2020 – Bad Bunny shares the halftime stage with Jennifer Lopez and Shakira at Super Bowl LIV, marking his first NFL halftime appearance and establishing his link to future shows (source [6]).

2025 – Bad Bunny omits all lower‑48 venues from his 2025‑2026 concert tour, citing fears of ICE raids, a decision that fuels conservative criticism ahead of his Super Bowl halftime slot (source [1]).

Dec 1, 2025 – The NFL announces pregame performers Charlie Puth (national anthem), Brandi Carlile (“America the Beautiful”), and Coco Jones (“Lift Every Voice and Sing”), confirms Bad Bunny as halftime headliner, and debuts a multilingual American and Puerto Rican Sign Language segment for the first time in Super Bowl history (source [3]).

Jan 26, 2026 – The league confirms Bad Bunny will receive only the union‑mandated $1,000 daily fee for rehearsals and performance, while the halftime production costs $10‑20 million; the game, dubbed Super Bowl 60, will pit the Patriots against the Seahawks on Feb 8 at Levi’s Stadium (source [6]).

Feb 2, 2026 – At the 2026 Grammy Awards Bad Bunny wins Album of the Year and opens his acceptance speech with “ICE out,” urging viewers to see immigrants as “humans and we are Americans,” a statement that reverberates through the upcoming Super Bowl discourse (source [5]).

Feb 2, 2026 – Cardi B headlines the 1,000th SNL episode, tells NFL Network she is “very excited…very proud” of boyfriend Stefon Diggs and the Patriots, and fuels speculation that she may join Bad Bunny’s halftime act after being featured at Michael Rubin’s Fanatics pre‑Super Bowl party (source [2]).

Feb 2, 2026 – Turning Point USA launches its “All‑American Halftime Show,” streaming at 8 p.m. ET on Feb 8 across X, YouTube, Rumble and conservative networks, with Kid Rock, Brantley Gilbert, Lee Brice and Gabby Barrett promising a “faith, family, and freedom” alternative to the NFL’s official halftime (source [4]).

Feb 3, 2026 – NFL commissioner Roger Goodell declares the Super Bowl “a moment for all football fans to set aside divisions,” hopes Bad Bunny’s performance stays apolitical, notes the event’s SEAR‑1 security rating and ICE involvement, and references his recent Oval Office visit to announce the 2027 Draft, signaling a thaw in his relationship with former President Trump (source [1]).

Feb 8, 2026 – Super Bowl LX unfolds at Levi’s Stadium with Bad Bunny headlining the halftime show, pregame performances by Puth, Carlile and Jones accompanied by ASL and Puerto Rican Sign Language interpreters, while Turning Point USA streams its conservative halftime alternative and Michael Rubin’s Fanatics party entertains fans in San Francisco (future event, sources [3],[4],[6]).

2026 (later) – Bad Bunny enters the Latin Grammy Awards as the leading nominee with twelve nods, following his record‑breaking Puerto Rico residency and Grammy victories, positioning him as a central figure in the year’s music awards season (source [5]).

2027 (planned) – The NFL will hold its draft in Washington, DC, a ceremony Goodell announces from the Oval Office, marking a public rapprochement with former President Trump and setting the stage for the league’s next talent influx (source [1]).