Cimmaron is way south. If coming from Texas, why not head for LAA then straight to Centennial KAPA (dodge the zoomies practicing in the big areas east of KCOS) then north to Erie? Or, LAA then HGO then north around Class B to Erie? Selfserve at TacAir at KAPA is some of the cheapest.
Why bother with the east edge of the hills for any length of time when you don't need to? Just because the skies will be clear doesn't mean there won't be wind issues.
But, since you ask...in the cherokee, I do Cimmaron to Class B at 10500 to get over both the Raton Pass and Palmer Divide then lower as directed by Denver. If flying during the week, lots of traffic around PUB and KCOS due to USAF training. The back of the AF/D has a general map of the training areas.