YWG - RSW

$196 Find Cheap Flights from Winnipeg to Fort Myers - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$346
Typical prices: $345-$653
Air Canada
Sat 12/1Sun 1/21
YWG - RSW • 1 stop
Cheapest one-way
$196
Typical prices: $250-$371
Delta
Mon 1/8
YWG - RSW • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Winnipeg and Fort Myers. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
September
Cheapest • 29% price drop
February
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Toronto Pearson Intl (YYZ)
Cheapest • Avg $411 (round-trip)
Chicago O'Hare Intl (ORD)
Shortest trip • 6h 54m (one-way)
Insights
Insights
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Winnipeg to Fort Myers (YWG-RSW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Fort Myers

Tue, Dec 1 - Thu, Jan 21
Air Canada Logo
8:15 am - 5:30 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
9h 15m1 stop Toronto Pearson Intl
Air Canada Logo
12:55 pm - 10:24 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
9h 29m1 stop Toronto Pearson Intl
$346Air Canada
Fri, Jan 8 - Tue, Jan 12
United Airlines Logo
9:40 am - 7:40 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 00m1 stop Denver Intl
United Airlines Logo
11:55 am - 9:55 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
10h 00m1 stop Denver Intl
$361United Airlines
Fri, Jan 8 - Tue, Jan 12
United Airlines Logo
9:40 am - 11:14 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
13h 34m1 stop Denver Intl
United Airlines Logo
7:00 am - 9:55 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
14h 55m2 stops Houston George Bush Intcntl Denver Intl
$361United Airlines
Wed, Dec 2 - Fri, Jan 22
Air Canada Logo
8:15 am - 5:30 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
9h 15m1 stop Toronto Pearson Intl
Air Canada Logo
9:40 pm - 2:49 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
17h 09m1 stop Toronto Pearson Intl
$370Air Canada
Tue, Dec 1 - Thu, Jan 21
Delta Logo
12:54 pm - 11:11 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 17m1 stop Minneapolis St Paul
Delta Logo
6:31 am - 12:50 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
6h 19m1 stop Minneapolis St Paul
$384Delta
Tue, Dec 1 - Wed, Jan 20
Delta Logo
12:54 pm - 11:11 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 17m1 stop Minneapolis St Paul
Delta Logo
6:31 am - 12:50 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
6h 19m1 stop Minneapolis St Paul
$384Delta
Sat, Dec 5 - Wed, Dec 9
United Airlines Logo
9:40 am - 7:50 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 10m1 stop Denver Intl
United Airlines Logo
8:15 am - 9:55 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
13h 40m1 stop Denver Intl
$385United Airlines
Sat, Dec 5 - Wed, Dec 9
United Airlines Logo
9:40 am - 7:50 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 10m1 stop Denver Intl
United Airlines Logo
9:00 am - 9:55 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
12h 55m2 stops Chicago O'Hare Intl Denver Intl
$385United Airlines
Tue, Dec 1 - Thu, Jan 21
WestJet Logo
12:54 pm - 10:11 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
9h 17m1 stop Minneapolis St Paul
WestJet Logo
6:31 am - 1:50 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
7h 19m1 stop Minneapolis St Paul
$393WestJet
Fri, Jan 8 - Sun, Jan 10
WestJet Logo
12:30 pm - 10:54 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 24m1 stop Minneapolis St Paul
WestJet Logo
2:25 pm - 12:34 amRSW  Fort Myers SW Florida Intl-YWG Winnipeg
10h 09m1 stop Minneapolis St Paul
$498WestJet
Booking Insights

Price, demand and travel trends for Winnipeg to Fort Myers flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Winnipeg to Fort Myers?

Round-trip flights from Winnipeg to Fort Myers typically range from $345 to $653. The lowest price found in the past 5 days was $346, on Air Canada.

What's the cheapest day of the week to fly from Winnipeg to Fort Myers?

