Why is the woman thinking of taking a trip to Chicago?

W: I think I am going to have to take a trip to Chicago tomorrow to talk to Mr. Shaw in person. I spoke to him on the phone just now, but he didn’t sound too convinced about our offer.(44)
M: Well, if that’s what’s needed, then you’d better get yourself over there. I don’t think I have to stress the fact to you again how important it is that we get this deal. Please go out of your way to get this contract. In other words, do what you have to do to get it.
W: Yes sir, I will try my best. By the way, can you tell me where the bus station is? I have never gone out of the city, and I am not sure where the bus station is.(45)
M: You’ve got to be kidding me. Tell you what, I will come and pick you up tomorrow and drive you to the station.(46)It’s the least I can do to get your day started off right.