How much? In general, unemployment benefits are based on an individual's earnings in the base period. As of December, 2008, CT benefits ranged from $15 to $576. Connecticut state unemployment benefits are subject to Federal income taxes, and you may elect to have taxes withheld from your unemployment check.or specific help from a Connecticut state government site on filing for unemployment in Connecticut click here. 1  Collect the employer names, addresses, and dates of your recent employment. 2  You may find it easiest to do this by collecting any pay stubs or W2s. 3  Be prepared to show that your unemployment is not your fault.