I would suggest putting a hold on flares until after the trip. There are several places where my tires keep my body safe. You might end up having to replace one or more of them. In most cases there is an alternate route/line to work with so it certainly won't force damage. One example is the wedgie on Golden Spike. I prefer to run the passenger side tires in the bottom to setup a three wheel exit, but you can straddle it.
I'm not putting flares on. I started this thread before trimming my fendors. I'm happy now. All that's left to do is pound my front wheel well, upgrade my power steering pump, and get 37s.