A multiple channel magnetic recording and reproducing apparatus records data on oblique tracks on a tape by a leading head and trailing head mounted on a rotating drum. First and second pilot areas for tracking are turned at opposite ends of each track. A tracking error detector is provided for receiving, when the leading head is scanning the first pilot area, a first reproduced signal from the first head, and for detecting two pilot signals from the tracks on both Sides of a scanning track, and for generating a first tracking error signal indicative of a difference between the detected two pilot signals. Similarly, the tracking error detector receives, when the trailing head is scanning the second pilot area, a second reproduced signal from the second head, and for detecting two pilot signals from tracks on both sides of a scanning track, and for generating a second tracking error signal indicative of a difference between the detected two pilot signals.