Do you mean the Chicago/State red line stop? If his job's near there, you could also look along the brown line; he'd get off at the Chicago/Franklin stop and have to walk a few blocks but, well, if you're going to live here best get used to walking. :) Brown line neighborhoods are nicer, homier, and generally have lower rents than the neighborhoods along the red line. I used to live in North Center, which I liked a lot. Ravenswood/Ravenswood Manor are also good choices. I like Lincoln Square a lot but that's a little pricier.
If you do need to stay near the red - I'm actually trying to find a new apartment along there right now, and it's been tough. We're looking for a 2-bedroom for under $1500 that isn't a high-rise and aren't finding a whole lot. Part of that is time of year though; most leases aren't up in winter because of our crap weather. There will be more in the spring.
Anyway, neighborhoods I like along the red include Andersonville ($$$), Edgewater (we're hoping to end up here) and Rogers Park (we probably will end up here due to cost). Rogers Park is the farthest north and has good areas and bad areas. But people who live there seem really proud of that fact and genuinely seem to like the area.
I currently live in Uptown and do not recommend it; there is a lot of gang violence around me, particularly shootings, and this is the main reason we want to move.
South of Uptown you've got the really expensive fancy neighborhoods - Lakeview, Lincoln Park, Gold Coast. Of those, Lakeview is probably the least pricey but the vibe is very aging-fratboy and bro-y and it's near Wrigley Field. I lived there for many years and got tired of the drunk Cubs fans peeing on my front stoop. I otherwise did like the neighborhood in terms of lots of stuff being within walking distance.
I personally would not want to live downtown as it's crowded, noisy, and the rents are high - but YMMV. I like the neighborhoods better.
This is all assuming you want to rent. I can't speak to ownership, other than property taxes are super high here and I believe the mayor either has put through, or is about to put through, yet another hike.
Hope that helps! What's your price range?