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Cheap flights from Orlando to Winnipeg from C$ 260

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 to Winnipeg departing on 10/9. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Orlando to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
11:30 a.m. - 12:55 a.m.
MCO
-
YWG
14h 25m
1 stop
WestJet Logo
7:10 p.m. - 10:40 a.m.
YWG
-
MCO
14h 30m
2 stops
C$ 589WestJet
Thu, 8 Oct - Mon, 12 Oct
WestJet Logo
11:30 a.m. - 12:55 a.m.
MCO
-
YWG
14h 25m
1 stop
WestJet Logo
4:25 p.m. - 10:40 a.m.
YWG
-
MCO
17h 15m
1 stop
C$ 607WestJet
Thu, 8 Oct - Mon, 12 Oct
WestJet Logo
11:30 a.m. - 12:15 p.m.
MCO
-
YWG
25h 45m
2 stops
WestJet Logo
7:10 p.m. - 10:40 a.m.
YWG
-
MCO
14h 30m
2 stops
C$ 612WestJet
Thu, 8 Oct - Mon, 12 Oct
Air Canada Logo
7:00 a.m. - 2:22 p.m.
MCO
-
YWG
8h 22m
1 stop
Air Canada Logo
3:20 p.m. - 11:49 p.m.
YWG
-
MCO
7h 29m
1 stop
C$ 642Air Canada
Thu, 1 Oct - Mon, 5 Oct
Porter Airlines Logo
1:45 p.m. - 7:49 p.m.
MCO
-
YWG
7h 04m
1 stop
Porter Airlines Logo
9:20 a.m. - 7:34 p.m.
YWG
-
MCO
9h 14m
2 stops
C$ 646Porter Airlines
Thu, 27 Aug - Mon, 31 Aug
Porter Airlines Logo
1:45 p.m. - 7:54 p.m.
MCO
-
YWG
7h 09m
1 stop
Porter Airlines Logo
9:20 a.m. - 7:34 p.m.
YWG
-
MCO
9h 14m
2 stops
C$ 667Porter Airlines
Wed, 29 Jul - Mon, 3 Aug
Air Canada Logo
7:00 a.m. - 2:22 p.m.
MCO
-
YWG
8h 22m
1 stop
Air Canada Logo
5:10 p.m. - 12:47 p.m.
YWG
-
MCO
18h 37m
2 stops
C$ 688Air Canada
Thu, 1 Oct - Mon, 5 Oct
Multiple Airlines Logo
11:20 a.m. - 7:54 p.m.
MCO
-
YWG
9h 34m
2 stops
Multiple Airlines Logo
5:10 p.m. - 12:45 p.m.
YWG
-
MCO
18h 35m
1 stop
C$ 691Multiple Airlines
Fri, 10 Jul - Tue, 21 Jul
Porter Airlines Logo
1:45 p.m. - 7:49 p.m.
MCO
-
YWG
7h 04m
1 stop
Porter Airlines Logo
9:20 a.m. - 7:34 p.m.
YWG
-
MCO
9h 14m
2 stops
C$ 692Porter Airlines
Thu, 27 Aug - Mon, 31 Aug
Multiple Airlines Logo
1:45 p.m. - 7:49 p.m.
MCO
-
YWG
7h 04m
1 stop
Multiple Airlines Logo
9:05 p.m. - 2:23 p.m.
YWG
-
MCO
16h 18m
2 stops
C$ 694Multiple Airlines
Mon, 10 Aug - Thu, 13 Aug

WestJet flights from Orlando to Winnipeg

Our best WestJet deals on Orlando to Winnipeg flight tickets
WestJet
8 Oct
MCO11:30 a.m.Orlando
14h 25m
1 stop
YWG12:55 a.m.Winnipeg
12 Oct
YWG7:10 p.m.Winnipeg
14h 30m
2 stops
MCO10:40 a.m.Orlando
C$ 589
WestJet
8 Oct
MCO11:30 a.m.Orlando
14h 25m
1 stop
YWG12:55 a.m.Winnipeg
12 Oct
YWG4:25 p.m.Winnipeg
17h 15m
1 stop
MCO10:40 a.m.Orlando
C$ 607
WestJet
8 Oct
MCO11:30 a.m.Orlando
25h 45m
2 stops
YWG12:15 p.m.Winnipeg
12 Oct
YWG7:10 p.m.Winnipeg
14h 30m
2 stops
MCO10:40 a.m.Orlando
C$ 612

