In version 7.7 and higher, CheckMark Payroll will allow you to combine up to five payees on one check, with the exception of combining 941 payments with FUTA payments.
When you enter the Create Payments screen, select the check date(s) on the left and also the payees in the upper right portion of the screen. If you don’t know how to select items in a list that are not consecutive, see the Payroll Manual.pdf located under Help in the program. Click the Calc Amount button and then Create Check.