diff --git a/args_test.go b/args_test.go
index 7b0a727216..983ed5d06a 100644
--- a/args_test.go
+++ b/args_test.go
@@ -68,7 +68,7 @@ func TestArgumentsSubcommand(t *testing.T) {
 					Max:         1,
 					Destination: &tval,
 					Config: TimestampConfig{
-						Layout: time.RFC3339,
+						Layouts: []string{time.RFC3339},
 					},
 				},
 				&StringArg{
diff --git a/command_test.go b/command_test.go
index 6a38816046..b8ed27f97d 100644
--- a/command_test.go
+++ b/command_test.go
@@ -2490,6 +2490,7 @@ func TestSetupInitializesOnlyNilWriters(t *testing.T) {
 }
 
 func TestFlagAction(t *testing.T) {
+	now := time.Now().UTC().Truncate(time.Minute)
 	testCases := []struct {
 		name string
 		args []string
@@ -2578,8 +2579,8 @@ func TestFlagAction(t *testing.T) {
 		},
 		{
 			name: "flag_timestamp",
-			args: []string{"app", "--f_timestamp", "2022-05-01 02:26:20"},
-			exp:  "2022-05-01T02:26:20Z ",
+			args: []string{"app", "--f_timestamp", now.Format(time.DateTime)},
+			exp:  now.UTC().Format(time.RFC3339) + " ",
 		},
 		{
 			name: "flag_timestamp_error",
@@ -2738,12 +2739,14 @@ func TestFlagAction(t *testing.T) {
 					&TimestampFlag{
 						Name: "f_timestamp",
 						Config: TimestampConfig{
-							Layout: "2006-01-02 15:04:05",
+							Timezone: time.UTC,
+							Layouts:  []string{time.DateTime},
 						},
 						Action: func(_ context.Context, cmd *Command, v time.Time) error {
 							if v.IsZero() {
 								return fmt.Errorf("zero timestamp")
 							}
+
 							_, err := cmd.Root().Writer.Write([]byte(v.Format(time.RFC3339) + " "))
 							return err
 						},
diff --git a/docs/v3/examples/timestamp-flag.md b/docs/v3/examples/timestamp-flag.md
index 7180824af6..0513977949 100644
--- a/docs/v3/examples/timestamp-flag.md
+++ b/docs/v3/examples/timestamp-flag.md
@@ -28,7 +28,12 @@ import (
 func main() {
 	cmd := &cli.Command{
 		Flags: []cli.Flag{
-			&cli.TimestampFlag{Name: "meeting", Config: cli.TimestampConfig{Layout: "2006-01-02T15:04:05"}},
+			&cli.TimestampFlag{
+				Name: "meeting", 
+				Config: cli.TimestampConfig{
+					Layouts: []string{"2006-01-02T15:04:05"},
+				},
+			},
 		},
 		Action: func(ctx context.Context, cmd *cli.Command) error {
 			fmt.Printf("%s", cmd.Timestamp("meeting").String())
@@ -54,7 +59,13 @@ change behavior, a default timezone can be provided with flag definition:
 ```go
 cmd := &cli.Command{
 	Flags: []cli.Flag{
-		&cli.TimestampFlag{Name: "meeting", Config: cli.TimestampConfig{Layout: "2006-01-02T15:04:05", Timezone: time.Local}},
+		&cli.TimestampFlag{
+			Name: "meeting",
+			Config: cli.TimestampConfig{
+				Timezone: time.Local,
+				AvailableLayouts: []string{"2006-01-02T15:04:05"},
+			},
+		},
 	},
 }
 ```
diff --git a/flag_test.go b/flag_test.go
index 052115c332..3b3ef5e768 100644
--- a/flag_test.go
+++ b/flag_test.go
@@ -2,11 +2,13 @@ package cli
 
 import (
 	"context"
+	"errors"
 	"flag"
 	"fmt"
 	"io"
 	"os"
 	"reflect"
+	"regexp"
 	"strings"
 	"testing"
 	"time"
@@ -2259,23 +2261,23 @@ func TestTimestamp_set(t *testing.T) {
 	ts := timestampValue{
 		timestamp:  nil,
 		hasBeenSet: false,
-		layout:     "Jan 2, 2006 at 3:04pm (MST)",
+		layouts:    []string{"Jan 2, 2006 at 3:04pm (MST)"},
 	}
 
