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Cheap flights from Winnipeg to Kissimmee from C$ 262

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 4/5. 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.
YWG — MCO
2 Mar — 9 Mar1
1 adult
Sat 2/3
Sat 9/3

The best prices from Winnipeg to Kissimmee are usually found in January or November, booked 57 days in advance, depart on a Tuesday or Thursday and return on a Monday

Cheap flight deals from Winnipeg to Kissimmee

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Kissimmee (K1S). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 26 February 2024.

Popular in

August

Cheapest in

January

Round-trip from

C$ 387

One-way from

C$ 312
High demand for flights, 14% potential price rise
Best time to find cheap flights, 15% potential price drop
From Winnipeg to Kissimmee
One-way flight from Winnipeg to Kissimmee

How far in advance should I book a flight from Winnipeg to Kissimmee?

To save on the cost of your flight from Winnipeg to Kissimmee, book at least 58 days before your planned departure. Booking around this time can save you about 120% on the cost of this flight compared to booking a flight leaving this week. We have found prices from C$ 420 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as C$ 1,451.

What is the cheapest month to fly from Winnipeg to Kissimmee?

Flights from Winnipeg to Kissimmee lean towards being more expensive in August. Prices are generally better when you fly from Winnipeg to Kissimmee in January, with the cheapest ticket starting at C$ 327.

When is the cheapest time to fly from Winnipeg to Kissimmee (YWG - K1S)?

When flying from Winnipeg 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.

Cheap WestJet flights from Winnipeg to Kissimmee

Explore cheap flight options specifically provided by WestJet for the route between Winnipeg and Kissimmee. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 594,106 searches. Data last updated 26 February 2024.
Find some of the cheapest WestJet flights travelling from Winnipeg to Kissimmee. Come back soon if you're not finding the exact deal you're looking for.
Thu 4/44:10 p.m.YWG - MCO
Nonstop4h 05mWestJet
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 26/2C$ 366
Thu 4/44:10 p.m.YWG - MCO
Nonstop4h 05mWestJet
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 25/2C$ 402
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mWestJet
Tue 12/39:45 p.m.MCO - YWG
Nonstop4h 25mWestJet
Deal found 25/2C$ 431
Thu 4/44:10 p.m.YWG - MCO
Nonstop4h 05mWestJet
Fri 12/49:50 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 25/2C$ 444
Thu 4/411:30 a.m.YWG - MCO
1 stop10h 30mWestJet
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 26/2C$ 454
Tue 9/45:00 a.m.YWG - MCO
1 stop7h 25mWestJet
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 25/2C$ 458
Thu 4/47:00 a.m.YWG - MCO
2 stops11h 39mWestJet
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 26/2C$ 469
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mWestJet
Thu 14/39:55 p.m.MCO - YWG
Nonstop4h 25mWestJet
Deal found 25/2C$ 471
Tue 9/45:00 a.m.YWG - MCO
1 stop7h 25mWestJet
Tue 16/49:45 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 25/2C$ 500

Cheap Air Canada flights from Winnipeg to Kissimmee

Explore cheap flight options specifically provided by Air Canada for the route between Winnipeg and Kissimmee. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 594,106 searches. Data last updated 26 February 2024.
To aid your search, here are some of the cheapest Air Canada flights we've found from Winnipeg to Kissimmee. Deals are refreshing constantly so come back soon for more options.
Tue 9/48:20 a.m.YWG - MCO
1 stop7h 31mAir Canada
Wed 17/46:25 a.m.MCO - YWG
1 stop8h 15mAir Canada
Deal found 25/2C$ 452
Tue 21/511:50 a.m.YWG - MCO
1 stop8h 56mAir Canada
Fri 31/58:00 a.m.MCO - YWG
1 stop8h 14mAir Canada
Deal found 24/2C$ 528
Wed 22/55:00 a.m.YWG - MCO
1 stop8h 50mAir Canada
Fri 31/58:00 a.m.MCO - YWG
1 stop8h 14mAir Canada
Deal found 24/2C$ 536
Wed 22/58:15 a.m.YWG - MCO
1 stop7h 26mAir Canada
Wed 12/68:00 a.m.MCO - YWG
1 stop8h 14mAir Canada
Deal found 25/2C$ 575
Mon 27/58:15 a.m.YWG - MCO
1 stop7h 26mAir Canada
Tue 28/59:30 p.m.MCO - YWG
1 stop13h 20mAir Canada
Deal found 24/2C$ 581
Mon 20/55:00 a.m.YWG - MCO
1 stop8h 50mAir Canada
Wed 12/68:00 a.m.MCO - YWG
1 stop8h 14mAir Canada
Deal found 25/2C$ 583
Mon 20/55:00 a.m.YWG - MCO
2 stops10h 41mAir Canada
Sat 15/68:00 a.m.MCO - YWG
1 stop8h 14mAir Canada
Deal found 25/2C$ 610
Mon 20/55:00 a.m.YWG - MCO
2 stops10h 41mAir Canada
Mon 10/69:30 p.m.MCO - YWG
1 stop12h 25mAir Canada
Deal found 25/2C$ 615
Tue 5/37:00 a.m.YWG - MCO
2 stops11h 08mAir Canada
Sat 9/36:25 a.m.MCO - YWG
1 stop14h 14mAir Canada
Deal found 25/2C$ 1,248

