YWG - RSW

C$ 263 Find Cheap Flights from Winnipeg to Fort Myers – Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
C$ 451
Typical prices: C$ 472-C$ 822
WestJet
Mon 8/10Mon 15/10
YWG - RSW • 1 stop
Cheapest one-way flights
C$ 263
Typical prices: C$ 259-C$ 475
Air Canada
Thu 4/10
YWG - RSW • 1 stop
Direct 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 C$ 420 (round-trip)
Minneapolis St Paul (MSP)
Shortest trip • 8h 25m (one-way)
Insights
Insights
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you enjoy your trip to Fort Myers!
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

Thu, 8 Oct - Thu, 15 Oct
WestJet Logo
6:15 a.m. - 4:40 p.m.YWG  Winnipeg-RSW Fort Myers SW Florida Intl
9h 25m1 stop Toronto Pearson Intl
WestJet Logo
5:30 p.m. - 12:55 a.m.RSW  Fort Myers SW Florida Intl-YWG Winnipeg
8h 25m1 stop Toronto Pearson Intl
C$ 451WestJet
Wed, 2 Dec - Fri, 22 Jan
Delta Logo
6:25 a.m. - 1:20 p.m.YWG  Winnipeg-RSW Fort Myers SW Florida Intl
5h 55m1 stop Minneapolis St Paul
Delta Logo
2:25 p.m. - 11:34 p.m.RSW  Fort Myers SW Florida Intl-YWG Winnipeg
10h 09m1 stop Minneapolis St Paul
C$ 473Delta
Tue, 1 Dec - Thu, 21 Jan
Air Canada Logo
11:05 a.m. - 8:50 p.m.YWG  Winnipeg-RSW Fort Myers SW Florida Intl
8h 45m1 stop Toronto Pearson Intl
Air Canada Logo
9:40 p.m. - 11:49 a.m.RSW  Fort Myers SW Florida Intl-YWG Winnipeg
15h 09m1 stop Toronto Pearson Intl
C$ 478Air Canada
Thu, 22 Oct - Thu, 29 Oct
WestJet Logo
7:45 a.m. - 4:40 p.m.YWG  Winnipeg-RSW Fort Myers SW Florida Intl
7h 55m1 stop Toronto Pearson Intl
WestJet Logo
9:30 p.m. - 12:44 a.m.RSW  Fort Myers SW Florida Intl-YWG Winnipeg
28h 14m1 stop Toronto Pearson Intl
C$ 485WestJet
Fri, 15 Jan - Fri, 22 Jan
WestJet Logo
6:00 a.m. - 8:40 p.m.YWG  Winnipeg-RSW Fort Myers SW Florida Intl
13h 40m2 stops Edmonton Toronto Pearson Intl
WestJet Logo
9:30 p.m. - 11:05 a.m.RSW  Fort Myers SW Florida Intl-YWG Winnipeg
14h 35m1 stop Toronto Pearson Intl
C$ 492WestJet
Fri, 15 Jan - Fri, 22 Jan
United Airlines Logo
7:00 a.m. - 12:49 p.m.YWG  Winnipeg-RSW Fort Myers SW Florida Intl
28h 49m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
United Airlines Logo
1:45 p.m. - 10:33 p.m.RSW  Fort Myers SW Florida Intl-YWG Winnipeg
9h 48m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
C$ 494United Airlines
Tue, 1 Dec - Thu, 21 Jan
Air Canada Logo
12:45 p.m. - 8:50 p.m.YWG  Winnipeg-RSW Fort Myers SW Florida Intl
7h 05m1 stop Toronto Pearson Intl
Air Canada Logo
7:00 a.m. - 4:38 p.m.RSW  Fort Myers SW Florida Intl-YWG Winnipeg
10h 38m2 stops Newark Montreal Pierre Elliott Trudeau Intl
C$ 505Air Canada
Wed, 2 Dec - Fri, 22 Jan
WestJet Logo
8:05 p.m. - 8:40 p.m.YWG  Winnipeg-RSW Fort Myers SW Florida Intl
23h 35m1 stop Toronto Pearson Intl
WestJet Logo
9:30 p.m. - 11:05 a.m.RSW  Fort Myers SW Florida Intl-YWG Winnipeg
14h 35m1 stop Toronto Pearson Intl
C$ 510WestJet
Sat, 5 Dec - Wed, 9 Dec
Delta Logo
12:59 p.m. - 11:12 p.m.YWG  Winnipeg-RSW Fort Myers SW Florida Intl
9h 13m1 stop Minneapolis St Paul
Delta Logo
11:29 a.m. - 4:34 p.m.RSW  Fort Myers SW Florida Intl-YWG Winnipeg
6h 05m1 stop Minneapolis St Paul
C$ 520Delta
Sat, 5 Dec - Wed, 9 Dec
Delta Logo
12:59 p.m. - 11:12 p.m.YWG  Winnipeg-RSW Fort Myers SW Florida Intl
9h 13m1 stop Minneapolis St Paul
Delta Logo
11:29 a.m. - 4:34 p.m.RSW  Fort Myers SW Florida Intl-YWG Winnipeg
6h 05m1 stop Minneapolis St Paul
C$ 521Delta
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 from Winnipeg to Fort Myers with more confidence.

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

Round-trip flights from Winnipeg to Fort Myers start at C$ 451. Prices are below average for this route right now, with typical round-trip fares ranging from C$ 472 to C$ 822. The lowest price found in the past 5 days was C$ 451 on WestJet.

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

Friday is the cheapest day of the week to fly from Winnipeg to Fort Myers and is 20% cheaper than the average day. Wednesday is the most expensive day with flight prices 47% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Winnipeg to Fort Myers?

  • September is the cheapest month to fly from Winnipeg to Fort Myers at C$ 448 round-trip.
  • July (C$ 1,066) and December (C$ 1,048) 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

C$ 263
Best time to beat the crowds (23% less expensive on average)
Most popular time to fly (7% more expensive on average)
Flights 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 route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • 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 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
    • First Class

  • 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

    Toronto Pearson Intl (YYZ) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 46% on the Winnipeg to Fort Myers route. Friday is the cheapest departure day at C$ 521 round-trip on average, while Wednesday is the most expensive at C$ 961, a difference of C$ 440. 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 long does a flight from Winnipeg to Fort Myers take?

    A direct flight from Winnipeg to Fort Myers takes 0h 00m, covering 4,689 km.

  • 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.

  • 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 C$ 451 to C$ 1,686. 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 C$ 334, which is 6% below the typical average for this route.

  • How much time can I save by choosing a different layover airport when travelling 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 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 C$ 28 for economy cars. Top options include:
    · Hertz
    · Dollar
    · Thrifty
    · Fox
    · Budget

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

    Round-trip flights from Winnipeg to Fort Myers range from C$ 472 to C$ 822, with an average of C$ 651 over the past 12 months. Anything below C$ 472 counts as a good deal.

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 instead of Wednesday. On this route, Friday flights average C$ 521 – about C$ 440 less than Wednesday (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 C$ 448 round-trip in that month – typically C$ 618 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

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