YWG - ORL

C$ 205 Find Cheap Flights from Winnipeg to Orlando – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 385
Typical prices: C$ 389-C$ 748
WestJet
Mon 29/10Mon 5/11
YWG - MCO • 2 stops
Cheapest direct flights
C$ 756
Typical prices: C$ 380-C$ 829
WestJet
Tue 13/11Tue 20/11
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 • 79% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 11 weeks in advance save around 57% 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$ 349 (round-trip)
Shortest trip • 7h 56m (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

Thu, 29 Oct - Thu, 5 Nov
WestJet Logo
9:35 p.m. - 10:20 a.m.YWG  Winnipeg-MCO Orlando
11h 45m2 stops Calgary Toronto Pearson Intl
WestJet Logo
11:10 a.m. - 7:50 p.m.MCO  Orlando-YWG Winnipeg
9h 40m1 stop Toronto Pearson Intl
C$ 385WestJet
Sat, 24 Oct - Wed, 28 Oct
WestJet Logo
6:15 a.m. - 10:20 a.m.YWG  Winnipeg-MCO Orlando
27h 05m1 stop Toronto Pearson Intl
WestJet Logo
11:10 a.m. - 7:50 p.m.MCO  Orlando-YWG Winnipeg
9h 40m1 stop Toronto Pearson Intl
C$ 389WestJet
Thu, 29 Oct - Thu, 5 Nov
Multiple Airlines Logo
6:00 a.m. - 9:38 p.m.YWG  Winnipeg-MCO Orlando
14h 38m2 stops Calgary Atlanta Hartsfield-Jackson
Multiple Airlines Logo
11:10 a.m. - 7:50 p.m.MCO  Orlando-YWG Winnipeg
9h 40m1 stop Toronto Pearson Intl
C$ 403Multiple Airlines
Sun, 25 Oct - Thu, 29 Oct
Air Canada Logo
1:30 p.m. - 11:36 p.m.YWG  Winnipeg-MCO Orlando
9h 06m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:30 a.m. - 4:38 p.m.MCO  Orlando-YWG Winnipeg
9h 08m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 425Air Canada
Tue, 27 Oct - Tue, 3 Nov
Air Canada Logo
11:20 a.m. - 7:53 p.m.YWG  Winnipeg-MCO Orlando
7h 33m1 stop Toronto Pearson Intl
Air Canada Logo
8:30 a.m. - 4:38 p.m.MCO  Orlando-YWG Winnipeg
9h 08m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 431Air Canada
Fri, 30 Oct - Fri, 6 Nov
Multiple Airlines Logo
9:35 p.m. - 11:49 a.m.YWG  Winnipeg-MCO Orlando
13h 14m2 stops Calgary Atlanta Hartsfield-Jackson
Multiple Airlines Logo
11:10 a.m. - 12:44 a.m.MCO  Orlando-YWG Winnipeg
14h 34m1 stop Toronto Pearson Intl
C$ 431Multiple Airlines
Mon, 5 Oct - Thu, 8 Oct
United Airlines Logo
8:45 a.m. - 10:54 a.m.YWG  Winnipeg-MCO Orlando
25h 09m2 stops Denver Intl Houston George Bush Intcntl
United Airlines Logo
7:52 p.m. - 12:37 p.m.MCO  Orlando-YWG Winnipeg
17h 45m1 stop Chicago O'Hare Intl
C$ 487United Airlines
Mon, 5 Oct - Thu, 8 Oct
United Airlines Logo
8:45 a.m. - 11:30 p.m.YWG  Winnipeg-MCO Orlando
13h 45m1 stop Denver Intl
United Airlines Logo
7:52 p.m. - 12:37 p.m.MCO  Orlando-YWG Winnipeg
17h 45m1 stop Chicago O'Hare Intl
C$ 487United Airlines
Thu, 21 Jan - Sun, 24 Jan
Porter Airlines Logo
11:40 a.m. - 11:32 p.m.YWG  Winnipeg-MCO Orlando
10h 52m2 stops Ottawa Toronto Pearson Intl
Porter Airlines Logo
11:20 a.m. - 6:10 p.m.MCO  Orlando-YWG Winnipeg
7h 50m1 stop Ottawa
C$ 531Porter Airlines
Fri, 29 Jan - Fri, 5 Feb
Porter Airlines Logo
11:40 a.m. - 11:32 p.m.YWG  Winnipeg-MCO Orlando
10h 52m2 stops Ottawa Toronto Pearson Intl
Porter Airlines Logo
11:20 a.m. - 6:10 p.m.MCO  Orlando-YWG Winnipeg
7h 50m1 stop Ottawa
C$ 572Porter Airlines
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 from Winnipeg to Orlando with more confidence.