 	time1 := "Feb 3, 2013 at 7:54pm (PST)"
-	require.NoError(t, ts.Set(time1), "Failed to parse time %s with layout %s", time1, ts.layout)
+	require.NoError(t, ts.Set(time1), "Failed to parse time %s with layouts %v", time1, ts.layouts)
 	require.True(t, ts.hasBeenSet, "hasBeenSet is not true after setting a time")
 
 	ts.hasBeenSet = false
-	ts.layout = time.RFC3339
+	ts.layouts = []string{time.RFC3339}
 	time2 := "2006-01-02T15:04:05Z"
-	require.NoError(t, ts.Set(time2), "Failed to parse time %s with layout %s", time2, ts.layout)
+	require.NoError(t, ts.Set(time2), "Failed to parse time %s with layout %v", time2, ts.layouts)
 	require.True(t, ts.hasBeenSet, "hasBeenSet is not true after setting a time")
 }
 
-func TestTimestampFlagApply(t *testing.T) {
+func TestTimestampFlagApply_SingleFormat(t *testing.T) {
 	expectedResult, _ := time.Parse(time.RFC3339, "2006-01-02T15:04:05Z")
-	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layout: time.RFC3339}}
+	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layouts: []string{time.RFC3339}}}
 	set := flag.NewFlagSet("test", 0)
 	_ = fl.Apply(set)
 
@@ -2284,9 +2286,226 @@ func TestTimestampFlagApply(t *testing.T) {
 	assert.Equal(t, expectedResult, set.Lookup("time").Value.(flag.Getter).Get())
 }
 
