Beyond her skyrocketing career in Hollywood, Sydney Sweeney‘s romantic life has consistently captured public attention. From her long-term, private engagement to Jonathan Davino to the intense speculation surrounding her chemistry with Glen Powell and her more recent rumored romance with Scooter Braun, Sweeney’s journey through love has been anything but ordinary, often intertwining with the pressures of celebrity.
Sydney Sweeney, known for her captivating performances in hits like Euphoria and The White Lotus, has also found herself in the spotlight for her romantic relationships. While she has largely preferred to keep her personal life private, the nature of celebrity often means that every rumored connection becomes a topic of widespread discussion.
From a multi-year engagement to a Chicago businessman to headline-grabbing dating speculation with co-stars and industry figures, Sweeney’s romantic journey offers a fascinating glimpse into balancing a high-profile career with personal connections.
The Long-Term Love: Jonathan Davino
One of the most significant relationships in Sydney Sweeney’s life was with Chicago businessman Jonathan Davino. The couple began dating in 2018 and maintained a remarkably private romance, especially given Sweeney’s rising stardom.
Their relationship reached a new milestone in March 2022 when Davino proposed, and Sweeney was spotted wearing a diamond engagement ring, a detail later confirmed by People, as reported by The Knot. Sweeney often spoke about the stability Davino brought to her life, a rarity in the demanding entertainment industry.
In a February 2022 interview with Cosmopolitan, Sweeney shared her perspective on dating outside the industry, stating, “I’ve been in a steady relationship for a really long time, which is not normal in this industry and not normal for my age.” She also mentioned her preference to “just be normal Syd that way” by not dating actors or musicians.
Davino even became involved in Sweeney’s professional life, co-producing her romantic comedy Anyone But You. During the film’s production, Sweeney publicly praised him, shutting down rumors about other co-stars. While hosting Saturday Night Live in March 2024, she confirmed they were “still together and stronger than ever,” calling him “the man of my dreams.”
However, after years together, the couple ultimately called off their engagement in March 2025. A source confirmed to Us Weekly that “Sydney and Jonathan are officially split,” with Sweeney later telling The Times of London in May 2025 that she was “learning a lot about myself [and] spending more time with my friends,” confirming she was single and “loving it.” Despite the split, sources indicated that it was challenging for them to completely cut ties due to their long history and intertwined lives, but they were not romantically involved.
The Co-Star Chemistry: Glen Powell Rumors
The filming of the 2023 romantic comedy Anyone But You ignited a firestorm of rumors about a possible romance between Sydney Sweeney and her co-star Glen Powell. The undeniable on-screen chemistry, coupled with playful off-screen interactions during promotional events, fueled intense fan speculation.
At the time, both Sweeney and Powell were in other relationships; Powell was dating Gigi Paris, and Sweeney was engaged to Jonathan Davino. Both actors consistently denied any romantic involvement, attributing their interactions to method acting and a strong professional connection.
Glen Powell addressed the rumors directly in December 2023, telling Business Insider, “Sydney and I do have authentic chemistry. It was a lot easier for Sydney to lean into something like that because she’s in a very committed and wonderful relationship and she’s very happy.”
The rumors resurfaced when Powell split from Gigi Paris in April 2023, followed by Sweeney’s breakup with Davino in March 2025. Fans once again speculated when Sweeney attended Powell’s sister Leslie’s wedding in Dallas. However, sources close to the stars quickly clarified to Us Weekly in March 2025 that there was “nothing romantically between Glen and Sydney,” emphasizing that “They are just friends.”
Brief Speculation: Machine Gun Kelly
Adding another layer to the dating rumor mill, Sydney Sweeney was briefly linked to musician Machine Gun Kelly (MGK) in May 2025. Photos published by Page Six showed the two hugging at a club opening in Las Vegas, and MGK later shared an Instagram carousel that included a snap of them together. However, this speculation was short-lived, as MGK seemingly denied any romantic connection in August 2025 on Watch What Happens Live With Andy Cohen, simply telling a viewer, “Kyle P, shut up, dude.”
The New Chapter: Scooter Braun
In June 2025, a new romantic interest emerged for Sydney Sweeney: music mogul Scooter Braun. The two were first spotted together in Venice, Italy, before attending Jeff Bezos and Lauren Sanchez’s wedding. By September 2025, sources confirmed to Us Weekly that Sweeney was “not exclusively dating anyone right now but is having fun with Scooter.”
Initially described as “not serious” and part of her “single era without having any pressure,” their connection reportedly deepened. By October 2025, another source indicated to Us Weekly that things had become “more serious” for the couple. This relationship marked a “different relationship for Sydney,” as Braun, known for his business acumen, has reportedly introduced her to “new perspectives, especially when it comes to business.”
Sweeney is said to be “soaking up the knowledge he brings” and “truly admires the level of experience and insight he has.” Despite keeping things “light and fun,” the couple has been “consistently seeing each other” in recent months. Braun, in turn, is said to admire Sweeney’s “playful and easygoing nature” and how she brings “a sense of fun into his often high-pressure world.”
Sydney Sweeney’s Evolving Public Persona
Sydney Sweeney’s dating history reflects her journey through the intense scrutiny of Hollywood. From attempting to maintain privacy in a long-term engagement to navigating highly publicized co-star chemistry and exploring new connections, her romantic life has paralleled her professional rise.
As she continues to make her mark in classic films and beyond, fans remain eager to follow the multifaceted life of this talented star, understanding that her personal growth, like her career, is an ongoing narrative.
