

Thu 10/706:45YUL - MCO

Nonstop3h 20mAir Transat

Deal found 17/4$404

Thu 29/513:45MCO - YUL

2 stops8h 30mPorter Airlines

Tue 3/606:45YUL - MCO

1 stop5h 57mPorter Airlines

Deal found 16/4$416

Sun 20/713:43MCO - ORD

1 stop9h 45mSpirit Airlines

Tue 22/705:05ORD - MCO

1 stop8h 42mSpirit Airlines

Deal found 16/4$417

Tue 6/519:59MCO - LAS

1 stop17h 13mAlaska Airlines

Thu 15/506:00LAS - MCO

1 stop15h 25mAlaska Airlines

Deal found 17/4$439

Fri 6/615:10MCO - LAS

1 stop29h 08mSun Country Air

Mon 16/623:59LAS - MCO

1 stop11h 11mSun Country Air

Deal found 16/4$498

Thu 8/517:40MCO - LAS

1 stop9h 39mJetBlue

Wed 14/510:18LAS - MCO

1 stop10h 16mJetBlue

Deal found 16/4$509

Tue 29/417:30MCO - ORD

Nonstop3h 09mAmerican Airlines

Thu 1/511:51ORD - MCO

1 stop5h 42mAmerican Airlines

Deal found 17/4$634

Thu 17/707:00MCO - LAS

1 stop10h 09mHawaiian Airlines

Mon 21/719:29LAS - MCO

1 stop7h 31mHawaiian Airlines

Deal found 16/4$669

Direct flights from Kissimmee
Explore direct flight options from Kissimmee based on user searches, and compare prices and availability for your desired travel dates. Data last updated 17 April 2025.

Wed 21/515:50MCO - ORD

Nonstop3h 05mSouthwest

Sun 25/506:00ORD - MCO

Nonstop2h 40mSouthwest

Deal found 17/4$301

Wed 7/507:15MCO - ORD

Nonstop3h 10mUnited Airlines

Sun 11/511:05ORD - MCO

Nonstop2h 53mUnited Airlines

Deal found 16/4$335

Sat 10/511:15MCO - YUL

Nonstop3h 05mAir Transat

Tue 13/506:45YUL - MCO

Nonstop3h 20mAir Transat

Deal found 17/4$623

Thu 8/506:05MCO - LAS

Nonstop5h 10mSouthwest

Wed 14/522:15LAS - MCO

Nonstop4h 25mSouthwest

Deal found 16/4$647

Last-minute flights from Kissimmee
Discover last-minute flight deals departing from Kissimmee. Data was last updated 17 April 2025 and is based on user searches.

Tue 22/418:15MCO - YUL

1 stop16h 13mUnited Airlines

Wed 23/414:20YUL - MCO

1 stop10h 10mUnited Airlines

Deal found 16/4$419

Wed 23/409:28MCO - ORD

Nonstop3h 10mUnited Airlines

Sat 26/413:10ORD - MCO

Nonstop2h 51mUnited Airlines

Deal found 16/4$536

Thu 24/406:05MCO - YUL

1 stop9h 55mDelta

Fri 2/512:38YUL - MCO

1 stop9h 19mDelta

Deal found 15/4$471

Thu 24/417:25MCO - YUL

2 stops7h 14mWestJet

Sun 4/506:45YUL - MCO

1 stop16h 10mWestJet

Deal found 15/4$977

Fri 25/411:00MCO - YUL

Nonstop3h 10mAir Transat

Tue 6/506:45YUL - MCO

Nonstop3h 20mAir Transat

Deal found 15/4$387

Fri 25/407:09MCO - LAS

2 stops19h 28mAlaska Airlines

Mon 12/519:12LAS - MCO

1 stop7h 28mAlaska Airlines

Deal found 16/4$656

Fri 25/407:08MCO - ORD

1 stop6h 13mJetBlue

Mon 28/413:26ORD - MCO

1 stop6h 40mJetBlue

Deal found 17/4$1,078

Sat 26/412:35MCO - YUL

1 stop6h 16mMultiple Airlines

Tue 29/420:00YUL - MCO

Nonstop3h 22mMultiple Airlines

Deal found 16/4$412

Sat 26/411:00MCO - ORD

Nonstop3h 05mSouthwest

Tue 29/406:00ORD - MCO

Nonstop2h 40mSouthwest

Deal found 15/4$485

Sat 26/415:00MCO - ORD

1 stop5h 00mDelta

Tue 6/505:30ORD - MCO

1 stop5h 11mDelta

Deal found 17/4$519

Sat 26/420:15MCO - ORD

1 stop22h 38mSun Country Air

Mon 5/520:05ORD - MCO

1 stop13h 46mSun Country Air

Deal found 17/4$625

Sun 27/419:55MCO - LAS

1 stop16h 40mSun Country Air

Sun 4/508:35LAS - MCO

1 stop23h 10mSun Country Air

Deal found 16/4$743

One-way flights from Kissimmee
Search for one-way flight options from Kissimmee. Find affordable one-way fares based on user searches. Data last updated 17 April 2025.

