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Cheap flights from Winnipeg to Fort Myers from $307

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 Fort Myers departing on 6/20. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Winnipeg to Fort Myers

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:40 am - 5:06 pm
YWG
-
RSW
9h 26m
1 stop
Delta Logo
6:11 pm - 11:30 pm
RSW
-
YWG
6h 19m
1 stop
$349Delta
Tue, Sep 22 - Sat, Sep 26
Air Canada Logo
7:30 am - 5:27 pm
YWG
-
RSW
8h 57m
1 stop
Air Canada Logo
8:40 pm - 9:44 am
RSW
-
YWG
14h 04m
1 stop
$361Air Canada
Tue, Dec 1 - Fri, Jan 22
Air Canada Logo
9:25 am - 5:27 pm
YWG
-
RSW
7h 02m
1 stop
Air Canada Logo
8:40 pm - 9:44 am
RSW
-
YWG
14h 04m
1 stop
$375Air Canada
Tue, Dec 1 - Thu, Jan 21
Air Canada Logo
7:30 am - 5:27 pm
YWG
-
RSW
8h 57m
1 stop
Air Canada Logo
7:00 am - 4:36 pm
RSW
-
YWG
10h 36m
2 stops
$376Air Canada
Tue, Dec 1 - Thu, Jan 21
Delta Logo
12:30 pm - 10:54 pm
YWG
-
RSW
9h 24m
1 stop
Delta Logo
2:25 pm - 11:34 pm
RSW
-
YWG
10h 09m
1 stop
$379Delta
Tue, Dec 1 - Thu, Jan 21
Delta Logo
12:30 pm - 10:54 pm
YWG
-
RSW
9h 24m
1 stop
Delta Logo
2:25 pm - 11:34 pm
RSW
-
YWG
10h 09m
1 stop
$380Delta
Tue, Dec 1 - Thu, Jan 21
Delta Logo
12:30 pm - 10:54 pm
YWG
-
RSW
9h 24m
1 stop
Delta Logo
2:25 pm - 11:34 pm
RSW
-
YWG
10h 09m
1 stop
$393Delta
Mon, Nov 30 - Fri, Jan 22
Delta Logo
12:30 pm - 10:54 pm
YWG
-
RSW
9h 24m
1 stop
Delta Logo
4:10 pm - 11:34 pm
RSW
-
YWG
8h 24m
1 stop
$394Delta
Tue, Dec 1 - Thu, Jan 21
Air Canada Logo
9:25 am - 7:42 pm
YWG
-
RSW
9h 17m
1 stop
Air Canada Logo
6:25 pm - 9:44 am
RSW
-
YWG
16h 19m
1 stop
$406Air Canada
Tue, Dec 1 - Thu, Jan 21
Air Canada Logo
7:20 pm - 11:32 am
YWG
-
RSW
15h 12m
1 stop
Air Canada Logo
7:00 am - 4:36 pm
RSW
-
YWG
10h 36m
2 stops
$413Air Canada
Mon, Nov 30 - Fri, Jan 22

United Airlines flights from Winnipeg to Fort Myers

Our best United Airlines deals on Winnipeg to Fort Myers flight tickets
United Airlines
Dec 1
YWG8:30 amWinnipeg
25h 09m
2 stops
RSW10:39 amFort Myers SW Florida Intl
Jan 21
RSW4:45 pmFort Myers SW Florida Intl
19h 54m
2 stops
YWG11:39 amWinnipeg
$576
United Airlines
Sep 22
YWG7:00 amWinnipeg
13h 54m
2 stops
RSW9:54 pmFort Myers SW Florida Intl
Sep 26
RSW12:14 pmFort Myers SW Florida Intl
11h 10m
2 stops
YWG10:24 pmWinnipeg
$611
United Airlines
Sep 22
YWG7:00 amWinnipeg
13h 54m
2 stops
RSW9:54 pmFort Myers SW Florida Intl
Sep 26
RSW12:14 pmFort Myers SW Florida Intl
24h 25m
2 stops
YWG11:39 amWinnipeg
$613

Delta flights from Winnipeg to Fort Myers

Our best Delta deals on Winnipeg to Fort Myers flight tickets
Delta
Sep 22
YWG6:40 amWinnipeg
9h 26m
1 stop
RSW5:06 pmFort Myers SW Florida Intl
Sep 26
RSW6:11 pmFort Myers SW Florida Intl
6h 19m
1 stop
YWG11:30 pmWinnipeg
$349
Delta
Dec 1
YWG12:30 pmWinnipeg
9h 24m
1 stop
RSW10:54 pmFort Myers SW Florida Intl
Jan 21
RSW2:25 pmFort Myers SW Florida Intl
10h 09m
1 stop
YWG11:34 pmWinnipeg
$379
Delta
Dec 1
YWG12:30 pmWinnipeg
9h 24m
1 stop
RSW10:54 pmFort Myers SW Florida Intl
Jan 21
RSW2:25 pmFort Myers SW Florida Intl
10h 09m
1 stop
YWG11:34 pmWinnipeg
$380

