Littlebunny, here is how we did it last time.
Drop everyone & luggage off at terminal. MAKE SURE your husband has a photo-id to get back into the terminal. He goes & returns vehicle while you get everyone checked in.
When he gets back he will go through security, up the escalators. I had to go back to the CM who checked us in & show them my photo-id, then they gave me my KTTW card. I have read posts that some CM's will just give them all to the person checking everyone in. In any case, it wasnt a big deal for me to go & wait next to the CM until they were done with the group they were checking in & get mine.
Drop everyone & luggage off at terminal. MAKE SURE your husband has a photo-id to get back into the terminal. He goes & returns vehicle while you get everyone checked in.
When he gets back he will go through security, up the escalators. I had to go back to the CM who checked us in & show them my photo-id, then they gave me my KTTW card. I have read posts that some CM's will just give them all to the person checking everyone in. In any case, it wasnt a big deal for me to go & wait next to the CM until they were done with the group they were checking in & get mine.