The Cessna Caravan plane plummeted to the ground not long after a group 16 skydivers had an incident free jump from the aircraft which had departed the Irish Parachute Club's airstrip in Clonbullogue near Edenderry at 2.25pm.
The pilot is understood to be from the United Kingdom while the boy is the son of a member of the Parachute Club according to RTE.
They were removed to the Midland Regional Hospital, Tullamore where post mortem are due to take place.
Image: firefighters at the scene of the air craft collision, 14/05/18: RollingNews.
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The cause of the crash remains unknown and an investigation is underway.
Emergency Services at the scene of the crash of a light aircraft near Clonbollogue, County Offaly.
The boy is understood to have been from the local area.
They said that they have never heard of any plane crash in the area before.
Eddie Fitzpatrick, a local councillor, added the airfield is popular for parachuting and "fundraising jumpers".
There were two people on board, the pilot and a seven-year-old boy, with the plane came down near Clonbollogue.
"These flights have been happening for the last 20 years and this is the first time I've heard of a plane going down - it is very worrying".