diff --git a/src/resolver/resolver.zig b/src/resolver/resolver.zig
index f202467625..2f17fffd94 100644
--- a/src/resolver/resolver.zig
+++ b/src/resolver/resolver.zig
@@ -1298,7 +1298,18 @@ pub const Resolver = struct {
                 for (custom_paths) |custom_path| {
                     const custom_utf8 = custom_path.toUTF8WithoutRef(bun.default_allocator);
                     defer custom_utf8.deinit();
-                    switch (r.checkPackagePath(custom_utf8.slice(), import_path, kind, global_cache)) {
+
+                    // Resolve relative paths to absolute paths relative to CWD, matching Node.js behavior
+                    const custom_dir = if (!std.fs.path.isAbsolute(custom_utf8.slice()))
+                        ResolvePath.joinAbsString(
+                            r.fs.top_level_dir,
+                            &.{custom_utf8.slice()},
+                            .auto,
+                        )
+                    else
+                        custom_utf8.slice();
+
+                    switch (r.checkPackagePath(custom_dir, import_path, kind, global_cache)) {
                         .success => |res| return .{ .success = res },
                         .pending => |p| return .{ .pending = p },
                         .failure => |p| return .{ .failure = p },
diff --git a/test/regression/issue/14911.test.ts b/test/regression/issue/14911.test.ts
new file mode 100644
index 0000000000..dfbb1ef01c
--- /dev/null
+++ b/test/regression/issue/14911.test.ts
@@ -0,0 +1,99 @@
+// Test for https://github.com/oven-sh/bun/issues/14911
+// require.resolve with relative paths in the `paths` option should not panic
+import { expect, test } from "bun:test";
+import { bunEnv, bunExe, tempDir } from "harness";
+
+test("require.resolve with relative path in paths option should not panic", async () => {
+  using dir = tempDir("issue-14911", {
+    "libs/node_modules/barcode-svg/package.json": JSON.stringify({
+      name: "barcode-svg",
+      main: "index.js",
+    }),
+    "libs/node_modules/barcode-svg/index.js": "module.exports = { test: true };",
+    "test.js": `
+      try {
+        // When using relative paths in the 'paths' option, Node.js treats them
+        // as starting directories and searches for node_modules from there.
+        // This was causing a panic on Windows: "cannot resolve DirInfo for non-absolute path"
+        const resolved = require.resolve('barcode-svg', { paths: ['libs'] });
+        console.log('RESOLVED:', resolved);
+
+        // Verify it resolved successfully
+        if (!resolved.includes('barcode-svg')) {
+          console.log('ERROR: Did not resolve barcode-svg');
+          process.exit(1);
+        }
+
+        console.log('SUCCESS');
+      } catch (err) {
+        console.log('ERROR:', err.message);
+        process.exit(1);
+      }
+    `,
+  });
+
+  await using proc = Bun.spawn({
+    cmd: [bunExe(), "test.js"],
+    cwd: String(dir),
+    env: bunEnv,
+    stdout: "pipe",
+    stderr: "pipe",
+  });
+
+  const [stdout, stderr, exitCode] = await Promise.all([proc.stdout.text(), proc.stderr.text(), proc.exited]);
+
+  // Should not panic with "cannot resolve DirInfo for non-absolute path"
+  expect(stderr).not.toContain("panic");
+  expect(stderr).not.toContain("cannot resolve DirInfo for non-absolute path");
+  expect(stdout).toContain("SUCCESS");
+  expect(exitCode).toBe(0);
+});
+
+test("require.resolve with multiple relative paths in paths option", async () => {
+  using dir = tempDir("issue-14911-multiple", {
+    "dir1/node_modules/pkg1/package.json": JSON.stringify({
+      name: "pkg1",
+      main: "index.js",
+    }),
+    "dir1/node_modules/pkg1/index.js": "module.exports = { pkg1: true };",
+    "dir2/node_modules/pkg2/package.json": JSON.stringify({
+      name: "pkg2",
+      main: "index.js",
+    }),
+    "dir2/node_modules/pkg2/index.js": "module.exports = { pkg2: true };",
+    "test.js": `
+      try {
+        // Test with multiple relative paths - they should all be converted to absolute
+        const resolved1 = require.resolve('pkg1', { paths: ['dir1', 'dir2'] });
+        console.log('RESOLVED1:', resolved1);
+
+        const resolved2 = require.resolve('pkg2', { paths: ['dir1', 'dir2'] });
+        console.log('RESOLVED2:', resolved2);
+
+        if (!resolved1.includes('pkg1') || !resolved2.includes('pkg2')) {
+          console.log('ERROR: Paths did not resolve correctly');
+          process.exit(1);
+        }
+
+        console.log('SUCCESS');
+      } catch (err) {
+        console.log('ERROR:', err.message);
+        process.exit(1);
+      }
+    `,
+  });
+
+  await using proc = Bun.spawn({
+    cmd: [bunExe(), "test.js"],
+    cwd: String(dir),
+    env: bunEnv,
+    stdout: "pipe",
+    stderr: "pipe",
+  });
+
+  const [stdout, stderr, exitCode] = await Promise.all([proc.stdout.text(), proc.stderr.text(), proc.exited]);
+
+  expect(stderr).not.toContain("panic");
+  expect(stdout).toContain("SUCCESS");
+  expect(exitCode).toBe(0);
+});