O'Leary's Contractors Equipment & Supply, Inc.

DustBoss DB-60

We are constantly adding new equipment to our fleet based on demand and new technology available. Click on the link below to learn more details. Bosstek DustBoss DB-60

O’Leary’s is the name to trust for all of your equipment needs.

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Rent to Own
Our rental units have service records and have been maintained per manufacturers' specifications, and each piece of equipment is the manufacturers newest design.
Want to purchase your rental?
All of our rental equipment is available for purchase at any time. Learn More

A Family Owned Business Since 1949

O'Leary's was founded in 1949 by John J. O'Leary Sr. and his wife Ruth in a one-room office located on Lake Street in Chicago. Since the 1960's, the company has been operating at 4554 West North Avenue until 2011 when John Jr. acquired a new, spacious facility on North Cicero Avenue. Over the years, the company has continued to flourish. Prior to opening O'Leary's, John Sr. worked as an Operating Engineer and as a salesman for the Thor Construction Tool Company. He passed away in 1978 and Ruth ran the business until John Jr. took over in 1991.

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