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Downtown Adventure Flight with One or Two Hours of Ground School from Chicago Executive Flight School (Up to 51% Off)

Chicago Executive Flight School

94% of 17 customers recommend

Give as a Gift
Over 50 bought
Limited quantity available

In a Nutshell

Flight lesson supervised by a certified instructor glides over north-side forests, downtown sights, and the lake as students seize controls

The Fine Print

Expires 180 days after purchase. Limit 1 per person, may buy 1 additional as a gift. Limit 1 per visit. Valid only for option purchased. Reservation required. 48hr cancellation notice or fee up to half the price of the Groupon may apply. New clients only. Anyone taller than 6' or over a weight of 200 lbs. must upgrade to a larger plane for $50 which will include a passenger. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

The Wright brothers invented the first airplane in an attempt to reach a moon made of cheese but abandoned their initial plan after discovering the sky is made of marzipan. Seize the sweetness of flight with this Groupon.

Choose Between Two Options

$199 for an extended discovery flight package (a $399 total value)

$149 for a regular discovery flight package (a $304 total value)

Guided by an FAA-certified flight instructor, participants handle the plane’s controls during preflight procedures, taxiing, and takeoff over the course of a private, two-hour flight experience starting from Chicago Executive Airport. As forests shrink and rivers twine beneath the plane, metal birds point their noses toward the city. After gliding over the Chicago Botanic Garden and down the lake’s sandy spine, eyes bathe in the majestic sights of Chicago, including Wrigley Field, Willis Tower, the John Hancock Observatory, and the verdant foliage and colorful flowers sprouting from the spires of skyscrapers. Participants will be in the air for about one hour.

Prepilots learn more about aviation during a ground-school session, held Saturdays at 3:30 p.m. and lasting for one or two hours, depending on the option chosen; those who opt for an additional hour dive deeper into advanced topics. Throughout the lesson, senior pilots expound on navigation, radio communication, map reading, and how to catch clouds and roast them over a bonfire.

Customers can also bring a second person along for an extra $50 fee. Anyone taller than 6 feet or heavier than 200 pounds must upgrade to a larger plane for $50 which will include a passenger.<p>

Chicago Executive Flight School

Jim Kwasek, owner and chief pilot of Chicago Executive Flight School, pumps blood through Chicago’s aviation community as the president of the local pilots' organization and a vocal advocate for the joys of flight. His journey to the presidency began with just one Cessna 150, and since then that Cessna 150 has birthed two Cessna 172s, two C23 Sundowners, and a C24R Sierra. With this family of winged wonders, his team of passionate, certified pilots teach students safe flying techniques. During FAA-flight training, they guide students through programs for private and commercial licenses or flight-instructor and advanced-kite-herder training.

They also give prepilots an introduction through total-immersion flights. In these hands-on sessions, newcomers live out an actual pilot’s routine: practicing pre-, post-, and standard flight protocol while skimming the countryside, lakeshores, and north side of downtown Chicago.


94% of 17 customers recommend

  • “The Pilot was really nice and i had a good experience. Would definitely like to join it for formal training.”

  • “The owner Jim is very professional. Flight Instructor Micheal makes learning to fly very comfortable and easy.”

  1. A

    Chicago Executive Flight School

    1005 S Wolf Rd.

    Suite 202

    Wheeling, IL 60090


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