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$147+ Cheap flights from Orlando (MCO) to Winnipeg (YWG)

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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — YWG
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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Cheap flight deals from Orlando to Winnipeg

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 July 27, 2026.

This Trip.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/811:30 am
MCO
-
YWG
1 stop14h 25m
WestJet
Mon 10/126:15 am
YWG
-
MCO
1 stop27h 25m
WestJet
Deal found 7/23$348
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/811:30 am
MCO
-
YWG
1 stop10h 15m
Multiple Airlines
Mon 10/129:05 pm
YWG
-
MCO
2 stops11h 59m
Multiple Airlines
Deal found 7/23$354
This Trip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:35 pm
MCO
-
YWG
1 stop14h 10m
WestJet
Mon 10/126:05 pm
YWG
-
MCO
1 stop15h 35m
WestJet
Deal found 7/24$355
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/811:30 am
MCO
-
YWG
1 stop10h 15m
Multiple Airlines
Tue 10/139:05 pm
YWG
-
MCO
2 stops11h 59m
Multiple Airlines
Deal found 7/22$375
This oojo deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/811:30 am
MCO
-
YWG
1 stop14h 25m
WestJet
Tue 10/136:05 pm
YWG
-
MCO
1 stop15h 35m
WestJet
Deal found 7/22$380
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2010:03 am
MCO
-
YWG
2 stops13h 07m
Multiple Airlines
Thu 8/276:05 pm
YWG
-
MCO
1 stop15h 35m
Multiple Airlines
Deal found 7/23$385
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:05 pm
MCO
-
YWG
1 stop8h 50m
Multiple Airlines
Wed 8/267:00 am
YWG
-
MCO
2 stops14h 14m
Multiple Airlines
Deal found 7/23$386
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2010:03 am
MCO
-
YWG
2 stops13h 07m
Multiple Airlines
Sun 8/306:05 pm
YWG
-
MCO
1 stop15h 35m
Multiple Airlines
Deal found 7/24$395
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:45 pm
MCO
-
YWG
1 stop7h 04m
Multiple Airlines
Sun 9/2710:45 am
YWG
-
MCO
1 stop8h 00m
Multiple Airlines
Deal found 7/27$399
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1110:32 am
MCO
-
YWG
2 stops12h 38m
Multiple Airlines
Sun 9/2010:45 am
YWG
-
MCO
1 stop8h 00m
Multiple Airlines
Deal found 7/22$400

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 July 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$348
(Trip.com)

One-way from

$142
(Kiwi.com)

Popular in

January

Cheapest in

June

Average price

$500
Provider with most accurate pricing for Orlando-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando-Winnipeg flights.
Search Deals
From Orlando to Winnipeg
Search Deals
One-way flight from Orlando to Winnipeg
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($147 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($47 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 2,558,603 searches. Data last updated July 27, 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 8/20

10:03 am-10:10 pm

2 stops13h 07m

Winnipeg

Thu 8/27

6:05 pm-10:40 am

1 stop15h 35m

$385

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 8/18

5:05 pm-12:55 am

1 stop8h 50m

Winnipeg

Wed 8/26

7:00 am-10:14 pm

2 stops14h 14m

$386

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 8/20

10:03 am-10:10 pm

2 stops13h 07m

Winnipeg

Sun 8/30

6:05 pm-10:40 am

1 stop15h 35m

$395

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 9/8

7:57 am-10:10 pm

2 stops15h 13m

Winnipeg

Tue 9/15

8:45 pm-10:40 am

1 stop12h 55m

$402

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 10/8

11:30 am-9:45 am

1 stop23h 15m

Winnipeg

Mon 10/12

6:15 am-10:40 am

1 stop27h 25m

$423

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 10/8

11:30 am-9:45 am

1 stop23h 15m

Winnipeg

Mon 10/12

9:20 am-7:34 pm

2 stops9h 14m

$435

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Wed 9/9

1:45 pm-8:45 pm

1 stop8h 00m

Winnipeg

Wed 9/16

6:05 pm-12:45 pm

1 stop17h 40m

$441
Quickest round-trip

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 10/2

8:00 am-8:57 pm

1 stop13h 57m

Winnipeg

Sat 10/3

2:00 pm-11:53 pm

1 stop8h 53m

$513
Cheapest one-way

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 8/18

1:45 pm-10:10 pm

2 stops33h 25m

$147

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Wed 8/12

7:45 am-10:10 pm

2 stops15h 25m

$166

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

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

Compare providers for flights from Orlando to Winnipeg

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Orlando to Winnipeg in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Orlando Airport-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando Airport-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando Airport-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando Airport-Winnipeg flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Orlando Airport-Winnipeg flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 $204). Flying from Orlando Airport to Winnipeg in January is currently the most expensive (average of $1,022). 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.

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated July 27, 2026.
See what other customers who have flown with Delta,WestJet, andAir Canada from Orlando Airport to Winnipeg have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.8
Good
8,482 reviews

Entertainment

7.8

Food

7.2

Comfort

7.8

Boarding

8.1

Crew

8.5

Overall

7.8

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Delta
7.8
Good
8,482 reviews
Delta
7.8
Good
8,482 reviews

Entertainment

7.8

Food

7.2

Comfort

7.8

Boarding

8.1

Crew

8.5

Overall

7.8

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
WestJet
7.2
Good
3,415 reviews
Delta
7.8
Good
8,482 reviews

Entertainment

7.8

Food

7.2

Comfort

7.8

Boarding

8.1

Crew

8.5

Overall

7.8

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Air Canada
7.1
Good
11,392 reviews
Delta
7.8
Good
8,482 reviews

Entertainment

7.8

Food

7.2

Comfort

7.8

Boarding

8.1

Crew

8.5

Overall

7.8

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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?

    Located just 4.6 mi from the city center, Winnipeg is the airport most travelers will use when flying to Winnipeg from Orlando. Booking flights from Orlando to Winnipeg (YWG) should be relatively easy as there are 0 daily inbound flights from Orlando from 3 different airlines.

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

    Airlines like WestJet fly from Orlando Airport to Winnipeg in about 23h 15m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 1702 mi.

  • What are the cheapest airlines flying from Orlando Airport to Winnipeg round-trip?

    Cheapflights users have booked flights from Orlando Airport to Winnipeg round-trip from $97. Other airlines that can offer you cheap pricing are WestJet, from $204, and Delta, from $296. These flights start at 81% lower than the current average price 3 months from now.

  • 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 $204). Flying from Orlando Airport to Winnipeg in January is currently the most expensive (average of $1,022). 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

Traveling to a place near Winnipeg?

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

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Complete your trip

Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.
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Winnipeg Airport car rentals

Top 3 airlines flying from Orlando to Winnipeg

Discover the top 3 airlines that operate flights from Orlando to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$97Average$428FlexibilityNo cancel feeOn-time67%
WestJetCheapest$204Average$284FlexibilityNo cancel feeOn-time60%
DeltaCheapest$296Average$642FlexibilityNo cancel feeOn-timeN/A

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