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Cheap flights from Winnipeg to Florida from $162

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Florida departing on 5/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Winnipeg to Florida

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
7:45 am - 4:40 pm
YWG
-
RSW
7h 55m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$221WestJet
Thu, Sep 24 - Thu, Oct 8
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$226WestJet
Thu, Sep 24 - Sat, Oct 10
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$227WestJet
Sat, Sep 26 - Thu, Oct 8
United Airlines Logo
7:00 am - 6:03 pm
YWG
-
TPA
10h 03m
1 stop
United Airlines Logo
4:25 pm - 10:24 pm
TPA
-
YWG
6h 59m
1 stop
$251United Airlines
Tue, Sep 29 - Tue, Oct 6
United Airlines Logo
8:30 am - 11:24 pm
YWG
-
TPA
13h 54m
1 stop
United Airlines Logo
9:00 am - 10:24 pm
TPA
-
YWG
14h 24m
2 stops
$257United Airlines
Tue, Sep 29 - Tue, Oct 6
Air Canada Logo
5:10 am - 8:07 pm
YWG
-
TPA
13h 57m
2 stops
Air Canada Logo
12:00 pm - 11:07 pm
TPA
-
YWG
12h 07m
2 stops
$271Air Canada
Tue, Sep 29 - Tue, Oct 6
Delta Logo
12:40 pm - 10:33 pm
YWG
-
TPA
8h 53m
1 stop
Delta Logo
6:10 pm - 11:34 pm
TPA
-
YWG
6h 24m
1 stop
$275Delta
Fri, Oct 2 - Tue, Oct 6
Porter Airlines Logo
11:40 am - 10:15 am
YWG
-
MCO
21h 35m
1 stop
Porter Airlines Logo
1:45 pm - 7:49 pm
MCO
-
YWG
7h 04m
1 stop
$281Porter Airlines
Thu, Jun 11 - Fri, Jun 12
Air Canada Logo
7:10 pm - 11:05 am
YWG
-
TPA
14h 55m
1 stop
Air Canada Logo
12:00 pm - 11:07 pm
TPA
-
YWG
12h 07m
2 stops
$287Air Canada
Tue, Sep 29 - Tue, Oct 6
Delta Logo
6:40 am - 7:58 pm
YWG
-
MIA
12h 18m
2 stops
Delta Logo
8:05 am - 11:26 pm
MIA
-
YWG
16h 21m
2 stops
$522Delta
Tue, May 19 - Tue, May 26

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Delta flights from Winnipeg to Florida

Our best Delta deals on Winnipeg to Florida flight tickets
Delta
Oct 2
YWG12:40 pmWinnipeg
8h 53m
1 stop
TPA10:33 pmTampa
Oct 6
TPA6:10 pmTampa
6h 24m
1 stop
YWG11:34 pmWinnipeg
$275
Delta
Jun 1
YWG11:55 amWinnipeg
10h 17m
1 stop
RSW11:12 pmFort Myers SW Florida Intl
Jun 5
RSW2:54 pmFort Myers SW Florida Intl
9h 32m
1 stop
YWG11:26 pmWinnipeg
$285
Delta
Sep 6
YWG6:40 amWinnipeg
5h 38m
1 stop
RSW1:18 pmFort Myers SW Florida Intl
Sep 20
RSW8:10 amFort Myers SW Florida Intl
16h 17m
2 stops
YWG11:27 pmWinnipeg
$290

Air Canada flights from Winnipeg to Florida

Our best Air Canada deals on Winnipeg to Florida flight tickets
Air Canada
Sep 29
YWG5:10 amWinnipeg
13h 57m
2 stops
TPA8:07 pmTampa
Oct 6
TPA12:00 pmTampa
12h 07m
2 stops
YWG11:07 pmWinnipeg
$271
Air Canada
Sep 29
YWG7:10 pmWinnipeg
14h 55m
1 stop
TPA11:05 amTampa
Oct 6
TPA12:00 pmTampa
12h 07m
2 stops
YWG11:07 pmWinnipeg
$287
Air Canada
Sep 29
YWG7:10 pmWinnipeg
14h 55m
1 stop
TPA11:05 amTampa
Oct 6
TPA9:05 pmTampa
15h 07m
1 stop
YWG11:12 amWinnipeg
$302

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Florida 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, momondo users made 832,500 searches. Data last updated April 26, 2026.
Use the filters below to find and compare flights from Winnipeg to Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 9/24

