When Carl, Liam, Debbie, Neil, and Frank are watching TV, the movie that they are watching is Batman Beyond: Return of the Joker (2000).
The book in Monica's bag is Siddhartha by Hermann Hesse. Hermann Hesse also wrote Steppenwolf, which figures prominently in Mall (2014), a movie starring Cameron Monaghan, who plays Ian Gallagher.
Guest star John Aylward worked alongside William H. Macy as Drs. Anspaugh and Morgenstern on ER (1994), which, like Shameless, is set in Chicago. Scott Michael Campbell also appears in this episode and on ER, though there was no episode with all three actors.