My DH just hates flying. He always gets a head-ache and usually catches a cold. So, a lot of times, he drives and we (or just I) fly. His job gives him a lot more freedom and vacation days than I get. If he wants to use his time to drive, I say go right ahead and -- oh, by the way, will you take my tennis racket, extra luggage, etc? We did that on a trip from Michigan to California this summer. DH and DD16 drove out and saw a lot of the country. I flew out, spent a week there, and then DD and I flew back. DH's buddy flew out to drive back with him on a different route. Everyone was happy. We've done it a few times for Florida trips, too. He wouldn't dare force me to drive anywhere though.
My dad is like this, too. One year, he drove from Michigan to WDW and my mom flew with me and DD. We called him when we got on the ME bus and said we were on the way to the resort. He was already at POFQ and said, "see, I told you I'd beat you if I drove."