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$111+ 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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — YWG
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Find cheap flights from Orlando to Winnipeg with Cheapflights

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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 January 26, 2026.

This Trip.com deal was found by Cheapflights users on 1/24. 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.
Tue 3/1711:20 am
MCO
-
YWG
1 stop9h 15m
Multiple Airlines
Sun 3/228:05 pm
YWG
-
MCO
1 stop13h 14m
Multiple Airlines
Deal found 1/24$265
This FlightHub deal was found by Cheapflights users on 1/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:30 am
MCO
-
YWG
1 stop8h 00m
Multiple Airlines
Sun 3/18:05 pm
YWG
-
MCO
1 stop13h 14m
Multiple Airlines
Deal found 1/23$271
This United Airlines deal was found by Cheapflights users on 1/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:55 pm
MCO
-
YWG
2 stops16h 02m
United Airlines
Sun 3/12:20 pm
YWG
-
MCO
1 stop8h 23m
United Airlines
Deal found 1/23$290
This FlightHub deal was found by Cheapflights users on 1/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/128:30 am
MCO
-
YWG
1 stop8h 00m
Multiple Airlines
Sat 3/2112:20 pm
YWG
-
MCO
1 stop20h 59m
Multiple Airlines
Deal found 1/24$294
This Air Canada deal was found by Cheapflights users on 1/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1010:00 pm
MCO
-
YWG
1 stop15h 39m
Air Canada
Tue 3/178:15 am
YWG
-
MCO
1 stop7h 52m
Air Canada
Deal found 1/24$299
This Kiwi.com deal was found by Cheapflights users on 1/24. 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.
Sun 3/158:00 am
MCO
-
YWG
1 stop8h 09m
Multiple Airlines
Sun 3/2212:10 pm
YWG
-
MCO
1 stop10h 13m
Multiple Airlines
Deal found 1/24$307
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:42 am
MCO
-
YWG
1 stop12h 15m
United Airlines
Sun 5/108:45 am
YWG
-
MCO
1 stop13h 59m
United Airlines
Deal found 1/26$310
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/108:40 pm
MCO
-
YWG
1 stop16h 17m
United Airlines
Tue 3/172:20 pm
YWG
-
MCO
1 stop8h 39m
United Airlines
Deal found 1/25$312
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:35 pm
MCO
-
YWG
1 stop17h 04m
United Airlines
Sat 6/67:00 am
YWG
-
MCO
2 stops16h 44m
United Airlines
Deal found 1/26$320

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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$274
(Kiwi.com)

One-way from

$111
(Air Canada)

Popular in

April

Cheapest in

September

Average price

$604

Good round-trip deal

$362 or less
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. 19% potential increase in price ($97 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 2,558,603 searches. Data last updated January 26, 2026.
Use the filters below to find and compare flights from Orlando Airport to Winnipeg that are best for you.

Fly from

Orlando

Fly to

Winnipeg

Route

Depart

Return

Price

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 3/17

11:20 am-7:35 pm

1 stop9h 15m

Winnipeg

Sun 3/22

8:05 pm-10:19 am

1 stop13h 14m

$265

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 2/27

8:55 pm-11:57 am

2 stops16h 02m

Winnipeg

Sun 3/1

2:20 pm-11:43 pm

1 stop8h 23m

$290

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 3/10

10:00 pm-12:39 pm

1 stop15h 39m

Winnipeg

Tue 3/17

8:15 am-5:07 pm

1 stop7h 52m

$299

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 3/10

8:40 pm-11:57 am

1 stop16h 17m

Winnipeg

Tue 3/17

2:20 pm-11:59 pm

1 stop8h 39m

$312

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sun 3/15

8:00 am-3:09 pm

1 stop8h 09m

Winnipeg

Sun 3/22

8:20 pm-12:58 pm

2 stops15h 38m

$318

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 3/12

8:30 am-3:30 pm

1 stop8h 00m

Winnipeg

Thu 3/19

12:10 pm-11:23 pm

1 stop10h 13m

$323

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 3/12

10:00 pm-9:44 am

1 stop12h 44m

Winnipeg

Thu 3/19

8:15 am-11:02 pm

1 stop13h 47m

$385

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 3/19

8:30 am-4:35 pm

1 stop9h 05m

$111

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 3/12

8:30 am-3:30 pm

1 stop8h 00m

$114

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 4/9

7:30 pm-11:52 am

1 stop17h 22m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 16 results
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 January.
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, May is the cheapest month in which you can book a flight from Orlando Airport to Winnipeg (average of $109). Flying from Orlando Airport to Winnipeg in April is currently the most expensive (average of $844). 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.

What is the cheapest time of day to fly from MCO to YWG?

Find hourly flight availability from Orlando to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 26, 2026.

When flying from Orlando Airport to Winnipeg, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 January 26, 2026.
See what other customers who have flown with Delta, United Airlines, and WestJet 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
7.9
Good
8,113 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,113 reviews
Delta
7.9
Good
8,113 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
9,199 reviews
Delta
7.9
Good
8,113 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
WestJet
7.2
Good
3,249 reviews
Delta
7.9
Good
8,113 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Air Canada
7.1
Good
10,656 reviews
Delta
7.9
Good
8,113 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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 4 different airlines.

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

    Airlines like United Airlines and Air Canada fly from Orlando Airport to Winnipeg in about 15h 39m. The time it takes to get you to your destination can typically vary by up to 23m. Airlines will cover a distance of 1702 mi. This flight may include one or multiple stops.

  • 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 United Airlines, from $127, and Delta, from $138. These flights start at 75% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Orlando Airport to Winnipeg?

    Consider Delta (71%), WestJet (71%) or Aeromexico (71%) when booking your flight. These represent the most reliable airlines when flying from Orlando Airport to Winnipeg.

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

    While on average a flight from Orlando Airport to Winnipeg is generally $414, our data shows the cheapest flight currently is $81. When looking at the most popular route, (Orlando - Winnipeg), you can expect to pay $265 for that flight.

  • 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, May is the cheapest month in which you can book a flight from Orlando Airport to Winnipeg (average of $109). Flying from Orlando Airport to Winnipeg in April is currently the most expensive (average of $844). 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 4 airlines flying from Orlando to Winnipeg

Discover the top 4 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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$97Average$325FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$127Average$560FlexibilityNo cancel feeOn-time69%
DeltaCheapest$138Average$367FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$204Average$276FlexibilityNo cancel feeOn-time60%

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