Super Bowl Halftime Show Prediction Market: Miley Cyrus Leads

Written By Jon Young | Published at September 25, 2026
Miley Cyrus performs on the Capitol Stage for Pride Festival.
Miley Cyrus performs on the Capitol Stage for Pride Festival. - USA TODAY Network via Reuters Connect

The NFL season has only begun but Kalshi traders are already looking ahead to who will headline the Super Bowl Halftime Show.

Forget the teams: that can be decided much later. For entertainment fans, it’s all about the iconic Super Bowl Halftime Show.

Miley Cyrus and Jay-Z are the runaway favorites for headliners, but is there some value play when predicting outcomes? Let’s assess some of the frontrunners and low-risk plays before the decision is made next month.

Super Bowl Half-Time: What the Market Thinks

The NFL Championship Halftime Show is one of the highlights of the football season. Sure, you want your team to reach the playoffs or go one better. But trading on which superstar acts will show for the Halftime Show is as essential as backing player props or Total Rushing Yards.

The prediction markets have opened event contracts on who will sing during the show, long before the producers have made their decision.

Over half a million dollars has been traded on Kalshi so far with months until the big show. Just like the World Cup Halftime Show, traders love to speculate on who will turn up.

Miley Cyrus: ‘Yes’ @ $0.61

Miley Cyrus was trading in second place behind rapper JAY-Z. However, the ‘Wrecking Ball’ star has assumed top spot following the release of her new album.

‘Bass Persuaders’ just dropped, and that’s as much media coverage as Kalshi traders need to assume she will be performing at the Super Bowl.

Cyrus will play the Hollywood Bowl next month, with the singer hinting that it could spark a residency at some point. Glastonbury 2027 shouldn’t be discounted, but with no market up yet, a ‘Yes’ buy for the Super Bowl Halftime Show is your next best bet.

Our pick: Miley is in play – Kalshi, £0.61

Jay-Z: ‘Yes’ @ $0.46

Jay-Z’s Roc Nation has heavy involvement in organizing and curating the NFL Super Bowl Halftime Show. So, how about an actual appearance by Jay-Z in February’s show?

Kendrick Lamar was the last rapper to headline the Super Bowl Halftime Show, appearing last year. Usher headlined the year before, so there’s precedent for superstar rappers.

Additionally, Jay-Z is enjoying television time with a new documentary series about his life. ‘Jay-Z in 8’ dissects his 30-year career, something Usher did last year with a Super Bowl show filled with career highlights.

Our pick: Jay-Z is the coinflip option – Kalshi, $0.46

Harry Styles: ‘Yes’ @ $0.14

Our value play option is British singer, Harry Styles. He is well-known in the U.S. and started a 30-night residency at Madison Square Garden in the summer.

Plus, the ‘Watermelon Sugar’ star will be touring the U.S. next spring. What better way to start it with a Super Bowl Halftime Show appearance?

Our pick: Watermelon Sugar high – Kalshi, $0.14 

The 2027 Super Bowl Halftime Show headliners are decided soon. However, you can add to the $580,000+ in volume by trading today.

Want more top trending prediction tips? Check back tomorrow for another look at a fast-moving market.