diff --git a/CHANGELOG.md b/CHANGELOG.md
index 2d0ff1a91..92431a156 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -17,6 +17,7 @@ This change log adheres to standards from [Keep a CHANGELOG](https://keepachange
 - [`no-cycle`]: use scc algorithm to optimize ([#2998], thanks [@soryy708])
 - [`no-duplicates`]: Removing duplicates breaks in TypeScript ([#3033], thanks [@yesl-kim])
 - [`newline-after-import`]: fix considerComments option when require ([#2952], thanks [@developer-bandi])
+- [`order`]: do not compare first path segment for relative paths ([#2682]) ([#2885], thanks [@mihkeleidast])
 
 ### Changed
 - [Docs] `no-extraneous-dependencies`: Make glob pattern description more explicit ([#2944], thanks [@mulztob])
@@ -1141,6 +1142,7 @@ for info on changes for earlier releases.
 [#2944]: https://github.com/import-js/eslint-plugin-import/pull/2944
 [#2942]: https://github.com/import-js/eslint-plugin-import/pull/2942
 [#2919]: https://github.com/import-js/eslint-plugin-import/pull/2919
+[#2885]: https://github.com/import-js/eslint-plugin-import/pull/2885
 [#2884]: https://github.com/import-js/eslint-plugin-import/pull/2884
 [#2866]: https://github.com/import-js/eslint-plugin-import/pull/2866
 [#2854]: https://github.com/import-js/eslint-plugin-import/pull/2854
@@ -1486,6 +1488,7 @@ for info on changes for earlier releases.
 [#2930]: https://github.com/import-js/eslint-plugin-import/issues/2930
 [#2687]: https://github.com/import-js/eslint-plugin-import/issues/2687
 [#2684]: https://github.com/import-js/eslint-plugin-import/issues/2684
+[#2682]: https://github.com/import-js/eslint-plugin-import/issues/2682
 [#2674]: https://github.com/import-js/eslint-plugin-import/issues/2674
 [#2668]: https://github.com/import-js/eslint-plugin-import/issues/2668
 [#2666]: https://github.com/import-js/eslint-plugin-import/issues/2666
@@ -1880,6 +1883,7 @@ for info on changes for earlier releases.
 [@mgwalker]: https://github.com/mgwalker
 [@mhmadhamster]: https://github.com/MhMadHamster
 [@michaelfaith]: https://github.com/michaelfaith
+[@mihkeleidast]: https://github.com/mihkeleidast
 [@MikeyBeLike]: https://github.com/MikeyBeLike
 [@minervabot]: https://github.com/minervabot
 [@mpint]: https://github.com/mpint
diff --git a/src/rules/order.js b/src/rules/order.js
index 7071513bf..1b25273c6 100644
--- a/src/rules/order.js
+++ b/src/rules/order.js
@@ -302,6 +302,12 @@ function getSorter(alphabetizeOptions) {
       const b = B.length;
 
       for (let i = 0; i < Math.min(a, b); i++) {
+        // Skip comparing the first path segment, if they are relative segments for both imports
+        if (i === 0 && ((A[i] === '.' || A[i] === '..') && (B[i] === '.' || B[i] === '..'))) {
+          // If one is sibling and the other parent import, no need to compare at all, since the paths belong in different groups
+          if (A[i] !== B[i]) { break; }
+          continue;
+        }
         result = compareString(A[i], B[i]);
         if (result) { break; }
       }
diff --git a/tests/src/rules/order.js b/tests/src/rules/order.js
index a6a8735a6..c2d659f83 100644
--- a/tests/src/rules/order.js
+++ b/tests/src/rules/order.js
@@ -169,6 +169,34 @@ ruleTester.run('order', rule, {
         ['sibling', 'parent', 'external'],
       ] }],
     }),
+    // Grouping import types and alphabetize
+    test({
+      code: `
+        import async from 'async';
+        import fs from 'fs';
+        import path from 'path';
+
+        import index from '.';
+        import relParent3 from '../';
+        import relParent1 from '../foo';
+        import sibling from './foo';
+      `,
+      options: [{ groups: [
+        ['builtin', 'external'],
+      ], alphabetize: { order: 'asc', caseInsensitive: true } }],
+    }),
+    test({
+      code: `
+      import { fooz } from '../baz.js'
+      import { foo } from './bar.js'
+      `,
+      options: [{
+        alphabetize: { order: 'asc', caseInsensitive: true },
+        groups: ['builtin', 'external', 'internal', ['parent', 'sibling', 'index'], 'object'],
+        'newlines-between': 'always',
+        warnOnUnassignedImports: true,
+      }],
+    }),
     // Omitted types should implicitly be considered as the last type
     test({
       code: `