Should I help this pregnant drug addict?

I'm kind of in a pickle here when it comes to this situation. Part of me wants to help this woman and the other half of me says to leave the situation alone. I am in the second week of my new job and today a pregnant woman who looked to be around 5 months or so came up to me and asked for money. She cleaned it was for bus fare so that she can get to a doctor's appointment.

Part of me did not want to help but the other half of me to said what if she's telling the truth? I did not want to take that chance so I gave her enough money for a trip to the hospital and back along with food. And she gave me a hug as a thanks. But that is not where it stops by any means.

She vanished for a while and the next time I saw her she was walking up and down the street. I did a 10-hour shift today and throughout the entire day I have seen her going up and down the sidewalk asking for money. Now I only say that she is an addict do to her sunken face and malnutrition looking body. But she could also be homeless and struggling I don't feel I have that right to judge.

I don't really count that as helping her. But what I want to do is see if I can actually help get her off the streets for the sake of her baby. I know a few places that can definitely assist her and I honestly don't mind taking her to a woman shelter if needed. But my main issue are two things. One, I don't want to approach her as preachy or judgemental so how would you go about talking to her? And to a lot of people say I should do it and that I shouldn't. My wife and I have been struggling with infertility for 3 years and I feel bad for the baby the most because it's not getting a chance at life. And maybe if I could help her she could help the baby. I don't know, what do you think?

Apologies in advance if this message is a little off in terms of grammar or words. I am using Speech-to-Text.