The longest ever..... hmm hard to say. Depth charges have addled my brains.
Probably in my last career. Sector AM52 or somewhere near there. I had followed a convoy into shallow water. Already attacked it twice and ended-around each time. I blew my last torpedoes, and remained at periscope depth to dodge the DD's, since it was so shallow.
I spent about 6 hours in 1x, slowly making my way to the deep water and getting run-over by escorts. Then the planes showed up. Fortunately, the escorts were Flower-class with no K-guns, so it wasn't too bad. I just couldn't lose them was all.
I finally got in to waters where I could go deep. Went down to 220 as fast as I could, went silent, and slipped away.
Normally, I don't bother with long cat-and-mouse games. If I try to evade an escort and it refuses to go away, I just torpedo it.
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I stole this sig from Task Force 
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