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Cheap flights from Winnipeg to Fort Myers from $160

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 10/27. 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

Logo
8:20 pm - 11:00 amYWG-RSW
13h 40m1 stop
Logo
7:11 pm - 3:07 pmRSW-YWG
20h 56m2 stops
$320
Find Deal
Sat, Nov 8 - Sat, Nov 15
Logo
9:00 pm - 6:06 pmYWG-RSW
20h 06m3 stops
Logo
7:11 pm - 3:07 pmRSW-YWG
20h 56m2 stops
$347
Find Deal
Sat, Nov 8 - Sat, Nov 15
United Airlines Logo
7:15 am - 10:35 amYWG-RSW
26h 20m2 stops
United Airlines Logo
6:40 pm - 12:39 pmRSW-YWG
18h 59m2 stops
$393United Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Logo
8:20 pm - 11:00 amYWG-RSW
13h 40m1 stop
Logo
2:40 pm - 7:35 pmRSW-YWG
29h 55m1 stop
$492
Find Deal
Sat, Nov 8 - Sat, Nov 15
Logo
9:00 pm - 6:06 pmYWG-RSW
20h 06m3 stops
Logo
7:29 pm - 12:42 amRSW-YWG
30h 13m3 stops
$631
Find Deal
Sat, Nov 8 - Sat, Nov 15

Delta flights from Winnipeg to Fort Myers

Our best Delta deals on Winnipeg to Fort Myers flight tickets
Delta
Sep 17
YWG6:40 amWinnipeg
5h 43m
1 stop
RSW1:23 pmFort Myers SW Florida Intl
Sep 24
RSW2:28 pmFort Myers SW Florida Intl
9h 59m
1 stop
YWG11:27 pmWinnipeg
$496
Find similar
Delta
Sep 17
YWG10:45 amWinnipeg
12h 44m
2 stops
RSW12:29 amFort Myers SW Florida Intl
Sep 24
RSW12:15 pmFort Myers SW Florida Intl
12h 12m
2 stops
YWG11:27 pmWinnipeg
$503
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 September 15, 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

Sat 11/8

8:20 pm-11:00 am

1 stop13h 40m

Fort Myers SW Florida Intl

Sat 11/15

7:11 pm-3:07 pm

2 stops20h 56m

$320

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 11/8

9:00 pm-6:06 pm

3 stops20h 06m

Fort Myers SW Florida Intl

Sat 11/15

7:11 pm-3:07 pm

2 stops20h 56m

$347

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 11/8

7:15 am-10:35 am

2 stops26h 20m

Fort Myers SW Florida Intl

Sat 11/15

6:40 pm-12:39 pm

2 stops18h 59m

$393

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 11/8

8:20 pm-11:00 am

1 stop13h 40m

Fort Myers SW Florida Intl

Sat 11/15

2:40 pm-7:35 pm

1 stop29h 55m

$492

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 11/8

9:00 pm-6:06 pm

3 stops20h 06m

Fort Myers SW Florida Intl

Sat 11/15

7:29 pm-12:42 am

3 stops30h 13m

$631

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 10/27

8:05 pm-1:37 pm

1 stop16h 32m

$160

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 10/27

5:30 am-5:25 pm

1 stop10h 55m

$163

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 10/27

6:15 am-9:17 pm

2 stops14h 02m

$177

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 10/27

6:45 am-11:00 am

3 stops27h 15m

$206

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 12/30

2:20 pm-8:58 am

1 stop17h 38m

$210

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 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 $385 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

Direct flights

None
There are no direct flights from Winnipeg to Fort Myers. There are no popular flight routes from Winnipeg to Fort Myers.
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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 13h 40m 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

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