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Fort Myers 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 June 4, 2026.
Use the filters below to find and compare flights from Winnipeg to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 9/22

6:40 am-5:06 pm

1 stop9h 26m

Fort Myers SW Florida Intl

Sat 9/26

6:11 pm-11:30 pm

1 stop6h 19m

$349

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 12/1

7:30 am-5:27 pm

1 stop8h 57m

Fort Myers SW Florida Intl

Fri 1/22

8:40 pm-9:44 am

1 stop14h 04m

$361

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 12/1

9:25 am-5:27 pm

1 stop7h 02m

Fort Myers SW Florida Intl

Thu 1/21

8:40 pm-9:44 am

1 stop14h 04m

$375

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 12/1

7:30 am-5:27 pm

1 stop8h 57m

Fort Myers SW Florida Intl

Thu 1/21

7:00 am-4:36 pm

2 stops10h 36m

$376

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 12/1

12:30 pm-10:54 pm

1 stop9h 24m

Fort Myers SW Florida Intl

Thu 1/21

2:25 pm-11:34 pm

1 stop10h 09m

$379

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 12/1

12:30 pm-10:54 pm

1 stop9h 24m

Fort Myers SW Florida Intl

Thu 1/21

2:25 pm-11:34 pm

1 stop10h 09m

$380

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 11/30

12:30 pm-10:54 pm

1 stop9h 24m

Fort Myers SW Florida Intl

Fri 1/22

2:25 pm-11:34 pm

1 stop10h 09m

$393

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 12/1

12:30 pm-10:54 pm

1 stop9h 24m

Fort Myers SW Florida Intl

Thu 1/21

4:10 pm-11:34 pm

1 stop8h 24m

$394

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 12/1

9:25 am-7:42 pm

1 stop9h 17m

Fort Myers SW Florida Intl

Thu 1/21

6:25 pm-9:44 am

1 stop16h 19m

$406

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 11/30

7:20 pm-11:32 am

1 stop15h 12m

Fort Myers SW Florida Intl

Fri 1/22

7:00 am-4:36 pm

2 stops10h 36m

$413

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Fort Myers from

How to get the cheapest flight ticket from Winnipeg to Fort Myers

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 typical price of a round-trip flight between Winnipeg and Fort Myers?

What is the cheapest month to fly to Fort Myers?

In general, September is the cheapest month to fly from Winnipeg to Fort Myers. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $305. If you are unable to visit Fort Myers during the month of September, then departing from Winnipeg during the month May is also very affordable. Most momondo users find prices during this month for around $342.

Can stopping save me money on Winnipeg to Fort Myers flights?

You could potentially save up to 9% on your flight if you consider stops on a Winnipeg to Fort Myers flight.

When to book flights from Winnipeg to Fort Myers

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to Fort Myers according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Winnipeg to Fort Myers (YWG to RSW) flight deals and tips

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

Fastest flight time

5h 55m

Direct flights

None
The fastest flight from Winnipeg to Fort Myers takes 5h 55m
There are no direct flights from Winnipeg to Fort Myers. There are no popular flight routes from Winnipeg to Fort Myers.
Search flight deals

Frequently asked questions about flying from Winnipeg to Fort Myers

  • How far is Winnipeg to Fort Myers SW Florida Intl by plane?

    The distance between Winnipeg and Fort Myers SW Florida Intl is about 1797.9 mi. Typically, this will take 5h 55m by plane in normal conditions.

  • When did momondo last update prices for flights from Winnipeg Airport to Fort Myers SW Florida Intl Airport?

    Prices for flights from Winnipeg Airport to Fort Myers SW Florida Intl Airport were last updated today.

  • How many operators does momondo search for flights from Winnipeg Airport to Fort Myers SW Florida Intl Airport?

  • How old do you have to be to fly from Winnipeg Airport to Fort Myers SW Florida Intl 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 Winnipeg Airport to Fort Myers SW Florida Intl Airport.

  • What documentation or ID do you need to fly to Fort Myers SW Florida Intl Airport?

    The travel and health documents required for your trip to Fort Myers SW Florida Intl Airport 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 Fort Myers SW Florida Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Winnipeg to Fort Myers?

Best airlines flying from Winnipeg to Fort Myers

Compare and see reviews for airlines that fly from Winnipeg to Fort Myers with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom $231Free CancellationRating
7.2
3,350 reviews
Search WestJet flights
DeltaPriceFrom $306Free CancellationRating
7.9
8,399 reviews
Search Delta flights

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Fort Myers Beach
Sanibel
Cape Coral
Captiva
Estero
Boca Grande
Lehigh Acres
North Fort Myers

Why use momondo?

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

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 Fort Myers for you.

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

Yes. momondo allows you to filter the results for Winnipeg to Fort Myers flights to just show those with flexible booking policies.

How can momondo help me find flights from Winnipeg to Fort Myers?

momondo helps you find the best flight between Winnipeg and Fort Myers by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Fort Myers, momondo offers a useful price alert feature which will track prices for flights to Fort Myers from Winnipeg and alert you when they change.

An easier way to manage your Fort Myers 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.
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