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$74+ 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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — YWG
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$183
(Trip.com)

One-way from

$74
(Trip.com)

Popular in

February

Cheapest in

November

Average price

$320
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. 31% potential increase in price ($190 potential increase over avg. RT price).
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Cheapest flight prices on average. 28% potential price decrease ($91 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 septiembre 17, 2025.

This Trip.com deal was found by Cheapflights users on 9/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/113:15 pmMCO - YWG
Nonstop4h 17mWestJet
sáb. 10/189:10 amYWG - MCO
Nonstop4h 00mWestJet
Deal found 9/15$183
This Trip.com deal was found by Cheapflights users on 9/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/183:15 pmMCO - YWG
Nonstop4h 17mWestJet
mar. 10/288:00 amYWG - MCO
Nonstop4h 07mWestJet
Deal found 9/15$186
This Trip.com deal was found by Cheapflights users on 9/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/183:15 pmMCO - YWG
Nonstop4h 17mMultiple Airlines
mar. 10/286:00 amYWG - MCO
1 stop7h 00mMultiple Airlines
Deal found 9/15$193
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/2110:00 pmMCO - YWG
Nonstop4h 26mWestJet
mié. 11/2612:20 pmYWG - MCO
1 stop7h 02mWestJet
Deal found 9/14$201
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
sáb. 10/43:15 pmMCO - YWG
Nonstop4h 17mWestJet
sáb. 10/119:10 amYWG - MCO
Nonstop4h 00mWestJet
Deal found 9/17$212
This FlightHub deal was found by Cheapflights users on 9/15. 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.
vie. 10/3110:00 pmMCO - YWG
Nonstop4h 26mWestJet
mar. 11/118:00 amYWG - MCO
Nonstop4h 07mWestJet
Deal found 9/15$224
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
sáb. 10/113:15 pmMCO - YWG
Nonstop4h 17mMultiple Airlines
sáb. 10/1810:45 amYWG - MCO
2 stops11h 14mMultiple Airlines
Deal found 9/15$225
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
vie. 11/2811:10 amMCO - YWG
1 stop9h 02mWestJet
dom. 11/308:05 pmYWG - MCO
1 stop13h 19mWestJet
Deal found 9/17$234

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 septiembre 17, 2025.
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

sáb. 10/18

3:15 pm-6:32 pm

Nonstop4h 17m

Winnipeg

mar. 10/28

6:00 am-2:00 pm

1 stop7h 00m

$193

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

vie. 11/21

10:00 pm-1:26 am

Nonstop4h 26m

Winnipeg

mié. 11/26

12:20 pm-8:22 pm

1 stop7h 02m

$201

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

sáb. 10/4

3:15 pm-6:32 pm

Nonstop4h 17m

Winnipeg

sáb. 10/11

9:10 am-2:10 pm

Nonstop4h 00m

$212

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

vie. 10/17

8:13 am-4:22 pm

1 stop9h 09m

Winnipeg

mar. 10/28

8:00 am-1:07 pm

Nonstop4h 07m

$225

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

sáb. 10/11

3:15 pm-6:32 pm

Nonstop4h 17m

Winnipeg

sáb. 10/18

10:45 am-10:59 pm

2 stops11h 14m

$225

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

sáb. 10/11

7:45 pm-9:41 am

1 stop14h 56m

Winnipeg

sáb. 10/18

9:10 am-2:10 pm

Nonstop4h 00m

$233

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

vie. 11/28

11:10 am-7:12 pm

1 stop9h 02m

Winnipeg

dom. 11/30

8:05 pm-10:24 am

1 stop13h 19m

$234

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

vie. 10/31

10:00 pm-1:26 am

Nonstop4h 26m

Winnipeg

mar. 11/11

8:00 am-1:07 pm

Nonstop4h 07m

$236

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

mar. 12/16

2:00 pm-5:26 pm

Nonstop4h 26m

Winnipeg

mar. 12/30

8:00 am-1:07 pm

Nonstop4h 07m

$239

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

sáb. 10/18

3:15 pm-6:32 pm

Nonstop4h 17m

$75

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 19 results
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 to Winnipeg

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

Currently, August is the cheapest month in which you can book a flight from Orlando to Winnipeg (average of $358). Flying from Orlando to Winnipeg in December is currently the most expensive (average of $501). 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 septiembre 17, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 49% on flights from Orlando to Winnipeg by exploring options for tickets in the afternoon.

How much does it cost to fly round-trip from Orlando 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 septiembre 17, 2025.
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
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

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
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

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
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

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
3,095 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

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
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

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 $201, WestJet can have you in Winnipeg from Orlando in 4h 26m. The distance from Orlando to Winnipeg is about 1702 mi. Generally, flights for this route are nonstop.

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

    Flying on United Airlines is currently your cheapest option to Winnipeg, with prices starting at $112. Additional round-trip tickets that might be worth considering are offered by WestJet and Air Canada, with the lowest prices starting at $198 and $249, 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 (100%), WestJet (100%) or Aeromexico (100%) as they are the most reliable in getting you off to your destination on time.

  • 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, August is the cheapest month in which you can book a flight from Orlando to Winnipeg (average of $358). Flying from Orlando to Winnipeg in December is currently the most expensive (average of $501). 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$112Average$560FlexibilityNo cancel feeOn-time69%
WestJetCheapest$198Average$339FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$249Average$547FlexibilityNo cancel feeOn-time67%
DeltaCheapest$296Average$479FlexibilityNo cancel feeOn-timeN/A

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