From the Modest to the Tricky 2025 Oscar Party Looks According to Our Ranking

The 2025 Oscars weren’t just about golden statues — they were a masterclass in fashion, from elegantly understated gowns to daring, conversation-starting ensembles. Celebrities didn’t just walk the red carpet — they made statements. Let’s dive into the most striking transformations from the modest to the downright tricky outfits that turned heads at Hollywood’s most glamorous night.

20. Kaia Gerber

19. Miley Cyrus

18. Da’Vine Joy Randolph

17. Kim Kardashian

16. Demi Moore

15. Margaret Qualley

14. Paris Jackson

13. Hailey Bieber

12. Lindsay Lohan

11. Camila Cabello

10. Cynthia Erivo

9. Sarah Paulson

8. Natasha Lyonne

7. Heidi Klum

7. Jenna Ortega

5. Julia Garner

4. Sofía Vergara

3. Lisa

2. Doja Cat

1. Julia Fox

Whether they played it safe with classic elegance or took bold fashion risks, the stars at the 2025 Oscars after-parties proved one thing: style is all about confidence. And if you can’t get enough of jaw-dropping celebrity fashion, check out the Most Remarkable Outfits of the 2025 SAG Awards and 2025 Grammys Red Carpet Outfits for more show-stopping moments!