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Cheap flights from Orlando Airport to Winnipeg from C$ 259

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orlando Airport to Winnipeg departing on 29/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Orlando Airport to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
9:42 a.m. - 8:57 p.m.
MCO
-
YWG
12h 15m
1 stop
United Airlines Logo
2:00 p.m. - 12:19 p.m.
YWG
-
MCO
21h 19m
2 stops
C$ 516United Airlines
Fri, 8 May - Mon, 11 May
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
WestJet Logo
10:45 a.m. - 10:40 a.m.
YWG
-
MCO
22h 55m
1 stop
C$ 563WestJet
Fri, 10 Jul - Mon, 13 Jul
Multiple Airlines Logo
7:25 p.m. - 3:19 p.m.
MCO
-
YWG
20h 54m
2 stops
Multiple Airlines Logo
11:40 a.m. - 7:39 p.m.
YWG
-
MCO
6h 59m
1 stop
C$ 591Multiple Airlines
Tue, 12 May - Mon, 18 May
Air Canada Logo
7:55 p.m. - 10:09 a.m.
MCO
-
YWG
15h 14m
1 stop
Air Canada Logo
3:15 p.m. - 11:46 p.m.
YWG
-
MCO
7h 31m
1 stop
C$ 598Air Canada
Fri, 8 May - Mon, 11 May
Air Canada Logo
7:55 p.m. - 10:09 a.m.
MCO
-
YWG
15h 14m
1 stop
Air Canada Logo
5:10 a.m. - 6:51 p.m.
YWG
-
MCO
12h 41m
2 stops
C$ 602Air Canada
Fri, 8 May - Mon, 11 May
Multiple Airlines Logo
7:25 p.m. - 3:19 p.m.
MCO
-
YWG
20h 54m
2 stops
Multiple Airlines Logo
9:20 a.m. - 7:39 p.m.
YWG
-
MCO
9h 19m
2 stops
C$ 615Multiple Airlines
Tue, 12 May - Mon, 18 May
Air Canada Logo
7:30 p.m. - 10:09 a.m.
MCO
-
YWG
15h 39m
1 stop
Air Canada Logo
8:00 a.m. - 6:31 p.m.
YWG
-
MCO
9h 31m
1 stop
C$ 616Air Canada
Mon, 1 Jun - Sun, 7 Jun
Multiple Airlines Logo
5:10 p.m. - 3:25 p.m.
MCO
-
YWG
23h 15m
2 stops
Multiple Airlines Logo
11:40 a.m. - 7:39 p.m.
YWG
-
MCO
6h 59m
1 stop
C$ 623Multiple Airlines
Sat, 9 May - Mon, 18 May
Multiple Airlines Logo
10:42 p.m. - 10:54 a.m.
MCO
-
YWG
13h 12m
2 stops
Multiple Airlines Logo
11:40 a.m. - 7:39 p.m.
YWG
-
MCO
6h 59m
1 stop
C$ 627Multiple Airlines
Sat, 9 May - Mon, 18 May
Multiple Airlines Logo
1:45 p.m. - 7:49 p.m.
MCO
-
YWG
7h 04m
1 stop
Multiple Airlines Logo
6:05 p.m. - 10:40 a.m.
YWG
-
MCO
15h 35m
1 stop
C$ 640Multiple Airlines
Thu, 9 Jul - Tue, 21 Jul

United Airlines flights from Orlando Airport to Winnipeg

Our best United Airlines deals on Orlando Airport to Winnipeg flight tickets
United Airlines
8 May
MCO9:42 a.m.Orlando
12h 15m
1 stop
YWG8:57 p.m.Winnipeg
11 May
YWG2:00 p.m.Winnipeg
21h 19m
2 stops
MCO12:19 p.m.Orlando
C$ 516
United Airlines
22 Apr
MCO7:40 p.m.Orlando
17h 12m
1 stop
YWG11:52 a.m.Winnipeg
25 Apr
YWG2:00 p.m.Winnipeg
6h 58m
1 stop
MCO9:58 p.m.Orlando
C$ 548

WestJet flights from Orlando Airport to Winnipeg

Our best WestJet deals on Orlando Airport to Winnipeg flight tickets
WestJet
10 Jul
MCO5:05 p.m.Orlando
8h 50m
1 stop
YWG12:55 a.m.Winnipeg
13 Jul
YWG10:45 a.m.Winnipeg
22h 55m
1 stop
MCO10:40 a.m.Orlando
C$ 563
WestJet
19 Aug
MCO5:05 p.m.Orlando
8h 50m
1 stop
YWG12:55 a.m.Winnipeg
23 Aug
YWG6:15 a.m.Winnipeg
12h 30m
1 stop
MCO7:45 p.m.Orlando
C$ 681
WestJet
31 Jul
MCO5:05 p.m.Orlando
17h 40m
1 stop
YWG9:45 a.m.Winnipeg
6 Aug
YWG6:15 a.m.Winnipeg
27h 25m
1 stop
MCO10:40 a.m.Orlando
C$ 684

momondo Fare Finder

 
Customize your flight search to find flights from Orlando Airport to Winnipeg 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, momondo users made 96,600 searches. Data last updated 13 April 2026.
Use the filters below to find and compare flights from Orlando Airport to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 8/5

9:42 a.m.-8:57 p.m.

