I break betting odds news as it happens, so you’re never left behind when the market moves or a top offer lands.
- Sydney Sweeney and Scooter Braun lead the celebrity engagement odds market at 2/1 following their high-profile Stagecoach hard launch
- Kim Kardashian and Lewis Hamilton are joint second in the market at 3/1 alongside Timothée Chalamet and Kylie Jenner
- Katy Perry and Justin Trudeau are available at 4/1, with the pop star and former Canadian Prime Minister among the most unexpectedly compelling celebrity pairings of 2026
Ring Season? Hollywood's Hottest Couples Have the Betting Market Talking
Hollywood has rarely served up a more star-studded collection of new romances in a single year, and betting sites have been quick to capitalise on the speculation.
With Sydney Sweeney going Instagram official with Scooter Braun, Kim Kardashian and Lewis Hamilton making their relationship public, and Katy Perry continuing her unlikely love story with Justin Trudeau, the celebrity engagement odds market for 2026 is one of the most entertaining on the entertainment betting calendar.
For the full range of markets, the best entertainment betting sites have everything covered, and this particular market has rarely looked more compelling.
The Met Gala earlier this week provided an unlikely subplot to the whole story.
Several of 2026's hottest couples caused a social media storm when their partners failed to show on fashion's biggest night as Lewis Hamilton was racing in Miami, Timothée Chalamet opted for a Knicks game at Madison Square Garden, and Justin Trudeau was conspicuously absent alongside Katy Perry on the iconic steps of the Metropolitan Museum of Art.
Sydney Sweeney & Scooter Braun: The Hard Launch That Sent the Internet Into Meltdown
Nobody does a hard launch quite like Hollywood, and Sydney Sweeney's Stagecoach Instagram carousel on May 1 was one for the ages.
The Euphoria and Housemaid star shared a series of photographs from the California music festival alongside Scooter Braun, the music industry powerhouse who has managed some of the biggest artists on the planet.
Those images showed Braun scooping Sweeney up in his arms, the pair grinning in a packed crowd and sharing a string of intimate black-and-white photo booth pictures.
The caption, a simple "Cowboy kind of weekend 🤍", said everything and nothing at the same time.
Their relationship has been building since the pair were first spotted together at Jeff Bezos and Lauren Sánchez's wedding in Venice in June 2025, before they confirmed their romance publicly at the Euphoria Season 3 premiere in early April, where they were filmed sharing a kiss, before the Stagecoach post removed any remaining ambiguity.
At 2/1, the market implies a 33.3% chance of an engagement in 2026, a price that reflects both the pace at which this relationship has moved and the very public nature of their recent romance.
Celebrity Engagement Odds 2026
| Celebrity Engagement 2026 | Odds | Implied Probability |
|---|---|---|
| Sydney Sweeney & Scooter Braun | 2/1 | 33.3% |
| Kim Kardashian & Lewis Hamilton | 3/1 | 25.0% |
| Timothée Chalamet & Kylie Jenner | 3/1 | 25.0% |
| Katy Perry & Justin Trudeau | 4/1 | 20.0% |
| Kendall Jenner & Jacob Elordi | 6/1 | 14.3% |
Kardashian & Hamilton, Chalamet & Jenner and the Trudeau Wildcard
Kim Kardashian and Lewis Hamilton at 3/1 is arguably the most genuinely eyebrow-raising pairing in the entire market.
The SKIMS founder and seven-time Formula One World Champion went Instagram official in April when Hamilton shared a reel of Kardashian riding shotgun in his Ferrari through the streets of Tokyo.
Since then they have been spotted at Coachella, where Kim linked arms with Lewis as they watched Justin Bieber headline, and most recently at Broadway, where Kardashian took Hamilton to see her own production of The Fear of 13.
At 25% implied probability, the market sees a genuine chance of Hamilton getting down on one knee before the year is out.
Timothée Chalamet and Kylie Jenner share the 3/1 price, and their story is one of the most consistently discussed celebrity romances of the past two years.
Katy Perry and Justin Trudeau at 4/1 remain one of 2026's most unexpected yet undeniably captivating stories.
The couple made their red carpet debut in Paris in October, have been spotted at the World Economic Forum in Davos and dancing together at Coachella, and Perry's social media has offered regular glimpses of their romance.
OLBG Expert Tipster View
What the expert says...
Jake Ashton - Entertainment Betting Expert - OLBG.com
