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Cheap flights from Winnipeg to Fort Myers from $140

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 11/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
8:05 pm - 10:55 amYWG-RSW
13h 50m1 stop
WestJet Logo
11:40 am - 7:09 pmRSW-YWG
8h 29m1 stop
$208WestJet
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Thu, Mar 26 - Wed, Apr 1
Air Canada Logo
7:05 pm - 11:30 amYWG-RSW
15h 25m1 stop
Air Canada Logo
8:40 pm - 9:49 amRSW-YWG
14h 09m1 stop
$290Air Canada
Find Deal
Fri, Nov 28 - Fri, Dec 5
WestJet Logo
5:00 am - 10:55 amYWG-RSW
28h 55m1 stop
WestJet Logo
11:40 am - 11:32 amRSW-YWG
24h 52m1 stop
$297WestJet
Find Deal
Sat, Mar 28 - Fri, Apr 3
Multiple Airlines Logo
8:05 pm - 1:37 pmYWG-RSW
16h 32m1 stop
Multiple Airlines Logo
4:06 pm - 12:41 amRSW-YWG
33h 35m2 stops
$318Multiple Airlines
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Fri, Nov 28 - Fri, Dec 5
Delta Logo
12:20 pm - 12:37 amYWG-RSW
11h 17m2 stops
Delta Logo
10:49 am - 11:44 pmRSW-YWG
13h 55m2 stops
$343Delta
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Fri, Nov 28 - Fri, Dec 5
Delta Logo
6:40 am - 5:09 pmYWG-RSW
9h 29m1 stop
Delta Logo
4:00 pm - 11:27 pmRSW-YWG
8h 27m1 stop
$422Delta
Find Deal
Mon, Apr 13 - Thu, Apr 16
Porter Airlines Logo
12:10 pm - 10:27 amYWG-RSW
21h 17m1 stop
Porter Airlines Logo
8:45 pm - 11:13 amRSW-YWG
15h 28m2 stops
$445Porter Airlines
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Mon, Jan 5 - Mon, Jan 12
Multiple Airlines Logo
12:40 pm - 1:37 pmYWG-RSW
23h 57m2 stops
Multiple Airlines Logo
8:29 pm - 12:41 amRSW-YWG
29h 12m3 stops
$454Multiple Airlines
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Fri, Nov 28 - Fri, Dec 5
United Airlines Logo
8:40 am - 9:36 pmYWG-RSW
11h 56m2 stops
United Airlines Logo
11:41 am - 8:56 pmRSW-YWG
10h 15m2 stops
$475United Airlines
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Wed, Nov 12 - Wed, Nov 19
United Airlines Logo
8:30 am - 11:28 pmYWG-RSW
13h 58m1 stop
United Airlines Logo
7:45 am - 11:37 pmRSW-YWG
16h 52m2 stops
$516United Airlines
Find Deal
Mon, Apr 13 - Thu, Apr 16

United Airlines flights from Winnipeg to Fort Myers

Our best United Airlines deals on Winnipeg to Fort Myers flight tickets
United Airlines
Nov 12
YWG8:40 amWinnipeg
11h 56m
2 stops
RSW9:36 pmFort Myers SW Florida Intl
Nov 19
RSW11:41 amFort Myers SW Florida Intl
10h 15m
2 stops
YWG8:56 pmWinnipeg
$475
Find similar
United Airlines
Apr 13
YWG8:30 amWinnipeg
13h 58m
1 stop
RSW11:28 pmFort Myers SW Florida Intl
Apr 16
RSW7:45 amFort Myers SW Florida Intl
16h 52m
2 stops
YWG11:37 pmWinnipeg
$516
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WestJet flights from Winnipeg to Fort Myers

Our best WestJet deals on Winnipeg to Fort Myers flight tickets
WestJet
Mar 26
YWG8:05 pmWinnipeg
13h 50m
1 stop
RSW10:55 amFort Myers SW Florida Intl
Apr 1
RSW11:40 amFort Myers SW Florida Intl
8h 29m
1 stop
YWG7:09 pmWinnipeg
$208
Find similar
WestJet
Mar 28
YWG5:00 amWinnipeg
28h 55m
1 stop
RSW10:55 amFort Myers SW Florida Intl
Apr 3
RSW11:40 amFort Myers SW Florida Intl
24h 52m
1 stop
YWG11:32 amWinnipeg
$297
Find similar
WestJet
Mar 26
YWG12:55 pmWinnipeg
21h 00m
2 stops
RSW10:55 amFort Myers SW Florida Intl
Apr 1
RSW11:40 amFort Myers SW Florida Intl
8h 29m
1 stop
YWG7:09 pmWinnipeg
$301
Find similar

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 October 16, 2025.
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

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 3/26

8:05 pm-10:55 am

1 stop13h 50m

Fort Myers SW Florida Intl

Wed 4/1

11:40 am-7:09 pm

1 stop8h 29m

$208

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 11/28

7:05 pm-11:30 am

1 stop15h 25m

Fort Myers SW Florida Intl

Fri 12/5

8:40 pm-9:49 am

1 stop14h 09m

$290

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 3/28

5:00 am-10:55 am

1 stop28h 55m

Fort Myers SW Florida Intl

Fri 4/3

11:40 am-11:32 am

1 stop24h 52m

$297

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 11/28

8:05 pm-1:37 pm

1 stop16h 32m

Fort Myers SW Florida Intl

Fri 12/5

4:06 pm-12:41 am

2 stops33h 35m

$318

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 11/28

12:20 pm-12:37 am

2 stops11h 17m

Fort Myers SW Florida Intl

Fri 12/5

10:49 am-11:44 pm

2 stops13h 55m

$343

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 4/13

6:40 am-5:09 pm

1 stop9h 29m

Fort Myers SW Florida Intl

Thu 4/16

4:00 pm-11:27 pm

1 stop8h 27m

$422

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 1/5

12:10 pm-10:27 am

1 stop21h 17m

Fort Myers SW Florida Intl

Mon 1/12

8:45 pm-11:13 am

2 stops15h 28m

$445

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 11/28

12:40 pm-1:37 pm

2 stops23h 57m

Fort Myers SW Florida Intl

Fri 12/5

8:29 pm-12:41 am

3 stops29h 12m

$454

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 11/12

8:40 am-9:36 pm

2 stops11h 56m

Fort Myers SW Florida Intl

Wed 11/19

11:41 am-8:56 pm

2 stops10h 15m

$475

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 4/13

8:30 am-11:28 pm

1 stop13h 58m

Fort Myers SW Florida Intl

Thu 4/16

7:45 am-11:37 pm

2 stops16h 52m

$516

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 cheapest month to fly to Fort Myers?

In general, August 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 $161. If you are unable to visit Fort Myers during the month of August, then departing from Winnipeg during the month May is also very affordable. Most momondo users find prices during this month for around $317.

What is the cheapest day to depart on your flight to Fort Myers?

The cheapest day to depart from Winnipeg to Fort Myers is on a Thursday when prices can be found for as low as $502. Flights from Winnipeg to Fort Myers on a Tuesday will generally be more expensive and average around $565. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

How far in advance should I book a flight to Fort Myers?

You are more likely to see cheaper flights to Fort Myers from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Fort Myers for around $390 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Fort Myers from Winnipeg for as low as $220 on momondo.

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

Direct flights

None
There are no direct flights from Winnipeg to Fort Myers. There are no popular flight routes from Winnipeg to Fort Myers.
Search flight deals

  • 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 7h 02m 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
7,984 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
North Fort Myers
Boca Grande
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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