Learn to Fly a Cessna in Chicago

From: $239   Region: Chicago (View all 60 Chicago experiences)

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Chicago Executive Airport in Wheeling, IL


Northern Illinois Flight & Downtown Adventure: Year round, daily

Lake Geneva Getaway: April through October, daily

A dream come true for those that have always wanted to learn to fly!
  • One on one instruction with a FAA Certified instructor
  • Learn to fly in a Cessna 172. You can even bring a friend along to ride on this beautiful flight
  • Do everything a pilot does throughout the flight (except the takeoff and landing!)
  • Perfect introduction to flying for anyone in the Chicago area who has always wanted to learn to fly

More detailed description >


Upon arrival, you will be assigned your own personal FAA Certified Flight Instructor who will walk you through all the things a real pilot does before, during and after a typical flight.

This lesson is not to be confused with an "airplane ride" where one passively watches someone else do the work. The whole idea of this introductory flight lesson is to get you to do as much as possible.

You will do all the pre-flight procedures, taxi the aircraft, talk to the control tower to get clearance, learn about the complexity of the take off, and once airborne - do many in-flight maneuvers. Your certified instructor will be sitting next to you telling you to "push this" and "pull that", but you will do most of the flying.

You will receive a Certificate of Completion with the logged hours signed by your flight instructor.

Through this flight you will experience all the different aspects of flight, have a lot of fun, and know enough to decide whether you want to continue the challenge of learning to fly.

Flight Options
Northern Illinois Flight: Includes a 30 minute flight. You will take off from the Chicago Executive Airport and fly above the surrounding area.

Downtown Adventure Flight: Includes a 1 hour flight departing Chicago Executive Airport and initially flying over Glenview, Deerfield, Northbrook, Winnetka and Evanston. Once you cross the shoreline of Lake Michigan, you will proceed southbound and perform a circuit of the Loop, the Sears Tower and the Hancock Building. Returning along the north side, you will fly over Wrigley Field, Skokie and Lincolnwood before returning to the airport.

Lake Geneva Getaway: This deluxe flight will be remembered for a lifetime. After take off you will fly north over Mundelein, Libertyville and Lincolnshire to Great America (Gurnee), then turn left and head northwest toward the Chain of Lakes and City of Lake Geneva. You will land at Grand Geneva Airport, and enjoy a beverage or light lunch at the Grand Geneva Spa and Resort, before taking off again and flying back to Chicago Executive Airport.

Key Info >

Essential Information:
Northern Illinois Flight: 1.5 hour lesson, with approximately 30 minutes of flight time.

Downtown Adventure Flight: 2 hour lesson, with approximately 1 hour of flight time.

Lake Geneva Getaway: 3.5 hour lesson, with approximately 1.5 - 2 hours of flight time.

Price includes any applicable fuel surcharges.

For the Lake Geneva Getaway package, price does not include food or beverage purchased at the Grand Geneva Spa & Resort.

Northern Illinois: 1.5 hour, Downtown Adventure: 2 hour, Lake Geneva Getaway: 3.5 hour

Maximum Participants:
1 student per lesson.

You may bring along a friend or family member to fly as a passenger and enjoy the scenery.

Weather Dependent:
This experience is not weather dependent. In the event of inclement weather, the ground school portion of the lesson will still be conducted, and the flight portion of your lesson will be rescheduled to a nicer day.

What to Wear:
Wear comfortable clothing appropriate for weather conditions.

Booking Information:
For this experience, it is recommended to request bookings at least 3 weeks in advance for weekend flights, and 1 week in advance for weekday flights.

Cancellation Policy:
Prior to scheduling/booking a date for this experience, Cloud 9's standard return and exchange policy shall apply. Once you have scheduled a date and received a booking confirmation, cancellations or rescheduling must be completed up to 48 hours prior to your scheduled flight for a $10.00 fee. Failure to appear on your booked date or to complete a cancellation or rescheduling at least 48 hours prior to your booked date will result in the loss of the value of your Experience.

Experience ID:

View FAQ's >

  1. What about weather?
    Your flight lesson contains an element of interesting and educational ground school at the start which is done rain or shine. If after reviewing the weather your instructor decides it will not be good enough to fly, you will still do the ground school portion and reschedule your flight portion. This experience is never canceled due to weather.
  2. Can I bring passengers?
    Yes, you may bring 1 passenger, but weight can be a limiting factor so make sure to submit all participants' weights at the time of booking.
  3. What if I'm interested in continuing to learn to fly and gain certification?
    Your instructor is FAA Certified and can certify your flight time at the end of your lesson and will discuss with you the easy process if you are interested in learning how to fly.
  4. Do I need experience?
    No, our hands on course is geared for beginners.
  5. Is there an age requirement for the participant?
    No. If the participant is a minor, he/she will need parental consent. The pilot is able to tailor the experience to participants of any age. Passengers must be old enough to ride without a child seat.

Customer Reviews:

  • Fly a Cessna

  • March 31, 2014

  • 5

  • Chicago

"I purchased an hour flight lesson as a gift for my boyfriend on our 1 year anniversary. He had no idea, I just told him it was a surprise and drove him confused to the airport. We had such an amazing time! He looked so happy and excited the entire time we were there. Would definitely recommend but not for the faint hearted. "

  • Fly a Cessna

  • October 09, 2013

  • 5

  • Chicago

"My experience was wonderful! My wife and I had such a great time from the very beginning all the way through to the end. The pilot was excellent and I loved every minute of it!"

  • Fly a Cessna

  • September 30, 2013

  • 5

  • Chicago

"This was such an amazing experience! I had no idea that something like this even existed!!! I have told EVERYONE I know about how incredible Cloud 9 Living is and told them that they need to check it out themselves!! Thank you so much for making it not only a great experience but also for making it so easy to set up!! Keep Rockin!"