My Best Friend's Wedding

Three weeks before her 28th birthday, Jules receives a call from her lifelong friend, Michael. During the call, he informs her that he is about to marry Kimmy in four days, a revelation that shakes Jules to her core.

Flashbacks reveal that Jules and Michael made a pact years earlier to marry each other if they were still single by the age of 28. This revelation deepens Jules' realization that she may still love Michael.

Determined to sabotage Michael's wedding, Jules travels to Chicago. Upon arrival, she reunites with Michael and meets his fiancée, Kimmy, who expresses excitement about having Jules as her maid of honor.

Jules attempts to embarrass Kimmy at a karaoke bar by forcing her on stage, convinced that she will fail. Instead, Kimmy impresses everyone with her singing, turning the situation in her favor and leaving Jules frustrated.

Jules sees an opportunity to drive a wedge between Michael and Kimmy by manipulating Kimmy into asking her father for a job for Michael. However, instead of causing tension, the request softens Michael's heart towards Kimmy.

Out of desperation, Jules calls her friend George for help, hoping he can give her the guidance she needs. George soon arrives in Chicago with a plan to make Michael jealous by feigning a serious engagement with Jules.

At a lunch with the wedding party, George tells an over-the-top romantic story about how he and Jules met, embarrassing her in front of Michael. The scene turns into a sing-along, causing tension as Jules realizes her true feelings for Michael.

In a desperate attempt to break up Kimmy and Michael, Jules forges an email from Kimmy's father asking Michael's boss to fire him. When the email gets sent out unintentionally, Michael's anger leads to a confrontation with Kimmy.

After the email incident, Michael reacts furiously and calls off the wedding. This dramatic moment leaves Jules feeling both guilty and relieved, but she realizes the situation is more complicated than she expected.

The morning after the call-off, Jules discovers that neither Michael nor Kimmy has told anyone about the decision. Despite her schemes, Michael and Kimmy decide to go through with the wedding, forcing Jules to confront her feelings.

Jules finally confesses her love to Michael just before he leaves to reconcile with Kimmy. Michael, deeply hurt and confused, realizes the depth of Jules' feelings and tells her he needs to find Kimmy.

In a frantic chase, Jules follows Michael to Chicago Union Station to confess everything. In a moment of clarity, Michael reveals where he proposed to Kimmy, adding emotional depth to their farewell.

Jules finds Kimmy in a bathroom at Comiskey Park and confronts her about her actions. They share a heartfelt moment where Jules apologizes, ultimately deciding to support Kimmy in her relationship with Michael.

Despite all the turmoil, the wedding proceeds as planned. Jules, as the maid of honor, delivers a heartfelt speech that allows everyone to reflect on friendship and new beginnings.

At the reception, Jules allows the newlyweds to claim 'The Way You Look Tonight' as their song temporarily. The film concludes as Jules dances with George, symbolizing her acceptance and moving on from her feelings for Michael.