Learn to Fly a Cessna

Wheeling, IL

Item #: AIR-CHI-0012
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Feel the unforgettable thrill of taking the controls and soaring through the sky in an airplane as you Learn to Fly over Chicago area!

  • One on one instruction with an FAA Certified Instructor
  • Learn to fly in a Cessna 172 and 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
Chicago Executive Airport - Wheeling, IL
When Do I Choose A Date?
If giving as a gift, your recipient can choose a date at their convenience; otherwise, you can choose one after checkout.

Northern Illinois & Downtown Adventure Flights
Daily - 8:00 AM to 5:00 PM

Lake Geneva Getaway
April - October:
Daily - 9:00 AM to 5:00 PM

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  • All available dates have for this season have passed or sold out. Dates for the upcoming season will be posted as soon as they are available. To see a list of this past year's dates for your reference, please click here
    Option & Pricing:
    Please select an option above.
    Essential Information
    • The weight of the student, and the passenger combined cannot exceed 500 lbs
    • 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
    • Video packages are available to purchase directly from the flight school on the day of your flight
    Lesson times vary according to the flight package selected. The Northern Illinois Flight is a 1.5-hour lesson, the Downtown Adventure Flight is a 2-hour lesson and the Lake Geneva Getaway is a 3.5-hour lesson.
    Experience Provider Info
    Complete information for your Experience Provider, including contact information, will be included on your booking confirmation email once you or your gift recipient have scheduled the experience. Our Product Management team handpicks top-rated experience providers, removing the guesswork for you and ensuring your peace of mind.
    Maximum Participants
    This experience is for one student and up to one passenger, so long as the combined weight of the student and passenger does not exceed 500 lbs.
    A friend or family member is welcome to attend and watch from the ground.
    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.

    For this experience, our partners are taking proactive steps to help mitigate the potential spread of COVID-19. They follow a strict regimen of wiping down surfaces in all public areas on a daily basis. Additionally, they will be having their staff be tested on a regular basis, once available. Our partners kindly ask that all participants please wear masks, wash their hands frequently, and do not attend if they are feeling unwell. Due to the nature of the close seating in the aircrafts, there is no ability to social distance in a flight.

    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.
    Can I bring passengers?
    Yes, you may bring 1 passenger, but the combined weight of the participant and passenger cannot exceed 500 lbs.
    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 becoming a pilot.
    Do I need experience?

    No, our hands-on course is geared for beginners.

    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.

    Experience Vouchers that have not been redeemed can be returned hassle-free within 30 days.  All refunds will be made to the original purchaser.

    Experience Vouchers that have not been redeemed can be exchanged for anything else in our marketplace at any time.  If you choose to exchange for an experience that costs more, you'll simply have to pay the difference.  If you choose to exchange for an experience that costs less, you'll have a credit towards your next booking with Cloud 9 Living.

    Cancellation Policy

    Once you have scheduled a date and received a booking confirmation, cancellations or rescheduling must be completed directly with the experience provider at least 48 hours prior to your scheduled flight time and will incur 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.

