YWG - ORL

C$ 253 Find Cheap Flights from Winnipeg to Orlando – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 387
Typical prices: C$ 439-C$ 801
Multiple Airlines
Sat 27/1Sat 3/2
YWG - MCO • 1 stop
Cheapest direct flights
C$ 578
Typical prices: C$ 506-C$ 896
WestJet
Mon 29/1Mon 5/2
YWG - MCO • Direct
Direct flights
You can fly direct with WestJet. Average duration is 4h 05m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 78% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 20 weeks in advance save around 59% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 28% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg C$ 447 (round-trip)
Shortest trip • 7h 34m (one-way)
Insights
Insights
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We hope you enjoy your trip to Orlando!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Winnipeg to Orlando (YWG-ORL)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Orlando

Wed, 27 Jan - Wed, 3 Feb
Multiple Airlines Logo
7:00 a.m. - 8:57 p.m.YWG  Winnipeg-MCO Orlando
13h 57m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:01 a.m. - 1:10 a.m.MCO  Orlando-YWG Winnipeg
18h 09m2 stops Atlanta Hartsfield-Jackson Calgary
C$ 387Multiple Airlines
Mon, 25 Jan - Wed, 3 Feb
Multiple Airlines Logo
7:00 a.m. - 2:43 p.m.YWG  Winnipeg-MCO Orlando
7h 43m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:01 a.m. - 2:40 p.m.MCO  Orlando-YWG Winnipeg
7h 39m1 stop Atlanta Hartsfield-Jackson
C$ 488Multiple Airlines
Wed, 27 Jan - Wed, 3 Feb
WestJet Logo
7:35 p.m. - 10:20 a.m.YWG  Winnipeg-MCO Orlando
14h 45m2 stops Calgary Toronto Pearson Intl
WestJet Logo
11:10 a.m. - 8:50 p.m.MCO  Orlando-YWG Winnipeg
9h 40m1 stop Toronto Pearson Intl
C$ 530WestJet
Mon, 25 Jan - Wed, 3 Feb
WestJet Logo
7:35 p.m. - 10:20 a.m.YWG  Winnipeg-MCO Orlando
14h 45m2 stops Calgary Toronto Pearson Intl
WestJet Logo
11:10 a.m. - 8:50 p.m.MCO  Orlando-YWG Winnipeg
9h 40m1 stop Toronto Pearson Intl
C$ 530WestJet
Sat, 20 Feb - Wed, 24 Feb
Porter Airlines Logo
12:40 p.m. - 8:00 p.m.YWG  Winnipeg-MCO Orlando
7h 20m1 stop Ottawa
Porter Airlines Logo
11:15 a.m. - 7:15 p.m.MCO  Orlando-YWG Winnipeg
8h 00m1 stop Ottawa
C$ 549Porter Airlines
Fri, 5 Feb - Tue, 16 Feb
Porter Airlines Logo
12:40 p.m. - 11:48 p.m.YWG  Winnipeg-MCO Orlando
11h 08m2 stops Ottawa Toronto Pearson Intl
Porter Airlines Logo
11:15 a.m. - 7:15 p.m.MCO  Orlando-YWG Winnipeg
8h 00m1 stop Ottawa
C$ 552Porter Airlines
Tue, 23 Feb - Tue, 2 Mar
Air Canada Logo
8:15 a.m. - 3:08 p.m.YWG  Winnipeg-MCO Orlando
6h 53m1 stop Toronto Pearson Intl
Air Canada Logo
8:30 a.m. - 5:37 p.m.MCO  Orlando-YWG Winnipeg
9h 07m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 560Air Canada
Tue, 12 Jan - Mon, 25 Jan
Delta Logo
7:15 a.m. - 5:29 p.m.YWG  Winnipeg-MCO Orlando
10h 14m1 stop Minneapolis St Paul
Delta Logo
7:00 a.m. - 4:53 p.m.MCO  Orlando-YWG Winnipeg
9h 53m1 stop Minneapolis St Paul
C$ 566Delta
Tue, 12 Jan - Fri, 22 Jan
Delta Logo
7:15 a.m. - 5:29 p.m.YWG  Winnipeg-MCO Orlando
10h 14m1 stop Minneapolis St Paul
Delta Logo
7:00 a.m. - 4:53 p.m.MCO  Orlando-YWG Winnipeg
9h 53m1 stop Minneapolis St Paul
C$ 566Delta
Tue, 15 Dec - Thu, 7 Jan
Air Canada Logo
3:05 p.m. - 11:36 p.m.YWG  Winnipeg-MCO Orlando
8h 31m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
11:55 a.m. - 7:25 p.m.MCO  Orlando-YWG Winnipeg
7h 30m1 stop Ottawa
C$ 574Air Canada
Booking Insights

