What airlines fly to Winnipeg?

WestJet, Delta and United Airlines are the top three most popular airlines that fly to Winnipeg from Orlando according to our data. WestJet is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Winnipeg. Keep in mind that there are 4 different airlines that fly to Winnipeg on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest travel time from Orlando to Winnipeg?

Flights connecting via Chicago (ORD) have the shortest average one-way travel time: 6h 48m.

What is the cheapest airline that flies from Orlando to Winnipeg?

United Airlines, Air Canada, and WestJet are the most popular carriers operating from Orlando to Winnipeg

Which layover airport offers the lowest fares from Orlando to Winnipeg?

Flights via Ottawa (YOW) offer the lowest average round-trip price of $415.

Which layover airport has the shortest connection time from Orlando to Winnipeg?

Ottawa (YOW) has the shortest average layover time for this route: 2h 27m.

Which airport is the most popular layover for flights between Orlando and Winnipeg?

Ottawa (YOW) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

When did momondo last update prices for flights from Orlando to Winnipeg Airport?

Prices for flights from Orlando to Winnipeg Airport are updated daily.

How many operators does momondo search for flights from Orlando to Winnipeg Airport?

The number of operators available for flights from Orlando to Winnipeg Airport is 4 as of October 2025.

How old do you have to be to fly from Orlando to Winnipeg Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orlando to Winnipeg Airport.

What documentation or ID do you need to fly to Winnipeg Airport?

The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$135 Cheap Flights from Orlando to Winnipeg in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Orlando to Winnipeg

