2 cited resultsNaruto
Does the record move the ranking?

Confirms the ladder

The higher-ranked entity beat the lower-ranked one. Record and ladder agree.

Sasuke Uchiha vs Itachi Uchiha

Sasuke Uchiha 1–1 Itachi Uchiha across 2 recorded results

1 winSasuke UchihaNaruto · rank 6
2 places
1 winItachi UchihaNaruto · rank 8

One each, and the tie goes to the later fight, but this is the pair where that rule sits least comfortably. The first meeting is Part I, a boy against the brother he was chasing, and it ends fast. The second ends with Itachi dead, and a later chapter explains that he was ill and steering the fight towards his own death. Sixth over eighth agrees with the outcome without leaning on it, since Sasuke's place comes from the war. If that explanation is right, the second win says more about Itachi's choices than his limits.

Every recorded result

shownNaruto · ch. 146–147Upset

Itachi Uchiha beat Sasuke Uchiha in Naruto.

Sasuke is left broken under Tsukuyomi; Itachi then withdraws from Jiraiya, not from him.

shownNaruto · ch. 393–394Confirms the ladder

Sasuke Uchiha beat Itachi Uchiha in Naruto.

Itachi collapses from his illness and dies at the end of it. Zetsu remarks that he fought below his strength, and a later chapter says Itachi orchestrated his own death.

What each of them is ranked on

1 win · Sasuke Uchiha · rank 6

shippuden

Part IShippudenBorutocomicanimationfilm

The other half of every fight in the tier above him, and the half that brings the tools rather than the volume — the Rinnegan lets him move between the same dimensions Kaguya uses to escape, which is what turns those fights from unwinnable into merely desperate. Carries the identical paperwork problem to Naruto: never promoted past the entry grade, having left the village before any retest could happen.

  • shownNaruto · Fourth Shinobi World War arc

    Fights Madara with the Rinnegan and a complete Susanoo. — 2014

  • shownBoruto: Naruto Next Generations · Momoshiki arc

    Fights Momoshiki alongside Naruto. — 2016

Sasuke Uchiha on the Naruto ladder

1 win · Itachi Uchiha · rank 8

classic · shippuden

Part IShippudencomicanimation

Joint holder of the largest figure the books ever issued, and he does not survive to meet anything in the tier above him. The record supports the number as far as it goes — a complete Susanoo, a genjutsu nobody counters honestly, and a fight against his own brother that he loses on purpose while dying of an illness. What it cannot do is compare him to opponents who arrived after the book went to print.

  • statedNaruto Databook 3 · 2008

    Rated 35.5 of a possible 40, the joint highest total published.

  • shownNaruto · Sasuke and Itachi arc

    Fights Sasuke using Susanoo and dies at the end of the encounter. — 2008

Itachi Uchiha on the Naruto ladder

What this does not settle

2 results, each cited, and the tally counts every one of them the same. That is its rough edge: a win at one side's lowest weighs as much as a win at its peak, which is why a level score goes to the latest result rather than to a judgement about which fight mattered. It is a record of meetings, not a ranking of its own.

The ladder above it is argued from everything either of them has been shown doing; this page is argued from these 2 citations.

Where the two disagree, the disagreement is the point, and it stays visible rather than being resolved by whichever of them happens to be on this page.

Data: CC BY 4.0. Reuse with credit to citedfeats.com.