In St. Louis
I270 makes a loop around the city, crossing several major interstates; 44, 55, 64 & 70. Way back in the day, someone got the insane idea to number it thusly:
Northbound between 55 and 44, heading
towards 44, it was 244 (to 44, get it?)
After crossing 44, still heading Northbound, you would now be traveling on highway 264, until such time as you crossed I64, at which point
Now you'd be on highway 270, since you're heading
to highway 70.
On the opposite side of 244, those heading Southbound going
towards I55 would be traveling on highway 255.
Southbound travelers between I70 & I64 would be on highway 264 (remember, their Northbound counterparts were traveling on highway 270 at this same point).
To the genius who came up with this. . .
There is still a remnant of this old numbering system southeast of I55, where I270 is still known as I255.