My Favorite Wedding

Dr. Tess Harper is a highly organized Boston physician who is hoping for a fellowship at Northwestern in Chicago. Her boyfriend, Dex, is a stockbroker who prioritizes his career over her, even choosing a yachting trip with his boss over attending Tess's best friend's wedding. Tess travels to Chicago alone and is picked up at the airport by Michael, the best man and a cynical divorce lawyer. The two initially clash over their differing views on marriage and Michael's lack of 'wedding spirit.' Upon arrival at the Commodore Club, they discover the wedding planner has quit, leaving the wedding in shambles. Tess and Michael are tasked with finding a new bakery, securing a 'something blue' accessory, and organizing the rehearsal dinner. During a scavenger hunt for a dragonfly pin, they begin to bond, and Michael reveals his cynicism stems from a failed engagement where he was left for someone else. Meanwhile, the bride, Amber, becomes increasingly paranoid that the groom, Jack, is getting cold feet because he keeps disappearing; in reality, Jack is taking secret dance lessons to surprise her. Tess also encounters Dr. Hastings, a member of the Northwestern fellowship committee, and tries to maintain a professional image despite the wedding chaos. The tension peaks at the rehearsal dinner when Tess accidentally plays a graphic medical presentation about bunions instead of the couple's romantic slideshow. Dex suddenly arrives and offers a 'proposal to propose,' which makes Tess realize he only supports her when it's convenient for him. She breaks up with Dex, choosing her career and self-worth. On the wedding day, Tess learns she won the fellowship. Amber and Jack marry in a successful ceremony where Jack reveals his new dance moves. Tess and Michael, having moved past their initial friction, share a romantic dance, with Michael admitting that Tess has changed his outlook on weddings.