Look for adjustable calf hardware first: a velcro expansion panel, a ratchet, or a gusseted zip that opens the shaft wider. Stretch zones along the calf seam help a fixed-width boot flex the last centimeter. Taller riders should also check shaft height, because a boot built for a wider calf is sometimes built taller too, and that changes how it sits behind the knee.
Run direction matters here as much as features. Some of the roomiest-calf boots also run large in the foot, so a rider sizing up for calf room can end up with heel slip. Read the fit verdict on each product page before you decide, and lean on the boots other wider-calf riders actually kept.