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Cheap flights from Winnipeg to Fort Myers from $180

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 10/29. 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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Find the cheapest flights from Winnipeg to Fort Myers

Cheap round-trip flights

WestJet Logo
8:05 pm - 10:55 amYWG-RSW
13h 50m1 stop
WestJet Logo
11:40 am - 7:09 pmRSW-YWG
8h 29m1 stop
$300WestJet
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Tue, Feb 10 - Wed, Feb 25
United Airlines Logo
4:25 pm - 1:19 pmYWG-RSW
19h 54m2 stops
United Airlines Logo
2:26 pm - 10:33 pmRSW-YWG
9h 07m1 stop
$306United Airlines
Find Deal
Sat, Sep 27 - Sat, Oct 4
WestJet Logo
5:00 am - 11:00 amYWG-RSW
29h 00m1 stop
WestJet Logo
11:45 am - 11:35 amRSW-YWG
24h 50m1 stop
$324WestJet
Find Deal
Mon, Nov 10 - Mon, Nov 17
WestJet Logo
12:20 pm - 11:00 amYWG-RSW
21h 40m1 stop
WestJet Logo
11:45 am - 11:35 amRSW-YWG
24h 50m1 stop
$325WestJet
Find Deal
Wed, Nov 5 - Tue, Nov 11
Delta Logo
12:40 pm - 9:18 pmYWG-RSW
7h 38m2 stops
Delta Logo
5:35 am - 5:00 pmRSW-YWG
12h 25m2 stops
$331Delta
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Tue, Feb 10 - Wed, Feb 25
Logo
6:30 am - 7:30 pmYWG-RSW
12h 00m1 stop
Logo
8:30 pm - 9:41 amRSW-YWG
14h 11m1 stop
$344
Find Deal
Sat, Sep 27 - Sat, Oct 4
Air Canada Logo
7:15 am - 5:27 pmYWG-RSW
9h 12m1 stop
Air Canada Logo
8:40 pm - 9:49 amRSW-YWG
14h 09m1 stop
$349Air Canada
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Wed, Nov 12 - Mon, Nov 17
Delta Logo
7:30 am - 5:35 pmYWG-RSW
9h 05m1 stop
Delta Logo
5:35 am - 6:06 pmRSW-YWG
13h 31m2 stops
$359Delta
Find Deal
Wed, Nov 5 - Tue, Nov 11
Logo
5:00 am - 1:37 pmYWG-RSW
7h 37m1 stop
Logo
11:45 am - 11:13 amRSW-YWG
24h 28m2 stops
$372
Find Deal
Mon, Nov 10 - Mon, Nov 17
Air Canada Logo
8:15 am - 9:36 pmYWG-RSW
12h 21m2 stops
Air Canada Logo
6:00 am - 9:44 pmRSW-YWG
16h 44m2 stops
$436Air Canada
Find Deal
Tue, Nov 11 - Mon, Nov 17

WestJet flights from Winnipeg to Fort Myers

Our best WestJet deals on Winnipeg to Fort Myers flight tickets
WestJet
Feb 10
YWG8:05 pmWinnipeg
13h 50m
1 stop
RSW10:55 amFort Myers SW Florida Intl
Feb 25
RSW11:40 amFort Myers SW Florida Intl
8h 29m
1 stop
YWG7:09 pmWinnipeg
$300
Find similar
WestJet
Nov 10
YWG5:00 amWinnipeg
29h 00m
1 stop
RSW11:00 amFort Myers SW Florida Intl
Nov 17
RSW11:45 amFort Myers SW Florida Intl
24h 50m
1 stop
YWG11:35 amWinnipeg
$324
Find similar
WestJet
Nov 5
YWG12:20 pmWinnipeg
21h 40m
1 stop
RSW11:00 amFort Myers SW Florida Intl
Nov 11
RSW11:45 amFort Myers SW Florida Intl
24h 50m
1 stop
YWG11:35 amWinnipeg
$325
Find similar

United Airlines flights from Winnipeg to Fort Myers

Our best United Airlines deals on Winnipeg to Fort Myers flight tickets
United Airlines
Sep 27
YWG4:25 pmWinnipeg
19h 54m
2 stops
RSW1:19 pmFort Myers SW Florida Intl
Oct 4
RSW2:26 pmFort Myers SW Florida Intl
9h 07m
1 stop
YWG10:33 pmWinnipeg
$306
Find similar
United Airlines
Nov 10
YWG11:05 amWinnipeg
23h 21m
2 stops
RSW11:26 amFort Myers SW Florida Intl
Nov 17
RSW11:41 amFort Myers SW Florida Intl
25h 16m
2 stops
YWG11:57 amWinnipeg
$373
Find similar
United Airlines
Nov 5
YWG11:05 amWinnipeg
22h 31m
2 stops
RSW10:36 amFort Myers SW Florida Intl
Nov 11
RSW5:08 pmFort Myers SW Florida Intl
19h 49m
2 stops
YWG11:57 amWinnipeg
$409
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 August 14, 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

Tue 2/10

8:05 pm-10:55 am

1 stop13h 50m

Fort Myers SW Florida Intl

Wed 2/25

11:40 am-7:09 pm

1 stop8h 29m

$300

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 9/27

4:25 pm-1:19 pm

2 stops19h 54m

Fort Myers SW Florida Intl

Sat 10/4

2:26 pm-10:33 pm

1 stop9h 07m

$306

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 11/10

5:00 am-11:00 am

1 stop29h 00m

Fort Myers SW Florida Intl

Mon 11/17

11:45 am-11:35 am

1 stop24h 50m

$324

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 11/5

12:20 pm-11:00 am

1 stop21h 40m

Fort Myers SW Florida Intl

Tue 11/11

11:45 am-11:35 am

1 stop24h 50m

$325

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 2/10

12:40 pm-9:18 pm

2 stops7h 38m

Fort Myers SW Florida Intl

Wed 2/25

5:35 am-5:00 pm

2 stops12h 25m

$331

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 9/27

6:30 am-7:30 pm

1 stop12h 00m

Fort Myers SW Florida Intl

Sat 10/4

8:30 pm-9:41 am

1 stop14h 11m

$344

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 11/12

7:15 am-5:27 pm

1 stop9h 12m

Fort Myers SW Florida Intl

Mon 11/17

8:40 pm-9:49 am

1 stop14h 09m

$349

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 11/5

7:30 am-5:35 pm

1 stop9h 05m

Fort Myers SW Florida Intl

Tue 11/11

5:35 am-6:06 pm

2 stops13h 31m

$359

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 11/10

5:00 am-1:37 pm

1 stop7h 37m

Fort Myers SW Florida Intl

Mon 11/17

11:45 am-11:13 am

2 stops24h 28m

$372

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 11/11

8:15 am-9:36 pm

2 stops12h 21m

Fort Myers SW Florida Intl

Mon 11/17

6:00 am-9:44 pm

2 stops16h 44m

$436

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 $391 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 $262 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

Best Price Found

$180

Fastest flight time

7h 37m

Direct flights

None

Airports in Fort Myers

1 airport
The best one-way flight to Fort Myers from Winnipeg in the past 72 hours is $180. The best round-trip flight deal from Winnipeg to Fort Myers found on momondo in the last 72 hours is $300.
The fastest flight from Winnipeg to Fort Myers takes 7h 37m
There are no direct flights from Winnipeg to Fort Myers. Popular non-direct route for this connection is Winnipeg Airport - Fort Myers SW Florida Intl Airport.
There is 1 airport near Fort Myers: Fort Myers SW Florida Intl (RSW)
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  • 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 37m 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 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.

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
Fort Myers Beach
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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