Prices are in Canadian Dollars.

Cheap flights from Winnipeg to Kissimmee

Round-trip
Economy
Winnipeg (YWG)
Orlando (ORL)
Depart
Return
Any month
Compare vs. Cheapflights |

The best prices from Winnipeg to Kissimmee are usually found in January or August, booked 23 days in advance, depart on a Tuesday or Friday and return on a Wednesday

How to find the cheapest flight from
Winnipeg (YWG) to Kissimmee (ORL)

YWG - ORL
Price
C$ 410 - C$ 606
ORL
Temperature
24 - 34 °C
ORL
Rainfall
49 - 210 mm

Popular in

July

High demand for flights, 19% potential price rise

Cheapest in

January

Best time to find cheap flights, 17% potential price drop

Average price

C$ 410

Average for round-trip flights in January 2021

Round-trip from

C$ 410

From Winnipeg to Kissimmee

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Winnipeg to Kissimmee?

Saturday flights are found to be more expensive to fly from Winnipeg to Kissimmee. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Kissimmee.

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

Find a great deal and save up to 7% by booking at least 40 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Winnipeg to Kissimmee within the next two weeks, with the cheapest ticket starting at C$ 402.

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

When flying from Winnipeg to Kissimmee, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 22% versus a flight in the afternoon.

Cheap flights from Winnipeg to Kissimmee in January, February 2021

4 Feb - 11 Feb
C$ 635pp
YWG
Winnipeg
Delta
   
2 STOPS
MCO
Orlando
MCO
Orlando
Delta
   
2 STOPS
YWG
Winnipeg
4 Feb - 11 Feb
C$ 640pp
YWG
Winnipeg
Delta
   
2 STOPS
MCO
Orlando
MCO
Orlando
Delta
 
1 STOP
YWG
Winnipeg
27 Jan - 1 Feb
C$ 689pp
YWG
Winnipeg
Delta
   
2 STOPS
MCO
Orlando
MCO
Orlando
Delta
   
2 STOPS
YWG
Winnipeg

Winnipeg to Kissimmee 2021 flight deals

20 Apr - 21 Apr
C$ 512pp
YWG
Winnipeg
Air Canada
 
1 STOP
MCO
Orlando
MCO
Orlando
Air Canada
 
1 STOP
YWG
Winnipeg
30 Apr - 14 May
C$ 513pp
YWG
Winnipeg
Air Canada
 
1 STOP
MCO
Orlando
MCO
Orlando
Air Canada
 
1 STOP
YWG
Winnipeg
30 Apr - 14 May
C$ 518pp
YWG
Winnipeg
Air Canada
 
1 STOP
MCO
Orlando
MCO
Orlando
Air Canada
   
2 STOPS
YWG
Winnipeg

Last minute flights from Winnipeg to Kissimmee

4 Feb - 11 Feb
C$ 635pp
YWG
Winnipeg
Delta
   
2 STOPS
MCO
Orlando
MCO
Orlando
Delta
   
2 STOPS
YWG
Winnipeg
4 Feb - 11 Feb
C$ 640pp
YWG
Winnipeg
Delta
   
2 STOPS
MCO
Orlando
MCO
Orlando
Delta
 
1 STOP
YWG
Winnipeg

Related info for your journey

Flight FAQs

From Winnipeg to Kissimmee

Can I find flights from Winnipeg to Kissimmee for under C$ 509 on Cheapflights?

Yes, there are multiple flights from Winnipeg to Kissimmee for under C$ 509. The cheapest flight booked recently is on Delta for just C$ 494, but on average you can expect to pay C$ 599.

What safety measures are being taken by airlines flying from Winnipeg to Orlando to control the spread of COVID-19?

New policies can now be found on Delta to help keep travellers safe while flying. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially-distanced seating (for a limited time) will work towards keeping travellers safer while flying from Winnipeg to Orlando. Policies will vary by airline.

Which airlines flying from Winnipeg to Orlando have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like WestJet, Air Canada, and Delta flying from Winnipeg to Orlando have implemented new flexible cancellation policies.

Are there direct flights from Winnipeg to Kissimmee for under C$ 509 on Cheapflights?

There are no direct flights from Winnipeg to Kissimmee, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Winnipeg to Kissimmee for under C$ 636?

There are currently 2+ open flights from Winnipeg to Kissimmee within the next 7 days for less than C$ 636.

Does it rain more in Winnipeg or Orlando?

When travelling, it's generally smart to pack in preparation for rain or any other conditions that may arise. The rainfall in Winnipeg is roughly less than Orlando. You can assume this to be the case over the next 15 days.

Is Winnipeg weather warmer or cooler than Orlando?

Expect the weather to be around 34 °C on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in Orlando is generally hotter than in Winnipeg.

How long is the flight from Winnipeg to Kissimmee?

For as low as C$ 833, Delta can have you in Kissimmee from Winnipeg in 5h 34m. This flight may include one or multiple stops.

What are the cheapest airlines to flying from Winnipeg to Kissimmee round-trip?

Flying on Delta is currently your cheapest option to Kissimmee, with prices starting at C$ 494. Additional round-trip tickets that might be worth considering are offered by Air Canada and WestJet, with the lowest prices starting at C$ 512 and C$ 526, respectively.

Destination information for Kissimmee

Today's exchange rate
C$ 1 = $0.79
Average temperature for January in Kissimmee
24.0 °C
Avg rainfall for January in Kissimmee
60.0 mm

Airports servicing Winnipeg

Airports servicing Orlando

Sanford (SFB)

Top 7 airlines flying from Winnipeg to Kissimmee

Airline Cheapest Average Flexibility On-time COVID-19 safety
Swoop
C$ 104 C$ 223 No cancel fee N/A
Search Swoop flights
Sunwing Airlines
C$ 184 C$ 306 No cancel fee N/A

We couldn't confirm the COVID-19 safety measures taken by Sunwing Airlines. Please check directly on their website for additional information.

Search Sunwing Airlines flights
Flair Airlines
C$ 233 C$ 350 No cancel fee N/A
Search Flair Airlines flights
Air Canada
C$ 194 C$ 437 No cancel fee 67%
Search Air Canada flights
Delta
C$ 205 C$ 438 No cancel fee N/A
Search Delta flights
United Airlines
C$ 268 C$ 479 No cancel fee 69%
Search United Airlines flights
WestJet
C$ 185 C$ 482 No cancel fee 60%
Search WestJet flights
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