    Customer Reviews
    (44 reviews)
    View More Reviews:
    “Great experience. Got to actually be in control of the plane much more than I thought I would.”
    Response from Cloud 9 Living
    Hello, Erin!  We are very happy that you had so much fun! Being able to control an aircraft is certainly a thrill of a lifetime. What will you try out next time?  Best, Sophia 
    “Very nice experience.”
    Response from Cloud 9 Living
    Hello, David!  A very nice review, from a very nice customer! We can't wait to get you out on another adventure soon!  Best, Sophia 
    “Had a great time! This was such an amazing experience! Much more than we expected! Will do it again!”
    Response from Cloud 9 Living
    Hi Marissa, thanks for leaving such an awesome review and we are so happy to hear you had an amazing experience learning how to fly a Cessna! We hope you do get to try it again! Have a great rest of your week and Happy New Year! Kindly, Kelsey
    “Madeline was a great instructor. The experience was fantastic and I would highly recommend it to anyone.”
    Response from Cloud 9 Living
    Hey Edward, thanks for the awesome review and your high recommendations! We're so glad to hear your flight was fantastic, and a great instructor to tie it all together! Have a wonderful rest of your week! Best, Kelsey
    “Amazing experience!! Chris, the instructor, was thorough, polite, professional, personable and patient. He helped to make the experience memorable. Loved the fact that I actually did the takeoff and 97% of the flying. Will do it again.”
    Response from Cloud 9 Living
    Wow, Arnold, we LOVE the fact that you got to handle takeoff and 97% of the flying too! That is so awesome, and thank you so much for sharing this with us. I will be sure to let our flight school know that you enjoyed your flight as well as your instructor! Enjoy the rest of your October! Best, Kelsey
    “This was definitely experience of lifetime! I have enjoyed every minute of it. To combine learning, hands on, and fun in same moment.....it was amazing. Also big thank to my instructor who made it happened!”
    Response from Cloud 9 Living
    Hi Branko, thanks for the awesome review! I will definitely be sure to pass along your appreciation to our flight school for you - I'm sure your instructor appreciated having such a wonderful student! We're so happy to hear this turned out to be an experience of your lifetime and we hope to see you back soon for more fun and adventures. Cheers, Kelsey
    “The instructor was excellent The experience was great even though i have quite a few hours flying float planes”
    “My wife surprised me with the Fly a Cessna experience for my birthday. She scheduled everything online and all we had to do was show up. Jim was great, first he showed us how to check the weather report online to know if it was safe to fly. After we went outside to inspect the aircraft, Jim did a great job at explaining what needed to be checked before flight and what I needed to do once I was up in the air. He was very professional and friendly and he made sure to answer all of our questions. Definitely recommend this experience.”
    Response from Cloud 9 Living
    Hi Oscar, thanks so much for taking the time to write in about your experience. Sounds like you have yourself an amazing wife with some awesome gift giving skills! We are so happy to hear you had such a great experience and that you enjoyed Jim's instruction as well as his company - I will make sure to pass along those kind words for you! We hope to see you back for more fun and memories soon! Best, Kelsey
    “Tyler Rose was our instructor and he was great! I surprised my boyfriend with the lesson as a birthday gift (neither of us are aspiring pilots) and I combined 2 flights into one. Tyler made it such a relaxed fun experience and was open to us asking any kind of questions.”
    Response from Cloud 9 Living
    Hi Victoria! We are so glad you had a great experience and thank you for sharing it with us! I will be sure to let our instructor know how much you enjoyed your time with them. What a great birthday gift to your boyfriend, I do hope we see you again for another adventure soon! Best, Kelsey
    “An unbelievable experience with a great instructor.”
    “Purchased as a gift to my significant other. The process was smooth and seamless. Our pilot came about 3 minutes prior to when we were to start, walked us through the entire instrument panel and process and we took off. Flight time (on Geneva package) was a bit less than I had thought, as it totaled 40-45 minutes each way. Great people to deal with and fun time though”
    “Instructor Jim did a great job! It was an amazing experience, totally worth it.”
    “Better than expected, and I expected a great experience -- would recommend this to anyone. ”
    “I received the flight opportunity as a Christmas gift from my daughter and step-daughter. I was finally able to take advantage of it. And I enjoyed it immensely. The really neat part was being able to do the flight in the Sundowner which was very much the same as the Musketeer I learned to fly in 48 years ago. I enjoy flying, but the small plane experience is truly the most pleasurable, the most personal. Besides, my wife was able to go along. Thanks!”
    “Perfect from start to finish!”
    “The entire experience was only about 1 hour, including the pre-instruction class versus the 1.5 hours advertised. There seemed to be a very cursory overview of use of instruments for someone who has never piloted before. Instructor did review all pertinent instruments as they were being used, but did not explain usage in depth. A five-minute preview of instruments and their purpose would have been very informative. To my disappointment, no mention was made of the video available for purchase during the pre-flight instruction session. When I raised the question after the flight was completed, I was told that the GoPro camera was not loaded for my trip. so no video was available. Overall, I feel the flight was a good experience and felt comfortable with the instructor as an experienced pilot.”