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:43 pm - 11:39 amMCO-YWG

15h 56m1 stop

2:15 pm - 11:45 pmYWG-MCO

8h 30m1 stop

$257United Airlines

Find Deal

Tue, Mar 10 - Wed, Mar 11

8:43 pm - 11:39 amMCO-YWG

15h 56m1 stop

2:15 pm - 11:45 pmYWG-MCO

8h 30m1 stop

$258United Airlines

Find Deal

Tue, Mar 10 - Wed, Mar 11

10:16 pm - 3:07 pmMCO-YWG

17h 51m1 stop

7:30 am - 6:30 amYWG-MCO

22h 00m1 stop

$263Multiple Airlines

Find Deal

Thu, Nov 13 - Thu, Nov 20

8:19 am - 3:07 pmMCO-YWG

7h 48m1 stop

8:00 am - 1:07 pmYWG-MCO

4h 07mnonstop

$289Multiple Airlines

Find Deal

Fri, Nov 21 - Tue, Nov 25

6:15 pm - 10:16 amMCO-YWG

17h 01m1 stop

5:30 am - 3:00 pmYWG-MCO

8h 30m1 stop

$355Air Canada

Find Deal

Fri, Nov 7 - Thu, Nov 13

9:15 pm - 12:35 amMCO-YWG

28h 20m1 stop

12:40 pm - 10:24 amYWG-MCO

20h 44m2 stops

$356WestJet

Find Deal

Wed, Nov 26 - Sun, Nov 30

6:15 pm - 10:16 amMCO-YWG

17h 01m1 stop

5:30 am - 5:07 pmYWG-MCO

10h 37m2 stops

$360Air Canada

Find Deal

Fri, Nov 7 - Thu, Nov 13

6:23 pm - 11:36 pmMCO-YWG

6h 13m1 stop

12:38 pm - 11:59 pmYWG-MCO

10h 21m1 stop

$379Delta

Find Deal

Wed, Nov 26 - Sun, Nov 30

9:15 pm - 3:51 pmMCO-YWG

19h 36m2 stops

8:05 pm - 8:22 pmYWG-MCO

23h 17m1 stop

$380WestJet

Find Deal

Thu, Nov 13 - Thu, Nov 20

6:54 am - 4:55 pmMCO-YWG

11h 01m1 stop

12:35 pm - 11:22 pmYWG-MCO

9h 47m1 stop

$527Delta

Find Deal

Sun, Dec 21 - Mon, Dec 29

United Airlines flights from Orlando to Winnipeg

Our best United Airlines deals on Orlando to Winnipeg flight tickets

United Airlines

Mar 10

MCO8:43 pmOrlando

15h 56m

1 stop

YWG11:39 amWinnipeg

Mar 11

YWG2:15 pmWinnipeg

8h 30m

1 stop

MCO11:45 pmOrlando

$257

Find similar

United Airlines

Mar 10

MCO8:43 pmOrlando

15h 56m

1 stop

YWG11:39 amWinnipeg

Mar 11

YWG2:15 pmWinnipeg

8h 30m

1 stop

MCO11:45 pmOrlando

$258

Find similar

United Airlines

Mar 10

MCO8:43 pmOrlando

15h 56m

1 stop

YWG11:39 amWinnipeg

Mar 11

YWG2:15 pmWinnipeg

9h 27m

2 stops

MCO12:42 amOrlando

$267

Find similar

American Airlines flights from Orlando to Winnipeg

Our best American Airlines deals on Orlando to Winnipeg flight tickets

American Airlines

Dec 21

MCO7:01 amOrlando

17h 34m

3 stops

YWG11:35 pmWinnipeg

Dec 29

YWG12:10 pmWinnipeg

11h 19m

2 stops

MCO12:29 amOrlando

$887

Find similar

American Airlines

Dec 21

MCO7:01 amOrlando

17h 34m

3 stops

YWG11:35 pmWinnipeg

Dec 29

YWG6:00 amWinnipeg

13h 58m

2 stops

MCO8:58 pmOrlando

$889

Find similar

American Airlines

Dec 21

MCO8:00 amOrlando

16h 35m

2 stops

YWG11:35 pmWinnipeg

Dec 29

YWG6:00 amWinnipeg

11h 59m

2 stops

MCO6:59 pmOrlando

$891

Find similar

Fly from

Fly to

Route

Depart

Return

Price

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 3/10

8:43 pm-11:39 am

1 stop15h 56m

Winnipeg

Wed 3/11

2:15 pm-11:45 pm

1 stop8h 30m

$257

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 3/10

8:43 pm-11:39 am

1 stop15h 56m

Winnipeg

Wed 3/11

2:15 pm-11:45 pm

1 stop8h 30m

$258

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 11/13

10:16 pm-3:07 pm

1 stop17h 51m

Winnipeg

Thu 11/20

7:30 am-6:30 am

1 stop22h 00m

$263

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 11/21

8:19 am-3:07 pm

1 stop7h 48m

Winnipeg

Tue 11/25

8:00 am-1:07 pm

Nonstop4h 07m

$289

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 11/7

6:15 pm-10:16 am

1 stop17h 01m

Winnipeg

Thu 11/13

5:30 am-3:00 pm

1 stop8h 30m

$355

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Wed 11/26

9:15 pm-12:35 am

1 stop28h 20m

Winnipeg

Sun 11/30

12:40 pm-10:24 am

2 stops20h 44m

$356

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Fri 11/7

6:15 pm-10:16 am

1 stop17h 01m

Winnipeg

Thu 11/13

5:30 am-5:07 pm

2 stops10h 37m

$360

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Wed 11/26

6:23 pm-11:36 pm

1 stop6h 13m

Winnipeg

Sun 11/30

12:38 pm-11:59 pm

1 stop10h 21m

$379

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 11/13

9:15 pm-3:51 pm

2 stops19h 36m

Winnipeg

Thu 11/20

8:05 pm-8:22 pm

1 stop23h 17m

$380

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sun 12/21

6:54 am-4:55 pm

1 stop11h 01m

Winnipeg

Mon 12/29

12:35 pm-11:22 pm

1 stop9h 47m

$527

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Orlando to Winnipeg

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

Other information

What is the cheapest day to depart on your flight to Winnipeg?

The cheapest day to depart on your flight to Winnipeg is on a Thursday when prices can be found for as low as $260. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Orlando because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $417.

What is the cheapest time of day to depart on your flight to Winnipeg?

The cheapest time of day to fly to Winnipeg is in the evening when flights can be purchased for as low as $291. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $584 on average. Flights to Winnipeg from Orlando in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Orlando to Winnipeg flight route?

Fly from Orlando to Winnipeg for the best Orlando - Winnipeg flight prices

What cabin class options are available on Orlando to Winnipeg flights?

There are 2 cabin classes available to choose from on Orlando to Winnipeg flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Orlando to Winnipeg flight prices changed over time?

When to book flights from Orlando to Winnipeg

Are you open to changing your travel dates? Check out the ideal times to fly from Orlando to Winnipeg according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Orlando to Winnipeg (ORL to YWG) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Orlando to Winnipeg

Best Price Found	$271
Fastest flight time	4h 26m
Direct flights	Sat
Airports in Winnipeg	1 airport

The best flight deal from Orlando to Winnipeg found on momondo in the last 72 hours is $271

The fastest flight from Orlando to Winnipeg takes 4h 26m

Direct flights go from Orlando to Winnipeg on Saturday. There are no airlines offering direct flights.

