Chicago Helicopter Tours – A Beautiful Way to See the City

By Michael Cusack

Chicago is famous worldwide for its dramatic skyline and diverse architecture, spanning the history of skyscrapers. Most people see Chicago from street level and that view itself is impressively neck-craning. Others venture out down the Chicago River on Chicago’s architectural boat tours. 

Now there is a third way and it may be the most impressive of all: by helicopter. Vertiport Chicago, North America’s largest helicopter airport, is located just minutes from downtown. You can make your reservation on Navy Pier and grab a free Lyft over to Vertiport Chicago. From there, you take off from the  Vertiport and see all the major sights from the air:  Shedd Aquarium;  Adler Planetarium; Navy Pier and its Ferris wheel; Millennium Park and the Cloud Gate sculpture (locals call it the Bean); all the famous sports venues including, Soldier Field, home of the NFL Chicago Bears; Major League Baseball’s White Sox and their Guaranteed Rate Field; the United Center, home of the NHL  Blackhawks and the NBA Bulls; and finally Wrigley Field, home of the always lovable and now invincible, World Champion Chicago Cubs. 

On the way back you fly through the city for a close-up view of the Willis (formerly Sears) Tower. If you’re lucky there will be people outside on the Skydeck ledge that you can wave to as they take your picture flying by! 

Chicago Skyline Helicoppter Tour
Chicago Helicopter Tour Skyline View

Depending on the time of day you choose for your flight, you can catch the sunrise on the iconic lakefront or setting behind the City of Broad Shoulders for a truly remarkable view. If there is a special someone in your life, then I recommend taking off in time to catch the liquid golden light of sunset backlighting the skyline as the lake sinks into the cobalt blue of evening. By the time the sun has set the lights below look like jewels scattered on black velvet.   I call these golden hour flights, the perfect time for a special occasion.

We’ve hosted anniversaries, birthdays, quinceaneras, bar/bat mitzvahs and proms but best of all are the proposal flights. We very much enjoy hearing about all the plotting and scheming that goes into an engagement proposal. Our pilots are happy to participate, hiding the ring, flowers, chocolate, or champagne. What a treat to for us to see the happy couple after one of these flights! 

Call Vertiport Chicago today at 877-902-9292 and let us help you set up your perfect helicopter tour!  Tours are operated by Vertiport Chicago’s operator partners.