Sydney Sweeney and Jonathan Davino’s relationship timeline amid rumors of a called-off engagement

Sydney Sweeney has kept her romance with Jonathan Davino out of the spotlight.

She began dating the businessman, who is 14 years her senior, shortly before she skyrocketed to fame for her roles in HBO’s “Euphoria,” “The Handmaid’s Tale” and “Sharp Objects.”

Although the two quietly got engaged in 2022, they reportedly hit a rough patch at the beginning of 2025 and postponed their nuptials.

Despite keeping information about her love life private, Sweeney has shared rare glimpses into their romance on social media and in interviews.

Keep scrolling to learn more about their relationship timeline and everything Sweeney has said about Davino.

Fall 2018

While it’s unclear how Sweeney met Davino, the two were linked in late 2018 after he accompanied the actress to a handful of industry events.

They were first photographed together at Hulu’s 2018 Emmy Party that September. The businessman also joined the actress at the InStyle and Kate Spade party one month later.

Despite posing together in the early days of their relationship, the duo stopped attending public events as their relationship progressed.

October 2019

Sweeney and Davino proved they were still going strong in October 2019 when they sat courtside at a New York Knicks game at Madison Square Garden.

Although they didn’t show any PDA, the two were all smiles as they took in the action side-by-side.

December 2019

The “Housemaid” star made it clear that her relationship with the Chicago-born businessman was the real deal when she revealed she had a house in the Windy City.

In December 2019, Sweeney coyly told Elite Daily that she had “a friend” she liked to spend time with in Davino’s hometown.

“I have a place there,” she said of Chicago. “It’s like my getaway place.”

She also teased that she spent most of the summer on the Amalfi Coast with the same “friend,” who she made clear was not in the entertainment industry.

However, she never named Davino directly.

November 2020

The notoriously private couple were spotted packing on the PDA during a romantic vacation in Maui in November 2020, while Sweeney was filming “The White Lotus.”

The lovebirds took a dip in the crystal-clear water before heading back on shore to make a sandcastle.

February 2022

Sweeney gave a rare sneak peek into the pair’s relationship for Cosmopolitan’s “Love Issue” in February 2022.

The actress told the outlet that it was important to her to find someone outside the celebrity world.

“I don’t date actors or musicians or anyone in entertainment because I can just be normal Syd that way and it’s easiest,” she explained.

“I have a great support system,” she added. “I have people who will battle for me and allow me to be on the pedestal and shine without making me feel like, ‘Oh no, I’m shining too bright and I need to step back.’”

Sweeney said she “looks for a best friend” in a partner — and seemingly found that with Davino.

“I need to be able to be with someone who I can literally hang out with 24/7 and never get sick of and we laugh every single day.”

March 2022

Sweeney was spotted wearing a massive diamond sparkler on that finger in late February and People confirmed their engagement on March 2.

July 2022

Sweeney spoke about her desire to start a family with Davino during a July 2022 interview with The Hollywood Reporter.

“I want to have a family, I’ve always wanted to be a young mom, and I’m worried about how this industry puts stigmas on young women who have children and looks at them in a different light,” she told the outlet at the time. 

The actress said she always “worried” about not having enough money to “support” her family if she didn’t work — part of the reason she has taken on so many projects over the last few years.

April 2023

Sweeney and Davino were hit with breakup rumors in April 2023 while the actress was filming “Anyone But You” in Australia, which Davino co-produced.

The Emmy nominee and co-star Glen Powell raised eyebrows with their flirty banter and close relationship, leading some fans to believe Sweeney had called it quits with the businessman.

However, she and Davino dispelled the rumors by going on several dinner dates amid the drama.

Sweeney also later told Variety that she and Powell were just trying to generate buzz for the romantic comedy — and it worked.

“That’s what people want! Glen and I don’t really care,” she told the outlet in August 2023. “We have so much fun together, and we respect each other so much; he’s such a hard worker, and I’m a hard worker.”

She added, “They want it. It’s fun to give it to ’em.”

December 2023

Sweeney, once again, reiterated that she and Davino were still together while speaking to Glamour UK in December 2023.

The actress dispelled made-up “facts” about her beau, such as his age and profession.

“It’s crazy. And then when you Google it, it’s all wrong information,” she shared.

“Everyone is always so curious about who I’m with and what’s that like, but I think it’s important to have something for me. I’m very open [otherwise]. I talk about so much and sometimes it gets me in trouble, but I do try to keep something for me.”

Sweeney noted that it’s not “normal” for celebrities, specifically in their 20s, to have “been in a steady relationship for a really long time” like her — which she believes is part of the reason people are so invested in her relationship.

She also gushed about her experience working with Davino on “Anyone But You,” noting that the businessman is her “producing partner” and “helped put the whole thing together.”

“It’s really great to work with someone who knows you so well, who fully supports your ideas, your vision and your voice,” she said. “And it’s nice. I mean, who doesn’t want to be with their best friend all the time?”

That same month, the actress gave a wedding planning update, telling “Entertainment Tonight” that things were put on the back burner because she was “so busy working.”

March 2024

Sweeney gave Davino a rare public shout-out while hosting “Saturday Night Live” in March 2024.

The actress playfully poked fun at the affair rumors between her and Powell, who was sitting in the audience, during her opening monologue.

“That’s obviously not true,” she said of speculation. “Me and my fiancé produced the movie together and he was there the entire shoot, and I just want to let everyone know that he’s the man of my dreams and we’re still together and stronger than ever.”

October 2024

Despite being in a committed relationship with Davino, Sweeney made it clear that she is still an “independent” woman while chatting with Glamour in October 2024.

Sweeney shot down speculation that Davino pays her bills, telling the outlet she is “a very successful, independent woman who’s worked really hard.”

“I’ve accomplished and bought everything myself, and I provide for myself and my family,” she said.

“I would love to set the record straight. You can be in a healthy relationship with someone and also be very successful without needing the man. We’re teammates. We’re in it together. And we want to see each other succeed.”

February 2025

It was reported in February 2025 that the couple postponed their nuptials due to their hectic schedules.

An insider told TMZ that the wedding, originally scheduled for May, was put on hiatus — with no new date in sight.

That same month, Sweeney reportedly checked herself into the Beverly Hills Hotel despite owning two properties in the Los Angeles area.

TMZ reported that she stayed at the swanky hotel solo for about a month without Davino, fueling split speculation.

March 2025

Breakup rumors continued to swirl after eagle-eyed fans noticed that Sweeney deleted one of the few photos with Davino from her Instagram feed.

The photo, posted on Jan. 2, 2025, showed the couple packing on the PDA while surrounded by a group of friends.

Just days later, Us Weekly reported that Sweeney officially called off her engagement to Davino.

“Sydney and Jonathan have been having major issues but are not fully split,” the insider told the outlet.

“Things are not great right now, but they aren’t throwing in the towel yet. They are working on their relationship but have called off the wedding for now.”

According to the source, Sweeney’s “extremely busy” career allegedly “caused tension” in their romance.

“Sydney is really focused on her career. Jonathan wishes they were able to spend more quality time together,” the insider said, noting that wedding planning has come “to a halt” and they “aren’t having further discussions about it.”