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$141+ Cheap flights from Florida 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — YWG
Jun 21 — Jun 281
Sun 6/21
Sun 6/28
1 adult, Economy
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Cheap flight deals from Florida to Winnipeg

Cheapest flights from Florida to Winnipeg
Explore the most affordable flight options available from Florida to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2026.

This Air Canada deal was found by Cheapflights users on 5/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:00 pm
TPA
-
YWG
2 stops12h 07m
Air Canada
Sat 9/195:10 am
YWG
-
TPA
2 stops13h 57m
Air Canada
Deal found 5/20$319
This Air Canada deal was found by Cheapflights users on 5/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:00 pm
TPA
-
YWG
2 stops12h 07m
Air Canada
Mon 9/287:10 pm
YWG
-
TPA
1 stop14h 55m
Air Canada
Deal found 5/18$352
This United Airlines deal was found by Cheapflights users on 5/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/172:14 pm
RSW
-
YWG
1 stop9h 10m
United Airlines
Wed 10/217:00 am
YWG
-
RSW
1 stop6h 57m
United Airlines
Deal found 5/17$360
This United Airlines deal was found by Cheapflights users on 5/18. 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.
Thu 8/64:39 pm
RSW
-
YWG
1 stop6h 59m
United Airlines
Sun 8/167:00 am
YWG
-
RSW
1 stop6h 36m
United Airlines
Deal found 5/18$373
This Air Canada deal was found by Cheapflights users on 5/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/139:00 pm
TPA
-
YWG
1 stop15h 15m
Air Canada
Mon 7/205:15 pm
YWG
-
TPA
1 stop16h 48m
Air Canada
Deal found 5/20$376
This Kiwi.com deal was found by Cheapflights users on 5/19. 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.
Thu 8/272:25 pm
TPA
-
YWG
2 stops34h 15m
Multiple Airlines
Thu 9/174:25 pm
YWG
-
TPA
1 stop17h 40m
Multiple Airlines
Deal found 5/19$385
This Air Canada deal was found by Cheapflights users on 5/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:00 am
MCO
-
YWG
1 stop9h 14m
Air Canada
Fri 7/172:05 pm
YWG
-
MCO
1 stop8h 42m
Air Canada
Deal found 5/19$404
This Trip.com deal was found by Cheapflights users on 5/21. 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.
Sat 9/511:20 am
MCO
-
YWG
1 stop7h 38m
Multiple Airlines
Wed 9/96:05 pm
YWG
-
MCO
1 stop15h 35m
Multiple Airlines
Deal found 5/21$407
This Air Canada deal was found by Cheapflights users on 5/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1710:55 pm
FLL
-
YWG
1 stop12h 05m
Air Canada
Wed 6/245:10 am
YWG
-
FLL
1 stop13h 59m
Air Canada
Deal found 5/19$407
This Vliegwinkel deal was found by Cheapflights users on 5/17. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/410:51 am
MCO
-
YWG
1 stop12h 47m
Air Canada
Wed 6/103:15 pm
YWG
-
MCO
1 stop7h 31m
Air Canada
Deal found 5/17$411
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 6/2211:30 am
FLL
-
YWG
1 stop7h 28m
Porter Airlines
Fri 6/2611:15 am
YWG
-
FLL
2 stops23h 10m
Porter Airlines
Deal found 5/21$416
This Kiwi.com deal was found by Cheapflights users on 5/20. 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.
Thu 6/1111:30 am
MCO
-
YWG
2 stops35h 10m
Multiple Airlines
Tue 6/168:45 pm
YWG
-
MCO
1 stop15h 00m
Multiple Airlines
Deal found 5/20$423

Find flight deals from Florida to Winnipeg

Keep the following information in mind while searching for Florida to Winnipeg flight deals. Data was last updated May 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$319
(Air Canada)

One-way from

$141
(United Airlines)

Popular in

April

Cheapest in

November
Provider with most accurate pricing for Orlando (ORL)-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Winnipeg flights.
Search Deals
From Florida to Winnipeg
Search Deals
One-way flight from Florida to Winnipeg
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($28 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida 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 May 22, 2026.
Use the filters below to find and compare flights from Florida to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TampaWinnipeg

