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TUL destination photo
MDW destination photo

TULMDW

Our Recommendation
7.8

Left Side of the Plane

The left side is superior for this route as it offers the highest probability of viewing the St. Louis skyline and the iconic Chicago skyline during the descent into Midway.

Left Side Highlights
7.8
🌊

Arkansas River

Visible immediately after takeoff from Tulsa, providing a scenic view of the city's riverfront.

🌲

Mark Twain National Forest

Dense clusters of Missouri forest land providing a deep green canopy during summer months.

🏙️

St. Louis Skyline

If the flight path stays south of the city, look for the Gateway Arch and the urban center along the Mississippi.

🌉

Mississippi River

A massive crossing point marking the border between Missouri and Illinois with distinct industrial barges.

🌃

Chicago Skyline

On final approach to Midway, the Willis Tower and downtown skyscrapers often appear in stunning detail.

Book a window seat on the left for morning flights to keep the sun behind you. This side is essential for the 'money shot' of the Chicago skyline when the plane banks for its final approach to the northeast. Watch for the Gateway Arch about 60% of the way through the flight.

Right Side Highlights
6.2
🛶

Grand Lake o' the Cherokees

A sprawling, jagged reservoir in Northeast Oklahoma visible shortly after departure.

🛥️

Lake of the Ozarks

Look for the winding, 'dragon-like' shape of this popular Missouri vacation destination.

🏛️

Springfield, Illinois

The capital of Illinois, where you can occasionally spot the silver dome of the State Capitol building.

🌽

Illinois Prairie

Endless geometric patterns of farmland that turn vibrant gold and green depending on the season.

🛤️

Chicago Rail Yards

Complex patterns of freight rail lines and suburban industrial zones as you enter the Cook County airspace.

The right side offers great views of the Ozark reservoirs. However, be aware that afternoon flights will experience significant sun glare on this side. This side is better for seeing the suburban sprawl and heavy industrial infrastructure that characterizes the Chicago outskirts.

Top Activities in Chicago
Route Information

Distance: 938 km (583 miles)

Approximate Flight Time: 1 hr 34 min

Departure: TUL (36.19839859008789, -95.88809967041016)

Arrival: MDW (41.785999, -87.752403)

Route Type: Domestic

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