Happy pillion for life!
Completely depends on time (how many days you can have in hand), rider's and pillion's readiness to sustain the ride, and the ride's objective. Honestly speaking, riding throughout is indeed tiring (and the return leg can get slightly boring, especially if the route is the same) for both. Moreover, if the ride is mainly a Ladakh ride, it's better to cut down some riding; I'm sure HvK will insist you the same. As per Rohan's and his friends' testimonials from their 2016 ride, riding all the way, especially riding back home, was both tiring and boring. Comparatively, if you guys fly till Chandigarh, you'll have more energy and enthusiasm to enjoy what you're going to enjoy—Ladakh—it will specially be better for your wife. Nevertheless, as I said, it completely depends on you guys' readiness and how much time you have.Thanks, I am still in 2 minds whether to transport or ride till Chandigarh.