I haven't asked my parents yet. Once this has more of a polished plan I will bring it up to them. I don't know if I can do it this year either. This will be a lot of money that I don't have.
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The Chicago climate is unfamiliar to many, and I understand that. During spring break, it only gets up to 50 degrees F usually. It's not freezing, but it's not that warm either.
Going to somewhere like Atlanta, where the average high is around 70 degrees F for March, is much more ideal.