diff --git a/.chloggen/error-filelog-windows-operator.yaml b/.chloggen/error-filelog-windows-operator.yaml
new file mode 100644
index 000000000000..8eb79a9b6abf
--- /dev/null
+++ b/.chloggen/error-filelog-windows-operator.yaml
@@ -0,0 +1,27 @@
+# Use this changelog template to create an entry for release notes.
+
+# One of 'breaking', 'deprecation', 'new_component', 'enhancement', 'bug_fix'
+change_type: bug_fix
+
+# The name of the component, or a single word describing the area of concern, (e.g. filelogreceiver)
+component: filelogreceiver
+
+# A brief description of the change.  Surround your text with quotes ("") if it needs to start with a backtick (`).
+note: Supports `add_metadata_from_filepath` for Windows filepaths
+
+# Mandatory: One or more tracking issues related to the change. You can use the PR number here if no issue exists.
+issues: [35558]
+
+# (Optional) One or more lines of additional information to render under the primary note.
+# These lines will be padded with 2 spaces and then inserted directly into the document.
+# Use pipe (|) for multiline entries.
+subtext:
+
+# If your change doesn't affect end users or the exported elements of any package,
+# you should instead start your pull request title with [chore] or use the "Skip Changelog" label.
+# Optional: The change log or logs in which this entry should be included.
+# e.g. '[user]' or '[user, api]'
+# Include 'user' if the change is relevant to end users.
+# Include 'api' if there is a change to a library API.
+# Default: '[user]'
+change_logs: []
diff --git a/pkg/stanza/operator/parser/container/parser.go b/pkg/stanza/operator/parser/container/parser.go
index ebeb18644005..5c33005435f4 100644
--- a/pkg/stanza/operator/parser/container/parser.go
+++ b/pkg/stanza/operator/parser/container/parser.go
@@ -28,7 +28,7 @@ const recombineInternalID = "recombine_container_internal"
 const dockerPattern = "^\\{"
 const crioPattern = "^(?P<time>[^ Z]+) (?P<stream>stdout|stderr) (?P<logtag>[^ ]*) ?(?P<log>.*)$"
 const containerdPattern = "^(?P<time>[^ ^Z]+Z) (?P<stream>stdout|stderr) (?P<logtag>[^ ]*) ?(?P<log>.*)$"
-const logpathPattern = "^.*\\/(?P<namespace>[^_]+)_(?P<pod_name>[^_]+)_(?P<uid>[a-f0-9\\-]+)\\/(?P<container_name>[^\\._]+)\\/(?P<restart_count>\\d+)\\.log$"
+const logpathPattern = "^.*(\\/|\\\\)(?P<namespace>[^_]+)_(?P<pod_name>[^_]+)_(?P<uid>[a-f0-9\\-]+)(\\/|\\\\)(?P<container_name>[^\\._]+)(\\/|\\\\)(?P<restart_count>\\d+)\\.log$"
 const logPathField = "log.file.path"
 const crioTimeLayout = "2006-01-02T15:04:05.999999999Z07:00"
 const goTimeLayout = "2006-01-02T15:04:05.999Z"
diff --git a/pkg/stanza/operator/parser/container/parser_test.go b/pkg/stanza/operator/parser/container/parser_test.go
index 44c430ce4cfc..9c684e74d31a 100644
--- a/pkg/stanza/operator/parser/container/parser_test.go
+++ b/pkg/stanza/operator/parser/container/parser_test.go
@@ -339,6 +339,47 @@ func TestRecombineProcess(t *testing.T) {
 				},
 			},
 		},
+		{
+			"containerd_multiple_with_auto_detection_and_metadata_from_file_path_windows",
+			func() (operator.Operator, error) {
+				cfg := NewConfigWithID("test_id")
+				cfg.AddMetadataFromFilePath = true
+				set := componenttest.NewNopTelemetrySettings()
+				return cfg.Build(set)
+			},
+			[]*entry.Entry{
+				{
+					Body: `2024-04-13T07:59:37.505201169Z stdout P standalone containerd line which i`,
+					Attributes: map[string]any{
+						"log.file.path": "C:\\var\\log\\pods\\some_kube-scheduler-kind-control-plane_49cc7c1fd3702c40b2686ea7486091d3\\kube-scheduler44\\1.log",
+					},
+				},
+				{
+					Body: `2024-04-13T07:59:37.505201169Z stdout F s awesome!`,
+					Attributes: map[string]any{
+						"log.file.path": "C:\\var\\log\\pods\\some_kube-scheduler-kind-control-plane_49cc7c1fd3702c40b2686ea7486091d3\\kube-scheduler44\\1.log",
+					},
+				},
+			},
+			[]*entry.Entry{
+				{
+					Attributes: map[string]any{
+						"log.iostream":  "stdout",
+						"logtag":        "P",
+						"log.file.path": "C:\\var\\log\\pods\\some_kube-scheduler-kind-control-plane_49cc7c1fd3702c40b2686ea7486091d3\\kube-scheduler44\\1.log",
+					},
+					Body: "standalone containerd line which is awesome!",
+					Resource: map[string]any{
+						"k8s.pod.name":                "kube-scheduler-kind-control-plane",
+						"k8s.pod.uid":                 "49cc7c1fd3702c40b2686ea7486091d3",
+						"k8s.container.name":          "kube-scheduler44",
+						"k8s.container.restart_count": "1",
+						"k8s.namespace.name":          "some",
+					},
+					Timestamp: time.Date(2024, time.April, 13, 7, 59, 37, 505201169, time.UTC),
+				},
+			},
+		},
 	}
 
 	for _, tc := range cases {