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JAN destination photo
MDW destination photo

JANMDW

Our Recommendation
8.5

Right Side of the Plane

The right side offers superior views of the Chicago skyline and the Lake Michigan shoreline during the final approach into Midway, which is often the highlight of the journey.

Right Side Highlights
8.5
🏞️

Ohio-Mississippi Confluence

The dramatic meeting point of the Ohio and Mississippi Rivers near Cairo, Illinois, showing distinct water colors.

🌉

Shawnee National Forest

Rugged terrain and rock formations of the southern Illinois highlands visible shortly after crossing the border.

🏙️

Chicago Loop Skyline

A stunning view of the Willis Tower and the dense downtown skyscrapers during the base or final leg of the approach.

🌊

Lake Michigan Coastline

The deep blue waters of Lake Michigan contrasting with the urban sprawl of the South Side and Indiana shoreline.

The right side is essential for the iconic Chicago arrival. Choose a window seat behind the wing to ensure the engine doesn't block your view of the Sears (Willis) Tower. Morning flights offer excellent lighting for photos of the skyline as the sun rises over the lake.

Left Side Highlights
7.2
🌲

Mississippi Piney Woods

Dense evergreen forests of central Mississippi visible immediately after takeoff from JAN.

🌊

Mississippi River Bends

Massive, winding oxbow lakes and the main channel of the Mississippi River to the west.

🏙️

St. Louis Distant View

On clear days, the Gateway Arch and the St. Louis metropolitan area are visible on the horizon.

🌾

Illinois Prairie Grid

The perfectly square agricultural grid of central Illinois, showcasing vibrant green and gold fields.

Sit on the left if you enjoy watching the sunset during evening flights, as you will have an unobstructed view of the horizon. This side is also better for spotting the winding patterns of the Mississippi River for the first half of the flight.

Top Activities in Chicago
Route Information

Distance: 1,073 km (667 miles)

Approximate Flight Time: 1 hr 26 min

Departure: JAN (32.3111991882, -90.0758972168)

Arrival: MDW (41.785999, -87.752403)

Route Type: Domestic

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