The incident happened around 10:25pm on Church Lane in Middlesbrough on Saturday 3rd April, involving a white Citroen DS3 and a silver Toyota Yaris.
The driver of the Yaris, a 38-year-old woman, suffered serious leg injuries and was taken to James Cook University Hospital.
The female driver of the DS3, a 22-year-old woman, and a 23-year-old male passenger, were also taken to hospital with chest and shoulder injuries.
Anyone who may have witnessed the collision is asked to contact Cleveland and Durham Specialist Operations Unit, on the non-emergency number 101, quoting incident number 52402.