Cheap Winnipeg to Kissimmee flights in February & March 2024

Find cheap flight options from Winnipeg to Kissimmee specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 594,106 searches. Prices were last updated on 26 February 2024.
Scroll through some of the best deals on flights from Winnipeg to Kissimmee in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mWestJet
Tue 12/39:45 p.m.MCO - YWG
Nonstop4h 25mWestJet
Deal found 25/2C$ 431
Wed 27/37:30 a.m.YWG - MCO
1 stop8h 44mMultiple Airlines
Sat 6/43:19 p.m.MCO - YWG
1 stop21h 41mMultiple Airlines
Deal found 24/2C$ 447
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mMultiple Airlines
Tue 12/35:13 p.m.MCO - YWG
2 stops23h 52mMultiple Airlines
Deal found 25/2C$ 454
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mMultiple Airlines
Tue 12/38:34 p.m.MCO - YWG
2 stops20h 31mMultiple Airlines
Deal found 25/2C$ 467
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mWestJet
Thu 14/39:55 p.m.MCO - YWG
Nonstop4h 25mWestJet
Deal found 25/2C$ 471
Wed 13/37:30 a.m.YWG - MCO
1 stop8h 44mMultiple Airlines
Sun 17/39:45 p.m.MCO - YWG
Nonstop4h 25mMultiple Airlines
Deal found 25/2C$ 488
Thu 14/37:30 a.m.YWG - MCO
1 stop12h 26mMultiple Airlines
Sun 17/39:45 p.m.MCO - YWG
Nonstop4h 25mMultiple Airlines
Deal found 25/2C$ 490
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mMultiple Airlines
Tue 12/310:57 a.m.MCO - YWG
3 stops30h 08mMultiple Airlines
Deal found 25/2C$ 498
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mMultiple Airlines
Tue 12/310:57 a.m.MCO - YWG
3 stops30h 08mMultiple Airlines
Deal found 25/2C$ 504

Winnipeg to Kissimmee 2024 flight deals

Discover exclusive flight deals for travel between Winnipeg and Kissimmee in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 594,106 searches. Data last updated 26 February 2024.
Scroll through some of the best deals on flights from Winnipeg to Kissimmee in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 10/47:30 a.m.YWG - MCO
1 stop7h 18mMultiple Airlines
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mMultiple Airlines
Deal found 25/2C$ 397
Mon 8/47:30 a.m.YWG - MCO
1 stop22h 47mMultiple Airlines
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mMultiple Airlines
Deal found 25/2C$ 398
Thu 4/44:10 p.m.YWG - MCO
Nonstop4h 05mWestJet
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 25/2C$ 402
Tue 9/44:00 p.m.YWG - MCO
3 stops16h 59mMultiple Airlines
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mMultiple Airlines
Deal found 25/2C$ 405
Wed 10/47:30 a.m.YWG - MCO
1 stop7h 18mMultiple Airlines
Wed 17/46:16 a.m.MCO - YWG
2 stops13h 59mMultiple Airlines
Deal found 25/2C$ 420
Sun 7/47:30 a.m.YWG - MCO
1 stop11h 51mMultiple Airlines
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mMultiple Airlines
Deal found 25/2C$ 427
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mWestJet
Tue 12/39:45 p.m.MCO - YWG
Nonstop4h 25mWestJet
Deal found 25/2C$ 431
Sun 7/47:30 a.m.YWG - MCO
1 stop11h 51mMultiple Airlines
Wed 17/45:30 a.m.MCO - YWG
1 stop10h 25mMultiple Airlines
Deal found 25/2C$ 432
Mon 8/48:15 p.m.YWG - MCO
2 stops16h 15mMultiple Airlines
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mMultiple Airlines
Deal found 25/2C$ 440

