diff --git a/packages/openapi-generator/src/codec.ts b/packages/openapi-generator/src/codec.ts
index 05229eb6..175abbd4 100644
--- a/packages/openapi-generator/src/codec.ts
+++ b/packages/openapi-generator/src/codec.ts
@@ -54,12 +54,37 @@ function codecIdentifier(
   } else if (id.type === 'MemberExpression') {
     const object = id.object;
     if (object.type !== 'Identifier') {
-      if (object.type === 'MemberExpression')
+      if (object.type === 'MemberExpression') {
+        // Handle double-nested member expressions
+        if (
+          object.object.type === 'Identifier' &&
+          object.property.type === 'Identifier' &&
+          object.property.value === 'keys'
+        ) {
+          // Handle `Type.keys.propertyName` format
+          if (id.property.type === 'Identifier') {
+            return E.right({
+              type: 'string',
+              enum: [id.property.value],
+            });
+          }
+          // Handle `Type.keys["Property Name"]` format (computed property)
+          else if (
+            id.property.type === 'Computed' &&
+            id.property.expression.type === 'StringLiteral'
+          ) {
+            return E.right({
+              type: 'string',
+              enum: [id.property.expression.value],
+            });
+          }
+        }
+
         return errorLeft(
-          `Object ${
-            ((object as swc.MemberExpression) && { value: String }).value
-          } is deeply nested, which is unsupported`,
+          `Nested member expressions are not supported (${object.object.type}.${object.property.type}.${id.property.type})`,
         );
+      }
+
       return errorLeft(`Unimplemented object type ${object.type}`);
     }
 
diff --git a/packages/openapi-generator/test/nestedMemberExpression.test.ts b/packages/openapi-generator/test/nestedMemberExpression.test.ts
new file mode 100644
index 00000000..725ebba9
--- /dev/null
+++ b/packages/openapi-generator/test/nestedMemberExpression.test.ts
@@ -0,0 +1,82 @@
+import * as E from 'fp-ts/lib/Either';
+import assert from 'node:assert/strict';
+import test from 'node:test';
+
+import { TestProject } from './testProject';
+import { parsePlainInitializer, type Schema } from '../src';
+
+async function testCase(
+  description: string,
+  src: string,
+  expected: Record<string, Schema>,
+  expectedErrors: string[] = [],
+) {
+  test(description, async () => {
+    const project = new TestProject({ '/index.ts': src });
+    await project.parseEntryPoint('/index.ts');
+    const sourceFile = project.get('/index.ts');
+    if (sourceFile === undefined) {
+      throw new Error('Source file not found');
+    }
+
+    const actual: Record<string, Schema> = {};
+    const errors: string[] = [];
+    for (const symbol of sourceFile.symbols.declarations) {
+      if (symbol.init !== undefined) {
+        const result = parsePlainInitializer(project, sourceFile, symbol.init);
+        if (E.isLeft(result)) {
+          // Only keep the error message, not the stack trace
+          const errorMessage = result.left.split('\n')[0] ?? '';
+          errors.push(errorMessage);
+        } else {
+          if (symbol.comment !== undefined) {
+            result.right.comment = symbol.comment;
+          }
+          actual[symbol.name] = result.right;
+        }
+      }
+    }
+
+    assert.deepEqual(errors, expectedErrors);
+    assert.deepEqual(actual, expected);
+  });
+}
+
+const MINIMAL_NESTED_MEMBER_EXPRESSION = `
+import * as t from 'io-ts';
+
+export const colorType = {
+  red: 'red',
+} as const;
+
+export const ColorType = t.keyof(colorType);
+
+export const redItem = t.type({
+  type: t.literal(ColorType.keys.red),
+});
+`;
+
+testCase(
+  'nested member expression is parsed correctly',
+  MINIMAL_NESTED_MEMBER_EXPRESSION,
+  {
+    colorType: {
+      type: 'object',
+      properties: {
+        red: { type: 'string', enum: ['red'] },
+      },
+      required: ['red'],
+    },
+    ColorType: {
+      type: 'union',
+      schemas: [{ type: 'string', enum: ['red'] }],
+    },
+    redItem: {
+      type: 'object',
+      properties: {
+        type: { type: 'string', enum: ['red'] },
+      },
+      required: ['type'],
+    },
+  },
+);