diff --git a/packages/schematics/angular/refactor/jasmine-vitest/transformers/jasmine-matcher.ts b/packages/schematics/angular/refactor/jasmine-vitest/transformers/jasmine-matcher.ts
index 1e0a87dc80f2..d2df0c78b57d 100644
--- a/packages/schematics/angular/refactor/jasmine-vitest/transformers/jasmine-matcher.ts
+++ b/packages/schematics/angular/refactor/jasmine-vitest/transformers/jasmine-matcher.ts
@@ -259,24 +259,51 @@ export function transformExpectAsync(
   node: ts.Node,
   { sourceFile, reporter }: RefactorContext,
 ): ts.Node {
+  if (!ts.isCallExpression(node) || !ts.isPropertyAccessExpression(node.expression)) {
+    return node;
+  }
+
+  // When the chain continues past this call (e.g. the `withContext('msg')` link itself),
+  // the outermost matcher call handles the whole statement.
   if (
-    !ts.isCallExpression(node) ||
-    !ts.isPropertyAccessExpression(node.expression) ||
-    !ts.isCallExpression(node.expression.expression)
+    node.parent &&
+    ts.isPropertyAccessExpression(node.parent) &&
+    node.parent.expression === node
   ) {
     return node;
   }
 
   const matcherCall = node;
   const matcherPae = node.expression;
-  const expectCall = node.expression.expression;
+
+  // Walk down any modifier chain (`.not`, `.already`, `.withContext(...)`) to the root call.
+  // Modifiers have no direct vitest equivalent, so a modified matcher falls through to the
+  // TODO handling below.
+  const modifierNames: string[] = [];
+  let expectCall: ts.CallExpression | undefined;
+  let current: ts.Expression = matcherPae.expression;
+  while (!expectCall) {
+    if (ts.isCallExpression(current)) {
+      if (ts.isIdentifier(current.expression)) {
+        expectCall = current;
+      } else {
+        current = current.expression;
+      }
+    } else if (ts.isPropertyAccessExpression(current) && ts.isIdentifier(current.name)) {
+      modifierNames.unshift(current.name.text);
+      current = current.expression;
+    } else {
+      return node;
+    }
+  }
 
   if (!ts.isIdentifier(expectCall.expression) || expectCall.expression.text !== 'expectAsync') {
     return node;
   }
 
   const matcherName = ts.isIdentifier(matcherPae.name) ? matcherPae.name.text : undefined;
-  const mapping = matcherName ? ASYNC_MATCHER_CHANGES.get(matcherName) : undefined;
+  const mapping =
+    matcherName && modifierNames.length === 0 ? ASYNC_MATCHER_CHANGES.get(matcherName) : undefined;
 
   if (mapping) {
     reporter.reportTransformation(
@@ -298,14 +325,14 @@ export function transformExpectAsync(
   }
 
   if (matcherName) {
-    if (matcherName === 'toBePending') {
+    if (matcherName === 'toBePending' && modifierNames.length === 0) {
       const category = 'toBePending';
       reporter.recordTodo(category, sourceFile, node);
       addTodoComment(node, category);
     } else {
       const category = 'unsupported-expect-async-matcher';
       reporter.recordTodo(category, sourceFile, node);
-      addTodoComment(node, category, { name: matcherName });
+      addTodoComment(node, category, { name: [...modifierNames, matcherName].join('.') });
     }
   }
 
diff --git a/packages/schematics/angular/refactor/jasmine-vitest/transformers/jasmine-matcher_spec.ts b/packages/schematics/angular/refactor/jasmine-vitest/transformers/jasmine-matcher_spec.ts
index 274202ed1689..f4e4da32e20d 100644
--- a/packages/schematics/angular/refactor/jasmine-vitest/transformers/jasmine-matcher_spec.ts
+++ b/packages/schematics/angular/refactor/jasmine-vitest/transformers/jasmine-matcher_spec.ts
@@ -84,6 +84,30 @@ describe('transformExpectAsync', () => {
           await expectAsync(myPromise).toBeSomethingElse();
         `,
     },
+    {
+      description: 'should add a TODO for a negated expectAsync matcher',
+      input: `await expectAsync(myPromise).not.toBeResolved();`,
+      expected: `
+          // TODO: vitest-migration: Unsupported expectAsync matcher ".not.toBeResolved()" found. Please migrate this manually.
+          await expectAsync(myPromise).not.toBeResolved();
+        `,
+    },
+    {
+      description: 'should add a TODO for an expectAsync matcher modified with already',
+      input: `await expectAsync(myPromise).already.toBeResolved();`,
+      expected: `
+          // TODO: vitest-migration: Unsupported expectAsync matcher ".already.toBeResolved()" found. Please migrate this manually.
+          await expectAsync(myPromise).already.toBeResolved();
+        `,
+    },
+    {
+      description: 'should add a TODO for an expectAsync matcher modified with withContext',
+      input: `await expectAsync(myPromise).withContext('msg').toBeResolved();`,
+      expected: `
+          // TODO: vitest-migration: Unsupported expectAsync matcher ".withContext.toBeResolved()" found. Please migrate this manually.
+          await expectAsync(myPromise).withContext('msg').toBeResolved();
+        `,
+    },
     {
       description: 'should add a specific TODO for toBePending',
       input: `await expectAsync(myPromise).toBePending();`,