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Cheap flights from Orlando to Winnipeg from C$ 216

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 23/7. 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

Find the cheapest flights from Orlando to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
WestJet Logo
6:15 a.m. - 10:40 a.m.
YWG
-
MCO
27h 25m
1 stop
C$ 546WestJet
Fri, 31 Jul - Wed, 5 Aug
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
WestJet Logo
4:15 p.m. - 10:40 a.m.
YWG
-
MCO
17h 25m
2 stops
C$ 557WestJet
Fri, 31 Jul - Wed, 5 Aug
WestJet Logo
11:30 a.m. - 8:30 p.m.
MCO
-
YWG
10h 00m
1 stop
WestJet Logo
10:45 a.m. - 7:45 p.m.
YWG
-
MCO
8h 00m
1 stop
C$ 568WestJet
Fri, 25 Sep - Sun, 27 Sep
WestJet Logo
11:30 a.m. - 12:55 a.m.
MCO
-
YWG
14h 25m
2 stops
WestJet Logo
7:10 p.m. - 10:40 a.m.
YWG
-
MCO
14h 30m
2 stops
C$ 570WestJet
Thu, 10 Sep - Thu, 17 Sep
Multiple Airlines Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
Multiple Airlines Logo
9:20 a.m. - 7:34 p.m.
YWG
-
MCO
9h 14m
2 stops
C$ 577Multiple Airlines
Fri, 9 Oct - Mon, 12 Oct
WestJet Logo
11:30 a.m. - 2:25 p.m.
MCO
-
YWG
27h 55m
1 stop
WestJet Logo
9:05 p.m. - 10:40 a.m.
YWG
-
MCO
12h 35m
2 stops
C$ 591WestJet
Thu, 10 Sep - Thu, 17 Sep
WestJet Logo
11:30 a.m. - 10:10 p.m.
MCO
-
YWG
11h 40m
2 stops
WestJet Logo
7:10 p.m. - 10:40 a.m.
YWG
-
MCO
14h 30m
2 stops
C$ 602WestJet
Thu, 10 Sep - Thu, 17 Sep
Multiple Airlines Logo
11:30 a.m. - 7:49 p.m.
MCO
-
YWG
9h 19m
1 stop
Multiple Airlines Logo
6:05 p.m. - 10:40 a.m.
YWG
-
MCO
15h 35m
1 stop
C$ 605Multiple Airlines
Thu, 10 Sep - Thu, 17 Sep
WestJet Logo
11:30 a.m. - 12:55 a.m.
MCO
-
YWG
14h 25m
2 stops
WestJet Logo
9:05 p.m. - 10:40 a.m.
YWG
-
MCO
12h 35m
2 stops
C$ 612WestJet
Thu, 10 Sep - Thu, 17 Sep
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
WestJet Logo
6:15 a.m. - 10:40 a.m.
YWG
-
MCO
27h 25m
1 stop
C$ 617WestJet
Fri, 31 Jul - Wed, 5 Aug

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Air Canada flights from Orlando to Winnipeg

Our best Air Canada deals on Orlando to Winnipeg flight tickets
Air Canada
3 Nov
MCO8:25 a.m.Orlando
9h 11m
1 stop
YWG4:36 p.m.Winnipeg
4 Nov
YWG6:00 a.m.Winnipeg
10h 07m
2 stops
MCO5:07 p.m.Orlando
C$ 648
Air Canada
3 Nov
MCO8:25 a.m.Orlando
9h 11m
1 stop
YWG4:36 p.m.Winnipeg
4 Nov
YWG7:20 p.m.Winnipeg
13h 00m
1 stop
MCO9:20 a.m.Orlando
C$ 680
Air Canada
17 Sep
MCO1:55 p.m.Orlando
8h 19m
1 stop
YWG9:14 p.m.Winnipeg
21 Sep
YWG2:05 p.m.Winnipeg
8h 44m
1 stop
MCO11:49 p.m.Orlando
C$ 717

WestJet flights from Orlando to Winnipeg

Our best WestJet deals on Orlando to Winnipeg flight tickets
WestJet
31 Jul
MCO5:05 p.m.Orlando
8h 50m
1 stop
YWG12:55 a.m.Winnipeg
5 Aug
YWG6:15 a.m.Winnipeg
27h 25m
1 stop
MCO10:40 a.m.Orlando
C$ 546
WestJet
31 Jul
MCO5:05 p.m.Orlando
8h 50m
1 stop
YWG12:55 a.m.Winnipeg
5 Aug
YWG4:15 p.m.Winnipeg
17h 25m
2 stops
MCO10:40 a.m.Orlando
C$ 557
WestJet
25 Sep
MCO11:30 a.m.Orlando
10h 00m
1 stop
YWG8:30 p.m.Winnipeg
27 Sep
YWG10:45 a.m.Winnipeg
8h 00m
1 stop
MCO7:45 p.m.Orlando
C$ 568

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 18 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

Fri 31/7

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

1 stop8h 50m

Winnipeg

Wed 5/8

6:15 a.m.-10:40 a.m.

1 stop27h 25m

C$ 546

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 31/7

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

1 stop8h 50m

Winnipeg

Wed 5/8

4:15 p.m.-10:40 a.m.

2 stops17h 25m

C$ 557
Quickest round-trip

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 25/9

11:30 a.m.-8:30 p.m.

1 stop10h 00m

Winnipeg

Sun 27/9

10:45 a.m.-7:45 p.m.

1 stop8h 00m

C$ 568

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 10/9

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

2 stops14h 25m

Winnipeg

Thu 17/9

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

2 stops14h 30m

C$ 570

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 9/10

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

1 stop8h 50m

Winnipeg

Mon 12/10

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

2 stops9h 14m

C$ 577

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 10/9

11:30 a.m.-2:25 p.m.

1 stop27h 55m

Winnipeg

Thu 17/9

9:05 p.m.-10:40 a.m.

2 stops12h 35m

C$ 591

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 10/9

11:30 a.m.-10:10 p.m.

2 stops11h 40m

Winnipeg

Thu 17/9

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

2 stops14h 30m

C$ 602

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 10/9

11:30 a.m.-7:49 p.m.

1 stop9h 19m

Winnipeg

Thu 17/9

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

1 stop15h 35m

C$ 605

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 10/9

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

2 stops14h 25m

Winnipeg

Thu 17/9

9:05 p.m.-10:40 a.m.

2 stops12h 35m

C$ 612

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 31/7

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

1 stop8h 50m

Winnipeg

Wed 5/8

6:15 a.m.-10:40 a.m.

1 stop27h 25m

C$ 617

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 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$ 126, 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$ 146.

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$ 187. 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$ 835.

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$ 187. 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$ 835. 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 43% 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 27% more expensive 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$ 835

Fastest flight time

5h 53m

Direct flights

Wed

Airports in Winnipeg

1 airport
The best flight deal from Orlando to Winnipeg found on momondo in the last 72 hours is C$ 835
The fastest flight from Orlando to Winnipeg takes 5h 53m
Direct flights go from Orlando to Winnipeg on Wednesday. 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 5h 53m 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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