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$97+ Cheap flights from Orlando (ORL) 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — YWG
Feb 15 — Feb 221
Sun 2/15
Sun 2/22
1 adult, Economy
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Cheap flight deals from Orlando to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) 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 16, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$246
(Kiwi.com)

One-way from

$97
(Kiwi.com)

Popular in

February

Cheapest in

November

Good one-way deal

$343 or less
Provider with most accurate pricing for Orlando (ORL)-Winnipeg flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Winnipeg flights.
Search Deals
From Orlando (ORL) to Winnipeg
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One-way flight from Orlando (ORL) to Winnipeg
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Highest demand for flights based on searches. 27% potential increase in price ($129 potential increase over avg. RT price).
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Cheapest flight prices on average. 15% potential price decrease ($47 potential savings vs. average RT price).
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Price to beat on a one-way flight from Orlando (ORL) to Winnipeg.
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Find 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 16, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Mon 6/19:00 pm
MCO
-
YWG
1 stop13h 43m
WestJet
Fri 6/1910:45 am
YWG
-
MCO
1 stop7h 10m
WestJet
Deal found 1/13$246
This FlightHub deal was found by Cheapflights users on 1/14. 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.
Sat 5/307:45 pm
MCO
-
YWG
1 stop14h 58m
WestJet
Sat 6/610:45 am
YWG
-
MCO
1 stop7h 10m
WestJet
Deal found 1/14$262
This United Airlines deal was found by Cheapflights users on 1/14. 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 5/308:15 am
MCO
-
YWG
2 stops15h 09m
United Airlines
Sat 6/67:00 am
YWG
-
MCO
1 stop15h 45m
United Airlines
Deal found 1/14$272
This United Airlines deal was found by Cheapflights users on 1/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/112:00 pm
MCO
-
YWG
2 stops22h 57m
United Airlines
Wed 2/182:20 pm
YWG
-
MCO
2 stops9h 23m
United Airlines
Deal found 1/13$282
This FlightHub deal was found by Cheapflights users on 1/15. 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 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 1/15$287
This FlightHub deal was found by Cheapflights users on 1/15. 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 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
Porter Airlines
Thu 3/1912:10 pm
YWG
-
MCO
1 stop10h 15m
Porter Airlines
Deal found 1/15$288
This FlightHub deal was found by Cheapflights users on 1/14. 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 3/129:15 pm
MCO
-
YWG
1 stop15h 17m
WestJet
Sat 3/2112:20 pm
YWG
-
MCO
1 stop20h 59m
WestJet
Deal found 1/14$289
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Mon 6/111:00 am
MCO
-
YWG
2 stops13h 10m
WestJet
Thu 6/1810:45 am
YWG
-
MCO
1 stop7h 10m
WestJet
Deal found 1/13$291
This FlightHub deal was found by Cheapflights users on 1/14. 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 3/129:15 pm
MCO
-
YWG
1 stop15h 17m
Multiple Airlines
Thu 3/1912:10 pm
YWG
-
MCO
1 stop10h 15m
Multiple Airlines
Deal found 1/14$295

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 16, 2026.
Use the filters below to find and compare flights from Orlando to Winnipeg that are best for you.

Fly from

Orlando

Fly to

Winnipeg

Route

Depart

Return

Price

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Mon 6/1

9:00 pm-9:43 am

1 stop13h 43m

Winnipeg

Fri 6/19

10:45 am-6:55 pm

1 stop7h 10m

$246

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Mon 6/1

11:00 am-12:02 am

1 stop14h 02m

Winnipeg

Sat 6/20

10:45 am-6:55 pm

1 stop7h 10m

$246

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Mon 6/1

11:00 am-12:02 am

1 stop14h 02m

Winnipeg

Thu 6/18

10:45 am-6:55 pm

1 stop7h 10m

$246

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sat 5/30

8:15 am-10:24 pm

2 stops15h 09m

Winnipeg

Sat 6/6

7:00 am-11:45 pm

1 stop15h 45m

$272

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Wed 2/11

2:00 pm-11:57 am

2 stops22h 57m

Winnipeg

Wed 2/18

2:20 pm-12:43 am

2 stops9h 23m

$282

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 3/12

8:30 am-3:30 pm

1 stop8h 00m

Winnipeg

Sat 3/21

12:20 pm-10:19 am

1 stop20h 59m

$287

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 3/12

9:15 pm-11:32 am

1 stop15h 17m

Winnipeg

Sat 3/21

12:20 pm-10:19 am

1 stop20h 59m

$289

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 3/12

9:15 pm-11:32 am

1 stop15h 17m

Winnipeg

Thu 3/19

12:10 pm-11:25 pm

1 stop10h 15m

$295

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Wed 2/18

8:30 am-3:30 pm

1 stop8h 00m

$97

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 2/20

8:43 pm-11:57 am

1 stop16h 14m

$106

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 19 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 Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
Kiwi.comPrice 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-Winnipeg flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Orlando-Winnipeg flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Orlando-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando-Winnipeg flights, Cheapflights users trust eDreams the most. eDreams 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-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 to Winnipeg

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

Currently, May is the cheapest month in which you can book a flight from Orlando to Winnipeg (average of $109). Flying from Orlando 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 ORL 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 16, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orlando to Winnipeg as you normally would.

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 16, 2026.
Read through reviews of airlines operating flights from Orlando to Winnipeg, such as Delta, United Airlines, and WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,049 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

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
8,049 reviews
Delta
7.9
Good
8,049 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

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
9,163 reviews
Delta
7.9
Good
8,049 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

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
3,242 reviews
Delta
7.9
Good
8,049 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

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
10,624 reviews
Delta
7.9
Good
8,049 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

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 to Winnipeg?

    For as low as $246, WestJet can have you in Winnipeg from Orlando in 13h 43m. The distance from Orlando to Winnipeg is about 1702 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Flying on Air Canada is currently your cheapest option to Winnipeg, with prices starting at $97. Additional round-trip tickets that might be worth considering are offered by United Airlines and Delta, with the lowest prices starting at $127 and $138, respectively. These flights start at 72% lower than the current average price 3 months from now.

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

    No one likes to see their flight delayed. When booking a flight from Orlando to Winnipeg consider choosing Delta (71%), WestJet (71%) or Aeromexico (71%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Orlando to Winnipeg?

    Looking for the cheapest flight from Orlando to Winnipeg? While on average our users pay $644, our data indicates the cheapest price to be $316. The most popular route (Orlando - Winnipeg), is priced around $257.

  • 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 to Winnipeg?

    Currently, May is the cheapest month in which you can book a flight from Orlando to Winnipeg (average of $109). Flying from Orlando 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

Browse thousands of different options on Cheapflights for your next trip

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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 16, 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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