Chicago Executive Flight School   |   Tel.: 1-800-901-0730   |   Email:   |   Wheeling, IL   |     Follow us on Facebook 

Senior Instructors


Jim Kwasek

Jim is the Owner and Chief Pilot at Chicago Executive Flight School. An active member of the flying community at Chicago Executive Airport, Jim was president of PAPA at Chicago Executive for four years. PAPA is the largest pilot organization at Chicago Executive Airport (formerly Palwaukee Municipal Airport). Jim started flying at Palwaukee in 1988, then went on to Southern Illinois University for his degrees in Aviation Management and Aviation Flight. When not flying, Jim enjoys teaching Tae Kwon Do.
Flight Qualifications include: CFI, CFII, MEI, AGI, IGI, Flight Engineer Turbojet


Dave Klopfleisch

Dave started flying in 1966 at Roselle Airport, now called Schaumburg Airport in Schaumburg, IL. He served in the Navy 1968-1974 with his last duty station at Miramar, CA. In the Navy, Dave flew the TA-4, single engine attack jet. Afterwards, Dave worked for various corporate flight departments and served as the Safety Officer at the NAS Glenview Flying Club from 1993-1996.
Flight Qualifications include: CFI and MEI, ATP, Part 121 Flight Dispatcher, current Safety Officer at Chicago Executive Flight School






Matt Davis

Matt got the flying bug at the age of twelve with the help of a family friend. Ever since then, he has been dedicated in his goal of becoming a well-traveled individual and set his sights on aviation. He has a passion for flying, flight instructing and helping others achieve their dreams. Flight qualifications include CFI and CFII.




Madeleine Monaco

Madeleine started flying in 1977 right here at Palwaukee (now known as Chicago Executive Airport). Her flight qualifications include CFII, MEI, and Seaplane. With more than 3600 hours, ownership over the years of a 172, M20J and 150, she has spent most of her time flying locally. "I decided to become a CFI on the day I soloed" she says. Instrumental in the founding of the Chicago Executive Pilots Association, and a long time active member of the Ninety-Nines, International Organization of Women Pilots, she describes herself as an airport activist, as well as an Instructor Pilot. Her preference is introducing new students to aviation, and on occasion refers to herself as the flare whisperer :-)



James Cheeseman

James learned to fly at Lewis University in Romeoville, Illinois. Ever since James was young, he knew exactly what he wanted to do and that was to fly. He is passionate about teaching what he loves to future flyers. His flight qualifications include CFI and CFII.



Spencer Klein

Spencer has been flying for over 20 years. After receiving his initial flight training in the busy airspace over Southern California and then instructing over the deserts of Arizona, he found his way to Chicago during his thirteen-year career at the regional airlines. As a First Officer and Captain on the EMB-145 regional jet, he spent nine years based out of ORD (with previous bases at IAH, LAX, and EWR) flying all over North America and logging over 7,000 hours. In 2021, he decided to return to his first passion: sharing his love of aviation through flight instruction. Spencer has been awarded the FAA "Gold Seal" for excellence as a flight instructor. Flight qualifications include ATP, CFI, CFII, MEI. He also holds an advanced ground instructor certificate and a PIC type rating on the EMB-145.



Bryan Delarmente

Bryan is a recent graduate of Middle Tennessee State University in Murfreesboro, Tennessee where he learned to fly. His aviation aspirations started at the age of 5 years old when he had to drop his mother at the airport. The fascination of the airplanes taking off and landing left a big impact on him. He knew at a very young age that aviation is what he wanted to do. Bryan served in the United States Navy from 2008-2018 with the special group known as the Seabees, where he was assigned to the Naval Mobile Construction Battalion Seventy Four. His deployments and assignments include Afghanistan, Croatia, Cambodia, Bahrain, and Washington DC. In 2018, he decided to pursue his love for aviation. He is currently pursuing his Master’s degree at Lewis University in Romeoville, Illinois. He enjoys sharing his love for aviation with his students. His flight qualifications include: CFI and CFII.



Jordan Costabile

Jordan is a third-generation aviator in his family. Growing up around the airlines his favorite part of vacation was always the flight. He took his introductory flight at the age of 16 and never stopped looking skyward. He served in the U.S. Navy from 2012 to 2018 with tours of duty at NSA Mid-South and Navy and Marine Corps Mortuary Affairs Guam. After deciding to pursue his love for aviation professionally, he was accepted to the Forces to Flyers program and trained in in the beautiful Pacific Northwest. Flight qualifications include CFI, high performance aircraft, and complex aircraft endorsements.




Jessica graduated from Liberty University with her Bachelor’s degree before taking her first discovery flight. After her discovery flight, she decided to pursue her passion and have a career in aviation. Jessica learned to fly in Southern California and spent time instructing in Orange County, CA before relocating to Chicago, IL. Jessica enjoys sharing her passion for flying by teaching others. Flight qualifications include CFI, CFII, high performance and complex aircraft endorsements.



Christian Alvarado

Christian began his flight training as a teenager in his hometown of Guatemala City. As a young adult, he moved to Florida and later Maryland to complete his training. Later he moved to Chicago to pursue an airline career and is now a pilot for a regional airline. Christian enjoys instructing on his days off. He has his CFI CFII MEI ratings and is a Gold Seal CFI. He is also an AGI and an IGI.