Cavs Poised for Surprising Upset: Can They Break the Eastern Conference Curse?

Is the Cleveland Cavaliers’ 33 percent chance at claiming the Eastern Conference this season a sign of genuine promise or just a tease drawn by the gods of basketball fate? I mean, we’ve all been down this road before — the Cavs dominate the regular season, spark hope in every corner of Cleveland, only to stumble when the playoffs loom. It’s like watching a thriller where you already know the twist, yet you keep hoping for a different ending. This year, the battleground’s chaotic — with the losses of key players like Tyrese Haliburton and Jayson Tatum shaking up the East’s already unpredictable landscape. So, while the Cavs are pegged as frontrunners, the winds of history and the wild nature of the conference whisper a cautionary tale. Will they finally exorcise those postseason demons, or is this just another chapter in the saga of what might have been? Stay tuned — because the road to glory here is anything but straightforward.

Indiana Pacers v Cleveland Cavaliers - Game Five — (Photo by Jason Miller/Getty Images)

The Cleveland Cavaliers want to finally make good on all their promises and win a title in 2025-26.

In order to do that, of course, they have to claim the Eastern Conference first.

Luckily for them, they have a good shot of doing that.

According to Polymarket Sports, the Cavaliers have a 33 percent chance to win the East.

Sadly, history shows that just being the best in the conference isn’t enough for this team.

The Cavs have a 33% chance to win the East this season, per @PolymarketSport.

Too high, too low or just right? pic.twitter.com/4LCtzgKX1e

— Legion Hoops (@LegionHoops) October 19, 2025

As all Cleveland fans remember, the Cavaliers were also the best team in the Eastern Conference last year during the regular seaon.

But things were a totally different story in the playoffs.

That means that there is growing pessimism about this team and even if they slay the rest of their conference, people will still doubt they can go all the way.

They have to prove themselves in the postseason this year and there will be massive doubts about them until they do.

To make matters even worse, the East will be unpredictable and wild in the new season.

The Cavaliers have a 33 percent chance to win, followed by the Orlando Magic and New York Knicks with 16 percent and the Atlanta Hawks with 14 percent.

The losses of Tyrese Haliburton and Jayson Tatum make the East a can of worms that might present a lot of unforeseen issues that could get in the way of the Cavaliers’ plans.

The NBA always has a few twists and turns during the regular season so just because the Cavaliers are the odds-on favorites to win the East right now doesn’t mean they can achieve their goals.

Their own history and the fluidity of this conference are creating plenty of questions for Cleveland right now.

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