Sit on the Left side of the plane for the best views on flights from Toronto to Winnipeg. The left side delivers the dramatic Toronto skyline and Lake Ontario on departure, and while it misses the Forks on arrival, the takeoff view is significantly more visually compelling. The flight crosses flat Ontario farmland and the Canadian Shield's southern fringe, which is unremarkable from either side at cruise altitude.

During takeoff from Lester B Pearson International (YYZ), sit on the Left side for the best views. Pearson's most common departures head west or northwest on runways 23/24L/24R, which puts the left side facing south toward downtown Toronto, Lake Ontario, and the CN Tower. You get a clear view of the city skyline and the lake shoreline as the aircraft banks northwest toward Winnipeg. Notable sights include: CN Tower and downtown Toronto skyline, Lake Ontario shoreline, Toronto Islands, Mississauga suburban grid.

When landing at Winnipeg International (YWG), sit on the Right side for the best views. Winnipeg's main arrival runways 13/18 bring aircraft in from the northeast or north, putting the right side facing west and south over the Red River, the Assiniboine River confluence, and downtown Winnipeg. The two rivers meeting at The Forks is one of the most distinctive aerial landmarks in the prairies. Notable sights include: Red River and Assiniboine River confluence at The Forks, downtown Winnipeg skyline, Portage Avenue corridor, flat prairie patchwork grid.

The flight from Lester B Pearson International (YYZ) to Winnipeg International (YWG) takes Approximately 2 hours 15 minutes.

The flight crosses the northern Lake Erie and Lake Huron region briefly, then transitions to flat Ontario agricultural land west of London. Around the Ontario-Manitoba border the terrain becomes the boreal fringe of the Canadian Shield with scattered lakes and mixed forest, before flattening completely into the Red River Valley and Manitoba prairie as you descend into Winnipeg.