Here's a look at how to predict how much you will get from Social Security in retirement. [See 10 Ways to Boost Your Social Security Checks .]. Consider the averages. In June 2011, the average Social Security benefit was $1,180.80 per month. The maximum possible benefit for a worker retiring at age 66 in 2011 is $2,366. But to get this amount, the worker would need to earn the maximum taxable amount, currently $106,800, each year after age 21. Familiarize yourself with the formula.