How much is a round-trip flight from Winnipeg to Orlando?

Round-trip flights from Winnipeg to Orlando start at C$ 385. Prices are below average for this route right now, with typical round-trip fares ranging from C$ 389 to C$ 748. The lowest price found in the past 5 days was C$ 385 on WestJet.

What is the cheapest Winnipeg to Orlando flight route?

There's little price difference between Winnipeg to Orlando routes. They average around C$ 554 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?

Wednesday is the cheapest day of the week to fly from Winnipeg to Orlando and is 26% cheaper than the average day. Saturday is the most expensive day with flight prices 15% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

•November is the cheapest month to fly from Winnipeg to Orlando at C$ 397 round-trip.
•June (C$ 693) and August (C$ 661) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 74% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Winnipeg to Orlando the cheapest?

Flights from Winnipeg to Orlando are cheapest 11 weeks before departure. Booking in this window typically costs about 57% 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

June

Cheapest flight

C$ 205
Best time to beat the crowds but there is an average 25% increase in price.
Most popular time to fly (6% more expensive on average)
Flights 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 route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • 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

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

  • Which airlines are available on the route from Winnipeg to Orlando?

    Only WestJet operates flights between Winnipeg and Orlando.

  • 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).

  • 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

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

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

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

  • 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$ 349 round-trip via Denver Intl (DEN), compared to C$ 603 for direct.

  • 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$ 118 for the first checked bag in economy. Premium fares and elite status bookings typically include a free checked bag.

  • 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) – 66% of one-stop connections
    • Minneapolis St Paul (MSP) – 14% of one-stop connections
    • Chicago O'Hare Intl (ORD) – 8% of one-stop connections
    • Montreal Pierre Elliott Trudeau Intl (YUL) – 6% of one-stop connections

    Toronto Pearson Intl (YYZ) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 36% on the Winnipeg to Orlando route. Wednesday is the cheapest departure day at C$ 411 round-trip on average, while Saturday is the most expensive at C$ 640, a difference of C$ 229. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • 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, 21% of flights were delayed in the past 3 months, with delays averaging 2 hours 36 minutes.

  • 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.

  • 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.

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

    Last-minute fares on this route – booked within 2 weeks of departure – run 68% above the route average of C$ 554. Book 11 weeks before departure for the lowest fares.

  • 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.

  • 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$ 385 to C$ 2,314. That means the highest observed fare was about 6x 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$ 257, which is 9% below the typical average for this route.

  • How does WestJet's on-time performance compare to other airlines on Winnipeg to Orlando flights?

    WestJet is the only airline operating Winnipeg to Orlando flights. 79% of its flights are on time.

  • How do delay rates compare for morning and evening flights from Winnipeg to Orlando?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

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

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 7h 56m, compared with 8h 09m via Ottawa (YOW) and 8h 28m via Montreal Pierre Elliott Trudeau Intl (YUL).

  • What is the time difference between Winnipeg and Orlando?

    Orlando is 1 hour ahead of Winnipeg (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • 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$ 2:

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

    Near Orlando Sanford Intl Airport (SFB) – daily rates from around C$ 19:

    • Hertz
    • Budget
    • Dollar
    • Alamo
    • ADDCAR RENTAL

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

    Round-trip flights from Winnipeg to Orlando range from C$ 389 to C$ 748, with an average of C$ 554 over the past 12 months. Anything below C$ 389 counts as a good deal.

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 instead of Saturday. On this route, Wednesday flights average C$ 411 – about C$ 229 less than Saturday (36% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 11 weeks before you fly. On this route, that window historically saves about 57% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Winnipeg to Orlando trip for November. Fares historically average C$ 397 round-trip in that month – typically C$ 296 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 Denver Intl Airport (DEN) can be cheaper than flying direct. The cheapest layover option averages C$ 349 round-trip on this route – about C$ 254 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
    - Marriott Orlando Airport Lakeside

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