1 stop12h 15m

Winnipeg

Mon 11/5

2:00 p.m.-12:19 p.m.

2 stops21h 19m

C$ 516

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 10/7

5:05 p.m.-12:55 a.m.

1 stop8h 50m

Winnipeg

Mon 13/7

10:45 a.m.-10:40 a.m.

1 stop22h 55m

C$ 563

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 12/5

7:25 p.m.-3:19 p.m.

2 stops20h 54m

Winnipeg

Mon 18/5

11:40 a.m.-7:39 p.m.

1 stop6h 59m

C$ 591

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 8/5

7:55 p.m.-10:09 a.m.

1 stop15h 14m

Winnipeg

Mon 11/5

3:15 p.m.-11:46 p.m.

1 stop7h 31m

C$ 598

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 8/5

7:55 p.m.-10:09 a.m.

1 stop15h 14m

Winnipeg

Mon 11/5

5:10 a.m.-6:51 p.m.

2 stops12h 41m

C$ 602

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 12/5

7:25 p.m.-3:19 p.m.

2 stops20h 54m

Winnipeg

Mon 18/5

9:20 a.m.-7:39 p.m.

2 stops9h 19m

C$ 615

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Mon 1/6

7:30 p.m.-10:09 a.m.

1 stop15h 39m

Winnipeg

Sun 7/6

8:00 a.m.-6:31 p.m.

1 stop9h 31m

C$ 616

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sat 9/5

5:10 p.m.-3:25 p.m.

2 stops23h 15m

Winnipeg

Mon 18/5

11:40 a.m.-7:39 p.m.

1 stop6h 59m

C$ 623
Quickest round-trip

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sat 9/5

10:42 p.m.-10:54 a.m.

2 stops13h 12m

Winnipeg

Mon 18/5

11:40 a.m.-7:39 p.m.

1 stop6h 59m

C$ 627

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 9/7

1:45 p.m.-7:49 p.m.

1 stop7h 04m

Winnipeg

Tue 21/7

6:05 p.m.-10:40 a.m.

1 stop15h 35m

C$ 640

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Winnipeg from

How to get the cheapest flight ticket from Orlando Airport to Winnipeg

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Orlando Airport is in September. Flight prices, which tend to average around C$ 363, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of September, then departing from Orlando Airport during the month October is also very affordable. Most momondo users find prices during this month for around C$ 367.

What is the cheapest day to depart on your flight to Winnipeg?

Our data shows that Sunday is the least expensive day to fly to Winnipeg. Tickets to fly out on this day can be as low as C$ 184. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Winnipeg on Wednesday is C$ 824.

What is the cheapest time of day to depart on your flight to Winnipeg?

In the afternoon is the cheapest time of day to fly from Orlando Airport to Winnipeg when you can find flight prices for as low as C$ 240. Flying to Winnipeg in the afternoon is an ideal time because this is during off-peak travel hours. Flights to Winnipeg are more costly at noon, with an average ticket price of C$ 824. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Orlando to Winnipeg flight route?

Fly from Orlando to Winnipeg for the best Orlando - Winnipeg flight prices

What cabin class options are available on Orlando to Winnipeg flights?

There is only 1 cabin class available to choose from on Orlando to Winnipeg flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Orlando Airport to Winnipeg flights?

No. A direct flight is the cheapest option for a flight between Orlando Airport to Winnipeg.

How have Orlando Airport to Winnipeg flight prices changed over time?

As of April 2026, prices for Orlando Airport to Winnipeg flights are approximately 3% cheaper when compared to flights at the same time last year.

When to book flights from Orlando Airport to Winnipeg

Are you open to changing your travel dates? Check out the ideal times to fly from Orlando Airport to Winnipeg according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Orlando Airport to Winnipeg (MCO to YWG) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Orlando Airport to Winnipeg

Best price found

C$ 824

Fastest flight time

4h 26m

Direct flights

None
The best flight deal from Orlando Airport to Winnipeg found on momondo in the last 72 hours is C$ 824
The fastest flight from Orlando Airport to Winnipeg takes 4h 26m
There are no direct flights from Orlando Airport to Winnipeg. There are no popular flight routes from Orlando Airport to Winnipeg.
Search flight deals

Frequently asked questions about flying from Orlando Airport to Winnipeg

  • How far is Orlando to Winnipeg by plane?

    A flight from Orlando to Winnipeg will travel around 2733.9 km. In terms of flight time, this usually takes a little over 4h 26m.

  • When did momondo last update prices for flights from Orlando Airport to Winnipeg Airport?

    Prices for flights from Orlando Airport to Winnipeg Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Orlando Airport to Winnipeg Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orlando Airport to Winnipeg Airport.

  • What documentation or ID do you need to fly to Winnipeg Airport?

    The travel and health documents required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Orlando Airport to Winnipeg?

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Morden
Selkirk
Portage la Prairie

Why use momondo?

Why should I use momondo to find a flight deal from Orlando to Winnipeg?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Winnipeg from Orlando.

Can I find flights from Orlando to Winnipeg with flexible booking policies on momondo?

All flight searches from Orlando to Winnipeg on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Orlando to Winnipeg?

Once all potential Orlando to Winnipeg flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Orlando to Winnipeg right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Winnipeg from Orlando. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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