Please help me find the cheapest way to get from Chicago to New York late next week! [more inside]
posted by jordanlewis on Jul 31, 2009 - 7 answers

My future as a graphic designer: Stay in Chicago, or move to New York? [more inside]
posted by buriednexttoyou on Dec 22, 2008 - 10 answers

This coming week, I'll be driving from New York to Chicago. I'm not in a major rush to get there and would like to make the trip fun (I'll be traveling with my girlfriend). What are some points of interest along the way? Scenic routes that don't take me way, way off course? Good food? Interesting towns? I'm thinking three days and two nights will give me some time to enjoy the trip, yes?
posted by SampleSize on Nov 29, 2008 - 11 answers

Where can we find New York-style pizza in Chicago? My wife and I have been living here in Chicago for almost a year now; being originally from New York, we're thoroughly sick of what passes here for "pizza". :p Can anyone (especially ex-New Yorkers) offer a clue? [more inside]
posted by korpios on Nov 14, 2008 - 28 answers

Will I go crazy if I move from New York to Chicago? [more inside]
posted by zoomorphic on May 9, 2008 - 32 answers

In the next couple of months I am going to start flying frequently (probably weekly) between Chicago and New York and Chicago and DC. I am currently a member of US Airways Dividend Miles, but they don't have enough flexibility in flight schedules for me. I am trying to decide whether to sign with United or American (I'd like to stick to one airline whenever possible to get status, and I'll likely pick up their credit card as well). So, I'd love to hear feedback on the two programs: which treat their customers better, which have more perks (more upgrade availability), etc. Thanks in advance!
posted by jules1651 on Mar 4, 2007 - 19 answers

Is it a good idea to take Amtrak from Chicago to New York City? [more inside]
posted by beachhead2 on Jan 10, 2007 - 18 answers

How do I figure out what city to move to? [more inside]
posted by echo0720 on Apr 17, 2006 - 18 answers