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okay, so me an my cousin were born three days apart, grew up together and were best friends, college roomates, grad school roomates, and so on, i am a lawyer, and he is a OB/GYN we are both 28 years old and are single, we have both recived a few job offers, but only two in the same city, one in Chicago, and one in Boston, we are planning on rooming together which one is right for us, here some stuff we are looking for:
-a great downtown
-a good nightlife
-we both LOVE SNOW!
lots of young singles
i am very liberal and he is very conserviative(litearly) and we wont a mix of both
we are both HUGE basketball fans and whats weird is i have always been a big chicago bulls fan, and he has always been a big boston celtics fan(weird, right?)
we cant really decide i am leaning more towards Chicago, and i think he is leaning more to Boston, which one is more expensive, which one is more fun?
oh and we are looking to spend $2000-$3000, a mounth on rent, will that get us a 2br 2ba in a good area?
Boston is more expensive and I think Chicago might have a better mix of liberal/conservative people but that's only a guess because it's in the midwest - I wouldn't really know. Other than that, the two cities are pretty much comparable in all other areas you mentioned. You will like both.
I would choose Boston, do not underestimate the convienience of being located in the Boston-Washinton Corridor and being close to other great northeast cities. Also the Northeast is more liberal in nature than the midwest. I think both are great cities and should provide you with what you are looking for but would give Boston the edge.
For the amount of rent your looking to spend you'll get a GREAT apartment in almost any neighborhood in the city.
Chicago is much cheaper than Boston.
Boston I've heard gets more snow than Chicago, but the snow in Chicago typically stays on the ground from January-early March.
Chicago has a good downtown with lots of things to do as you head north from the Loop. As far as nightlife goes Chicago wins in that department. There are a ton of different scenes and the people that you'll party with are typically more laid back and friendly than those in the east coast.
Both are great sports cities. The advantage I'd give Boston over Chicago is that its closer to other cities. But its pretty hard to get bored in Chicago so you won't really have many reasons to leave the city.
Tough choice. Both are great cities. I live in Boston and love it, but I've enjoyed all my visits to Chicago and could envision myself liking it there too.
When you say that you both love snow, does that include snow sports like skiing, boarding, etc.? I'm not sure about the ski options in Chicago, but in Boston, you're within a few hours of the best East Coast skiing in Maine, NH, and Vermont (it's not as good as the powder in the Western US, but it's pretty decent). You can definitely day trip for skiing.
One of the biggest complaints about Boston nightlife is that the bars/clubs all shut down by 2AM (a few even at 1AM). Now, I hated this when I was in my early 20s, but now that I'm in my late 20s, I love it because I don't like staying up any later than that most nights. But, it's something to consider. There are tons of bars, Irish style pubs, lounges and live music clubs.
I have friends in NYC, DC and Philly and all are pretty easy to get to just for a weekend.
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