The pleats on my heavyweight wool kilts usually do fine while driving, except when I've had to pipe in a pouring rain, and get into the car soaking wet.

Then I've had to press the pleats when I get home.

One issue with driving kilted here is the strong sunlight beating down on the kilt. Kilts here get exposed to lots of strong sunlight and they can sometimes fade badly after a couple decades of regular wear.

So, when I drive kilted I fold up the edge of the kilt so that the front of the apron is protected from the sun, the reverse receiving the sunlight.

Fading can be a huge issue here. A pipe band I played in back in the mid 1980s ordered a bolt of heavyweight British Columbia tartan from Lochcarron. Those original kilts, still around, have faded badly, the lovely cherry red having faded to a hideous dull pink.