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$165+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — YWG
Aug 17 — Aug 241
Mon 8/17
Mon 8/24
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 18, 2026.

This FlightHub deal was found by Cheapflights users on 7/16. 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 9/1011:30 am
MCO
-
YWG
1 stop27h 55m
WestJet
Thu 9/179:05 pm
YWG
-
MCO
2 stops12h 35m
WestJet
Deal found 7/16$360
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 10/2011:30 am
MCO
-
YWG
1 stop9h 50m
Multiple Airlines
Wed 10/286:15 am
YWG
-
MCO
2 stops14h 55m
Multiple Airlines
Deal found 7/15$373
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 10/2011:30 am
MCO
-
YWG
1 stop9h 50m
WestJet
Wed 10/2812:20 pm
YWG
-
MCO
1 stop7h 04m
WestJet
Deal found 7/15$385
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 11/311:10 am
MCO
-
YWG
1 stop9h 05m
WestJet
Tue 11/1012:20 pm
YWG
-
MCO
1 stop7h 04m
WestJet
Deal found 7/13$389
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 8/115:05 pm
MCO
-
YWG
1 stop8h 50m
Multiple Airlines
Wed 8/199:05 pm
YWG
-
MCO
2 stops16h 21m
Multiple Airlines
Deal found 7/16$394
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 10/81:45 pm
MCO
-
YWG
1 stop21h 00m
Multiple Airlines
Mon 10/126:05 pm
YWG
-
MCO
1 stop15h 35m
Multiple Airlines
Deal found 7/17$395
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 10/3011:10 am
MCO
-
YWG
1 stop9h 05m
WestJet
Tue 11/1012:20 pm
YWG
-
MCO
1 stop7h 04m
WestJet
Deal found 7/13$398
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 8/115:05 pm
MCO
-
YWG
1 stop8h 50m
Multiple Airlines
Tue 8/259:05 pm
YWG
-
MCO
2 stops24h 09m
Multiple Airlines
Deal found 7/16$401

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 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$360
(FlightHub)

One-way from

$165
(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 18, 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 9/10

11:30 am-2:05 pm

2 stops27h 35m

Winnipeg

Thu 9/17

9:05 pm-10:40 am

2 stops12h 35m

$362

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 10/20

11:30 am-8:20 pm

1 stop9h 50m

Winnipeg

Wed 10/28

6:15 am-10:10 pm

2 stops14h 55m

$373

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 10/20

11:30 am-12:55 am

2 stops14h 25m

Winnipeg

Wed 10/28

6:15 am-8:24 pm

2 stops13h 09m

$386

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 8/11

5:05 pm-12:55 am

1 stop8h 50m

Winnipeg

Tue 8/25

9:05 pm-10:14 pm

2 stops24h 09m

$401

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sat 9/5

5:15 pm-9:20 am

2 stops17h 05m

Winnipeg

Sat 9/12

7:10 pm-10:40 am

2 stops14h 30m

$412

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Wed 11/4

9:00 am-4:50 pm

1 stop8h 50m

Winnipeg

Sat 11/14

6:35 am-10:55 pm

2 stops15h 20m

$495

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sat 9/5

5:15 pm-11:10 am

1 stop18h 55m

Winnipeg

Sun 9/13

7:00 am-7:45 pm

2 stops11h 45m

$499

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sat 10/31

6:40 am-4:50 pm

1 stop11h 10m

Winnipeg

Sat 11/14

6:35 am-10:55 pm

2 stops15h 20m

$535
Quickest round-trip

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 12/8

6:37 pm-11:34 pm

1 stop5h 57m

Winnipeg

Mon 12/14

5:35 pm-11:59 pm

1 stop5h 24m

$541

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 8/11

9:37 am-10:33 pm

2 stops13h 56m

Winnipeg

Tue 8/25

7:00 am-9:30 pm

2 stops13h 30m

$561

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/15

Showing 1-10 of 17 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.

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

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 18, 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
8,478 reviews

Overall

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.2

Entertainment

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
8,478 reviews
Delta
7.8
Good
8,478 reviews

Overall

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.2

Entertainment

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
3,411 reviews
Delta
7.8
Good
8,478 reviews

Overall

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.2

Entertainment

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
11,351 reviews
Delta
7.8
Good
8,478 reviews

Overall

7.8

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.2

Entertainment

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 27h 35m. 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.
Winnipeg car rentals
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 18, 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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