Never climbed chautauqua. Usually get a JLG.
If you're willing to add some miles, might look into a side-trip (might add a night somewhere, will add some time) to SW CO.
Silverton, Ouray, Gunnison, CB, BV, Leadville. Much prettier/scenic areas that way, not far off the highway. And the highway itself is a much prettier drive than 25.
Montrose~ish
and near Red Mountain Pass/Black Bear Pass, Ouray, off 550. I think this is driveable (in a car), if not it's easily hikeable.
Vail Pass/Camp Hale. I'm pretty sure this area's driveable (never been there in the summer), get to the Camp Hale monument, over the bridge and go right, then continue east for a mile or three
Silverton