7:45 am-4:40 pm

1 stop7h 55m

Fort Myers SW Florida Intl

Thu 10/8

5:30 pm-12:55 am

1 stop8h 25m

$221

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 9/24

6:15 am-4:40 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Sat 10/10

5:30 pm-12:55 am

1 stop8h 25m

$226

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 9/26

6:15 am-4:40 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Thu 10/8

5:30 pm-12:55 am

1 stop8h 25m

$227

WinnipegTampa

YWG - TPA

YWGTPA

Winnipeg

Tue 9/29

7:00 am-6:03 pm

1 stop10h 03m

Tampa

Tue 10/6

4:25 pm-10:24 pm

1 stop6h 59m

$251

WinnipegTampa

YWG - TPA

YWGTPA

Winnipeg

Tue 9/29

8:30 am-11:24 pm

1 stop13h 54m

Tampa

Tue 10/6

9:00 am-10:24 pm

2 stops14h 24m

$257

WinnipegTampa

YWG - TPA

YWGTPA

Winnipeg

Tue 9/29

5:10 am-8:07 pm

2 stops13h 57m

Tampa

Tue 10/6

12:00 pm-11:07 pm

2 stops12h 07m

$271
Quickest round-trip

WinnipegTampa

YWG - TPA

YWGTPA

Winnipeg

Fri 10/2

12:40 pm-10:33 pm

1 stop8h 53m

Tampa

Tue 10/6

6:10 pm-11:34 pm

1 stop6h 24m

$275

WinnipegOrlando

YWG - MCO

YWGMCO

Winnipeg

Thu 6/11

11:40 am-10:15 am

1 stop21h 35m

Orlando

Fri 6/12

1:45 pm-7:49 pm

1 stop7h 04m

$281

WinnipegTampa

YWG - TPA

YWGTPA

Winnipeg

Tue 9/29

7:10 pm-11:05 am

1 stop14h 55m

Tampa

Tue 10/6

12:00 pm-11:07 pm

2 stops12h 07m

$287

WinnipegMiami

YWG - MIA

YWGMIA

Winnipeg

Tue 5/19

6:40 am-7:58 pm

2 stops12h 18m

Miami

Tue 5/26

8:05 am-11:26 pm

2 stops16h 21m

$522

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Florida from

How to get the cheapest flight ticket from Winnipeg to Florida

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 month to fly to Florida?

In general, October is the cheapest month to fly from Winnipeg to Florida. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $246. If you’re not able to fly to Florida in October, then September is your next best option. Flight prices from Winnipeg to Florida during September average around $264.

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

On average, the least expensive day to fly to Florida from Winnipeg is on a Saturday. momondo users have found tickets for Saturday departures for as low as $244. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Friday is $583.

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

Flying to Florida from Winnipeg in the morning is the least expensive time of day to depart. momondo users have found prices as low as $344 when looking at flights departing in the morning. Flights to Florida are more costly in the afternoon, with an average ticket price of $583. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Winnipeg to Florida flight route?

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

How far in advance should I book a flight from Winnipeg to Florida?

You are more likely to see cheaper flights to Florida from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida for around $349 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida from Winnipeg for as low as $222 on momondo.

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

There is only 1 cabin class available to choose from on Winnipeg to Florida flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Winnipeg to Florida flights?

You could potentially save up to 16% on your flight if you consider stops on a Winnipeg to Florida flight.

Cheap Winnipeg to Florida flight deals and tips

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

Best Price Found

$1,796

Fastest flight time

5h 15m

Direct flights

None
The best flight deal from Winnipeg to Florida found on momondo in the last 72 hours is $1,796
The fastest flight from Winnipeg to Florida takes 5h 15m
There are no direct flights from Winnipeg to Florida. Popular non-direct route for this connection is Winnipeg Airport - Orlando Airport.
Search flight deals

Frequently asked questions about flying from Winnipeg to Florida

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

    Prices for flights from Winnipeg Airport to Florida refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Florida.

  • What documentation or ID do you need to fly to Florida?

    The travel and health documents required for your trip to Florida can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Florida. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Winnipeg to Florida?

Best airlines flying from Winnipeg to Florida

Compare and see reviews for airlines that fly from Winnipeg to Florida with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $90Free CancellationRating
8.0
435 reviews
Search Porter Airlines flights
Air CanadaPriceFrom $102Free CancellationRating
7.1
10,969 reviews
Search Air Canada flights
United AirlinesPriceFrom $146Free CancellationRating
7.4
9,655 reviews
Search United Airlines flights
WestJetPriceFrom $197Free CancellationRating
7.2
3,327 reviews
Search WestJet flights
DeltaPriceFrom $277Free CancellationRating
7.9
8,458 reviews
Search Delta flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Winnipeg to Florida for you.

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

Yes. momondo enables you to select and highlight flights to Florida from Winnipeg with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Winnipeg to Florida.

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

If you are not ready to book a flight from Winnipeg to Florida now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Florida and let you know when they change.

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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.
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