diff --git a/internal/fnmatch/fnmatch.go b/internal/fnmatch/fnmatch.go
index 0147be886..398930455 100644
--- a/internal/fnmatch/fnmatch.go
+++ b/internal/fnmatch/fnmatch.go
@@ -38,9 +38,10 @@ func Convert(pattern string, flags int) (*regexp.Regexp, error) {
 		}
 	}
 
-	// Support case insensitive ignores
-	ignore := strings.TrimPrefix(pattern, "(?i)")
-	if ignore != pattern {
+	// Support case insensitive ignores. We do the loop because we may in some
+	// circumstances end up with multiple insensitivity prefixes
+	// ("(?i)(?i)foo"), which should be accepted.
+	for ignore := strings.TrimPrefix(pattern, "(?i)"); ignore != pattern; ignore = strings.TrimPrefix(pattern, "(?i)") {
 		flags |= CaseFold
 		pattern = ignore
 	}
diff --git a/internal/fnmatch/fnmatch_test.go b/internal/fnmatch/fnmatch_test.go
index 86372dcb2..10f989090 100644
--- a/internal/fnmatch/fnmatch_test.go
+++ b/internal/fnmatch/fnmatch_test.go
@@ -54,6 +54,7 @@ var testcases = []testcase{
 
 	{"foo.txt", "foo.TXT", CaseFold, true},
 	{"(?i)foo.txt", "foo.TXT", 0, true},
+	{"(?i)(?i)foo.txt", "foo.TXT", 0, true}, // repeated prefix should be fine
 	{"(?i)**foo.txt", "/dev/tmp/foo.TXT", 0, true},
 	{"(?i)!**foo.txt", "/dev/tmp/foo.TXT", 0, false},