Watch Sam Fender join Olivia Dean for ‘Rein Me In’ at Lollapalooza 2026

Olivia Dean surprised the Lollapalooza crowd by bringing out Sam Fender for ‘Rein Me In’ – check out footage of their performance below. Dean headlined the third night of Lollapalooza at the T-Mobile stage on Saturday (August 1), drawing a large crowd who she often paused to address throughout the set, reflecting on the impact of her latest album, ‘The Art of Loving’. “This album has just completely changed my life, and it’s been so healing, and I’m so proud. It’s been crazy,” Dean said. “The whole point of this album is about me trying to figure out what life really means to me.” Before introducing Fender, Dean also told the Chicago crowd about the recent success of ‘Rein Me In’, which just days before, had broken the record for the longest-running UK Number One single of all time. “We’re going to do something special, because we’re also celebrating today, because back home in the UK, I’m very proud to be part of a song that’s just broken the Guinness World Record, and the longest running number one in UK history, and I’m so proud to be a part of it. It only felt right that we play it for the first time ever in America, with the man himself, Mr Sam Fender!” Sam Fender & Olivia...