So I lived in Colorado for 6 years and I would move Holy Cross up to number 1 on your list. It's the only trail in CO that is consistently named a top 5 trail in the US to run and it is only open for like 8 weeks a year because of snow and ice. Carnage BV will destroy your jeep, if you are cool with that, by all means run it. The trail is super short but can take all day to run because of its difficulty. But yeah, it is a true can opener trail.
The Ouray area per JC is probably the most scenic, but any stock SUV can run it, so do it for the breath taking views, but if you are looking to engage your lockers, may want to bypass it. You list trails that are all over the state (like 7 hours apart), so I would start to look at trails by location and narrow down from there. I ran around 60 or so trails out there and every one has something cool about that you can't get anywhere else in the country. One of my favorites was Spring Creek, we always stopped at the Tommy Knocker brewery on the way home and had some of the best brewed beer in the US (in my opinion anyway). Nothing like 7+% alcohol beer at 12,000ft
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Shipping is probably going to be $600 to $800 each way, plus you need someone to accept it and also be responsible for shipping it back. Shipping companies are totally unpredictable on pick up and drop off. Lastly, I would drive the Southern route through GA, AL, TX, OK instead of the Kansas route. It's only like an hour longer and the scenery is WAY better.
