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Cheap flights from Winnipeg to Fort Myers from $148

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 8/22. 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

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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.
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
$287WestJet
Sat, Jun 27 - Sat, Jul 11
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
$298WestJet
Sat, Jun 20 - Sat, Jul 4
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
$314WestJet
Sat, Jun 6 - Sat, Jun 20
WestJet Logo
4:25 pm - 4:40 pm
YWG
-
RSW
23h 15m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$317WestJet
Fri, Jun 26 - Sat, Jul 11
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 2:15 pm
RSW
-
YWG
21h 45m
2 stops
$340WestJet
Sat, Jul 4 - Sat, Jul 18
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 9:45 am
RSW
-
YWG
17h 15m
1 stop
$345WestJet
Sat, Jun 6 - Sat, Jun 13
Air Canada Logo
7:00 am - 2:41 pm
YWG
-
RSW
6h 41m
1 stop
Air Canada Logo
4:38 pm - 10:33 pm
RSW
-
YWG
6h 55m
1 stop
$348Air Canada
Tue, Aug 11 - Fri, Aug 21
WestJet Logo
6:05 pm - 4:40 pm
YWG
-
RSW
21h 35m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$356WestJet
Fri, Jun 5 - Sat, Jun 20
WestJet Logo
6:15 am - 4:40 pm
YWG
-
RSW
9h 25m
1 stop
WestJet Logo
5:30 pm - 2:15 pm
RSW
-
YWG
21h 45m
2 stops
$360WestJet
Sat, Jun 6 - Sat, Jun 13
WestJet Logo
8:30 pm - 4:40 pm
YWG
-
RSW
19h 10m
2 stops
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$362WestJet
Fri, Jul 3 - Sat, Jul 18

WestJet flights from Winnipeg to Fort Myers

Our best WestJet deals on Winnipeg to Fort Myers flight tickets
WestJet
Jun 27
YWG6:15 amWinnipeg
9h 25m
1 stop
RSW4:40 pmFort Myers SW Florida Intl
Jul 11
RSW5:30 pmFort Myers SW Florida Intl
8h 25m
1 stop
YWG12:55 amWinnipeg
$287
WestJet
Jun 20
YWG6:15 amWinnipeg
9h 25m
1 stop
RSW4:40 pmFort Myers SW Florida Intl
Jul 4
RSW5:30 pmFort Myers SW Florida Intl
8h 25m
1 stop
YWG12:55 amWinnipeg
$298
WestJet
Jun 6
YWG6:15 amWinnipeg
9h 25m
1 stop
RSW4:40 pmFort Myers SW Florida Intl
Jun 20
RSW5:30 pmFort Myers SW Florida Intl
8h 25m
1 stop
YWG12:55 amWinnipeg
$314

Air Canada flights from Winnipeg to Fort Myers

Our best Air Canada deals on Winnipeg to Fort Myers flight tickets
Air Canada
Aug 11
YWG7:00 amWinnipeg
6h 41m
1 stop
RSW2:41 pmFort Myers SW Florida Intl
Aug 21
RSW4:38 pmFort Myers SW Florida Intl
6h 55m
1 stop
YWG10:33 pmWinnipeg
$348
Air Canada
Jun 19
YWG7:10 pmWinnipeg
14h 47m
1 stop
RSW10:57 amFort Myers SW Florida Intl
Jul 4
RSW11:55 amFort Myers SW Florida Intl
7h 40m
1 stop
YWG6:35 pmWinnipeg
$368
Air Canada
Jun 5
YWG7:20 pmWinnipeg
14h 34m
1 stop
RSW10:54 amFort Myers SW Florida Intl
Jun 13
RSW11:55 amFort Myers SW Florida Intl
7h 18m
1 stop
YWG6:13 pmWinnipeg
$390

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 April 14, 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

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 6/27

6:15 am-4:40 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Sat 7/11

5:30 pm-12:55 am

1 stop8h 25m

$287

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 6/20

6:15 am-4:40 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Sat 7/4

5:30 pm-12:55 am

1 stop8h 25m

$298

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 6/6

6:15 am-4:40 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Sat 6/20

5:30 pm-12:55 am

1 stop8h 25m

$314

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 6/26

4:25 pm-4:40 pm

1 stop23h 15m

Fort Myers SW Florida Intl

Sat 7/11

5:30 pm-12:55 am

1 stop8h 25m

$317

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 7/4

6:15 am-4:40 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Sat 7/18

5:30 pm-2:15 pm

2 stops21h 45m

$340

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 6/6

6:15 am-4:40 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Sat 6/13

5:30 pm-9:45 am

1 stop17h 15m

$345
Quickest round-trip

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 8/11

7:00 am-2:41 pm

1 stop6h 41m

Fort Myers SW Florida Intl

Fri 8/21

4:38 pm-10:33 pm

1 stop6h 55m

$348

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 6/5

6:05 pm-4:40 pm

1 stop21h 35m

Fort Myers SW Florida Intl

Sat 6/20

5:30 pm-12:55 am

1 stop8h 25m

$356

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 6/6

6:15 am-4:40 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Sat 6/13

5:30 pm-2:15 pm

2 stops21h 45m

$360

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 7/3

8:30 pm-4:40 pm

2 stops19h 10m

Fort Myers SW Florida Intl

Sat 7/18

5:30 pm-12:55 am

1 stop8h 25m

$362

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 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 $299. If you are unable to visit Fort Myers during the month of September, then departing from Winnipeg during the month August is also very affordable. Most momondo users find prices during this month for around $354.

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

9h 25m

Direct flights

None
The fastest flight from Winnipeg to Fort Myers takes 9h 25m
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 9h 25m 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
DeltaPriceFrom $331Free CancellationRating
7.9
8,406 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
North Fort Myers
Lehigh Acres

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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