The 1938 event was played at Olympia Fields Country Club, Olympia Fields, Illinois from July 22 to 24 and was won by Sam Snead with a score of 207, a stroke ahead of Ralph Guldahl.

The 1940 event was played at Tam O'Shanter Country Club, Niles, Illinois from July 19 to 21 and was won by Dick Metz with a score of 278.

The 1941 events was played at Elmhurst Country Club, Addison, Illinois from July 18 to 20.

Ben Hogan led by three strokes form Dick Metz at the half-way stage after rounds of 66 and 70.

[4] The event was revived as Gleneagles-Chicago Open Invitational after the World Championship of Golf was canceled.