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Traveling Outside of Illinois
This website has a LOT of information, so it might look hard to use at first. Just focus on the left search box for flights.
A very easy search tool from Expedia is Fare Compare, -- you enter the places you want to go, and it will offer different dates and prices.
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Please, somebody, add more info here! I don't know what else to list... maybe Amtrak again? Other suggestions are welcome.