Air Canada flights from Orlando to Winnipeg

Our best Air Canada deals on Orlando to Winnipeg flight tickets
Air Canada
1 Oct
MCO7:00 a.m.Orlando
8h 22m
1 stop
YWG2:22 p.m.Winnipeg
5 Oct
YWG3:20 p.m.Winnipeg
7h 29m
1 stop
MCO11:49 p.m.Orlando
C$ 642
Air Canada
1 Oct
MCO7:00 a.m.Orlando
8h 22m
1 stop
YWG2:22 p.m.Winnipeg
5 Oct
YWG5:10 p.m.Winnipeg
18h 37m
2 stops
MCO12:47 p.m.Orlando
C$ 688

momondo Fare Finder

 
Customize your flight search to find flights from Orlando 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 5 June 2026.
Use the filters below to find and compare flights from Orlando to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 8/10

11:30 a.m.-12:55 a.m.

1 stop14h 25m

Winnipeg

Mon 12/10

7:10 p.m.-10:40 a.m.

2 stops14h 30m

C$ 589

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 8/10

11:30 a.m.-12:55 a.m.

1 stop14h 25m

Winnipeg

Mon 12/10

4:25 p.m.-10:40 a.m.

1 stop17h 15m

C$ 607

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 8/10

11:30 a.m.-12:15 p.m.

2 stops25h 45m

Winnipeg

Mon 12/10

7:10 p.m.-10:40 a.m.

2 stops14h 30m

C$ 612
Quickest round-trip

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 1/10

7:00 a.m.-2:22 p.m.

1 stop8h 22m

Winnipeg

Mon 5/10

3:20 p.m.-11:49 p.m.

1 stop7h 29m

C$ 642

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 27/8

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

1 stop7h 04m

Winnipeg

Mon 31/8

9:20 a.m.-7:34 p.m.

2 stops9h 14m

C$ 646

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Wed 29/7

1:45 p.m.-7:54 p.m.

1 stop7h 09m

Winnipeg

Mon 3/8

9:20 a.m.-7:34 p.m.

2 stops9h 14m

C$ 667

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 1/10

7:00 a.m.-2:22 p.m.

1 stop8h 22m

Winnipeg

Mon 5/10

5:10 p.m.-12:47 p.m.

2 stops18h 37m

C$ 688

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 10/7

11:20 a.m.-7:54 p.m.

2 stops9h 34m

Winnipeg

Tue 21/7

5:10 p.m.-12:45 p.m.

1 stop18h 35m

C$ 691

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 27/8

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

1 stop7h 04m

Winnipeg

Mon 31/8

9:20 a.m.-7:34 p.m.

2 stops9h 14m

C$ 692

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Mon 10/8

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

1 stop7h 04m

Winnipeg

Thu 13/8

9:05 p.m.-2:23 p.m.

2 stops16h 18m

C$ 694

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Winnipeg from

How to get the cheapest flight ticket from Orlando 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 typical price of a round-trip flight between Orlando and Winnipeg?

What is the cheapest month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Orlando is in November. Flight prices, which tend to average around C$ 125, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of November, then departing from Orlando during the month June is also very affordable. Most momondo users find prices during this month for around C$ 145.

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$ 185. 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$ 827.

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 to Winnipeg when you can find flight prices for as low as C$ 241. 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$ 827. 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 to Winnipeg flights?

You could potentially save up to 44% on your flight if you consider stops on a Orlando to Winnipeg flight.

How have Orlando to Winnipeg flight prices changed over time?

As of June 2026, prices for Orlando to Winnipeg flights are approximately 24% cheaper when compared to flights at the same time last year.

When to book flights from Orlando to Winnipeg

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

Cheap Orlando to Winnipeg (ORL to YWG) flight deals and tips

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

Best price found

C$ 827

Fastest flight time

7h 04m

Direct flights

Sat

Airports in Winnipeg

1 airport
The best flight deal from Orlando to Winnipeg found on momondo in the last 72 hours is C$ 827
The fastest flight from Orlando to Winnipeg takes 7h 04m
Direct flights go from Orlando to Winnipeg on Saturday. There are no airlines offering direct flights.
There is 1 airport in Winnipeg. From Orlando there are direct flights to Winnipeg (YWG).
Search flight deals

Frequently asked questions about flying from Orlando to Winnipeg

  • How far is Orlando to Winnipeg by plane?

    The straight-line distance from Orlando to Winnipeg is 2720.2 km. Typically, this will take 7h 04m by plane in normal conditions.

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orlando to Winnipeg Airport.

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

    The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Orlando 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?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Orlando to Winnipeg. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Winnipeg from Orlando with this policy.

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

momondo provides multiple filters to help you find the best flight to Winnipeg from Orlando. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Orlando to Winnipeg flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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