MGINSD was right about the Near West Side, which is home to a few hospitals and universities and their hospitals, as well as a very short distance from downtown. I'm not sold on the housing there for single folks (t's fine if you have a family or are in school around there but the area is pretty dead on weekends, at night. I lived there right after college and I moved north because there was nothing going on there for me.) But very nearby there is the whole West Loop area, which is a very loft-heavy strip of about a mile leading west from the Loop. But there are so many good, and interesting areas to live in our city. Don't rule out everything that ins't Lakefront North Side, either. The South Loop is very popular and walking distance to downtown, and the hot, hip neighborhoods of Logan Square, BUcktown and Wicker Park are worth exploring.
Yes, the historic 'gay' area is part of Lakeview, and it's great place, close to the lake, easy to get downtown from, loads of eating, shopping, social options, but parking is a nightmare unless you have your own spot. If you want to be in or around that area but you want a little breathing room, somewhat easier parking, and just as good public transportation options, I'd recommend checking out the area around the Music Box Theatre, between Belmont and Montrose Ave., as far west as maybe Ashland Ave. Also check out the Andersonville area, which is about two miles north of that Lakeview gayborhood, but it's the area in the city with the highest number of married gays and lesbians - the crowd there is older, but they still have lots of cool restaurants, shops, a few gay bars, and much easier parking (can you tell I have a car?) In fact this weekend there's a neighborhood fest in Andersonville that's supposedly Swedish - the area was once heavily Swedish - but these days it's really really gay, with booths featuring groups such as HRC, Equality IL, etc., and a lot of guys (mostly couples and groups though) walking shirtless
Don't pay much attention to the politically-motivated rants about taxes and Democrats. It's a great city to live in, in spite of the many faults. There is so much theatre here - from the Goodman and Steppenwolf to the Second City and Chicago Shakespeare, to dozens upon dozens of storefront and small theatre companies. If you like sports, Chicagoans are very passionate about every sport - yes, football, basketball, hockey, and baseball, but this weekend we are hosting an international soccer tournament (Argentina played last night) and it was pretty cool to see so many people from out of town, out of state, and other countries, walking around with their country's jerseys. Also, if you like food, there seriously is no better place in the country, because we have everything from ultra high-end places to local specialties like the Chicago hot dog and Chicago pizza (not just that gooey deep dish thing for the tourists, but the thin crust, cut into little squares pizza that most of us here grew up on).
There's a lot here. You really should take a couple/few days to explore the different areas...Welcome to Chicago!