Josh Allen dating history (2016 to 2026): All about his long-term relationship with Brittany Williams and life with Hailee Steinfeld

Josh Allen has spent most of his NFL rise doing one thing well off the field too: keeping his private life private. Even when he became the face of the Buffalo Bills, he rarely turned his relationships into headlines on purpose. So the clearest way to track his dating history from 2016 to 2026 is to stick to what’s been widely reported and publicly confirmed, and ignore the internet noise.
In 2016, Allen was still at Wyoming and nowhere near the celebrity orbit he lives in now. There were no major public reports about his dating life that year. The first relationship tied to him in a serious, consistent way arrives soon after, and it’s the one Bills fans came to know for years.

From Brittany Williams to Hailee Steinfeld, and how his personal life changed

From 2017 through 2023, Allen dated Brittany Williams. They knew each other as kids in California, and their relationship became public as Allen’s football career took off. When the Bills drafted him in 2018, Williams was part of his world as he moved into the NFL spotlight. Over the next few seasons, she appeared around the team and at major moments, and fans generally saw her as the long-term partner in his life.
That relationship ended in 2023. Neither Allen nor Williams gave a detailed public statement explaining the split, but multiple outlets reported they had broken up after about six years together. The key point is the timing: 2023 is the clear end of the Williams chapter in Allen’s dating timeline.
Not long after that, Allen was linked to actress and singer Hailee Steinfeld. The first public sightings connecting them were reported in May 2023, and the relationship stayed low-key for a while. There were no big coordinated posts early on, just occasional public appearances and careful privacy. By 2024, the relationship became harder to miss. Reports noted the couple made things more official on social media in mid-2024. Later that year, the timeline moved fast. Allen and Steinfeld announced their engagement in November 2024, with the proposal date shown as November 22, 2024.
In 2025, their relationship became more public in the way big-name couples often do, even when they try to avoid it. They made a notable red carpet appearance together at NFL Honors in February 2025. Then came the biggest update of all: multiple reports stated they quietly married in May 2025.
By early 2026, the couple had moved into a new phase. Reports also say they are expecting their first child, turning Allen’s personal life story from “franchise QB dating headlines” into something more settled and family-focused.
From 2016 to 2026, the pattern is simple: one long, serious relationship through most of his rise, a breakup in 2023, and then a new relationship that quickly turned into an engagement, marriage, and a growing family.
Also read: Bills QB Josh Allen reacts after big playoff win as pregnant wife Hailee Steinfeld steals the spotlight at the Golden Globes


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