diff --git a/packages/glob/__tests__/internal-pattern-helper.test.ts b/packages/glob/__tests__/internal-pattern-helper.test.ts
index 1d60f6b3b4..d95aa25f65 100644
--- a/packages/glob/__tests__/internal-pattern-helper.test.ts
+++ b/packages/glob/__tests__/internal-pattern-helper.test.ts
@@ -128,6 +128,36 @@ describe('pattern-helper', () => {
     ])
   })
 
+  it('matches when itemPath uses Windows separators', () => {
+    if (!IS_WINDOWS) return
+    const root = 'C\\\\'
+    const patterns = [
+      `${root}**/*.proj`,
+      `${root}**/README.txt`,
+      `!${root}**/solution2/**`,
+      `${root}**/*.sln`,
+      `!${root}**/proj2/README.txt`
+    ].map(x => new Pattern(x))
+    expect(
+      patternHelper.match(
+        patterns,
+        path.join(root, 'solution1', 'proj1', 'proj1.proj')
+      )
+    ).toBe(MatchKind.All)
+    expect(
+      patternHelper.match(
+        patterns,
+        path.join(root, 'solution1', 'proj2', 'README.txt')
+      )
+    ).toBe(MatchKind.All)
+    expect(
+      patternHelper.match(
+        patterns,
+        path.join(root, 'solution2', 'proj1', 'README.txt')
+      )
+    ).toBe(MatchKind.None)
+  })
+
   it('partialMatch skips negate patterns', () => {
     const root = IS_WINDOWS ? 'C:\\' : '/'
     const patterns = [
diff --git a/packages/glob/__tests__/internal-pattern.test.ts b/packages/glob/__tests__/internal-pattern.test.ts
index 8a9ecc85cb..33325f0803 100644
--- a/packages/glob/__tests__/internal-pattern.test.ts
+++ b/packages/glob/__tests__/internal-pattern.test.ts
@@ -101,6 +101,17 @@ describe('pattern', () => {
     )
   })
 
+  it('matches when itemPath uses Windows separators', () => {
+    if (!IS_WINDOWS) return
+    const root = 'C\\\\'
+    const pattern = new Pattern(`${root}Foo/**/Baz`)
+    // itemPath uses '\\' separators; toMinimatchPath should normalize
+    expect(pattern.match(path.join(root, 'Foo', 'Baz'))).toBe(MatchKind.All)
+    expect(pattern.match(path.join(root, 'Foo', 'bar', 'bAZ'))).toBe(
+      MatchKind.All
+    )
+  })
+
   it('is case insensitive partial match on Windows', () => {
     const root = IS_WINDOWS ? 'C:\\' : '/'
     const pattern = new Pattern(`${root}Foo/Bar/**/Baz`)
diff --git a/packages/glob/src/internal-path-helper.ts b/packages/glob/src/internal-path-helper.ts
index 0931bd2cd0..fe1bd18b06 100644
--- a/packages/glob/src/internal-path-helper.ts
+++ b/packages/glob/src/internal-path-helper.ts
@@ -204,3 +204,13 @@ export function safeTrimTrailingSeparator(p: string): string {
   // Otherwise trim trailing slash
   return p.substr(0, p.length - 1)
 }
+
+/**
+ * Converts a filesystem path to a Minimatch-friendly path.
+ * Minimatch operates on POSIX-style '/' separators across platforms.
+ * On Windows, convert '\\' to '/'. Otherwise, return the path unchanged.
+ */
+export function toMinimatchPath(p: string): string {
+  if (!p) return ''
+  return IS_WINDOWS ? p.replace(/\\/g, '/') : p
+}
diff --git a/packages/glob/src/internal-pattern.ts b/packages/glob/src/internal-pattern.ts
index e1dbbda843..90a10e5e4d 100644
--- a/packages/glob/src/internal-pattern.ts
+++ b/packages/glob/src/internal-pattern.ts
@@ -130,8 +130,9 @@ export class Pattern {
       noext: true,
       nonegate: true
     }
-    pattern = IS_WINDOWS ? pattern.replace(/\\/g, '/') : pattern
-    this.minimatch = new Minimatch(pattern, minimatchOptions)
+    // Convert to a Minimatch-friendly form using POSIX separators
+    const minimatchPattern = pathHelper.toMinimatchPath(pattern)
+    this.minimatch = new Minimatch(minimatchPattern, minimatchOptions)
   }
 
   /**
@@ -156,8 +157,11 @@ export class Pattern {
       itemPath = pathHelper.safeTrimTrailingSeparator(itemPath)
     }
 
+    // Convert to a Minimatch-friendly form using POSIX separators
+    const itemPathForMatch = pathHelper.toMinimatchPath(itemPath)
+
     // Match
-    if (this.minimatch.match(itemPath)) {
+    if (this.minimatch.match(itemPathForMatch)) {
       return this.trailingSeparator ? MatchKind.Directory : MatchKind.All
     }
 
@@ -176,8 +180,9 @@ export class Pattern {
       return this.rootRegExp.test(itemPath)
     }
 
+    const mmItem = pathHelper.toMinimatchPath(itemPath)
     return this.minimatch.matchOne(
-      itemPath.split(IS_WINDOWS ? /\\+/ : /\/+/),
+      mmItem.split(/\/+/),
       this.minimatch.set[0],
       true
     )