I'm so sorry for your loss. I wish you luck and peace as you TTC for a lil' sibling.
Were these past 5 cycles pretty "normal" for you? We did used clomid (and other measures) to conceive our 2nd. In our case we weren't ovulating or cycling at all. I was charting so knew that, but ya know doctors, they don't believe charts, just wanted the labs, and what do you know... that confirmed it
When it comes to fertility treatments clomid is pretty "benign"- I wouldn't be worried about taking it without blood work- the bloodwork would either show you're not ovulating and so they'd give it to you... or you are, but still having difficulty so they would probably write you a script anyway since it was previously successful.
But that's me and my comfort level- what's important is yours. If you're unsure it doesn't hurt to give the office a call to get peace of mind. Doing something to make yourself feel more comfortable is always worth it.
If you do decide to go ahead with it- I hope the side effects are mild! Gosh I remember that stuff making me bonkers! I called it clo-MOODy... cause whoooo!