It depends. If he made more than $13,460, he is required to file a tax return. Refer to WI Department of Revenue for Individual Income Tax Filing Requirements.
All income that is received by a WI resident must be reported on a Wisconsin tax return. Wisconsin gives a credit for the tax paid to other states (if it's taxed in both states). Florida doesn't have an income tax, so your son will have to pay income tax to WI for the money he earned in FL if he meets the WI filing requirements.
Refer to WI Department of Revenue for Individual Income Tax Working in Another State and Who is a legal resident of Wisconsin for income tax purposes? for more information.
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