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Cheap flights from Orlando Airport to Winnipeg from C$ 200

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — YWG
24 Aug — 31 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Orlando to Winnipeg

Enter your travel dates to find the best prices.

Cheapest flights from Orlando to Winnipeg
Explore the most affordable flight options available from Orlando to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 25 July 2026.

Thu 8/1011:30 a.m.
MCO
-
YWG
1 stop14h 25m
WestJet
Mon 12/106:15 a.m.
YWG
-
MCO
1 stop27h 25m
WestJet
Deal found 23/7C$ 490
Thu 8/1011:30 a.m.
MCO
-
YWG
1 stop10h 15m
Multiple Airlines
Mon 12/109:05 p.m.
YWG
-
MCO
2 stops11h 59m
Multiple Airlines
Deal found 23/7C$ 499
Fri 9/108:35 p.m.
MCO
-
YWG
1 stop14h 10m
WestJet
Mon 12/106:05 p.m.
YWG
-
MCO
1 stop15h 35m
WestJet
Deal found 24/7C$ 500
Thu 8/1011:30 a.m.
MCO
-
YWG
1 stop10h 15m
Multiple Airlines
Tue 13/109:05 p.m.
YWG
-
MCO
2 stops11h 59m
Multiple Airlines
Deal found 22/7C$ 528
Thu 8/1011:30 a.m.
MCO
-
YWG
1 stop14h 25m
WestJet
Tue 13/106:05 p.m.
YWG
-
MCO
1 stop15h 35m
WestJet
Deal found 22/7C$ 535
Thu 20/810:03 a.m.
MCO
-
YWG
2 stops13h 07m
Multiple Airlines
Thu 27/86:05 p.m.
YWG
-
MCO
1 stop15h 35m
Multiple Airlines
Deal found 23/7C$ 542
Tue 18/85:05 p.m.
MCO
-
YWG
1 stop8h 50m
Multiple Airlines
Wed 26/87:00 a.m.
YWG
-
MCO
2 stops14h 14m
Multiple Airlines
Deal found 23/7C$ 544
Thu 20/810:03 a.m.
MCO
-
YWG
2 stops13h 07m
Multiple Airlines
Sun 30/86:05 p.m.
YWG
-
MCO
1 stop15h 35m
Multiple Airlines
Deal found 24/7C$ 556

Find flight deals from Orlando to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (MCO) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 25 July 2026.

Round-trip from

C$ 490

One-way from

C$ 200

Popular in

January

Cheapest in

June

Average price

C$ 704

Good round-trip deal

C$ 838 or less
WestJet
  • WestJet
  • 8/10-12/10
  • 2 total stops
  • 41h 50m total
  • Orlando to Winnipeg
Search Deals
5/9
  • 5/9
  • 2 total stops
  • 30h 07m total
  • Orlando to Winnipeg
Search Deals
Highest demand for flights based on searches. 22% potential increase in price (C$ 291 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 92 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Orlando to Winnipeg.
Search Deals

Cheapflights 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, Cheapflights users made 629,999 searches. Data last updated 25 July 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

Thu 20/8

10:03 a.m.-10:10 p.m.

2 stops13h 07m

Winnipeg

Thu 27/8

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

1 stop15h 35m

C$ 542

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 18/8

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

1 stop8h 50m

Winnipeg

Wed 26/8

7:00 a.m.-10:14 p.m.

2 stops14h 14m

C$ 544

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 20/8

10:03 a.m.-10:10 p.m.

2 stops13h 07m

Winnipeg

Sun 30/8

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

1 stop15h 35m

C$ 556

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 8/10

11:30 a.m.-8:45 p.m.

1 stop10h 15m

Winnipeg

Mon 12/10

9:05 p.m.-10:04 a.m.

2 stops11h 59m

C$ 561

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 8/10

11:30 a.m.-9:45 a.m.

1 stop23h 15m

Winnipeg

Mon 12/10

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

1 stop27h 25m

C$ 596

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sat 5/9

5:15 p.m.-12:15 p.m.

1 stop20h 00m

Winnipeg

Sun 13/9

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

1 stop8h 00m

C$ 677

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 2/10

10:15 a.m.-10:33 p.m.

1 stop13h 18m

Winnipeg

Sat 3/10

7:00 a.m.-7:31 p.m.

1 stop11h 31m

C$ 723

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 17/9

7:00 a.m.-4:54 p.m.

1 stop10h 54m

Winnipeg

Wed 7/10

8:00 a.m.-5:02 p.m.

1 stop8h 02m

C$ 724
Quickest round-trip

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 20/8

12:14 p.m.-4:52 p.m.

1 stop5h 38m

Winnipeg

Thu 27/8

12:46 p.m.-11:58 p.m.

1 stop10h 12m

C$ 754
Cheapest one-way

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sat 5/9

7:48 p.m.-12:55 a.m.

2 stops30h 07m

C$ 200

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/7

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Best time to book a flight from Orlando to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Orlando with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Orlando Airport to Winnipeg

What is the cheapest month to book a flight from Orlando Airport to Winnipeg?

Currently, June is the cheapest month in which you can book a flight from Orlando Airport to Winnipeg (average of C$ 287). Flying from Orlando Airport to Winnipeg in January is currently the most expensive (average of C$ 1,439). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Orlando Airport to Winnipeg?

Airfare is below average for this route at the moment.

Orlando Airport to Winnipeg flights typically cost between C$ 714 and C$ 2,423 in October.
The cheapest round-trip price found within the last 5 days was C$ 490 on WestJet (8 Oct-12 Oct).

Related info for your journey

Find useful and relevant information for your journey from Orlando to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Winnipeg from Orlando?

    For a flight from Orlando to Winnipeg, you will be flying into Winnipeg. Winnipeg (YWG) is just 7.3 km from the centre of the city. Winnipeg is the only Winnipeg airport and it handles 0 inbound flights from Orlando per day. 0 airlines have flights to Winnipeg from Orlando on a regular basis.

  • How long is the flight from Orlando Airport to Winnipeg?

    For as low as C$ 596, WestJet can have you in Winnipeg from Orlando Airport in 23h 15m. Airlines will cover a distance of 2739 km.

  • What are the cheapest flights from Orlando Airport to Winnipeg?

    On average you can expect to pay C$ 838 for a flight from Orlando Airport to Winnipeg. The cheapest flight overall is C$ 838 while the most popular route, (Orlando - Winnipeg) is currently priced at C$ 499.

  • Can I find deals for flights from Orlando to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Orlando to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Winnipeg.

  • Can I find deals for business class flights from Orlando to Winnipeg?

    Yes. Cheapflights offers flight deals from Orlando to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando Airport to Winnipeg?

    Currently, June is the cheapest month in which you can book a flight from Orlando Airport to Winnipeg (average of C$ 287). Flying from Orlando Airport to Winnipeg in January is currently the most expensive (average of C$ 1,439). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Winnipeg?

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Selkirk

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Fly with Cheapflights

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How does Cheapflights help users find flights from Orlando to Winnipeg?

When you search for this flight from Orlando to Winnipeg, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Orlando to Winnipeg?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Orlando to Winnipeg.

Can Cheapflights find flights from Orlando to Winnipeg with no change fees?

Yes, we can. To see specific flights from Orlando to Winnipeg with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Orlando to Winnipeg become cheaper?

Yes! Start tracking prices for Orlando to Winnipeg flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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