Editor Rating: $100-150USD per day-Chicago isn't quite on par with the Los Angeles', New York's, and London's of the world, but it's not too far behind. Food and accommodations are going to be your biggest expenses, with cheap eats and inexpensive places to crash being the exception rather than the norm. Though Chicago can be pricey, there are a lot of great things to do for little or no money. Simply wandering around the city and checking out the amazing architecture, strolling along Lake Michigan, and browsing the shops along Michigan Avenue (without actually shopping) can certainly make your trip to Chicago a bit easier on the wallet.
Indie Travel Scale
Editor Rating: 6-Chicago is pretty expensive, and it does draw a lot of tourists to certain areas, but like New York, it's easy to get out of those areas and hang out with the locals. One of the cool things about Chicago is the different neighborhoods in the city. For example, the North Side is a great place to go for the young (and young at heart), with lots of great restaurants and bars and a young, vibrant vibe all around.