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Cheap flights from Orlando to Winnipeg from C$ 109

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 27/2. 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 to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
10:00 p.m. - 1:26 a.m.
MCO
-
YWG
4h 26mdirect
WestJet Logo
12:20 p.m. - 8:16 p.m.
YWG
-
MCO
6h 56m
1 stop
C$ 270WestJet
Fri, 27 Feb - Mon, 2 Mar
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
WestJet Logo
10:45 a.m. - 7:45 p.m.
YWG
-
MCO
8h 00m
1 stop
C$ 274WestJet
Mon, 1 Jun - Fri, 5 Jun
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
WestJet Logo
10:45 a.m. - 8:40 p.m.
YWG
-
MCO
8h 55m
1 stop
C$ 277WestJet
Mon, 1 Jun - Sun, 7 Jun
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
WestJet Logo
10:45 a.m. - 7:45 p.m.
YWG
-
MCO
8h 00m
1 stop
C$ 299WestJet
Fri, 8 May - Sun, 10 May
WestJet Logo
5:05 p.m. - 12:55 a.m.
MCO
-
YWG
8h 50m
1 stop
WestJet Logo
10:45 a.m. - 7:45 p.m.
YWG
-
MCO
8h 00m
1 stop
C$ 300WestJet
Fri, 8 May - Sun, 10 May
Multiple Airlines Logo
9:00 a.m. - 12:40 a.m.
MCO
-
YWG
16h 40m
2 stops
Multiple Airlines Logo
10:45 a.m. - 7:45 p.m.
YWG
-
MCO
8h 00m
1 stop
C$ 310Multiple Airlines
Fri, 24 Apr - Sun, 26 Apr
WestJet Logo
9:15 p.m. - 12:35 a.m.
MCO
-
YWG
28h 20m
1 stop
WestJet Logo
12:20 p.m. - 8:16 p.m.
YWG
-
MCO
6h 56m
1 stop
C$ 311WestJet
Thu, 26 Feb - Mon, 2 Mar
Multiple Airlines Logo
5:15 a.m. - 3:09 p.m.
MCO
-
YWG
10h 54m
1 stop
Multiple Airlines Logo
10:45 a.m. - 7:45 p.m.
YWG
-
MCO
8h 00m
1 stop
C$ 313Multiple Airlines
Fri, 24 Apr - Sun, 26 Apr
Multiple Airlines Logo
10:00 p.m. - 1:26 a.m.
MCO
-
YWG
4h 26mdirect
Multiple Airlines Logo
9:00 p.m. - 3:04 p.m.
YWG
-
MCO
17h 04m
2 stops
C$ 319Multiple Airlines
Fri, 27 Feb - Mon, 2 Mar
Multiple Airlines Logo
11:10 a.m. - 7:09 p.m.
MCO
-
YWG
8h 59m
1 stop
Multiple Airlines Logo
9:05 p.m. - 11:33 a.m.
YWG
-
MCO
13h 28m
2 stops
C$ 322Multiple Airlines
Fri, 24 Apr - Sun, 26 Apr

WestJet flights from Orlando to Winnipeg

Our best WestJet deals on Orlando to Winnipeg flight tickets
WestJet
27 Feb
MCO10:00 p.m.Orlando
4h 26m
YWG1:26 a.m.Winnipeg
2 Mar
YWG12:20 p.m.Winnipeg
6h 56m
1 stop
MCO8:16 p.m.Orlando
C$ 270
WestJet
1 Jun
MCO5:05 p.m.Orlando
8h 50m
1 stop
YWG12:55 a.m.Winnipeg
5 Jun
YWG10:45 a.m.Winnipeg
8h 00m
1 stop
MCO7:45 p.m.Orlando
C$ 274
WestJet
1 Jun
MCO5:05 p.m.Orlando
8h 50m
1 stop
YWG12:55 a.m.Winnipeg
7 Jun
YWG10:45 a.m.Winnipeg
8h 55m
1 stop
MCO8:40 p.m.Orlando
C$ 277

United Airlines flights from Orlando to Winnipeg

Our best United Airlines deals on Orlando to Winnipeg flight tickets
United Airlines
28 May
MCO12:34 p.m.Orlando
10h 50m
1 stop
YWG10:24 p.m.Winnipeg
4 Jun
YWG7:00 a.m.Winnipeg
9h 52m
1 stop
MCO5:52 p.m.Orlando
C$ 357
United Airlines
30 May
MCO10:51 a.m.Orlando
12h 33m
1 stop
YWG10:24 p.m.Winnipeg
6 Jun
YWG7:00 a.m.Winnipeg
16h 50m
2 stops
MCO12:50 a.m.Orlando
C$ 371
United Airlines
30 May
MCO9:00 a.m.Orlando
14h 24m
2 stops
YWG10:24 p.m.Winnipeg
4 Jun
YWG8:30 a.m.Winnipeg
24h 15m
2 stops
MCO9:45 a.m.Orlando
C$ 378

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 13 February 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

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 27/2

10:00 p.m.-1:26 a.m.

Nonstop4h 26m

Winnipeg

Mon 2/3

12:20 p.m.-8:16 p.m.

1 stop6h 56m

C$ 270

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Mon 1/6

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

1 stop8h 50m

Winnipeg

Fri 5/6

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

1 stop8h 00m

C$ 274

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Mon 1/6

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

1 stop8h 50m

Winnipeg

Sun 7/6

10:45 a.m.-8:40 p.m.

1 stop8h 55m

C$ 277

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 8/5

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

1 stop8h 50m

Winnipeg

Sun 10/5

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

1 stop8h 00m

C$ 299

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 8/5

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

1 stop8h 50m

Winnipeg

Sun 10/5

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

1 stop8h 00m

C$ 300

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 24/4

9:00 a.m.-12:40 a.m.

2 stops16h 40m

Winnipeg

Sun 26/4

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

1 stop8h 00m

C$ 310

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 26/2

9:15 p.m.-12:35 a.m.

1 stop28h 20m

Winnipeg

Mon 2/3

12:20 p.m.-8:16 p.m.

1 stop6h 56m

C$ 311

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 24/4

5:15 a.m.-3:09 p.m.

1 stop10h 54m

Winnipeg

Sun 26/4

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

1 stop8h 00m

C$ 313

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 27/2

10:00 p.m.-1:26 a.m.

Nonstop4h 26m

Winnipeg

Mon 2/3

9:00 p.m.-3:04 p.m.

2 stops17h 04m

C$ 319

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 24/4

11:10 a.m.-7:09 p.m.

1 stop8h 59m

Winnipeg

Sun 26/4

9:05 p.m.-11:33 a.m.

2 stops13h 28m

C$ 322

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 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$ 181. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Winnipeg on Saturday is C$ 497.

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?

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

How have Orlando to Winnipeg flight prices changed over time?

As of February 2026, prices for Orlando to Winnipeg flights are approximately 156% 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

Fastest flight time

4h 26m

Direct flights

Wed and Sat

Airports in Winnipeg

1 airport
The fastest flight from Orlando to Winnipeg takes 4h 26m
Direct flights go from Orlando to Winnipeg on Wednesday and Saturday. The only airline offering direct flights is WestJet.
There is 1 airport in Winnipeg. From Orlando there are direct flights to Winnipeg (YWG).
Search flight deals

  • How far is Orlando to Winnipeg by plane?

    The straight-line distance from Orlando to Winnipeg is 2720.2 km. Typically, this will take 4h 26m 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.

An easier way to manage your Winnipeg trip

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