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Webhow you send money to an inmate? Sending money to an inmate varies from state to state, depending if it is county, state or federal, their ways of accepting money for. Webif you are seeking to send your inmate money for commissary, one recommended for this facility is moneygram there is a fee for sending money, see their. Webadd money in person at cheshire, or using your credit or debit card online or over the phone. Inmates at the facility can use funds directly from their commissary. Do not send money to an inmate using this facility’s address. All funds sent through the mail must be addressed to a processing center in des moines, iowa. Webdo not send money to an inmate using this facility's address. All funds sent through the mail must be addressed to a processing center in des moines, iowa. This applies to all federal inmates, regardless of where they are incarcerated. You can send an inmate funds electronically using western. Websend a money order to the thomson administrative united states penitentiary via usps if you’d like more information on sending money, you can find.