There is 1 airport near Winnipeg: Winnipeg (YWG)

Search flight deals

How far is Orlando to Winnipeg by plane?
The distance between Orlando and Winnipeg is about 1690.2 mi. Flights usually cover this in 4h 26m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Orlando to Winnipeg Airport?
Prices for flights from Orlando to Winnipeg Airport are updated daily.
How many operators does momondo search for flights from Orlando to Winnipeg Airport?
The number of operators available for flights from Orlando to Winnipeg Airport is 4 as of October 2025.
How old do you have to be to fly from Orlando to Winnipeg Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orlando to Winnipeg Airport.
What documentation or ID do you need to fly to Winnipeg Airport?
The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Orlando to Winnipeg?
momondo data reveals that the most frequently booked plane model on the route from Orlando to Winnipeg is Boeing 737 MAX 8, representing 82.86% of all bookings. The subsequent popular models are Boeing 737-700 Passenger/BBJ1 (winglets) at 5.71%, Boeing 737-800 Passenger/BBJ2 (winglets) at 5.71%, and Boeing 737-800 (Scimitar Winglets) at 5.71%.
What is the most popular airline from Orlando to Winnipeg?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Orlando to Winnipeg is United Airlines (100% of total bookings).

Best airlines flying from Orlando to Winnipeg

Compare and see reviews for airlines that fly from Orlando to Winnipeg with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $101	Free Cancellation	Rating 7.1 10,307 reviews	Search Air Canada flights
United Airlines	PriceFrom $112	Free Cancellation	Rating 7.4 8,982 reviews	Search United Airlines flights
WestJet	PriceFrom $204	Free Cancellation	Rating 7.2 3,127 reviews	Search WestJet flights
Delta	PriceFrom $296	Free Cancellation	Rating 7.9 7,982 reviews	Search Delta flights

Scanterbury

Selkirk

Morden

Portage la Prairie

Why use momondo?

Why should I use momondo to find a flight deal from Orlando to Winnipeg?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Winnipeg from Orlando.

Can I find flights from Orlando to Winnipeg with flexible booking policies on momondo?

momondo does allow users to show only those flights to Winnipeg from Orlando which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Orlando to Winnipeg?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Winnipeg from Orlando.

I’m not ready to book a flight from Orlando to Winnipeg right now. Can momondo alert me if prices change?

Price alerts on flights to Winnipeg from Orlando are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Winnipeg trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sun 11/16

Sun 11/23

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Canada

Cheap flights from Orlando to Winnipeg from $135

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orlando to Winnipeg departing on 11/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Orlando to Winnipeg

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

United Airlines flights from Orlando to Winnipeg

Our best United Airlines deals on Orlando to Winnipeg flight tickets

American Airlines flights from Orlando to Winnipeg

Our best American Airlines deals on Orlando to Winnipeg flight tickets

momondo Fare Finder

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

See travel insights to Winnipeg from

How to get the cheapest flight ticket from Orlando to Winnipeg

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Winnipeg?

What is the cheapest time of day to depart on your flight to Winnipeg?

What is the cheapest Orlando to Winnipeg flight route?

Fly from Orlando to Winnipeg for the best Orlando - Winnipeg flight prices

What cabin class options are available on Orlando to Winnipeg flights?

There are 2 cabin classes available to choose from on Orlando to Winnipeg flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Orlando to Winnipeg flight prices changed over time?

What is the cheapest airline that flies from Orlando to Winnipeg?

United Airlines, Air Canada, and WestJet are the most popular carriers operating from Orlando to Winnipeg

What airlines fly to Winnipeg?

Which airport is the most popular layover for flights between Orlando and Winnipeg?

Ottawa (YOW) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Orlando to Winnipeg?

Flights via Ottawa (YOW) offer the lowest average round-trip price of $415.

Which layover airport has the shortest travel time from Orlando to Winnipeg?

Flights connecting via Chicago (ORD) have the shortest average one-way travel time: 6h 48m.

Which layover airport has the shortest connection time from Orlando to Winnipeg?

Ottawa (YOW) has the shortest average layover time for this route: 2h 27m.

When to book flights from Orlando to Winnipeg

Cheap Orlando to Winnipeg (ORL to YWG) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Orlando to Winnipeg

Best Price Found

Fastest flight time

Direct flights

Airports in Winnipeg

How far is Orlando to Winnipeg by plane?

When did momondo last update prices for flights from Orlando to Winnipeg Airport?

How many operators does momondo search for flights from Orlando to Winnipeg Airport?

How old do you have to be to fly from Orlando to Winnipeg Airport?

What documentation or ID do you need to fly to Winnipeg Airport?

What is the most popular plane model from Orlando to Winnipeg?

What is the most popular airline from Orlando to Winnipeg?

Best airlines flying from Orlando to Winnipeg

Compare and see reviews for airlines that fly from Orlando to Winnipeg with momondo

Traveling to a place near Winnipeg?

Why use momondo?

Why should I use momondo to find a flight deal from Orlando to Winnipeg?

Can I find flights from Orlando to Winnipeg with flexible booking policies on momondo?

How can momondo help me find flights from Orlando to Winnipeg?

I’m not ready to book a flight from Orlando to Winnipeg right now. Can momondo alert me if prices change?

An easier way to manage your Winnipeg trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Canada

Airports servicing Manitoba