Olivia Rodrigo and Chappell Roan Are Finally Releasing a Song Together. Will They Perform It Live?

Olivia Rodrigo and Chappell Roan are giving pop fans the collaboration they have been waiting for. On 15 October 2026, Rodrigo will release a new version of “expectations” featuring Roan, accompanied by a music video starring both singers. The announcement has already sparked another question: when will they sing it together onstage?

The excitement surrounding Olivia Rodrigo and Chappell Roan goes beyond a new single. They have shared stages, a producer and years of friendship, including a surprise duet that fans still remember. With Rodrigo’s latest tour underway, the possibility of another live reunion is irresistible, even if no performance of “expectations” has been announced.

Olivia Rodrigo and Chappell Roan Finally Make It Official

The Olivia Rodrigo expectations remix arrives on Thursday, 15 October, at 5 PM Pacific Time (8 PM Eastern). It reworks a track from Rodrigo’s third album, you seem pretty sad for a girl so in love, and marks Roan’s first officially credited feature on another artist’s song. It is also Rodrigo’s first official remix, produced by Daniel Nigro, a longtime creative partner of both musicians.

An expectations music video will premiere at the same time, directed by Bardia Zeinali. Limited-edition vinyl, CD and cassette formats have also been announced. For Olivia Rodrigo and Chappell Roan, the release is a notable shift: Roan is no longer just contributing behind the scenes but taking an explicitly named place beside Rodrigo on the track.

Olivia Rodrigo and Chappell Roan Finally Make It Official

Their Friendship Started Long Before This Remix

Olivia Rodrigo and Chappell Roan have been connected since before Roan became a major headline act. She supported Rodrigo on her 2022 SOUR Tour and later opened dates on the GUTS World Tour in 2024. Roan also provided backing vocals on Rodrigo recordings including “lacy”, “obsessed” and “Can’t Catch Me Now”, showing that a musical partnership existed well before this official feature.

They also share producer Dan Nigro, whose work helped shape both artists’ distinctive approaches to pop. More recently, Roan performed at Daisy Chain Fields 2026, Rodrigo’s women-led music festival in Irvine, California, on 29 August. The Olivia Rodrigo and Chappell Roan collaboration feels less like an unexpected pairing than a friendship finally receiving its own spotlight.

Their Friendship Started Long Before This Remix

They Have Already Sung Together on Stage

There is a crucial detail behind the talk of an Olivia Rodrigo and Chappell Roan duet: it has happened before. At Rodrigo’s concert at Intuit Dome in Los Angeles on 20 August 2024, she invited Roan onstage to sing “HOT TO GO!”. The surprise appearance turned the arena into a dance-along as the two performed Roan’s signature choreography together.

That moment is why the new remix feels particularly exciting. Fans have already seen their chemistry in front of a crowd; what they have not heard live is this new recording. For Olivia Rodrigo and Chappell Roan, another shared performance would be a sequel to a memorable surprise rather than their first-ever appearance together.

They Have Already Sung Together on Stage

Could “expectations” Appear on the Unraveled Tour?

The timing offers fans plenty to discuss. The Olivia Rodrigo Unraveled Tour is already underway, with concerts scheduled in Boston on the remix’s release day, 15 October, and an extended run at Intuit Dome in January 2027. That Los Angeles venue is especially meaningful because it hosted the duo’s 2024 “HOT TO GO!” performance.

Meanwhile, Roan has her own commitments, including The Super Graphic Spectacular charity events in Los Angeles on 21–22 October. Olivia Rodrigo and Chappell Roan have not announced a joint performance of “expectations”, and none of the published tour details identifies Roan as a guest. A future duet is possible, but neither an appearance nor a particular date should be treated as confirmed.

Could “expectations” Appear on the Unraveled Tour?

The Music Video Is Its Own Pop Event

The first promotional images show Olivia Rodrigo and Chappell Roan embracing colourful, retro-inspired styling, including a vintage convertible. With Zeinali directing, the visual offers another way for their distinct creative personalities to meet. However, the full story and performance scenes cannot be judged until the video is released.

The song also arrives at an interesting career moment. Rodrigo’s third album topped the Billboard 200, while Roan has built her own reputation for theatrical stagecraft and bold pop performances. Instead of inventing a surprise concert announcement, this release already gives fans something confirmed: their first credited feature and an official video together.

Will Olivia Rodrigo and Chappell Roan Perform “expectations” Live?

For now, the song and music video are confirmed; a live duet is not. Their 2024 appearance proves the singers are comfortable sharing a stage, and Rodrigo’s touring calendar offers future opportunities. But an existing friendship and an arena full of fans are not evidence that a guest appearance has been arranged.

As Olivia Rodrigo and Chappell Roan prepare to release “expectations”, the real appeal lies in seeing how their musical partnership evolves. Fans can revisit “HOT TO GO!”, watch the new video on 15 October and follow official tour updates. If they eventually perform the remix together, it will be worth the wait – without anyone needing to pretend it has already been promised.

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