New Orleans to Chicago flight path: MSY to MDW

Sit on the right side of the plane

Which side of the plane?

Pick the window seat with the view. 13,500 routes answered — landmarks, coastlines and cities, wing by wing.

Flight time2h 20m
Distance827
Heading009° → 011°
Best side
RightMostly right

Right-side seats win overall because the takeoff views of the Mississippi River and Lake Pontchartrain are more visually distinctive and geographically dramatic than the landing views. While left-side landing views are solid, the northern route's river geography is the flight's most memorable feature.

Flown MSY to MDW? Did we get it right?

Flight Path

Flight path overview

New Orleans to Chicago is 827 miles (1,330 km), a flight of about 2 hours 20 minutes.

The flight path crosses central Illinois, passing east of St. Louis (visible as a distant urban cluster on the horizon if flying at cruise altitude around 30,000 feet). The Illinois River and its valley are visible during the middle portion of the flight. The terrain transitions from Mississippi Delta wetlands to the relatively flat agricultural plains of Illinois and Indiana, with scattered lakes and reservoirs becoming visible as the aircraft approaches the Chicago area. The Ohio River valley lies to the east of the direct route but may be visible on clear days from cruise altitude.

Great circle distance and headings ›

Phase by phase

Aerial window seat view during takeoff from New Orleans (right side) — Mississippi River (multiple oxbow bends), Lake Pontchartrain, New Orleans urban grid, Cypress swamps to the east

Takeoff from MSY

RIGHT

Right-side seats capture the Mississippi River's dramatic meanders and Lake Pontchartrain as the aircraft climbs northward. MSY typically departs to the north or northeast, and right-side views show the river's distinctive curves and the lake's expanse stretching toward the horizon.

Mississippi RiverLake PontchartrainNew Orleans urban gridCypress swamps to the east
MSY Louis Armstrong New Orleans InternationalNew Orleans, United States
Aerial window seat view during landing at Chicago (left side) — Lake Michigan (western shoreline), Chicago downtown skyline, Illinois prairie to the west, Midway's runway complex

Landing at MDW

LEFT

Left-side seats offer the best views during approach to MDW. Chicago's downtown skyline and Lake Michigan are positioned on the left as aircraft descend from the northeast or east. The contrast between the urban core and the lake's expanse makes for striking visuals during final approach.

Lake MichiganChicago downtown skylineIllinois prairie to the westMidway's runway complex
MDW Chicago Midway InternationalHub for Southwest Airlines

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About This Route

Which side of the plane should I sit on flying from Louis Armstrong New Orleans International (MSY) to Chicago Midway International (MDW)?

Sit on the Right side of the plane for the best views on flights from New Orleans to Chicago. Right-side seats win overall because the takeoff views of the Mississippi River and Lake Pontchartrain are more visually distinctive and geographically dramatic than the landing views. While left-side landing views are solid, the northern route's river geography is the flight's most memorable feature.

What can I see during takeoff from Louis Armstrong New Orleans International in New Orleans?

During takeoff from Louis Armstrong New Orleans International (MSY), sit on the Right side for the best views. Right-side seats capture the Mississippi River's dramatic meanders and Lake Pontchartrain as the aircraft climbs northward. MSY typically departs to the north or northeast, and right-side views show the river's distinctive curves and the lake's expanse stretching toward the horizon. Notable sights include: Mississippi River (multiple oxbow bends), Lake Pontchartrain, New Orleans urban grid, Cypress swamps to the east.

What can I see when landing at Chicago Midway International in Chicago?

When landing at Chicago Midway International (MDW), sit on the Left side for the best views. Left-side seats offer the best views during approach to MDW. Chicago's downtown skyline and Lake Michigan are positioned on the left as aircraft descend from the northeast or east. The contrast between the urban core and the lake's expanse makes for striking visuals during final approach. Notable sights include: Lake Michigan (western shoreline), Chicago downtown skyline, Illinois prairie to the west, Midway's runway complex.

How long is the flight from New Orleans to Chicago?

The flight from Louis Armstrong New Orleans International (MSY) to Chicago Midway International (MDW) takes about 2 hours 20 minutes. The shortest flight path between them is 827 miles (1,330 km); winds and air traffic control usually add a few percent.

What does the New Orleans to Chicago flight path pass over?

The flight path crosses central Illinois, passing east of St. Louis (visible as a distant urban cluster on the horizon if flying at cruise altitude around 30,000 feet). The Illinois River and its valley are visible during the middle portion of the flight. The terrain transitions from Mississippi Delta wetlands to the relatively flat agricultural plains of Illinois and Indiana, with scattered lakes and reservoirs becoming visible as the aircraft approaches the Chicago area. The Ohio River valley lies to the east of the direct route but may be visible on clear days from cruise altitude.