diff --git a/server/scanner/AudioFileScanner.js b/server/scanner/AudioFileScanner.js
index 3c364c1066..6c808aaa1c 100644
--- a/server/scanner/AudioFileScanner.js
+++ b/server/scanner/AudioFileScanner.js
@@ -133,8 +133,8 @@ class AudioFileScanner {
 
     // Look for disc number in folder path e.g. /Book Title/CD01/audiofile.mp3
     const pathdir = Path.dirname(path).split('/').pop()
-    if (pathdir && /^cd\d{1,3}$/i.test(pathdir)) {
-      const discFromFolder = Number(pathdir.replace(/cd/i, ''))
+    if (pathdir && /^(cd|dis[ck])\s*\d{1,3}$/i.test(pathdir)) {
+      const discFromFolder = Number(pathdir.replace(/^(cd|dis[ck])\s*/i, ''))
       if (!isNaN(discFromFolder) && discFromFolder !== null) discNumber = discFromFolder
     }
 
diff --git a/server/utils/scandir.js b/server/utils/scandir.js
index ff21e814f2..028a1022db 100644
--- a/server/utils/scandir.js
+++ b/server/utils/scandir.js
@@ -96,7 +96,7 @@ function groupFilesIntoLibraryItemPaths(mediaType, paths) {
           // This is the last directory, create group
           itemGroup[_path] = [Path.basename(path)]
           return
-        } else if (dirparts.length === 1 && /^cd\d{1,3}$/i.test(dirparts[0])) {
+        } else if (dirparts.length === 1 && /^(cd|dis[ck])\s*\d{1,3}$/i.test(dirparts[0])) {
           // Next directory is the last and is a CD dir, create group
           itemGroup[_path] = [Path.posix.join(dirparts[0], Path.basename(path))]
           return
@@ -179,7 +179,7 @@ function groupFileItemsIntoLibraryItemDirs(mediaType, fileItems, audiobooksOnly
           // This is the last directory, create group
           libraryItemGroup[_path] = [item.name]
           return
-        } else if (dirparts.length === 1 && /^cd\d{1,3}$/i.test(dirparts[0])) {
+        } else if (dirparts.length === 1 && /^(cd|dis[ck])\s*\d{1,3}$/i.test(dirparts[0])) {
           // Next directory is the last and is a CD dir, create group
           libraryItemGroup[_path] = [Path.posix.join(dirparts[0], item.name)]
           return
diff --git a/test/server/utils/scandir.test.js b/test/server/utils/scandir.test.js
new file mode 100644
index 0000000000..a5ff6ae0ec
--- /dev/null
+++ b/test/server/utils/scandir.test.js
@@ -0,0 +1,52 @@
+const Path = require('path')
+const chai = require('chai')
+const expect = chai.expect
+const scanUtils = require('../../../server/utils/scandir')
+
+describe('scanUtils', async () => {
+  it('should properly group files into potential book library items', async () => {
+    global.isWin = process.platform === 'win32'
+    global.ServerSettings = {
+      scannerParseSubtitle: true
+    }
+
+    const filePaths = [
+      'randomfile.txt', // Should be ignored because it's not a book media file
+      'Book1.m4b', // Root single file audiobook
+      'Book2/audiofile.m4b',
+      'Book2/disk 001/audiofile.m4b',
+      'Book2/disk 002/audiofile.m4b',
+      'Author/Book3/audiofile.mp3',
+      'Author/Book3/Disc 1/audiofile.mp3',
+      'Author/Book3/Disc 2/audiofile.mp3',
+      'Author/Series/Book4/cover.jpg',
+      'Author/Series/Book4/CD1/audiofile.mp3',
+      'Author/Series/Book4/CD2/audiofile.mp3',
+      'Author/Series2/Book5/deeply/nested/cd 01/audiofile.mp3',
+      'Author/Series2/Book5/deeply/nested/cd 02/audiofile.mp3',
+      'Author/Series2/Book5/randomfile.js' // Should be ignored because it's not a book media file
+    ]
+
+    // Create fileItems to match the format of fileUtils.recurseFiles
+    const fileItems = []
+    for (const filePath of filePaths) {
+      const dirname = Path.dirname(filePath)
+      fileItems.push({
+        name: Path.basename(filePath),
+        reldirpath: dirname === '.' ? '' : dirname,
+        extension: Path.extname(filePath),
+        deep: filePath.split('/').length - 1
+      })
+    }
+
+    const libraryItemGrouping = scanUtils.groupFileItemsIntoLibraryItemDirs('book', fileItems, false)
+
+    expect(libraryItemGrouping).to.deep.equal({
+      'Book1.m4b': 'Book1.m4b',
+      Book2: ['audiofile.m4b', 'disk 001/audiofile.m4b', 'disk 002/audiofile.m4b'],
+      'Author/Book3': ['audiofile.mp3', 'Disc 1/audiofile.mp3', 'Disc 2/audiofile.mp3'],
+      'Author/Series/Book4': ['CD1/audiofile.mp3', 'CD2/audiofile.mp3', 'cover.jpg'],
+      'Author/Series2/Book5/deeply/nested': ['cd 01/audiofile.mp3', 'cd 02/audiofile.mp3']
+    })
+  })
+})