    “It was amazing. The only thing that was not represented properly was that there would be no rain check. When we got there, the weather would not allow us to fly and I was beyond disappointed. But then the instructor informed me that I would still get the ground training and would be able to reschedule the actual flight. I was much relieved. However, during the ground training, the weather cleared and I was able to fly that day. Your information of rain check was not completely accurate and you should make that clear. Otherwise it was a marvelous experience.”
    “It was an amazing experience I'll never forget! ”
    “I had a great time and recommend it for anyone who wants to experience what it's like to pilot a plane. ”
    “Great time, Jim was awesome! Already recommended it to friends and family. ”
    “Jim was awesome!!!! This was an amazing experience that I will never forget. I recommend this to anyone.”
    “This was a surprise gift for me from my wife, and it was a fantastic experience. I loved being able to fly the Cessna and the instructor was very nice and knowledgeable and generous with my flying time. It was a beautiful day to fly, and it was an experience I'll never forget. ”
    “This was my first flying lesson, and I had an absolutely fabulous time! The instructor was awesome. I would highly recommend this experience to anyone --- any age or walk of life would enjoy this!”
    “Incredible! Would purchase again or recommend to anyone!”
    “I learned about your website through an article in Realtor.com. I'm so glad I found about your website. I purchased a flight lesson for my husband and my father-in-law as an early Father's Day gift. My husband had been looking to do something unique with his dad. This was the ultimate experience for them both. Especially my husband, so much so that he is now thinking about possibly taking flying lessons to become a pilot. I will highly recommend your website to my coworkers, friends and clients. :)”
    “My instructor (Milenko Bandur) was excellent. He was very patient and answered all my questions, even if I asked them over and over. It was an excellent experience. I have also recommended this flying school to someone I know. ”
    “I got this as a birthday present for my husband, he loved it! The only disappointing thing was that we had scheduled a downtown Chicago flight, and once we got there, we drove several hours, we were told that we couldn't do the scheduled flight b/c of some air restriction. The pilot gave us the option to wait, but we had already driven and made arrangements so we decided to do it. He didn't get to fly what we had planned, but he still had a great experience. I just wish they would've explained it better when you sign up. I've never flown and know nothing of air restriction, so that was disappointing. However I called Cloud 9 Living about it, and they gave us $50 towards another experience, so they did try to remedy the situation, which was very nice, thank you!”
    “Very cool and excellent experience! Would recommend the flight to anyone looking for a good time!”
    “Jim, my pilot, was very friendly and knowledgable. He did a great job and made us feel very safe! Getting to fly a cessna was pretty incredible, and the views over Lake Micigan were stunning. We had a perfect day for flying!”
    “My first flight lesson was amazing!!! My instructor was knowledgeable, friendly and was excited to be teaching me. The scenery flying along the Chicago lakefront was beautiful. The air traffic control towers were very helpful in identifying approaching aircraft in our vicinity as well. I'm excited to take another lesson in the future! ”
    “This was the best experience of my life. Mike, our pilot, was every friendly and a great instructor. He gave me compete control of the plane in order to have the complete experience.”
    “I can't believe to say that this actually worked. I was interested in learning how to fly an airplane, was not sure how to get started. I saw that there was schools teaching but it was all expensive, I just wanted a one day trial to see if flying is for me. I was not to sure how to take a quick class and give it a shot in flying, I was going to call the airport see if they were any help. But I didn't, instead I let Cloud9 do all the work. At first making a transaction, I was a bit scared, this whole thing might not even be real. But from the looks of it, every transaction process had a security feature on the URL. So I went along, and what do you know, a day later I get a call giving me instructions to pick a day and confirming it. That got my hopes up. During the event, I got to the location and I was amazed the instructor already knew who I was. The Flight was freaking Amazing! I'll definitely come back to Cloud9 when I want to do something out of the ordinary. ”
    “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. ”
    “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!”
    “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!”
    “It was a lot of fun... I really am hooked on flying now!”
    “The guys at Chicago Executive Airport were great. I loved the whole thing.”
    “Outstanding Experience. I would recommend this to anyone!”
    “Went for my 30th birthday. Had to be one of the coolest experiences of my life. The pilot instructer was amazing.”
    “Everything about the introductory flight lesson was fantastic!! Executive Flight School was great, but very hard to find and not well-marked for the public. Maybe that's the point? Anyways, my booking was inaccurate; Cloud 9 confirmed me for a different day than I requested, so when I arrived the pilot was not really ready for my experience. They accomodated me in the end, though, and I had a great time once we got off the ground. Thanks! Ross Wasserstrom ”
    “It was an awesome experience from start to finish. Very friendly staff.”
    “Kevin was awesome, patient, and kind. He is a great instructor and would recommend him to anyone considering a flight. I was totally immersed in the flight process, safety check, testing fuel, assisting with take off, flying, etc. It was the best birthday present to myself....EVER!”
    “The Grand Geneva resort was amazing, my instructor was very clear the course was planned out and the experience was great.”
    “Had a truly amazing one-of-a-kind experience! I am extremely passionate about planes and have always wanted to fly one myself. This gift was truly heartfelt and special. I will never forget it!”

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