Takes place in 1986 but cars from present day can be seen in the background.
There is a sign on the Cyclone at Coney Island celebrating 90 years. The episode takes place in 1986 and the Cyclone first opened to the public in 1927.
A W 10th St sign is shown in a shot next to the Cyclone in Coney Island. Below the street sign it is shown that it is also called "Dewey Albert Place." A section of W 10th St was not dedicated to Dewey Albert until 1997. This season takes place in 1986.
Right after Benny walks into Cafe La Notte, there is a price list on a glass shelf for Coal 87 pizza. According to the website for Coal 87, the first year the business was in operation was 2012. The season takes place in 1986.
Benny is seen entering Cafe La Notte on Stillwell Avenue. The Walgreens across the street is depicted. That Walgreens did not exist until 2012. The season takes place in 1986.