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Cheap flights from Winnipeg to Fort Myers from $220

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 8/19. 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.
United Airlines Logo
8:45 am - 11:24 am
YWG
-
RSW
25h 39m
2 stops
United Airlines Logo
4:34 pm - 8:57 pm
RSW
-
YWG
29h 23m
2 stops
$344United Airlines
Thu, May 28 - Mon, Jun 1
United Airlines Logo
2:00 pm - 10:11 pm
YWG
-
RSW
7h 11m
1 stop
United Airlines Logo
5:15 pm - 11:52 am
RSW
-
YWG
19h 37m
2 stops
$374United Airlines
Wed, Apr 22 - Fri, May 1
Multiple Airlines Logo
8:20 pm - 10:55 am
YWG
-
RSW
13h 35m
1 stop
Multiple Airlines Logo
6:34 pm - 3:09 pm
RSW
-
YWG
21h 35m
2 stops
$378Multiple Airlines
Sat, Apr 11 - Sat, Apr 18
United Airlines Logo
8:45 am - 7:50 pm
YWG
-
RSW
10h 05m
1 stop
United Airlines Logo
7:07 pm - 11:52 am
RSW
-
YWG
17h 45m
1 stop
$401United Airlines
Sat, Apr 11 - Sat, Apr 18
United Airlines Logo
8:45 am - 8:39 pm
YWG
-
RSW
10h 54m
2 stops
United Airlines Logo
11:50 am - 11:52 am
RSW
-
YWG
25h 02m
2 stops
$403United Airlines
Sat, Apr 11 - Sat, Apr 18
United Airlines Logo
2:00 pm - 10:11 pm
YWG
-
RSW
7h 11m
1 stop
United Airlines Logo
7:07 pm - 11:52 am
RSW
-
YWG
17h 45m
1 stop
$405United Airlines
Sat, Apr 11 - Sat, Apr 18
Delta Logo
11:55 am - 10:45 pm
YWG
-
RSW
9h 50m
1 stop
Delta Logo
5:30 am - 3:25 pm
RSW
-
YWG
10h 55m
2 stops
$427Delta
Wed, Apr 22 - Fri, May 1
Delta Logo
7:00 am - 9:18 pm
YWG
-
RSW
13h 18m
2 stops
Delta Logo
5:35 am - 3:25 pm
RSW
-
YWG
10h 50m
2 stops
$437Delta
Tue, Aug 11 - Fri, Aug 21
Delta Logo
7:00 am - 9:18 pm
YWG
-
RSW
13h 18m
2 stops
Delta Logo
5:35 am - 3:25 pm
RSW
-
YWG
10h 50m
2 stops
$438Delta
Tue, Aug 11 - Fri, Aug 21
United Airlines Logo
5:10 am - 8:02 pm
YWG
-
RSW
13h 52m
2 stops
United Airlines Logo
4:30 pm - 10:24 pm
RSW
-
YWG
6h 54m
1 stop
$445United Airlines
Tue, Aug 11 - Fri, Aug 21

United Airlines flights from Winnipeg to Fort Myers

Our best United Airlines deals on Winnipeg to Fort Myers flight tickets
United Airlines
May 28
YWG8:45 amWinnipeg
25h 39m
2 stops
RSW11:24 amFort Myers SW Florida Intl
Jun 1
RSW4:34 pmFort Myers SW Florida Intl
29h 23m
2 stops
YWG8:57 pmWinnipeg
$344
United Airlines
Apr 22
YWG2:00 pmWinnipeg
7h 11m
1 stop
RSW10:11 pmFort Myers SW Florida Intl
May 1
RSW5:15 pmFort Myers SW Florida Intl
19h 37m
2 stops
YWG11:52 amWinnipeg
$374
United Airlines
Apr 11
YWG8:45 amWinnipeg
10h 05m
1 stop
RSW7:50 pmFort Myers SW Florida Intl
Apr 18
RSW7:07 pmFort Myers SW Florida Intl
17h 45m
1 stop
YWG11:52 amWinnipeg
$401

American Airlines flights from Winnipeg to Fort Myers

Our best American Airlines deals on Winnipeg to Fort Myers flight tickets
American Airlines
Mar 20
YWG12:10 pmWinnipeg
20h 20m
2 stops
RSW9:30 amFort Myers SW Florida Intl
Mar 27
RSW6:00 amFort Myers SW Florida Intl
18h 35m
2 stops
YWG11:35 pmWinnipeg
$512
American Airlines
Mar 19
YWG12:10 pmWinnipeg
20h 20m
2 stops
RSW9:30 amFort Myers SW Florida Intl
Mar 28
RSW2:49 pmFort Myers SW Florida Intl
33h 46m
2 stops
YWG11:35 pmWinnipeg
$688
American Airlines
Mar 31
YWG12:10 pmWinnipeg
23h 42m
3 stops
RSW12:52 pmFort Myers SW Florida Intl
Apr 9
RSW6:00 amFort Myers SW Florida Intl
18h 35m
2 stops
YWG11:35 pmWinnipeg
$728

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 February 28, 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

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 5/28

8:45 am-11:24 am

2 stops25h 39m

Fort Myers SW Florida Intl

Mon 6/1

4:34 pm-8:57 pm

2 stops29h 23m

$344

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 4/22

2:00 pm-10:11 pm

1 stop7h 11m

Fort Myers SW Florida Intl

Fri 5/1

5:15 pm-11:52 am

2 stops19h 37m

$374

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 4/11

8:20 pm-10:55 am

1 stop13h 35m

Fort Myers SW Florida Intl

Sat 4/18

6:34 pm-3:09 pm

2 stops21h 35m

$378

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 4/11

8:45 am-7:50 pm

1 stop10h 05m

Fort Myers SW Florida Intl

Sat 4/18

7:07 pm-11:52 am

1 stop17h 45m

$401

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 4/11

8:45 am-8:39 pm

2 stops10h 54m

Fort Myers SW Florida Intl

Sat 4/18

11:50 am-11:52 am

2 stops25h 02m

$403

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 4/11

2:00 pm-10:11 pm

1 stop7h 11m

Fort Myers SW Florida Intl

Sat 4/18

7:07 pm-11:52 am

1 stop17h 45m

$405

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 4/22

11:55 am-10:45 pm

1 stop9h 50m

Fort Myers SW Florida Intl

Fri 5/1

5:30 am-3:25 pm

2 stops10h 55m

$427

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 8/11

7:00 am-9:18 pm

2 stops13h 18m

Fort Myers SW Florida Intl

Fri 8/21

5:35 am-3:25 pm

2 stops10h 50m

$437

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 8/11

7:00 am-9:18 pm

2 stops13h 18m

Fort Myers SW Florida Intl

Fri 8/21

5:35 am-3:25 pm

2 stops10h 50m

$438

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 8/11

5:10 am-8:02 pm

2 stops13h 52m

Fort Myers SW Florida Intl

Fri 8/21

4:30 pm-10:24 pm

1 stop6h 54m

$445

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 $317.

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

10h 22m

Direct flights

None
The fastest flight from Winnipeg to Fort Myers takes 10h 22m
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 10h 22m 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
8,245 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

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