Direct flights to Kissimmee from Winnipeg

Discover non-stop flight options from Winnipeg to Kissimmee. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 594,106 searches. Data last updated 26 February 2024.
Consider booking one of these non-stop flights heading from Winnipeg to Kissimmee. If you're looking for other options for flights from Winnipeg to Kissimmee, make sure to update the search form at the top of page.
Thu 4/44:10 p.m.YWG - MCO
Nonstop4h 05mWestJet
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 26/2C$ 366
Thu 4/44:10 p.m.YWG - MCO
Nonstop4h 05mWestJet
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 25/2C$ 402
Thu 28/34:10 p.m.YWG - MCO
Nonstop3h 54mWestJet
Sun 7/49:45 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 26/2C$ 415
Sun 31/33:50 p.m.YWG - MCO
Nonstop3h 54mWestJet
Sun 7/49:45 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 26/2C$ 431
Thu 4/44:10 p.m.YWG - MCO
Nonstop4h 05mWestJet
Fri 12/49:50 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 25/2C$ 444
Sun 10/33:50 p.m.YWG - MCO
Nonstop3h 54mWestJet
Tue 19/39:45 p.m.MCO - YWG
Nonstop4h 25mWestJet
Deal found 26/2C$ 509
Fri 5/43:50 p.m.YWG - MCO
Nonstop4h 05mWestJet
Thu 11/410:00 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 25/2C$ 544
Fri 5/43:50 p.m.YWG - MCO
Nonstop4h 05mWestJet
Fri 12/49:50 p.m.MCO - YWG
Nonstop4h 15mWestJet
Deal found 25/2C$ 586
Sun 10/33:50 p.m.YWG - MCO
Nonstop3h 54mWestJet
Sun 17/39:45 p.m.MCO - YWG
Nonstop4h 25mWestJet
Deal found 25/2C$ 592

Winnipeg to Kissimmee flights leaving soon

Find last-minute flight options from Winnipeg to Kissimmee for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 594,106 searches. Data last updated 26 February 2024.
Consider one of these great deals we found on last-minute flights from Winnipeg to Kissimmee. Tip: verify your flight details before completing your reservation.
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mWestJet
Tue 12/39:45 p.m.MCO - YWG
Nonstop4h 25mWestJet
Deal found 25/2C$ 431
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mMultiple Airlines
Tue 12/35:13 p.m.MCO - YWG
2 stops23h 52mMultiple Airlines
Deal found 25/2C$ 454
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mMultiple Airlines
Tue 12/38:34 p.m.MCO - YWG
2 stops20h 31mMultiple Airlines
Deal found 25/2C$ 467
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mWestJet
Thu 14/39:55 p.m.MCO - YWG
Nonstop4h 25mWestJet
Deal found 25/2C$ 471
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mMultiple Airlines
Tue 12/37:30 p.m.MCO - YWG
1 stop21h 35mMultiple Airlines
Deal found 25/2C$ 488
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mMultiple Airlines
Tue 12/310:57 a.m.MCO - YWG
3 stops30h 08mMultiple Airlines
Deal found 25/2C$ 498
Tue 5/33:50 p.m.YWG - MCO
Nonstop3h 54mMultiple Airlines
Tue 12/310:57 a.m.MCO - YWG
3 stops30h 08mMultiple Airlines
Deal found 25/2C$ 504
Wed 6/34:50 p.m.YWG - MCO
2 stops18h 15mMultiple Airlines
Tue 12/37:30 p.m.MCO - YWG
1 stop21h 35mMultiple Airlines
Deal found 25/2C$ 528
Wed 6/34:50 p.m.YWG - MCO
2 stops18h 15mMultiple Airlines
Tue 12/37:30 p.m.MCO - YWG
1 stop21h 35mMultiple Airlines
Deal found 25/2C$ 529

