Which Actress Had the More Expensive Engagement Ring From Ben Affleck?

In addition to being the star of Argo and Good Will Hunting, Ben Affleck is known for his marriages to Jennifer Garner and Jennifer Lopez. The history between the three actors is an intertwined and complicated one. In 2002, Affleck and Lopez met on the set of Gigli. The two got engaged later that year when the Boston native popped the question with a pink diamond ring. However, a year later, the two postponed their 2003 nuptials—and eventually broke up in 2004. Later that fall, Affleck was linked to Garner after the two appeared at a World Series game together. And in April 2005, the screenwriter proposed to the 13 Going on 30 actress with a cushion-cut stone. The two tied were married later that year. However, in 2015, after 10 years of marriage, the actors announced their decision to split. Six years later, in 2021, Affleck rekindled his romance with Lopez—and the couple married in 2022. Yet, in 2024, Lopez officially filed for divorce from her husband on the two-year anniversary of their ceremony in Georgia. 

Over the course of these three engagements and two marriages, Affleck purchased three diamond rings. Here, we break down which was the most expensive of the three.

How Much Did Jennifer Lopez’s First Engagement Ring From Ben Affleck Cost? 

When Affleck proposed to Lopez the first time, in 2022, he did so with a six-carat radiant-cut pink diamond from Harry Winston. The piece also included two white diamonds on either side of the center stone. The estimated cost of the sparkler was $2.5 million. After a two-year engagement, the two postponed their nuptials in 2004 before calling them off altogether. Even after their split, Lopez reportedly kept the diamond instead of returning it to her former fiancé. 

How Much Did Jennifer Garner’s Engagement Ring From Ben Affleck Cost? 

After his split from Lopez in 2004, Affleck reconnected with his former Pearl Harbor co-star. In 2005, he proposed to Garner on her birthday with a four-and-a-half-carat cushion-cut Harry Winston diamond with two baguette diamonds on either side. It’s estimated that the actor paid approximately $500,000 for the piece. The couple tied the knot that same year in an intimate ceremony in Turks and Caicos. Even after the couple announced their split in 2015, Affleck was spotted wearing his wedding band, fueling rumors that the two had reconciled. However, this proved to be untrue, and the two officially divorced in 2017. 

How Much Did Jennifer Lopez’s Second Engagement Ring From Ben Affleck Cost? 

Even though she still possessed the ring from her first engagement to the movie star, Lopez received a new sparkler when Affleck proposed to her for a second time in 2022. This time, the actor gave her a green diamond set on a platinum band. Two half-moon-shaped diamonds surrounded the center stone. The ring was estimated to cost $5.6 million, making it the most expensive sparkler Affleck purchased for a significant other. It also contained a personal message from the groom to the bride: In an interview in 2022, the pop star revealed that the actor had engraved ‘not.going.anywhere.,’ on the inside of the band. When the “Let’s Get Loud” singer filed for divorce in 2024, documents revealed that she intended to keep the jewel.