TPA - YWG

TPAYWG

Tampa

Thu 9/17

12:00 pm-11:07 pm

2 stops12h 07m

Winnipeg

Sat 9/19

5:10 am-8:07 pm

2 stops13h 57m

$319

TampaWinnipeg

TPA - YWG

TPAYWG

Tampa

Thu 9/24

9:05 pm-11:12 am

1 stop15h 07m

Winnipeg

Mon 9/28

7:10 pm-11:05 am

1 stop14h 55m

$351

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Sat 10/17

2:14 pm-10:24 pm

1 stop9h 10m

Winnipeg

Wed 10/21

7:00 am-2:57 pm

1 stop6h 57m

$360
Quickest round-trip

Fort MyersWinnipeg

RSW - YWG

RSWYWG

Fort Myers SW Florida Intl

Thu 8/6

4:39 pm-10:38 pm

1 stop6h 59m

Winnipeg

Sun 8/16

7:00 am-2:36 pm

1 stop6h 36m

$373

TampaWinnipeg

TPA - YWG

TPAYWG

Tampa

Mon 7/13

9:00 pm-11:15 am

1 stop15h 15m

Winnipeg

Mon 7/20

5:15 pm-11:03 am

1 stop16h 48m

$376

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 6/4

10:51 am-10:38 pm

1 stop12h 47m

Winnipeg

Wed 6/10

3:15 pm-11:46 pm

1 stop7h 31m

$411

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Sat 9/19

12:30 pm-8:57 pm

1 stop9h 27m

Winnipeg

Tue 9/22

8:45 am-11:25 pm

1 stop13h 40m

$428

Fort LauderdaleWinnipeg

FLL - YWG

FLLYWG

Fort Lauderdale

Thu 6/18

10:55 pm-11:15 am

1 stop13h 20m

Winnipeg

Tue 6/23

5:10 am-8:09 pm

1 stop13h 59m

$433

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Thu 6/11

7:13 am-10:38 pm

1 stop16h 25m

Winnipeg

Sun 6/14

7:00 am-4:55 pm

1 stop8h 55m

$441

OrlandoWinnipeg

MCO - YWG

MCOYWG

Orlando

Tue 6/16

2:25 pm-10:38 pm

1 stop9h 13m

Winnipeg

Tue 6/23

7:00 am-3:03 pm

1 stop7h 03m

$441

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Florida to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Florida 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 Florida to Winnipeg

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

Currently, November is the cheapest month in which you can book a flight from Florida to Winnipeg (average of $90). Flying from Florida to Winnipeg in April is currently the most expensive (average of $258). 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.

Related info for your journey

Find useful and relevant information for your journey from Florida 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 Florida?

    Most people fly into Winnipeg (YWG) if they book a flight to Winnipeg from Florida. Winnipeg is conveniently located just 4.6 mi from Winnipeg’s city center.

  • How long is the flight from Florida to Winnipeg?

    A quick flight from Florida to Winnipeg can take about 9h 10m. Air Canada provides one of the quickest options available for as low as $360. Airlines will cover a distance of 1811 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Florida to Winnipeg one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $100. Users have also found prices from $103 and $143 on WestJet and Delta, respectively.

  • What are the most popular routes from Florida to Winnipeg?

    Most travelers choose Orlando - Winnipeg, Fort Lauderdale - Winnipeg or Tampa - Winnipeg when deciding on the best route from Florida to Winnipeg.

  • Can I find deals for flights from Florida to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Florida to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida to Winnipeg.

  • Can I find deals for business class flights from Florida to Winnipeg?

    Yes. Cheapflights offers flight deals from Florida 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 Florida to Winnipeg?

    Currently, November is the cheapest month in which you can book a flight from Florida to Winnipeg (average of $90). Flying from Florida to Winnipeg in April is currently the most expensive (average of $258). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 4 airlines flying from Florida to Winnipeg

Discover the top 4 airlines that operate flights from Florida 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 May 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$134Average$501FlexibilityNo cancel feeOn-timeN/A
Porter AirlinesCheapest$145Average$338FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$169Average$562FlexibilityNo cancel feeOn-time69%
WestJetCheapest$204Average$275FlexibilityNo cancel feeOn-time60%

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