Caleb Madness Bracket: Vote in 2nd Final Four Matchup!

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CHICAGO, ILLINOIS - DECEMBER 20: Caleb Williams #18 of the Chicago Bears celebrates after throwing a touchdown pass against the Green Bay Packers during overtime at Soldier Field on December 20, 2025 in Chicago, Illinois. (Photo by Patrick McDermott/Getty Images) | Getty Images

We have almost reached the end of the Caleb Madness Bracket, where you, the Bears fan, are choosing the best play of Caleb Williams’ 2025 season.

We now know the first team in the Final. No surprise here, Cole Kmet’s game-tying touchdown from Caleb Williams’ midfield heave, fading back from pressure against the Rams in the Divisional Round, has advanced to the final.

The Kmet play will face off against our second Final Four matchup that you can vote on now!

“Jumpman” throw to Oduzne vs GB VS DJ Moore GW TD in OT vs GB

I was hoping we would get this matchup because I felt like this was the most compelling matchup of the whole tournament if it played out that way. The way I see it, the TD to Moore is an incredible play, an incredible throw, it hits all the marks. The Jumpman throw was in the playoffs, and without that play, the Bears’ season would have been over. I also think the play is one of the greatest throws in postseason history. The fact that Caleb has two of those in one season is insane. But let’s take a look at the two plays and how to vote.

Game Winner to DJ Moore in OT vs Packers

We certainly thought this was going to be the throw of the year, but at the time, we didn’t know what Caleb Williams had in store for us in the playoffs. Tom Brady called this his favorite throw of the year, a brilliant throw to Moore in the perfect spot that tops off an incredible come-from-behind victory against the Bears’ rivals in overtime.

Here's the DJ Play:pic.twitter.com/DvxsEh1cQu

— Bill Zimmerman (@BillTZimmerman) April 2, 2026

Rome Odunze “Jumpman” throw on 4th down vs Packers, Wild Card Weekend

Don’t worry, we didn’t forget this one. If this ball falls incomplete, the Bears’ season is over. But Williams on 4th down, giving us a glimpse of the Air Jordan logo and dropping this one into Rome Odunze’s lap as 4 Green Bay Packers surround him was one of the best throws in the history of the league, and yet, somehow, he tops it one week later.

Here's the "Jumpman" to Odunze:pic.twitter.com/Ac80VvA7O1

— Bill Zimmerman (@BillTZimmerman) April 2, 2026

To vote on this matchup, you can do so here:

🚨🚨Caleb Madness Bracket! 🚨🚨

🏈🏈Final Four Matchup No.2🏈🏈

We are picking @CALEBcsw's best play of the year!

🔥This one should be very interesting!🔥@idjmoore Game-Winning TD in OT vs GB

VS

4th down "Jumpman" throw to @RomeOdunze Wild Card vs GB

— Bill Zimmerman (@BillTZimmerman) April 2, 2026

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