Tue 20/507:15MCO - ORD

Nonstop3h 10mUnited Airlines

Deal found 16/4$150

Thu 26/611:15MCO - YUL

Nonstop3h 05mAir Transat

Deal found 16/4$157

Sat 10/508:15MCO - YUL

1 stop7h 35mUnited Airlines

Deal found 17/4$161

Wed 11/606:50MCO - ORD

2 stops9h 10mSouthwest

Deal found 16/4$193

Tue 29/405:30MCO - YUL

1 stop6h 03mDelta

Deal found 16/4$204

Fri 20/608:00MCO - ORD

1 stop7h 30mDelta

Deal found 16/4$218

Tue 14/1019:09MCO - ORD

1 stop25h 12mSun Country Air

Deal found 16/4$250

Fri 13/620:11MCO - LAS

1 stop24h 07mSun Country Air

Deal found 15/4$267

Sat 19/707:00MCO - LAS

1 stop10h 09mAlaska Airlines

Deal found 16/4$270

Tue 8/713:45MCO - YUL

2 stops8h 30mPorter Airlines

Deal found 16/4$284

Wed 14/518:24MCO - LAS

1 stop7h 38mDelta

Deal found 15/4$299

Sun 31/818:16MCO - LAS

1 stop8h 10mHawaiian Airlines

Deal found 16/4$306

International flights from Kissimmee
Find cheap international flights from Kissimmee based on historic user searches and pricing. Information updated on 17 April 2025.

