Sit on the Left side of the plane for the best views on flights from Minneapolis to Chicago. While takeoff favors the right side for Mississippi River views, the landing approach into Midway strongly favors left-side seats for Lake Michigan and Chicago's distinctive skyline. The landing view is more dramatic and memorable than the takeoff.

During takeoff from Minneapolis St Paul International (MSP), sit on the Right side for the best views. Right-side seats capture the Mississippi River valley and urban Minneapolis sprawl during the initial climb. MSP typically departs runways 30L/30R (eastbound) or 12L/12R (southbound); eastbound departures favor right-side views of the river's northern bends and downtown Minneapolis. Notable sights include: Mississippi River (northern reaches), downtown Minneapolis skyline, Minnesota River confluence, suburban sprawl extending south toward Bloomington.

When landing at Chicago Midway International (MDW), sit on the Left side for the best views. Left-side seats offer views of Chicago's lakefront and downtown during descent into Midway. Midway typically lands on runways 31L/31R (westbound) or 04L/04R (eastbound); westbound approaches provide left-side views of Lake Michigan and the city's south-side neighborhoods. Notable sights include: Lake Michigan (western shore), downtown Chicago skyline, Midway's location on the south side, industrial areas and residential neighborhoods of south Chicago.

The flight from Minneapolis St Paul International (MSP) to Chicago Midway International (MDW) takes Approximately 1 hour 15 minutes.

The flight path crosses central Wisconsin and Illinois. Notable features include the Wisconsin River valley, scattered lakes in central Wisconsin, the transition from forested terrain to agricultural plains in Illinois, and the Illinois River valley before reaching the Chicago metropolitan area. At cruise altitude (around 25,000 feet), individual landmarks become less distinct, but the general terrain transitions from mixed forest and water features to increasingly developed agricultural and urban landscape.