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Weekend in Chicago- where to go

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Hi everyone, first time Toronto hound in Chicago planned for the Cdn long weekend in May. I would like the top Chicago experience, price is no object and we like all types of food (though, my partner would prefer no Asian type restaurants unless its high-end fusion type experience)..
I'm looking for a few amazing dinner experiences + any hole in the wall/ food markets/ food truck spots that are Chicago foodie musts.
Thank you in advance!

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