One-way flights to Kissimmee from Winnipeg

Search for one-way flight options from Winnipeg to Kissimmee. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 594,106 searches. Data last updated 26 February 2024.
Users in need of a one-way flight from Winnipeg to Kissimmee can choose from these deals. Users can also find round-trip Winnipeg to Kissimmee flights by using the search form above.
Sat 4/54:50 p.m.YWG - MCO
2 stops25h 11mMultiple Airlines
Deal found 25/2C$ 262
Sat 18/56:40 p.m.YWG - MCO
1 stop27h 35mMultiple Airlines
Deal found 25/2C$ 274
Thu 20/67:30 a.m.YWG - MCO
1 stop10h 45mWestJet
Deal found 25/2C$ 281
Thu 11/72:35 p.m.YWG - MCO
1 stop7h 29mWestJet
Deal found 24/2C$ 282
Sun 14/72:35 p.m.YWG - MCO
1 stop7h 29mWestJet
Deal found 24/2C$ 284
Sat 4/52:35 p.m.YWG - MCO
1 stop7h 40mWestJet
Deal found 25/2C$ 293
Sat 4/56:05 p.m.YWG - MCO
3 stops25h 24mMultiple Airlines
Deal found 25/2C$ 307
Tue 9/76:50 a.m.YWG - MCO
1 stop9h 11mDelta
Deal found 24/2C$ 312
Fri 12/75:00 a.m.YWG - MCO
2 stops10h 37mAir Canada
Deal found 24/2C$ 320

Find flights from Winnipeg to Kissimmee within your budget

Customize your flight search to find flights from Winnipeg 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 594,106 searches. Data last updated 26 February 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 366 - C$ 682

Route

Depart

Return

Price

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Thu 4/4

Nonstop4h 05m

Orlando

Thu 11/4

Nonstop4h 15m

C$ 366

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 10/4

1 stop7h 18m

Orlando

Thu 11/4

Nonstop4h 15m

C$ 397

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 8/4

1 stop22h 47m

Orlando

Thu 11/4

Nonstop4h 15m

C$ 398

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Thu 4/4

Nonstop4h 05m

Orlando

Thu 11/4

Nonstop4h 15m

C$ 402

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 9/4

3 stops16h 59m

Orlando

Thu 11/4

Nonstop4h 15m

C$ 405

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Tue 9/4

1 stop7h 31m

Orlando

Wed 17/4

1 stop8h 15m

C$ 452

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Sat 25/5

1 stop7h 04m

Orlando

Wed 29/5

2 stops11h 40m

C$ 513

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Mon 19/8

1 stop9h 11m

Orlando

Wed 28/8

1 stop9h 22m

C$ 561

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Wed 8/5

2 stops10h 06m

Orlando

Thu 23/5

1 stop17h 31m

C$ 682

Flights are sorted by cheapest first

Deals found on 26/2

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

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Kissimmee. Price data was last updated on 28 January 2024.
The best time to book flights from Winnipeg to Kissimmee is 57 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Search Deals

When is the cheapest time to fly from Winnipeg to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Winnipeg to Kissimmee. Price data was last updated on 18 February 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Winnipeg to Kissimmee flight should consider departing on Wednesday evenings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Kissimmee by month

Plan your trip from Winnipeg to Kissimmee by taking into account the cheapest months to travel. The average price of a one-way flight from Winnipeg to Kissimmee is currently C$ 291 while a round-trip flight costs C$ 464. Price data was last updated on 18 February 2024.

Currently, January is the cheapest month in which you can book a flight from Winnipeg to Kissimmee (average of C$ 212). Flying from Winnipeg to Kissimmee in August is currently the most expensive (average of C$ 361). 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.

January

C$ 286

February

C$ 330

March

C$ 407

April

C$ 400

May

C$ 378

June

C$ 340

July

C$ 455

August

C$ 488

September

C$ 369

October

C$ 442

November

C$ 289

December

C$ 296

Temperature and rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature and rainfall totals by month.

ORL

Temperature

16 - 29 °C

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 26 February 2024.
See what other customers who have flown with WestJet, Air Canada and Delta from Winnipeg to Kissimmee have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
11,853 reviews

Food

7.5

Comfort

7.9

Crew

8.6

Overall

8.1

Entertainment

8.1

Boarding

8.2

Reviews

1 / 10

Four hour delay (missing two screws). Seats in need of repair.

8.1
Very good
11,853 reviews
8.1
Very good
11,853 reviews

Food

7.5

Comfort

7.9

Crew

8.6

Overall

8.1

Entertainment

8.1

Boarding

8.2

Reviews

1 / 10

Four hour delay (missing two screws). Seats in need of repair.

7.6
Good
3,139 reviews
8.1
Very good
11,853 reviews

Food

7.5

Comfort

7.9

Crew

8.6

Overall

8.1

Entertainment

8.1

Boarding

8.2

Reviews

1 / 10

Four hour delay (missing two screws). Seats in need of repair.

7.4
Good
491 reviews
8.1
Very good
11,853 reviews

Food

7.5

Comfort

7.9

Crew

8.6

Overall

8.1

Entertainment

8.1

Boarding

8.2

Reviews

1 / 10