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Cheap flights from Winnipeg to Fort Myers from $191

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 4/5. 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 - 7:52 pm
YWG
-
RSW
10h 07m
1 stop
United Airlines Logo
7:00 am - 8:57 pm
RSW
-
YWG
14h 57m
2 stops
$260United Airlines
Sun, May 17 - Wed, May 27
WestJet Logo
7:45 am - 4:40 pm
YWG
-
RSW
7h 55m
1 stop
WestJet Logo
5:30 pm - 12:55 am
RSW
-
YWG
8h 25m
1 stop
$314WestJet
Thu, Aug 13 - Sat, Aug 22
WestJet Logo
8:05 pm - 10:55 am
YWG
-
RSW
13h 50m
1 stop
WestJet Logo
11:40 am - 7:09 pm
RSW
-
YWG
8h 29m
1 stop
$324WestJet
Tue, Mar 3 - Thu, Mar 12
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
$364WestJet
Thu, Aug 13 - Sat, Aug 22
Multiple Airlines Logo
7:30 am - 6:15 pm
YWG
-
RSW
9h 45m
1 stop
Multiple Airlines Logo
11:40 am - 10:52 am
RSW
-
YWG
24h 12m
1 stop
$365Multiple Airlines
Wed, Mar 11 - Fri, Mar 13
Multiple Airlines Logo
8:20 pm - 1:22 pm
YWG
-
RSW
16h 02m
1 stop
Multiple Airlines Logo
6:46 pm - 6:05 pm
RSW
-
YWG
24h 19m
2 stops
$368Multiple Airlines
Fri, Apr 10 - Mon, Apr 13
Multiple Airlines Logo
7:30 am - 6:15 pm
YWG
-
RSW
9h 45m
1 stop
Multiple Airlines Logo
8:45 pm - 11:32 am
RSW
-
YWG
15h 47m
1 stop
$370Multiple Airlines
Wed, Mar 11 - Mon, Mar 16
Multiple Airlines Logo
12:00 pm - 10:55 am
YWG
-
RSW
21h 55m
1 stop
Multiple Airlines Logo
6:09 pm - 3:09 pm
RSW
-
YWG
22h 00m
2 stops
$376Multiple Airlines
Sat, Mar 21 - Sat, Apr 18
Multiple Airlines Logo
8:00 am - 9:20 pm
YWG
-
RSW
36h 20m
2 stops
Multiple Airlines Logo
11:40 am - 10:52 am
RSW
-
YWG
24h 12m
1 stop
$377Multiple Airlines
Mon, Mar 9 - Fri, Mar 13
Multiple Airlines Logo
8:20 pm - 7:45 pm
YWG
-
RSW
22h 25m
2 stops
Multiple Airlines Logo
11:40 am - 4:25 pm
RSW
-
YWG
29h 45m
1 stop
$379Multiple Airlines
Sun, Mar 15 - Tue, Apr 14

Air Canada flights from Winnipeg to Fort Myers

Our best Air Canada deals on Winnipeg to Fort Myers flight tickets
Air Canada
Mar 9
YWG5:30 amWinnipeg
13h 12m
1 stop
RSW7:42 pmFort Myers SW Florida Intl
Mar 16
RSW8:40 pmFort Myers SW Florida Intl
14h 04m
1 stop
YWG9:44 amWinnipeg
$452
Air Canada
Mar 1
YWG2:20 pmWinnipeg
6h 55m
1 stop
RSW10:15 pmFort Myers SW Florida Intl
Mar 4
RSW8:40 pmFort Myers SW Florida Intl
14h 04m
1 stop
YWG9:44 amWinnipeg
$495
Air Canada
Mar 1
YWG2:20 pmWinnipeg
6h 55m
1 stop
RSW10:15 pmFort Myers SW Florida Intl
Mar 4
RSW8:40 pmFort Myers SW Florida Intl
20h 55m
2 stops
YWG4:35 pmWinnipeg
$624

United Airlines flights from Winnipeg to Fort Myers

Our best United Airlines deals on Winnipeg to Fort Myers flight tickets
United Airlines
May 17
YWG2:00 pmWinnipeg
19h 47m
2 stops
RSW10:47 amFort Myers SW Florida Intl
May 27
RSW7:00 amFort Myers SW Florida Intl
14h 57m
2 stops
YWG8:57 pmWinnipeg
$260
United Airlines
Mar 17
YWG2:20 pmWinnipeg
7h 00m
1 stop
RSW10:20 pmFort Myers SW Florida Intl
Apr 15
RSW7:07 pmFort Myers SW Florida Intl
17h 45m
1 stop
YWG11:52 amWinnipeg
$396
United Airlines
Mar 8
YWG2:20 pmWinnipeg
7h 00m
1 stop
RSW10:20 pmFort Myers SW Florida Intl
Mar 17
RSW4:59 pmFort Myers SW Florida Intl
19h 58m
2 stops
YWG11:57 amWinnipeg
$410

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 17, 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

Sun 5/17

8:45 am-7:52 pm

1 stop10h 07m

Fort Myers SW Florida Intl

Wed 5/27

7:00 am-8:57 pm

2 stops14h 57m

$260

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 8/13

7:45 am-4:40 pm

1 stop7h 55m

Fort Myers SW Florida Intl

Sat 8/22

5:30 pm-12:55 am

1 stop8h 25m

$314

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Tue 3/3

8:05 pm-10:55 am

1 stop13h 50m

Fort Myers SW Florida Intl

Thu 3/12

11:40 am-7:09 pm

1 stop8h 29m

$324

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Thu 8/13

6:15 am-4:40 pm

1 stop9h 25m

Fort Myers SW Florida Intl

Sat 8/22

5:30 pm-2:15 pm

2 stops21h 45m

$364

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 3/11

7:30 am-6:15 pm

1 stop9h 45m

Fort Myers SW Florida Intl

Fri 3/13

11:40 am-10:52 am

1 stop24h 12m

$365

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Fri 4/10

8:20 pm-1:22 pm

1 stop16h 02m

Fort Myers SW Florida Intl

Mon 4/13

6:46 pm-6:05 pm

2 stops24h 19m

$368

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Wed 3/11

7:30 am-6:15 pm

1 stop9h 45m

Fort Myers SW Florida Intl

Mon 3/16

8:45 pm-11:32 am

1 stop15h 47m

$370

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sat 3/21

12:00 pm-10:55 am

1 stop21h 55m

Fort Myers SW Florida Intl

Sat 4/18

6:09 pm-3:09 pm

2 stops22h 00m

$376

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Mon 3/9

8:00 am-9:20 pm

2 stops36h 20m

Fort Myers SW Florida Intl

Fri 3/13

11:40 am-10:52 am

1 stop24h 12m

$377

WinnipegFort Myers

YWG - RSW

YWGRSW

Winnipeg

Sun 3/15

8:20 pm-7:45 pm

2 stops22h 25m

Fort Myers SW Florida Intl

Tue 4/14

11:40 am-4:25 pm

1 stop29h 45m

$379

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, 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

7h 55m

Direct flights

None
The fastest flight from Winnipeg to Fort Myers takes 7h 55m
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 55m 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
8,205 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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