Price, demand, and travel trends for Winnipeg to Orlando flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

What is the cheapest Winnipeg to Orlando flight route?

There's little price difference between Winnipeg to Orlando routes. They average around C$ 598 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Winnipeg to Orlando?

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Winnipeg to Orlando. It's 19% cheaper than the average day, while Saturday is the most expensive, with prices 20% higher.

What is the cheapest month to fly from Winnipeg to Orlando?

•April is the cheapest month to fly from Winnipeg to Orlando at C$ 433 round-trip.
•June (C$ 693) and December (C$ 689) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 60% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Winnipeg to Orlando the cheapest?

Flights from Winnipeg to Orlando are cheapest 20 weeks before departure. Booking in this window typically costs about 59% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Winnipeg to Orlando

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Mark Stachiew

Mark Stachiew

Expert on YWG

Mark Stachiew has been exploring the world and writing about it for more than 30 years. His travel stories have appeared in numerous newspapers, magazines and online publications in Canada, the United States and beyond.

Stefanie Waldek

Stefanie Waldek

Expert on MCO

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Key details for Winnipeg to Orlando flights

Low season

September

Cheapest flight

C$ 221
Beat the crowds with an average 49% drop in traveller numbers.
The most popular month to fly with an average 83% increase in traveller numbers.
One-way flight from Winnipeg to Orlando Airport

When to book flights from Winnipeg to Orlando

Are your dates flexible? Find out the best times to travel from Winnipeg to Orlando based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Winnipeg to Orlando flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • What are the earliest and latest flights from Winnipeg to Orlando?

    These are the earliest and latest flight times available from Winnipeg to Orlando:

    • Earliest: departs at 8:00 am and lands at 12:05 pm
    • Latest: departs at 3:20 pm and lands at 7:25 pm.

    The flight takes about 4h 05m.

  • Which cabin classes can I book on flights from Winnipeg to Orlando?

    Only Economy Class is available on flights from Winnipeg to Orlando.

  • How long does a flight from Winnipeg to Orlando take?

    A direct flight from Winnipeg to Orlando takes 4h 05m, covering 4,387 km.

  • Do I need a passport to fly from Winnipeg to Orlando?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Winnipeg to Orlando flight?

    Round-trip flights from Winnipeg to Orlando range from C$ 439 to C$ 801, with an average of C$ 598 over the past 12 months. Anything below C$ 439 counts as a good deal.

  • How expensive are last-minute Winnipeg to Orlando flights?

    Last-minute fares on this route (booked within two weeks of departure) run 78% above the C$ 598 route average. Book 20 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Winnipeg to Orlando?

    On this route, layover flights are cheaper than direct options on average. Layover fares average C$ 447 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to C$ 666 for direct.

  • How does on-time performance compare across airlines flying from Winnipeg to Orlando?

    WestJet is the only airline operating Winnipeg to Orlando flights. 78% of its flights are on time.

  • What is the standard checked bag allowance on flights from Winnipeg to Orlando?

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge C$ 42–C$ 140 for the first checked bag in economy. Premium fares and elite status bookings typically include a free checked bag.

  • Have flight prices from Winnipeg to Orlando changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 387 to C$ 1,868. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Winnipeg to Orlando looking right now?

    One-way fares from Winnipeg to Orlando are currently lower than usual. Average one-way flight prices are about C$ 316, which is 9% below the typical average for this route.

  • What car rental options are available in Orlando?