Wed 28/508:35DPS - MNL

Nonstop4h 15mCebu Pacific

Fri 30/519:50MNL - DPS

Nonstop4h 10mCebu Pacific

Deal found 16/4$338

Wed 28/519:40DPS - MNL

1 stop10h 00mScoot

Fri 30/519:35MNL - DPS

1 stop23h 05mScoot

Deal found 16/4$360

Wed 28/519:40DPS - MNL

1 stop10h 00mMultiple Airlines

Fri 30/519:50MNL - DPS

Nonstop4h 10mMultiple Airlines

Deal found 16/4$362

Sat 24/500:55DPS - SYD

1 stop29h 05mPhilippine Airlines

Mon 26/510:10SYD - DPS

1 stop15h 45mPhilippine Airlines

Deal found 16/4$436

Mon 2/618:45DPS - MNL

1 stop24h 25mCathay Pacific

Mon 9/608:00MNL - DPS

1 stop9h 40mCathay Pacific

Deal found 16/4$468

Tue 6/522:15DPS - SYD

Nonstop5h 50mBatik Air

Tue 20/507:05SYD - DPS

Nonstop6h 30mBatik Air

Deal found 17/4$546

Sun 25/510:50DPS - SYD

1 stop22h 45mScoot

Mon 26/520:45SYD - DPS

1 stop23h 55mScoot

Deal found 16/4$551

Mon 30/600:55DPS - BNE

1 stop31h 00mPhilippine Airlines

Thu 31/711:15BNE - DPS

1 stop14h 40mPhilippine Airlines

Deal found 16/4$566

Wed 7/521:20DPS - SYD

1 stop10h 25mJetstar

Wed 21/516:25SYD - DPS

Nonstop6h 35mJetstar

Deal found 16/4$566

Sun 1/600:55DPS - MNL

Nonstop3h 55mPhilippine Airlines

Mon 9/620:00MNL - DPS

Nonstop3h 55mPhilippine Airlines

Deal found 16/4$573

Wed 21/513:15DPS - BNE

Nonstop5h 30mJetstar

Sun 25/507:30BNE - DPS

Nonstop6h 20mJetstar

Deal found 15/4$581

Tue 6/521:00DPS - SYD

1 stop10h 00mMultiple Airlines

Tue 20/520:45SYD - DPS

1 stop15h 05mMultiple Airlines

Deal found 17/4$585

Find flights from Kissimmee within your budget

Fly to

Route

Departure

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 21/5

11:00-13:05

Nonstop3h 05m

Chicago O'Hare Intl

Sat 24/5

16:00-19:50

Nonstop2h 50m

$301

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 7/5

07:15-09:25

Nonstop3h 10m

Chicago O'Hare Intl

Sun 11/5

11:05-14:58

Nonstop2h 53m

$335

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 10/5

07:00-12:20

1 stop6h 20m

Chicago O'Hare Intl

Sun 11/5

19:59-01:22

1 stop4h 23m

$336

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Sat 10/5

06:00-12:00

1 stop6h 00m

Montreal Pierre Elliott Trudeau Intl

Sat 10/5

14:20-00:27

1 stop10h 07m

$365

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Fri 9/5

20:10-12:00

1 stop15h 50m

Montreal Pierre Elliott Trudeau Intl

Sun 11/5

13:10-16:30

Nonstop3h 20m

$395

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Sun 29/6

21:05-00:15

Nonstop3h 10m

Montreal Pierre Elliott Trudeau Intl

Fri 11/7

06:45-10:05

Nonstop3h 20m

$404

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Thu 29/5

13:45-22:15

2 stops8h 30m

Montreal Pierre Elliott Trudeau Intl

Tue 3/6

06:45-12:42

1 stop5h 57m

$416

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sun 20/7

13:43-22:28

1 stop9h 45m

Chicago O'Hare Intl

Tue 22/7

05:05-14:47

1 stop8h 42m

$417

OrlandoMontreal

MCO - YUL

MCOYUL

Orlando

Thu 1/5

05:30-11:33

1 stop6h 03m

Montreal Pierre Elliott Trudeau Intl

Sun 4/5

12:42-22:57

1 stop10h 15m

$434

OrlandoLas Vegas

MCO - LAS

MCOLAS

Orlando

Tue 6/5

19:59-10:12

1 stop17h 13m

Las Vegas Harry Reid Intl

Thu 15/5

06:00-00:25

1 stop15h 25m

$439

Flights are sorted by cheapest return flights first.

Deals found on 16/4

Showing 1-10 of 55 results

1

2

3

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6

Best time to book a flight from Kissimmee

Have a flexible travel schedule? Discover the best time to fly from Kissimmee with our price prediction graph.

Estimated return 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.

Travel insights for flights from Kissimmee

Get recent, data-driven insights about flights from Kissimmee including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Kissimmee?

To ensure you get the cheapest price possible for a flight from Kissimmee, you should look to book at least 24 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 Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Kissimmee (average of $892). Flying from Kissimmee in July will prove the most costly (average of $2,338). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Airline reviews for flights from Kissimmee

Singapore Airlines

8.1

Very Good

Reviews

1 / 20

6.0

Good

Pierre,Apr 2025

MLE - SIN

3 boarding pass checkpoints at the gate. Long line before boarding. Poor leg room in economy.. Flight crew rounds practically non existent during flight.

Singapore Airlines

8.1

Very Good

Singapore Airlines

8.1

Very Good

Reviews

1 / 20

6.0

Good

Pierre,Apr 2025

MLE - SIN

3 boarding pass checkpoints at the gate. Long line before boarding. Poor leg room in economy.. Flight crew rounds practically non existent during flight.

8.0

Very Good

Singapore Airlines

8.1

Very Good

Reviews

1 / 20

6.0

Good

Pierre,Apr 2025

MLE - SIN

3 boarding pass checkpoints at the gate. Long line before boarding. Poor leg room in economy.. Flight crew rounds practically non existent during flight.

8.0

Very Good

Singapore Airlines

8.1

Very Good

Reviews

1 / 20

6.0

Good

Pierre,Apr 2025

MLE - SIN

3 boarding pass checkpoints at the gate. Long line before boarding. Poor leg room in economy.. Flight crew rounds practically non existent during flight.

Air New Zealand

8.0

Very Good

Singapore Airlines

8.1

Very Good

Reviews

1 / 20

6.0

Good

Pierre,Apr 2025

MLE - SIN

3 boarding pass checkpoints at the gate. Long line before boarding. Poor leg room in economy.. Flight crew rounds practically non existent during flight.

7.5

Good

Singapore Airlines

8.1

Very Good

Reviews

1 / 20

6.0

Good

Pierre,Apr 2025

MLE - SIN

3 boarding pass checkpoints at the gate. Long line before boarding. Poor leg room in economy.. Flight crew rounds practically non existent during flight.

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Related info for your journey

What is the cheapest airport to fly out of Kissimmee?
Auckland Intl airport offers the cheapest routes to Apia from $91. Tirana Rinas airport is a great option if you're flying to Rome from $328. Our top recommendation is to be generally flexible with your dates of travel for the best rates.
What is the cheapest month to fly from Kissimmee?
At the present moment the cheapest month to fly from Kissimmee is currently May; with July being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.
Where are the cheapest places to fly to from Kissimmee?
Here are some of the cheapest flight destinations from Kissimmee:
Fly from Auckland to Wellington from $91 round trip
Fly from Auckland to Christchurch from $98 round trip
Fly from Auckland to Queenstown from $152 round trip
Fly from Tirana to Rome from $328 round trip
Fly from Auckland to Brisbane from $340 round trip
How does Cheapflights help users find flights from Kissimmee?
When you search for this flight from 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 best flight for you.
Why should you use Cheapflights to find cheap flight tickets from Kissimmee?
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Kissimmee.
Can Cheapflights find flights from Kissimmee with no change fees?
Users can book flights with no change fees policies with our dedicated filters. Book flights from Kissimmee flexibly with Cheapflights today.
Can Cheapflights notify me if prices for flights from Kissimmee become cheaper?
Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Kissimmee today and book when you’re ready!

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How does Cheapflights help users find flights from Kissimmee?

When you search for this flight from 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 best flight for you.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Kissimmee.

Can Cheapflights find flights from Kissimmee with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Kissimmee flexibly with Cheapflights today.

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

Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Kissimmee today and book when you’re ready!

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