Chicago to St. Louis is 258 miles (415 km), a flight of about 1 hour 5 minutes.
The route is short and flat for most of its length, but the STL approach on the left side offers a brief but genuine urban landmark view of the Gateway Arch and Mississippi River, giving it a slight edge over the mostly flat cruise scenery.
Flight Path
Flat farmland of central Illinois, with the Illinois River visible below during cruise
Great circle distance and headings ›Phase by phase

Takeoff from ORD
RIGHTORD departures to the south/southwest typically bank in a way that gives right-side passengers a view of the Chicago skyline and Lake Michigan shoreline receding behind, before flattening out over farmland.

Landing at STL
LEFTOn approach to STL runway 12, aircraft descending from the northwest pass over the Missouri River valley and give left-side passengers a view of downtown St. Louis and the Gateway Arch along the Mississippi River before landing.
Landmarks on this routeAll landmarks →
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About This Route
Which side of the plane should I sit on flying from Chicago Ohare International (ORD) to Lambert St Louis International (STL)?
Sit on the Left side of the plane for the best views on flights from Chicago to St. Louis. The route is short and flat for most of its length, but the STL approach on the left side offers a brief but genuine urban landmark view of the Gateway Arch and Mississippi River, giving it a slight edge over the mostly flat cruise scenery.
What can I see during takeoff from Chicago Ohare International in Chicago?
During takeoff from Chicago Ohare International (ORD), sit on the Right side for the best views. ORD departures to the south/southwest typically bank in a way that gives right-side passengers a view of the Chicago skyline and Lake Michigan shoreline receding behind, before flattening out over farmland. Notable sights include: Chicago skyline, Lake Michigan shoreline, O'Hare terminal complex.
What can I see when landing at Lambert St Louis International in St. Louis?
When landing at Lambert St Louis International (STL), sit on the Left side for the best views. On approach to STL runway 12, aircraft descending from the northwest pass over the Missouri River valley and give left-side passengers a view of downtown St. Louis and the Gateway Arch along the Mississippi River before landing. Notable sights include: Gateway Arch, Mississippi River, downtown St. Louis skyline.
How long is the flight from Chicago to St. Louis?
The flight from Chicago Ohare International (ORD) to Lambert St Louis International (STL) takes about 1 hour 5 minutes. The shortest flight path between them is 258 miles (415 km); winds and air traffic control usually add a few percent.
What does the Chicago to St. Louis flight path pass over?
Flat farmland of central Illinois, with the Illinois River visible below during cruise