M.M.
What does he like?
Maybe a book about Chicago, or something Chicago-ish.
Is he English or American? What about a US flag lapel pin. Maybe they have one with the US and the Illinois flag crossed. My hubby has a Marine/US flag pin and wears it on every suit.
An Illinois or Chicago tie.
Be sure to take pictures of him and the baby and get a nice frame to send it to him once he gets back to London.
ONe of those digital picture frames
Next year, a calendar with pics of the baby as he grows.