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Winnipeg to Toronto in October 2026 YWG → YHM, YTZ, YYZ

Winnipeg James Armstrong Richardson International Airport (YWG) → Hamilton Airport (YHM), Toronto City Centre Airport (YTZ), Pearson International Airport (YYZ)

For departures in October 2026, the cheapest return found recently is C$395 (US$279) with Flair Airlines, 31 Oct – 31 Oct, found 3 days ago. The cheapest one-way found recently is C$208 (US$147) with Porter Airlines Canada, 29 Oct, found today.

Return

In October 2026, the cheapest return fare on each of 7 departure dates is usually C$333 (US$236) to C$416 (US$294). Across all 27 departure dates we hold on this route, it is usually C$276 (US$195) to C$422 (US$298). Of the 3 months with enough return fares to compare, 1 is usually cheaper than October 2026.

Cheapest return found recently

C$395 (US$279)

31 Oct – 31 Oct · Flair Airlines

Winnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)

out nonstop, back nonstop

found 3 days ago

See prices for these datesCheck today's price

Cheapest we hold, of any age

C$289 (US$204)

30 Oct – 31 Oct · Flair Airlines

Winnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)

out nonstop, back nonstop

found 4 days ago

See prices for these datesCheck today's price

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The cheapest dates in October 2026

DatesFromAirlineStopsFound
30 Oct – 31 OctC$289 (US$204)Flair Airlinesout nonstop, back nonstopfound 4 days agoSee prices for these dates
29 Oct – 30 OctC$330 (US$233)Flair Airlinesout nonstop, back nonstopfound 4 days agoSee prices for these dates
23 Oct – 27 OctC$337 (US$238)Flair Airlinesout nonstop, back nonstopfound 6 days agoSee prices for these dates
28 Oct – 28 OctC$389 (US$275)WestJetout 1 stop, back nonstopfound 4 days agoSee prices for these dates
31 Oct – 31 OctC$395 (US$279)Flair Airlinesout nonstop, back nonstopfound 3 days agoSee prices for these dates

Every date we hold

7 departure dates

21 Oct – 21 Oct: C$449 (US$317), found 4 days ago23 Oct – 27 Oct: C$337 (US$238), found 6 days ago25 Oct – 27 Oct: C$437 (US$309), found 6 days ago28 Oct – 28 Oct: C$389 (US$275), found 4 days ago29 Oct – 30 Oct: C$330 (US$233), found 4 days ago30 Oct – 31 Oct: C$289 (US$204), found 4 days ago31 Oct – 31 Oct: C$395 (US$279), found 3 days agoOct
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
21 Oct – 21 OctC$449 (US$317)Porter Airlines CanadaWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)out nonstop, back nonstopfound 4 days agoSee prices for these dates
23 Oct – 27 OctC$337 (US$238)Flair AirlinesWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)out nonstop, back nonstopfound 6 days agoSee prices for these dates
25 Oct – 27 OctC$437 (US$309)WestJetWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)out 1 stop, back nonstopfound 6 days agoSee prices for these dates
28 Oct – 28 OctC$389 (US$275)WestJetWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)out 1 stop, back nonstopfound 4 days agoSee prices for these dates
29 Oct – 30 OctC$330 (US$233)Flair AirlinesWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)out nonstop, back nonstopfound 4 days agoSee prices for these dates
30 Oct – 31 OctC$289 (US$204)Flair AirlinesWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)out nonstop, back nonstopfound 4 days agoSee prices for these dates
31 Oct – 31 OctC$395 (US$279)Flair AirlinesWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)out nonstop, back nonstopfound 3 days agoSee prices for these dates

Which month looks cheapest?

November 2026 is the cheapest month — from C$194 (US$137).

October 2026From C$289 (US$204)7 departure dates30 Oct – 31 Oct · found 4 days agoSee prices for these dates
November 2026From C$194 (US$137)Cheapest seen14 departure dates20 Nov – 22 Nov · found 4 days agoSee prices for these datesEvery date in November 2026
December 2026From C$195 (US$138)6 departure dates13 Dec – 6 Jan 2027 · found 4 days agoSee prices for these dates

One-way

In October 2026, the cheapest one-way fare on each of 9 departure dates is usually C$163 (US$115) to C$208 (US$147). Across all 19 departure dates we hold on this route, it is usually C$144 (US$102) to C$212 (US$150). Of the 3 months with enough one-way fares to compare, 1 is usually cheaper than October 2026.

Cheapest one-way found recently

C$208 (US$147)

29 Oct · Porter Airlines Canada

Winnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)

nonstop

found today

Open this tripCheck today's price

Cheapest we hold, of any age

C$143 (US$101)

22 Oct · Flair Airlines

Winnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)

nonstop

found 5 days ago

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The cheapest dates in October 2026

DatesFromAirlineStopsFound
22 OctC$143 (US$101)Flair Airlinesnonstopfound 5 days agoOpen this trip
30 OctC$146 (US$103)Flair Airlinesnonstopfound 5 days agoOpen this trip
23 OctC$163 (US$115)Flair Airlinesnonstopfound 5 days agoOpen this trip
21 OctC$167 (US$118)Flair Airlinesnonstopfound 5 days agoOpen this trip
28 OctC$170 (US$120)WestJet1 stopfound 5 days agoOpen this trip

Every date we hold

9 departure dates

21 Oct: C$167 (US$118), found 5 days ago22 Oct: C$143 (US$101), found 5 days ago23 Oct: C$163 (US$115), found 5 days ago25 Oct: C$360 (US$254), found 4 days ago26 Oct: C$362 (US$256), found 3 days ago28 Oct: C$170 (US$120), found 5 days ago29 Oct: C$208 (US$147), found today30 Oct: C$146 (US$103), found 5 days ago31 Oct: C$177 (US$125), found 3 days agoOct
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
21 OctC$167 (US$118)Flair AirlinesWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)nonstopfound 5 days agoOpen this trip
22 OctC$143 (US$101)Flair AirlinesWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)nonstopfound 5 days agoOpen this trip
23 OctC$163 (US$115)Flair AirlinesWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)nonstopfound 5 days agoOpen this trip
25 OctC$360 (US$254)WestJetWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)1 stopfound 4 days agoOpen this trip
26 OctC$362 (US$256)Air CanadaWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)nonstopfound 3 days agoOpen this trip
28 OctC$170 (US$120)WestJetWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)1 stopfound 5 days agoOpen this trip
29 OctC$208 (US$147)Porter Airlines CanadaWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)nonstopfound todayOpen this trip
30 OctC$146 (US$103)Flair AirlinesWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)nonstopfound 5 days agoOpen this trip
31 OctC$177 (US$125)Flair AirlinesWinnipeg James Armstrong Richardson International Airport (YWG) → Pearson International Airport (YYZ)nonstopfound 3 days agoOpen this trip

Which month looks cheapest?

November 2026 is the cheapest month — from C$84 (US$59).

October 2026From C$143 (US$101)9 departure dates22 Oct · found 5 days agoOpen this trip
November 2026From C$84 (US$59)Cheapest seen7 departure dates16 Nov · found 3 days agoOpen this tripEvery date in November 2026
December 2026From C$188 (US$133)3 departure dates18 Dec · found 6 days agoOpen this trip

Prices are what travelers' searches on Aviasales found in the last 7 days: the price the seller showed on Aviasales; bags may cost extra. Canadian dollars at the Bank of Canada rate of 2026-10-16, US dollars in brackets. Fares change, so check today's price before you book. How our prices work