diff --git a/color_test.go b/color_test.go
index 846cd9b..a09cc06 100644
--- a/color_test.go
+++ b/color_test.go
@@ -1,7 +1,12 @@
 package zenity_test
 
 import (
+	"context"
+	"errors"
 	"image/color"
+	"os"
+	"testing"
+	"time"
 
 	"github.com/ncruces/zenity"
 )
@@ -18,3 +23,24 @@ func ExampleSelectColor_palette() {
 		zenity.Color(color.NRGBA{R: 0x66, G: 0x33, B: 0x99, A: 0xff}))
 	// Output:
 }
+
+func TestSelectColorTimeout(t *testing.T) {
+	ctx, cancel := context.WithTimeout(context.Background(), time.Second/10)
+
+	_, err := zenity.SelectColor(zenity.Context(ctx))
+	if !os.IsTimeout(err) {
+		t.Error("did not timeout", err)
+	}
+
+	cancel()
+}
+
+func TestSelectColorCancel(t *testing.T) {
+	ctx, cancel := context.WithCancel(context.Background())
+	cancel()
+
+	_, err := zenity.SelectColor(zenity.Context(ctx))
+	if !errors.Is(err, context.Canceled) {
+		t.Error("not canceled", err)
+	}
+}
diff --git a/file_test.go b/file_test.go
index 502ac15..6756ffc 100644
--- a/file_test.go
+++ b/file_test.go
@@ -1,6 +1,14 @@
 package zenity_test
 
-import "github.com/ncruces/zenity"
+import (
+	"context"
+	"errors"
+	"os"
+	"testing"
+	"time"
+
+	"github.com/ncruces/zenity"
+)
 
 const defaultPath = ""
 const defaultName = ""
@@ -52,3 +60,44 @@ func ExampleSelectFileMutiple_directory() {
 		zenity.Directory())
 	// Output:
 }
+
+var fileFuncs = []func(...zenity.Option) (string, error){
+	zenity.SelectFile,
+	zenity.SelectFileSave,
+	func(o ...zenity.Option) (string, error) {
+		return zenity.SelectFile(append(o, zenity.Directory())...)
+	},
+	func(o ...zenity.Option) (string, error) {
+		_, err := zenity.SelectFileMutiple(append(o, zenity.Directory())...)
+		return "", err
+	},
+	func(o ...zenity.Option) (string, error) {
+		_, err := zenity.SelectFileMutiple(o...)
+		return "", err
+	},
+}
+
+func TestFileTimeout(t *testing.T) {
+	for _, f := range fileFuncs {
+		ctx, cancel := context.WithTimeout(context.Background(), time.Second/10)
+
+		_, err := f(zenity.Context(ctx))
+		if !os.IsTimeout(err) {
+			t.Error("did not timeout", err)
+		}
+
+		cancel()
+	}
+}
+
+func TestFileCancel(t *testing.T) {
+	ctx, cancel := context.WithCancel(context.Background())
+	cancel()
+
+	for _, f := range fileFuncs {
+		_, err := f(zenity.Context(ctx))
+		if !errors.Is(err, context.Canceled) {
+			t.Error("not canceled", err)
+		}
+	}
+}
diff --git a/internal/zenutil/run_darwin.go b/internal/zenutil/run_darwin.go
index 2dbd97a..7d02df4 100644
--- a/internal/zenutil/run_darwin.go
+++ b/internal/zenutil/run_darwin.go
@@ -33,7 +33,11 @@ func Run(ctx context.Context, script string, data interface{}) ([]byte, error) {
 	if ctx != nil {
 		cmd := exec.CommandContext(ctx, "osascript", "-l", lang)
 		cmd.Stdin = strings.NewReader(script)
-		return cmd.Output()
+		out, err := cmd.Output()
+		if ctx.Err() != nil {
+			err = ctx.Err()
+		}
+		return out, err
 	}
 	cmd := exec.Command("osascript", "-l", lang)
 	cmd.Stdin = strings.NewReader(script)
diff --git a/internal/zenutil/run_unix.go b/internal/zenutil/run_unix.go
index 5420868..43c7f92 100644
--- a/internal/zenutil/run_unix.go
+++ b/internal/zenutil/run_unix.go
@@ -31,7 +31,11 @@ func Run(ctx context.Context, args []string) ([]byte, error) {
 	}
 
 	if ctx != nil {
-		return exec.CommandContext(ctx, tool, args...).Output()
+		out, err := exec.CommandContext(ctx, tool, args...).Output()
+		if ctx.Err() != nil {
+			err = ctx.Err()
+		}
+		return out, err
 	}
 	return exec.Command(tool, args...).Output()
 }
diff --git a/msg_test.go b/msg_test.go
index d7bc350..d0c980f 100644
--- a/msg_test.go
+++ b/msg_test.go
@@ -1,6 +1,14 @@
 package zenity_test
 
-import "github.com/ncruces/zenity"
+import (
+	"context"
+	"errors"
+	"os"
+	"testing"
+	"time"
+
+	"github.com/ncruces/zenity"
+)
 
 func ExampleError() {
 	zenity.Error("An error has occurred.",
@@ -29,3 +37,35 @@ func ExampleQuestion() {
 		zenity.Icon(zenity.QuestionIcon))
 	// Output:
 }
+
+var msgFuncs = []func(string, ...zenity.Option) (bool, error){
+	zenity.Error,
+	zenity.Info,
+	zenity.Warning,
+	zenity.Question,
+}
+
+func TestMessageTimeout(t *testing.T) {
+	for _, f := range msgFuncs {
+		ctx, cancel := context.WithTimeout(context.Background(), time.Second/10)
+
+		_, err := f("text", zenity.Context(ctx))
+		if !os.IsTimeout(err) {
+			t.Error("did not timeout", err)
+		}
+
+		cancel()
+	}
+}
+
+func TestMessageCancel(t *testing.T) {
+	ctx, cancel := context.WithCancel(context.Background())
+	cancel()
+
+	for _, f := range msgFuncs {
+		_, err := f("text", zenity.Context(ctx))
+		if !errors.Is(err, context.Canceled) {
+			t.Error("not canceled", err)
+		}
+	}
+}
diff --git a/notify_test.go b/notify_test.go
index 1c88f36..41959b3 100644
--- a/notify_test.go
+++ b/notify_test.go
@@ -1,6 +1,12 @@
 package zenity_test
 
-import "github.com/ncruces/zenity"
+import (
+	"context"
+	"errors"
+	"testing"
+
+	"github.com/ncruces/zenity"
+)
 
 func ExampleNotify() {
 	zenity.Notify("There are system updates necessary!",
@@ -8,3 +14,13 @@ func ExampleNotify() {
 		zenity.Icon(zenity.InfoIcon))
 	// Output:
 }
+
+func TestNotifyCancel(t *testing.T) {
+	ctx, cancel := context.WithCancel(context.Background())
+	cancel()
+
+	err := zenity.Notify("text", zenity.Context(ctx))
+	if !errors.Is(err, context.Canceled) {
+		t.Error("not canceled", err)
+	}
+}