I second replacing the chain. I rode all the way up to the U.P. (I live about 40 miles north of the Twin Cities, but in Wisconsin) only to fly over a hill and hear a big GRRTTRGGCCCHTTH. My chain had stretched so much that it started looping over the gears when it had a decent load. I had to limp the sled 300 miles home at 20 mph, that was a longggggg day.
That is one heck of a long way to limp.
I had a tensioner go last season. I have to give you credit with the sound description.

The noise wasn't pretty when the chain jumped. I was passing a group going through a rough straight away when mine skipped the first time. They probably heard the sound. It was one of those days. Pass and immediately pull over to the side. Yeah, I was that guy.
Maybe I got lucky? I limped it to a nearby dealer. The chain hadn't broke and the case was still good. They had all the parts on hand too.(gears, chain, and tensioner) The repair was done while I ate lunch.
It was almost ironic how mine played out. I had the same dealer replace the starter pinion assembly the previous day while I was eating lunch. I asked them to look at the chaincase bearings while I had the sled in their shop. ( I could hear a new sound on that side and I was concerned.) The noise was a slight whine when backing out of high speed and it sounded like a possible bearing. Nobody opened the case since the bearings looked and felt good. There also didn't appear to be any extra free play at the time. The sound I was hearing changed very little over the 260 mile ride before the tensioner failed and the chain jumped. In my case, the upper case bracket pin wore through the tensioner arm. That allowed the tensioner to shift sideways with the shoe halfway on the chain. The noise I heard was from the chain rubbing on the tensioner arm as the shoe wore down.
It went down pretty fast after the upper pin wear allowed it to shift sideways. The case was serviced about 500 miles before the failure. Tensioner was good and the oil looked surprisingly good during the service.
When the assembly failed, the oil was similar to
@classicdmax, pictures . I take that as a warning sign going forward. Watch for oil discoloration.