diff --git a/packages/compiler/src/core/schema-validator.ts b/packages/compiler/src/core/schema-validator.ts
index 52e9ba9b8a..d7cf7266bc 100644
--- a/packages/compiler/src/core/schema-validator.ts
+++ b/packages/compiler/src/core/schema-validator.ts
@@ -1,7 +1,9 @@
-import Ajv, { DefinedError, Options } from "ajv";
+import Ajv, { ErrorObject, Options } from "ajv";
 import { getLocationInYamlScript } from "../yaml/diagnostics.js";
 import { YamlScript } from "../yaml/types.js";
 import { compilerAssert } from "./diagnostics.js";
+import { createDiagnostic } from "./messages.js";
+import { isPathAbsolute } from "./path-utils.js";
 import { Diagnostic, JSONSchemaType, JSONSchemaValidator, NoTarget, SourceFile } from "./types.js";
 
 export interface JSONSchemaValidatorOptions {
@@ -13,12 +15,18 @@ export function createJSONSchemaValidator<T>(
   schema: JSONSchemaType<T>,
   options: JSONSchemaValidatorOptions = { strict: true }
 ): JSONSchemaValidator {
-  const ajv = new (Ajv as any)({
+  const ajv: import("ajv").default = new (Ajv as any)({
     strict: options.strict,
     coerceTypes: options.coerceTypes,
     allErrors: true,
   } satisfies Options);
 
+  ajv.addFormat("absolute-path", {
+    type: "string",
+    validate: (path) => {
+      return !path.startsWith(".") && isPathAbsolute(path);
+    },
+  });
   return { validate };
 
   function validate(
@@ -34,7 +42,7 @@ export function createJSONSchemaValidator<T>(
 
     const diagnostics = [];
     for (const error of validate.errors ?? []) {
-      const diagnostic = ajvErrorToDiagnostic(error, target);
+      const diagnostic = ajvErrorToDiagnostic(config, error, target);
       diagnostics.push(diagnostic);
     }
 
@@ -45,9 +53,24 @@ export function createJSONSchemaValidator<T>(
 const IGNORED_AJV_PARAMS = new Set(["type", "errors"]);
 
 function ajvErrorToDiagnostic(
-  error: DefinedError,
+  obj: unknown,
+  error: ErrorObject<string, Record<string, any>, unknown>,
   target: YamlScript | SourceFile | typeof NoTarget
 ): Diagnostic {
+  const tspTarget =
+    target === NoTarget
+      ? target
+      : "kind" in target
+        ? getLocationInYamlScript(target, getErrorPath(error), "key")
+        : { file: target, pos: 0, end: 0 };
+  if (error.params.format === "absolute-path") {
+    return createDiagnostic({
+      code: "config-path-absolute",
+      format: { path: getErrorValue(obj, error) as any },
+      target: tspTarget,
+    });
+  }
+
   const messageLines = [`Schema violation: ${error.message} (${error.instancePath || "/"})`];
   for (const [name, value] of Object.entries(error.params).filter(
     ([name]) => !IGNORED_AJV_PARAMS.has(name)
@@ -61,16 +84,11 @@ function ajvErrorToDiagnostic(
     code: "invalid-schema",
     message,
     severity: "error",
-    target:
-      target === NoTarget
-        ? target
-        : "kind" in target
-          ? getLocationInYamlScript(target, getErrorPath(error), "key")
-          : { file: target, pos: 0, end: 0 },
+    target: tspTarget,
   };
 }
 
-function getErrorPath(error: DefinedError): string[] {
+function getErrorPath(error: ErrorObject<string, Record<string, any>, unknown>): string[] {
   const instancePath = parseJsonPointer(error.instancePath);
   switch (error.keyword) {
     case "additionalProperties":
@@ -79,6 +97,17 @@ function getErrorPath(error: DefinedError): string[] {
       return instancePath;
   }
 }
+function getErrorValue(
+  obj: any,
+  error: ErrorObject<string, Record<string, any>, unknown>
+): unknown {
+  const path = getErrorPath(error);
+  let current = obj;
+  for (const segment of path) {
+    current = current[segment];
+  }
+  return current;
+}
 
 /**
  * Converts a json pointer into a array of reference tokens
diff --git a/packages/openapi3/src/lib.ts b/packages/openapi3/src/lib.ts
index feca60d2f3..d55c5fd3fc 100644
--- a/packages/openapi3/src/lib.ts
+++ b/packages/openapi3/src/lib.ts
@@ -70,6 +70,7 @@ const EmitterOptionsSchema: JSONSchemaType<OpenAPI3EmitterOptions> = {
     "output-file": {
       type: "string",
       nullable: true,
+      format: "absolute-path",
       description: [
         "Name of the output file.",
         " Output file will interpolate the following values:",