I'm so glad you found us. Unfortunately, dining in Chicago can be just as expensive. However, if you're strategic, willing to plan a bit, and travel outside the heavily touristed zones, you will do just fine with $100/day for the both of you.
Some strategy:
Chicago has a vibrant "downtown," which consists mostly of the touristy areas like, the "Loop" (the business center), the Museum campus, Millennium Park and the "Magnificant Mile"/Michigan Avenue area. In those areas, food prices will be consistently higher than anywhere else in the city.
Most of Chicago residents, however, live in "neighborhoods," which are to the north, west and south of the touristy areas. Some of these neighborhoods are called Lincoln Park, West Town, Bucktown Wicker Park, Andersonville, etc. If you get a good map, you will be able to decipher these neighborhoods.
In these neighborhoods, a lot of different ethnicities are centered, including Thai, Vietnamese, Mexican, Polish etc. It is in these places where you can not only eat great, but eat relatively cheaply. Chicago is very well-represented when it comes to Mexican, Puerto Rican, Thai and Polish foods. These foods are as much "Chicago" as anything else.
Is there a certain type of food that you'd like to try?
As for a typical Chicago meal, I guess that would be a Chicago hot dog, deep dish pizza which, coming from Italy, may not appeal to your tastes, and steak, but truth be told, any steak place will likely exceed your budget.
Time Out recently rated the best hamburgers in the city. You may want to browse that list. I personally like Rosebud steakhouse's hamburger the best.
Hot Doug's is very much a Chicago institution that has gotten a lot of attention for its gourmet sausages. I would try that as well, it's pretty fun, it's crowded, and the owner, Doug, is a very nice guy. Marco Pierre White recently ate there.
I'm sure plenty of others will have a ton of suggestions for you.
Last edited by
aschie30 on June 5th, 2007, 10:21 am, edited 1 time in total.