The Gang recruits a new member in Dennis' absence: Cindy (Mindy Kaling), a scheming woman of color who helps them better themselves and take advantage of several political parties. Meanwhile, Mac orders a sex doll that looks like Dennis, which threatens their newfound success.
To boost productivity, Dee hires an at-home "Escape Room Experience" service to come to Dennis and Mac's apartment. Will they escape? Who will get the credit? What could go wrong?
Dee, The Waitress, Artemis, Mrs. Mac, and Bonnie Kelly board an all-female flight bound for Los Angeles to participate in the Women's March until Dee informs them that they're really doing an all-female version of the Boggs Challenge.
Due to heightened concerns over sexual harassment, misconduct, and intimidation thanks to the Me Too movement and Time's Up, The Gang is forced to go to an anti-harassment seminar so their bar can be taken off an Internet list of Worst Bars For Women to Frequent.
The Gang gets into misadventures involving vehicles: Dennis finds his Range Rover destroyed and gets a less-expensive car, which makes him nicer and nets him new friends; Dee gets the Range Rover Frank wanted to buy for himself but had to give up because of his expired license, and she makes friends with upper-class moms and becomes more like Dennis; Frank goes to driver's-ed classes and befriends a crude teen; and Mac and Charlie start riding bikes like they did in childhood and run afoul of a
The Gang misses out on a Jimmy Buffett concert when they see Mac come out of the women's bathroom and get caught up in discussing issues of gender identity, diversity, and public-bathroom use.
While waiting for their phones to download software updates, the Gang reminisces about their past adventures in clip-show style, but their memories become warped, as does time itself.
Charlie is left alone at the bar on the weekend of Super Bowl LII; after falling victim to his own Home Alone-style traps to protect the bar from intruders, he must try to overcome several obstacles to complete his rituals to help the Eagles win the game.
While Charlie stays in Philadelphia, Mac, Dee, Frank, and some of their closest friends head to Minnesota with tickets to see the Eagles in the Super Bowl.
Frank tries to recruit Mac for the Gang's Gay Pride Parade float, but Mac is distraught over finding out what kind of gay man he's supposed to be and if he should come out to his father.