For her portrayal of Virginia Woolf in the psychological drama The Hours the actress nabbed a win for Best Actress.
The star, who was pregnant at the time with her and Michael Douglas' daughter Carys Zeta, took home an Oscar for Best Supporting Actress for her role in Chicago.
Halle—who won an Oscar the year before for her work in Monster's Ball—attended the 2003 Oscars with then-husband Eric Benét. Later that night, she was surprised by an unscripted kiss onstage from Adrien Brody after she presented him his award.
The Alias star lit up the red carpet with her light blue floor-length gown. The following year she began dating Ben Affleck, who attended the ceremony with his then-fiancée Jennifer Lopez.
Four months after getting engaged (the first time), J. Lo and Ben Affleck—a.k.a Bennifer—attended the 75th Academy Awards together. It was also the same year that their movie, Gigli, hit theaters. Alas, that September the two called off their wedding….but 20 years later, the rest (including their reconciliation and recent marriage) is history.
The Academy Award winner—who won her second Oscar the following year for her role in Million Dollar Baby—was pretty in pink during the 2003 ceremony.
After winning an Oscar the year before for his leading role in the crime thriller, Training Day, the actor graced the red carpet with his wife of 20 years.
For her appearance, the "U.N.I.T.Y" rapper turned heads in a soft blue off-shoulder gown. That year, the Chicago star was nominated alongside Julianne Moore, Meryl Streep, Kathy Bates and fellow co-star Catherine Zeta-Jones for Best Supporting Actress.
Diane Lane was seen striking a pose on the red carpet with her then-boyfriend Josh Brolin. The Unfaithful actress earned a nomination that year for Best Actress for her role.
Another pair that had the ceremony double as a glamorous date night? Nominee Salma Hayek—up for Best Actress for her role in the film Frida—and her then-boyfriend Ed Norton. (The two parted ways later that year.)
The How to Lose a Guy in 10 Days actress wore a dazzling cream gown, complete with stunning chandelier earrings for the big night.
The Charlie's Angels star posed for pics on the red carpet while wearing an all-black Prada gown.