Denver to Chicago flight path: DEN to MDW

Sit on the left 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 15m
Distance893
Heading076° → 087°
Best side
Left

Left side wins both ends of the flight — the Rocky Mountain Front Range on departure and the Chicago lakefront skyline on approach. The right side gets flat Nebraska and Iowa farmland for most of the cruise, which is far less visually interesting.

Flown DEN to MDW? Did we get it right?

Flight Path

Flight path overview

Denver to Chicago is 893 miles (1,437 km), a flight of about 2 hours 15 minutes.

The flight tracks roughly northeast across the High Plains of eastern Colorado, then across Nebraska's flat agricultural landscape bisected by the Platte River valley, then into Iowa's patchwork corn and soybean fields. The Missouri River crossing near Omaha is visible as a distinct dark ribbon cutting through the plains. No significant terrain changes — elevation drops steadily from about 5,000 ft near Denver to near sea level approaching Chicago. The Illinois state line brings denser suburban development visible below.

Great circle distance and headings ›

Phase by phase

Aerial window seat view during takeoff from Denver (left side) — Rocky Mountain Front Range (Pikes Peak to Longs Peak), Denver city grid and downtown skyline, Cherry Creek Reservoir, the flat High Plains stretching east

Takeoff from DEN

LEFT

DEN typically departs eastward on runways 25L/25R or westward on 34L/34R. On an eastbound departure toward Chicago, aircraft often use runways oriented east, then bank left (northward) to track toward Illinois. A left seat gives you the Rocky Mountain Front Range — the entire wall from Pikes Peak to Longs Peak — as the plane climbs and turns away from the mountains.

Rocky Mountain Front RangeDenver city grid and downtown skylineCherry Creek Reservoirthe flat High Plains stretching east
DEN Denver InternationalHub for United Airlines, Southwest Airlines, Frontier Airlines
Aerial window seat view during landing at Chicago (left side) — Chicago downtown skyline (Willis Tower, John Hancock), Lake Michigan shoreline, Chicago South Side street grid, Soldier Field and Museum Campus area

Landing at MDW

LEFT

Midway typically lands on runways oriented northeast-southwest (runways 31C/31L or 13C/13L). On approach from the west-southwest, a left seat faces north toward downtown Chicago, Lake Michigan, and the lakefront. You get the full Chicago skyline broadside as you descend over the South Side.

Chicago downtown skyline (Willis TowerJohn Hancock)Lake Michigan shorelineChicago South Side street grid
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 Denver International (DEN) to Chicago Midway International (MDW)?

Sit on the Left side of the plane for the best views on flights from Denver to Chicago. Left side wins both ends of the flight — the Rocky Mountain Front Range on departure and the Chicago lakefront skyline on approach. The right side gets flat Nebraska and Iowa farmland for most of the cruise, which is far less visually interesting.

What can I see during takeoff from Denver International in Denver?

During takeoff from Denver International (DEN), sit on the Left side for the best views. DEN typically departs eastward on runways 25L/25R or westward on 34L/34R. On an eastbound departure toward Chicago, aircraft often use runways oriented east, then bank left (northward) to track toward Illinois. A left seat gives you the Rocky Mountain Front Range — the entire wall from Pikes Peak to Longs Peak — as the plane climbs and turns away from the mountains. Notable sights include: Rocky Mountain Front Range (Pikes Peak to Longs Peak), Denver city grid and downtown skyline, Cherry Creek Reservoir, the flat High Plains stretching 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. Midway typically lands on runways oriented northeast-southwest (runways 31C/31L or 13C/13L). On approach from the west-southwest, a left seat faces north toward downtown Chicago, Lake Michigan, and the lakefront. You get the full Chicago skyline broadside as you descend over the South Side. Notable sights include: Chicago downtown skyline (Willis Tower, John Hancock), Lake Michigan shoreline, Chicago South Side street grid, Soldier Field and Museum Campus area.

How long is the flight from Denver to Chicago?

The flight from Denver International (DEN) to Chicago Midway International (MDW) takes about 2 hours 15 minutes. The shortest flight path between them is 893 miles (1,437 km); winds and air traffic control usually add a few percent.

What does the Denver to Chicago flight path pass over?

The flight tracks roughly northeast across the High Plains of eastern Colorado, then across Nebraska's flat agricultural landscape bisected by the Platte River valley, then into Iowa's patchwork corn and soybean fields. The Missouri River crossing near Omaha is visible as a distinct dark ribbon cutting through the plains. No significant terrain changes — elevation drops steadily from about 5,000 ft near Denver to near sea level approaching Chicago. The Illinois state line brings denser suburban development visible below.