    Since Orlando is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Orlando Airport (MCO) – daily rates from around C$ 43:

    • Rent-A-Wreck
    • Routes Car & Truck Rentals
    • Hertz
    • Budget
    • Thrifty

    Near Orlando Sanford Intl Airport (SFB) – daily rates from around C$ 78:

    • Hertz
    • Budget
    • Dollar
    • ADDCAR RENTAL
    • Alamo

  • Which airports can I use when flying from Winnipeg to Orlando?

    Flights from Winnipeg to Orlando usually depart from Winnipeg (YWG) and may arrive at several airports in Orlando area, including Orlando (MCO) and Orlando Sanford Intl (SFB).

  • What time of day has the fewest delays on flights from Winnipeg to Orlando?

    Morning flights have the fewest delays on this route, while afternoon departures tend to have the most.

  • At what point is a flight considered delayed on the route from Winnipeg to Orlando?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Winnipeg to Orlando route, 22% of flights were delayed in the past three months, with delays averaging 2h 36m.

  • Which airports do connecting flights from Winnipeg to Orlando pass through?

    One-stop flights from Winnipeg to Orlando most commonly connect through:

    • Toronto Pearson Intl (YYZ) – 65% of one-stop connections
    • Minneapolis St Paul (MSP) – 18% of one-stop connections
    • Chicago O'Hare Intl (ORD) – 8% of one-stop connections
    • Montreal Pierre Elliott Trudeau Intl (YUL) – 5% of one-stop connections

  • Can I save money by using flexible dates for flights from Winnipeg to Orlando?

    Yes. Flexible dates can save you up to 33% on flights from Winnipeg to Orlando. Wednesday is the cheapest departure day at C$ 488 round-trip on average, while Saturday is the most expensive at C$ 718, a difference of C$ 231.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • Which airlines fly from Winnipeg to Orlando?

    Only WestJet operates flights between Winnipeg and Orlando.

  • How much time can I save by choosing a different layover airport when travelling from Winnipeg to Orlando?

    Flying via Ottawa (YOW) gives the shortest average 1-stop total travel time at 7h 34m, compared with 7h 50m via Minneapolis St Paul (MSP) and 8h 47m via Montreal Pierre Elliott Trudeau Intl (YUL).

  • Which popular places can I visit in Orlando?

    Some of the most popular sights in Orlando are Universal Orlando Resort, Universal Volcano Bay, and Tinker Field. These are among the most viewed places in Orlando on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Winnipeg to Orlando flights?

    Among airlines operating Winnipeg to Orlando flights:

    • WestJet: offers free seat selection
    • Delta: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Winnipeg to Orlando flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • WestJet: a carry-on bag and a checked bag in Economy Class
    • Delta: a cabin bag in Economy Class class

    Baggage allowance can vary by ticket type, cabin class, route, and airline, so always check the fare details before booking.

Your guide to booking Winnipeg to Orlando flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Saturday. On this route, Wednesday flights average C$ 488, about C$ 231 less than Saturday fares (32% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 20 weeks before you fly. On this route, that window historically saves about 59% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Winnipeg to Orlando trip for April. Fares historically average C$ 433 round-trip in that month – typically C$ 260 less than the most expensive month, which is June (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Atlanta Hartsfield-Jackson Airport (ATL) can be cheaper than flying direct. The cheapest layover option averages C$ 447 round-trip on this route – about C$ 219 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Orlando Airport.

    • Ramada by Wyndham Suites Orlando Airport
    • Hyatt Regency Orlando International Airport
    • La Quinta Inn and Suites by Wyndham Orlando Airport

Prefer to fly direct from Winnipeg to Orlando?

 
Find which airlines fly direct from Winnipeg Airport to Orlando, which days they fly and book direct flights.

Direct departures

Winnipeg to Orlando

Tuesday

WestJet

WestJet

Friday

WestJet

WestJet

See more nonstop flights

Direct returns

Orlando to Winnipeg

Tuesday

WestJet

WestJet

Friday

WestJet

WestJet

See more nonstop flights

More options for your flight from Winnipeg to Orlando

Complete your trip to Orlando with a hotel stay or car rental