YWG - RSW

$223 Find Cheap Flights from Winnipeg to Fort Myers - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$389
Typical prices: $342-$596
United Airlines
Wed 12/5Sun 12/9
YWG - RSW • 1 stop
Cheapest one-way
$223
Typical prices: $188-$345
Delta
Tue 10/16
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 • 31% price drop
February
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Chicago O'Hare Intl (ORD)
Cheapest • Avg $305 (round-trip)
Minneapolis St Paul (MSP)
Shortest trip • 8h 25m (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

Sat, Dec 5 - Wed, Dec 9
United Airlines Logo
8:40 am - 7:50 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 10m1 stop Denver Intl
United Airlines Logo
9:00 am - 8:55 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
12h 55m2 stops Chicago O'Hare Intl Denver Intl
$389United Airlines
Sat, Dec 5 - Wed, Dec 9
United Airlines Logo
8:40 am - 7:50 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 10m1 stop Denver Intl
United Airlines Logo
9:00 am - 8:55 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
12h 55m2 stops Chicago O'Hare Intl Denver Intl
$390United Airlines
Sat, Dec 5 - Wed, Dec 9
United Airlines Logo
8:40 am - 7:50 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 10m1 stop Denver Intl
United Airlines Logo
8:15 am - 8:55 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
13h 40m1 stop Denver Intl
$390United Airlines
Wed, Dec 2 - Fri, Jan 22
WestJet Logo
8:05 pm - 8:40 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
23h 35m1 stop Toronto Pearson Intl
WestJet Logo
9:30 pm - 11:05 amRSW  Fort Myers SW Florida Intl-YWG Winnipeg
14h 35m1 stop Toronto Pearson Intl
$394WestJet
Tue, Dec 1 - Thu, Jan 21
United Airlines Logo
8:40 am - 11:18 amYWG  Winnipeg-RSW Fort Myers SW Florida Intl
25h 38m2 stops Denver Intl Chicago O'Hare Intl
United Airlines Logo
9:00 am - 10:33 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
14h 33m2 stops Newark Chicago O'Hare Intl
$408United Airlines
Wed, Dec 2 - Fri, Jan 22
WestJet Logo
12:10 pm - 8:40 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
31h 30m2 stops Edmonton Toronto Pearson Intl
WestJet Logo
9:30 pm - 11:05 amRSW  Fort Myers SW Florida Intl-YWG Winnipeg
14h 35m1 stop Toronto Pearson Intl
$425WestJet
Tue, Dec 1 - Thu, Jan 21
Delta Logo
6:25 am - 5:27 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 02m1 stop Minneapolis St Paul
Delta Logo
6:00 pm - 11:34 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
6h 34m1 stop Minneapolis St Paul
$427Delta
Tue, Dec 1 - Thu, Jan 21
Delta Logo
6:25 am - 5:27 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 02m1 stop Minneapolis St Paul
Delta Logo
6:00 pm - 11:34 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
6h 34m1 stop Minneapolis St Paul
$428Delta
Wed, Dec 2 - Fri, Jan 22
WestJet Logo
8:05 pm - 8:40 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
23h 35m1 stop Toronto Pearson Intl
WestJet Logo
9:30 pm - 11:05 amRSW  Fort Myers SW Florida Intl-YWG Winnipeg
14h 35m1 stop Toronto Pearson Intl
$430WestJet
Tue, Dec 1 - Thu, Jan 21
Delta Logo
6:25 am - 5:27 pmYWG  Winnipeg-RSW Fort Myers SW Florida Intl
10h 02m1 stop Minneapolis St Paul
Delta Logo
6:00 pm - 11:34 pmRSW  Fort Myers SW Florida Intl-YWG Winnipeg
6h 34m1 stop Minneapolis St Paul
$475Delta
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 $342 to $596. The lowest price found in the past 5 days was $389, on United Airlines.

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, Friday is the cheapest day of the week to fly from Winnipeg to Fort Myers. It’s 20% cheaper than the average day, while Wednesday is the most expensive, with prices 47% 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.

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Key details for Winnipeg to Fort Myers flights

Low season

August

Cheapest flight

$223
Beat the crowds with an average 56% drop in travelers.
The most popular month to fly with an average 85% 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 $342 to $596, with an average of $472 over the past 12 months. Anything below $342 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 $389 to $1,600. 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 higher than usual. Average one-way flight prices are about $293, which is 14% above 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 $20 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) - 58% of one-stop connections
    • Minneapolis St Paul (MSP) - 32% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 9% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 1% 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 46% on flights from Winnipeg to Fort Myers. Friday is the cheapest departure day at $378 round-trip on average, while Wednesday is the most expensive at $697, a difference of $319.

    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 48m, compared with 8h 25m via Minneapolis St Paul (MSP) and 9h 44m via Atlanta Hartsfield-Jackson (ATL).

  • 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 Friday departure and avoid flying on Wednesday. On this route, Friday flights average $378, about $319 less than Wednesday fares (46% 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