Well, there's always next year.
an amazing likeness
I'm seriously cosidering a hm in April. I'm already signed up for the Soldier Field 10 miler in May...thinking if I do the hm, the 10 miler will seem easier.
Specifically to this point, if you do the training for the Half in April, absolutely -- the 10 miler will be easier. That's because 8 - 11mi tempo runs are the staple of Half Marathon training, so you should have a good base of 10mi (ish) runs under your belt from training for the Half.
For example the Hal Higdon novice half marathon training plan has you do runs of 8-9-10-11-12 miles leading into the half marathon, so you'd have at least 5 good training runs for your 10miler done before the half marathon.
Choosing my words carefully has never been my strength I've been known to be vague and often pointless
Not a dude