Who Will Sydney Sweeney Date Next? Take a Look at the Odds After Actress Calls Off Wedding

Key Highlights

• Sydney Sweeney odds-on (63.6% probability) to announce Glen Powell as her next boyfriend.
• 11% chance Sweeney announces she’s back with ex-boyfriend, Jonathan Davino.
• DiCaprio 10/1 to be Sweeney’s next boyfriend — he’s her celeb crush.

Sydney Sweeney & Glen Powell Odds

• To announce a relationship with Glen Powell: -150 (60%)
• To get engaged to Glen Powell: +300 (25%)
• To announce a pregnancy with Glen Powell: +700 (12.5%)
• To get married to Glen Powell: +900 (10%)
• To announce she’s back with Jonathan Davino: +800 (11.1%)
• To get married to Jonathan Davino: +2000 (4.8%)

Sydney Sweeney Next Boyfriend Odds

• Glen Powell: -175 (63.6%)
• Jacob Elordi: +500 (16.7%)
• Toby Wallace: +700 (12.5%)
• Michael B Jordan: +800 (11.1%)
• Leonardo DiCaprio: +1000 (9.1%)
• Ben Foster: +1400 (6.7%)

*Odds are for entertainment purposes only

Sydney Sweeney’s split from longtime fiancé Jonathan Davino has triggered fresh speculation about her next relationship. She was recently seen at Glen Powell’s sister’s wedding — not long after calling off her engagement. Now, our expert oddsmakers believe Powell is the clear favorite to be Sweeney’s next boyfriend and could even get engaged to the Euphoria star.

Glen Powell to be Announced as Sydney Sweeney’s Boyfriend?

Glen Powell is now odds-on at -175 to be Sydney Sweeney’s next confirmed partner after the pair were spotted at Powell’s sister’s wedding. Despite Powell’s mother claiming the pair are just friends, our expert oddsmakers—with decades of experience at top sportsbooks—believe the couple has a 25% probability of getting engaged.

Not only that, but a wedding between the two is just +900, while a Powell-Sweeney baby has an approximate 12.5% chance of appearing.

Their press tour for Anyone But You stirred dating rumors, and the wedding appearance gave them fresh legs. The markets now appear to be reacting to what looks like a fast-growing off-screen connection.

Jonathan Davino Still in the Picture with Sweeney?

Jonathan Davino, Sydney Sweeney’s ex-fiancé, is still in the betting mix — but the odds suggest a reunion is unlikely. She’s +800 (11.1%) to get back together with him, and a long +2000 (4.8%) to end up marrying him.

The breakup seemed amicable but final, with reports pointing to Sweeney’s focus on her career. There’s been no sign of ongoing contact or reconciliation. Oddsmakers don’t see a clear path back for Davino unless Powell speculation cools off or reverses. For now, he’s priced well behind every major name in the market.

DiCaprio and Sydney Sweeney to Start Dating?

Leonardo DiCaprio comes in at 10/1 to be her next boyfriend — a long shot on paper, but he’s publicly known as Sweeney’s celebrity crush. It’s speculative, but these odds are often driven by headlines and small comments.

We all know Leo has a penchant for younger women. Is Sweeney the next one to fall under his spell?

Others in the running to date Sweeney next are Michael B. Jordan (11.1%), Jacob Elordi (16.7%), and Toby Wallace (12.5%).

Commentary

“These odds reflect a sharp shift in perception following the Glen Powell wedding appearance,” said Nick Raffoul, Head of News at SportsCasting. “Public sightings like this tend to move markets more than insider info. The optics of attending a family event carry more weight than anonymous sources or vague Instagram stories.

“Right now, oddsmakers are treating Powell as more than just a fling — his numbers resemble someone on a serious relationship track. At the same time, Davino’s odds have cratered, which mirrors how definitively that engagement seems to have ended. The DiCaprio number is classic celebrity speculation — it’s high because it’s fun, not because it’s likely. Most of the movement we’re seeing is being driven by how the Powell story is playing out in public, not private.”