Ginyu Saga Goku would be better than Frieza Saga. Goku in the Ginyu Saga was around 180.000 i believe, when he powered up against Captain Ginyu. Frieza Saga Goku hold his own against Frieza in his final form who was using 1% of his power so that puts Goku PL in the millions. Chilled got his ass kicked by Bardock SSJ who would be in the 500-600.000 range so Chilled probably was around 300-400.000 range imo.
Ginyu Saga Goku would't go Kaio-Ken right away as the OP pointed out that they are in character and i'm curious how far Goku could push the Kaio-Ken. In the Saiyan Saga he pushed it to x3 witch had a negative impact on his body and used only x4 with the beam struggle (correct me if i'm wrong) and in the Turles movie (witch is non-canon) he used x10. All in all i think Goku got this but it could be a decent fight but Frieza Saga Goku woudld demolish Chilled easily.