Get extra lift from AOPA. Start your free membership trial today! Click here

Chicago skyline flight

Memorable views of an iconic city

When you visit Chicago, or if you want to fly between Wisconsin and Indiana without flying west of the city, consider a Chicago skyline flight. Chicago’s skyline comprises four of the nation’s 12 tallest buildings (the other eight are in New York City), the view of the city from above is breathtaking, and the route relatively easy to navigate. Here’s how.

Click to view a larger image.

Illustration by Charles Floyd.
Alyssa J. Miller

Kollin Stagnito

Senior Vice President of Media and Marketing
Senior Vice President of Media and Marketing Kollin Stagnito is a commercial pilot, advanced and instrument ground instructor and a certificated remote pilot. He owns a 1947 Cessna 140.

Related Articles

Get the full story

With the power of thousands of pilots, members get access to exclusive content, practical benefits, and fierce advocacy that helps enhance and protect the freedom to fly.

Already a member? Sign in