/indigomusic/media/media_files/2025/11/19/harry-po-51-2025-11-19-16-34-13.png)
Image Courtesy: Billboard
With humour, heart, and a dash of Hollywood charm, breakout singer Alex Warren, who is well-known for his heartfelt songs and popular social media presence, recently announced his first-ever 2026 North American arena tour. The tour, aptly named 'Little Orphan Alex Live,' was unveiled in a funny faux trial video with Max Greenfield in an unexpected comedy role and Jennifer Aniston as a strict judge. In the clip, Warren navigates a fake lawsuit involving a fictional "Little Orphan Annie," humorously referencing his own personal story, including the loss of both his parents.
The video, which combined his trademark fusion of musical skill, wit, and sensitivity, not only made fans laugh but also set the stage for what looks to be an emotional and enjoyable live performance ahead. Fans will have plenty of time to get tickets for what is sure to be an incredible voyage with one of the most genuine voices in pop music today, as the tour is scheduled to begin in May 2026 at major arenas across the U.S. and Canada.
/indigomusic/media/post_attachments/gray/IQL23QWSJJF4XJ46BOIQ346CYI-547778.jpg)
Image Courtesy: Cleveland 19 News
Alex Warren's Rise to Stardom
The 25-year-old singer-songwriter Alex Warren is advancing his career with his personal brand of "dead parent music," which has found its resonance with people of all ages. Warren has developed a devoted fan base over the years thanks to hits like 'Ordinary,' which was able to reach the top of the charts and has brought him significant streaming success, along with other emotional songs like 'Eternity,' 'Bloodline' (with Jelly Roll), and 'On My Mind' (with ROSÉ).
His debut album 'You'll Be Alright, Kid' was able to reach No. 5 on the Billboard 200, staying in the top 10 for 13 non-consecutive weeks. Alex recently got his first Grammy nomination for Best New Artist, which is a significant accomplishment for someone who began his career as a social media creator and has now turned to a major musical force.
/indigomusic/media/post_attachments/vi/u2ah9tWTkmk/maxresdefault-584342.jpg)
Image Courtesy: YouTube
A Wild Tour Announcement—With Jennifer Aniston and Max Greenfield
A really hilarious video with Max Greenfield in an unexpected role and Jennifer Aniston as a strict judge was released to launch Warren's 2026 North American tour, which was humorously given the title of 'Little Orphan Alex Live.' In the video, Warren is in a fictitious courtroom where a kid actor portraying "Little Orphan Annie" is suing him for supposedly stealing her brand. The fictional Annie calls him a "little b---" accusing him of ripping off her story. Warren defends himself by joking about his own tragic backstory: "I can't control the fact that both my parents are dead," he says, referencing the loss of his own parents.
/indigomusic/media/post_attachments/wp-content/uploads/headlines/2025/11/aniston-warren-599260.jpg)
Image Courtesy: Just Jarred
Warren is spared from the lawsuit when Max Greenfield abruptly interrupts and declares, "Annie is not an orphan–I'm her father." Warren's tour is dryly approved by Aniston's judicial role, enabling him to move forward. The tongue-in-cheek setup perfectly fits Warren's blend of humour and vulnerability.
Tour Details, Ticket Info, and a Heartfelt Cause
'The Little Orphan Alex Live tour,' which is produced by Live Nation, begins on 25th May, 2026, at the Bridgestone Arena in Nashville and ends on 15th July, 2026, at Madison Square Garden in New York. The tour includes arena stops in major U.S. and Canadian cities such as Houston, Los Angeles, Salt Lake City, Toronto, Boston, Pittsburgh, and more.
For Verizon and Citi users, ticket presales start on 18th November, 2025, and the general on-sale date is 21st November at 10 a.m. local time. In addition to the fun, Warren is contributing to the cause by donating $1 from each ticket purchased to Camp Kesem, a charity that helps kids whose parents are fighting cancer.
/filters:format(webp)/indigomusic/media/media_files/2025/11/19/alex-warren-little-orphan-alex-live-tour-dates-111725-4050525037d040358c951d064f490104-2025-11-19-16-13-54.jpg)
Image Courtesy: People
With this tour, Alex Warren isn't just expanding his footprint—he's making a bold leap into headlining arenas while keeping his emotional honesty intact. And with a fun, star-studded announcement, fans know they're in for something memorable.