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Winnipeg to Fort Myers. It’s 19% cheaper than the average day, while Wednesday is the most expensive, with prices 51% higher.

What’s the cheapest month to fly from Winnipeg to Fort Myers?

•September is the cheapest month to fly from Winnipeg to Fort Myers at $325 round-trip.
•July ($773) and December ($760) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 137% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Winnipeg to Fort Myers flights

Low season

August

Cheapest flight

$196
Beat the crowds with an average 70% drop in travelers.
The most popular month to fly with an average 76% increase in travelers.
One-way flight from Winnipeg to Fort Myers

When to book flights from Winnipeg to Fort Myers

Are your dates flexible? Find out the best times to travel from Winnipeg to Fort Myers based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Winnipeg to Fort Myers flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Winnipeg to Fort Myers?

    Two cabin classes are available on flights from Winnipeg to Fort Myers:

    • Economy Class
    • Business Class

  • How long is a flight from Winnipeg to Fort Myers?

    A nonstop flight from Winnipeg to Fort Myers takes 00m, covering 1,811 miles.

  • Do I need a passport to fly from Winnipeg to Fort Myers?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Winnipeg to Fort Myers flight?

    Round-trip flights from Winnipeg to Fort Myers range from $345 to $653, with an average of $459 over the past 12 months. Anything below $345 counts as a good deal.

  • Have flight prices from Winnipeg to Fort Myers changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $346 to $1,427. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Winnipeg to Fort Myers looking right now?

    One-way fares from Winnipeg to Fort Myers are currently lower than usual. Average one-way flight prices are about $226, which is 23% below the typical average for this route.

  • What car rental options are available at Fort Myers SW Florida Intl Airport (RSW)?

    Fort Myers SW Florida Intl Airport (RSW) hosts 5 major car rental companies, with daily rates starting from around $16 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Thrifty
    • Fox
    • Budget

  • Which airports can I use when flying from Winnipeg to Fort Myers?

    Flights from Winnipeg to Fort Myers usually depart from Winnipeg (YWG) and arrive at Fort Myers SW Florida Intl (RSW).

  • Which airports do connecting flights from Winnipeg to Fort Myers pass through?

    One-stop flights from Winnipeg to Fort Myers most commonly connect through:

    • Toronto Pearson Intl (YYZ) - 62% of one-stop connections
    • Minneapolis St Paul (MSP) - 26% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 10% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 2% of one-stop connections

  • Can I save money by using flexible dates for flights from Winnipeg to Fort Myers?

    Yes. Flexible dates can save you up to 47% on flights from Winnipeg to Fort Myers. Thursday is the cheapest departure day at $372 round-trip on average, while Wednesday is the most expensive at $697, a difference of $325.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Winnipeg to Fort Myers?

    Flying via Chicago O'Hare Intl (ORD) gives the shortest average 1-stop total travel time at 6h 54m, compared with 8h 27m via Minneapolis St Paul (MSP) and 9h 32m via Toronto Pearson Intl (YYZ).

  • What is the time difference between Winnipeg and Fort Myers?

    Fort Myers is 1 hour ahead of Winnipeg (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Fort Myers?

    Some of the most popular sights in Fort Myers are Lee Memorial Hospital, Terry Park Ballfield and Red Sox Stadium. These are among the most viewed places in Fort Myers on KAYAK.

Your guide to booking Winnipeg to Fort Myers flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Wednesday. On this route, Thursday flights average $372, about $325 less than Wednesday fares (47% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Winnipeg to Fort Myers trip for September. Fares historically average $325 round-trip in that month - typically $448 less than the most expensive month, which is July (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Fort Myers SW Florida Intl Airport.

    • Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
    • Holiday Inn Express & Suites Fort Myers Airport By IHG

More options for your flight from Winnipeg to Fort Myers

Complete your trip to Fort Myers with a hotel stay or car rental

Car rentals in Fort Myers
Hotels in Fort Myers
Vacations in Fort Myers