Lake Shore Airline Formed In May 1914, several ACI members started Lake Shore Airlines with regularly scheduled flights between Lake Forest, Grant Park, and the South Shore Country Club.

Harold McCormick and Jack Vilas both owned flying boats, which they had been using to commute between their North Shore homes and their downtown offices. They saw the airline as a way to provide the service to their friends and neighbors.
Scheduled flights of Lake Shore Airline started on June 10 for a cost $10.

 Weather frequently disrupted operations, and the airline ceased operation before year’s end.[1]

[1] Chicago Aviation: An Illustrated History by David M.Young; DeKalb IL: Northern Illinois University Press, 2003. p. 119.

Chicagology [online] “Aeronautical Center Part 3—First Flights Over Chicago"; accessed 2/2/2018.

https://chicagology.com/transportation/firstaeroplanechicago/