It's up to you and how you choose to wear your hair. How do you usually wear it? If you transition for a while, the relaxed hair will give you more length to work with when styling. If you chop now, you'll just have the 2 inches of hair to work with. But you can get some braids or a weave or something to cover it up, if you'd like as well. I know some people don't like fake hair or don't want to wear it, but that is an option.
Also, if you're not really sure about your decision, if you transition you'll still have your hair should you decide to go back to relaxing. Once you chop, it'll all be gone.
I chopped my hair at about 5.5 months and then wore weaves until it grew out some. I had been wearing weaves before that so it was no biggie to me. I hadn't really declared that I was transitioning though. I was still on the fence about it and was just doing my usual 6 month relaxer stretch. Then one day I got curious and started snipping in the back. Before I knew it my hair was on the floor and it was a done deed.