The collision happened at the intersection of Fruitdale and Leigh Avenues Sunday afternoon.
One of the vehicles was overturned and both nearly ended up on the sidewalk.
One adult male driver was pronounced dead at the scene.
The other driver and a female passenger were transported to the hospital with life-threatening injuries. Police said at 6:01 p.m. both were in critical condition.
A juvenile passenger was also transported to a local hospital with major injuries that police said were non-life threatening.