A summer of dramas comes to a close in the Season 1 finale. Here, Tara invites the gang to her family cabin in Wisconsin, but an expected weekend of relaxation turns tense due to road-trip rage, a fiery dinner and a divided friendship. Phillips skips the getaway to focus on an important photo shoot.
Ray bonds with Vince and Lonnie after his mother's funeral. Meanwhile, Pascale scores success with her jewelry line; Jay seeks the perfect surrogate for his baby plan; and Tara faces a decision about her future with her boyfriend.
Jay finalizes plans for his company's launch party. Meanwhile, Pascale is alienated in the wake of a dustup with Jessica; Vince tries to patch up differences; and a family tragedy impacts Ray and Hamidah.
An innocuous game leads to unresolved dramas. Here, Tara presses her boyfriend to settle down; Jay is informed that Phillips might not hit a launch-party deadline; Ray and Hamidah work on their relationship; Pascale tries to bond with Vince's girlfriend.
An annual summer bash is held, but Pascale goes against the rules. Meanwhile, Tara hosts a charity event featuring a hip Windy City crowd and their furry friends; Pascale and Hamidah try to make peace.