+func TestTimestampFlagApply_MultipleFormats(t *testing.T) {
+	now := time.Now().UTC()
+
+	testCases := []struct {
+		caseName          string
+		layoutsPrecisions map[string]time.Duration
+		expRes            time.Time
+		expErrValidation  func(err error) (validation error)
+	}{
+		{
+			caseName: "all_valid_layouts",
+			layoutsPrecisions: map[string]time.Duration{
+				time.RFC3339:  time.Second,
+				time.DateTime: time.Second,
+				time.RFC1123:  time.Second,
+			},
+			expRes: now.Truncate(time.Second),
+		},
+		{
+			caseName: "one_invalid_layout",
+			layoutsPrecisions: map[string]time.Duration{
+				time.RFC3339:  time.Second,
+				time.DateTime: time.Second,
+				"foo":         0,
+			},
+			expRes: now.Truncate(time.Second),
+		},
+		{
+			caseName: "multiple_invalid_layouts",
+			layoutsPrecisions: map[string]time.Duration{
+				time.RFC3339:  time.Second,
+				"foo":         0,
+				time.DateTime: time.Second,
+				"bar":         0,
+			},
+			expRes: now.Truncate(time.Second),
+		},
+		{
+			caseName: "all_invalid_layouts",
+			layoutsPrecisions: map[string]time.Duration{
+				"foo":                      0,
+				"2024-08-07 74:01:82Z-100": 0,
+				"25:70":                    0,
+				"":                         0,
+			},
+			expErrValidation: func(err error) error {
+				if err == nil {
+					return errors.New("got nil err")
+				}
+
+				found := regexp.MustCompile(`(cannot parse ".+" as ".*")|(extra text: ".+")`).Match([]byte(err.Error()))
+				if !found {
+					return fmt.Errorf("given error does not satisfy pattern: %w", err)
+				}
+
+				return nil
+			},
+		},
+		{
+			caseName: "empty_layout",
+			layoutsPrecisions: map[string]time.Duration{
+				"": 0,
+			},
+			expErrValidation: func(err error) error {
+				if err == nil {
+					return errors.New("got nil err")
+				}
+
+				found := regexp.MustCompile(`extra text: ".+"`).Match([]byte(err.Error()))
+				if !found {
+					return fmt.Errorf("given error does not satisfy pattern: %w", err)
+				}
+
+				return nil
+			},
+		},
+		{
+			caseName: "nil_layouts_slice",
+			expErrValidation: func(err error) error {
+				if err == nil {
+					return errors.New("got nil err")
+				}
+
+				found := regexp.MustCompile(`got nil/empty layouts slice`).Match([]byte(err.Error()))
+				if !found {
+					return fmt.Errorf("given error does not satisfy pattern: %w", err)
+				}
+
+				return nil
+			},
+		},
+		{
+			caseName:          "empty_layouts_slice",
+			layoutsPrecisions: map[string]time.Duration{},
+			expErrValidation: func(err error) error {
+				if err == nil {
+					return errors.New("got nil err")
+				}
+
+				found := regexp.MustCompile(`got nil/empty layouts slice`).Match([]byte(err.Error()))
+				if !found {
+					return fmt.Errorf("given error does not satisfy pattern: %w", err)
+				}
+
+				return nil
+			},
+		},
+	}
+
+	// TODO: replace with maps.Keys() (go >= ), lo.Keys() if acceptable
+	getKeys := func(m map[string]time.Duration) []string {
+		if m == nil {
+			return nil
+		}
+
+		keys := make([]string, 0, len(m))
+		for k := range m {
+			keys = append(keys, k)
+		}
+		return keys
+	}
+
+	for idx := range testCases {
+		testCase := testCases[idx]
+		t.Run(testCase.caseName, func(t *testing.T) {
+			// t.Parallel()
+			fl := TimestampFlag{
+				Name: "time",
+				Config: TimestampConfig{
+					Layouts: getKeys(testCase.layoutsPrecisions),
+				},
+			}
+
+			set := flag.NewFlagSet("test", 0)
+			_ = fl.Apply(set)
+
+			if len(testCase.layoutsPrecisions) == 0 {
+				err := set.Parse([]string{"--time", now.Format(time.RFC3339)})
+				if testCase.expErrValidation != nil {
+					assert.NoError(t, testCase.expErrValidation(err))
+				}
+			}
+
+			validLayouts := make([]string, 0, len(testCase.layoutsPrecisions))
+			invalidLayouts := make([]string, 0, len(testCase.layoutsPrecisions))
+
+			// TODO: replace with lo.Filter if acceptable
+			for layout, prec := range testCase.layoutsPrecisions {
+				v, err := time.Parse(layout, now.Format(layout))
+				if err != nil || prec == 0 || now.Truncate(prec).UnixNano() != v.Truncate(prec).UnixNano() {
+					invalidLayouts = append(invalidLayouts, layout)
+					continue
+				}
+				validLayouts = append(validLayouts, layout)
+			}
+
+			for _, layout := range validLayouts {
+				err := set.Parse([]string{"--time", now.Format(layout)})
+				assert.NoError(t, err)
+				if !testCase.expRes.IsZero() {
+					assert.Equal(t, testCase.expRes, set.Lookup("time").Value.(flag.Getter).Get())
+				}
+			}
+
+			for range invalidLayouts {
+				err := set.Parse([]string{"--time", now.Format(time.RFC3339)})
+				if testCase.expErrValidation != nil {
+					assert.NoError(t, testCase.expErrValidation(err))
+				}
+			}
+		})
+	}
+}
+
+func TestTimestampFlagApply_ShortenedLayouts(t *testing.T) {
+	now := time.Now().UTC()
+
+	shortenedLayoutsPrecisions := map[string]time.Duration{
+		time.Kitchen:    time.Minute,
+		time.Stamp:      time.Second,
+		time.StampMilli: time.Millisecond,
+		time.StampMicro: time.Microsecond,
+		time.StampNano:  time.Nanosecond,
+		time.TimeOnly:   time.Second,
+		"15:04":         time.Minute,
+	}
+
+	// TODO: replace with maps.Keys() (go >= ), lo.Keys() if acceptable
+	getKeys := func(m map[string]time.Duration) []string {
+		if m == nil {
+			return nil
+		}
+
+		keys := make([]string, 0, len(m))
+		for k := range m {
+			keys = append(keys, k)
+		}
+		return keys
+	}
+
+	fl := TimestampFlag{
+		Name: "time",
+		Config: TimestampConfig{
+			Layouts: getKeys(shortenedLayoutsPrecisions),
+		},
+	}
+
+	set := flag.NewFlagSet("test", 0)
+	_ = fl.Apply(set)
+
+	for layout, prec := range shortenedLayoutsPrecisions {
+		err := set.Parse([]string{"--time", now.Format(layout)})
+		assert.NoError(t, err)
+		assert.Equal(t, now.Truncate(prec), set.Lookup("time").Value.(flag.Getter).Get())
+	}
+}
+
 func TestTimestampFlagApplyValue(t *testing.T) {
 	expectedResult, _ := time.Parse(time.RFC3339, "2006-01-02T15:04:05Z")
-	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layout: time.RFC3339}, Value: expectedResult}
+	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layouts: []string{time.RFC3339}}, Value: expectedResult}
 	set := flag.NewFlagSet("test", 0)
 	_ = fl.Apply(set)
 
@@ -2296,7 +2515,7 @@ func TestTimestampFlagApplyValue(t *testing.T) {
 }
 
 func TestTimestampFlagApply_Fail_Parse_Wrong_Layout(t *testing.T) {
-	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layout: "randomlayout"}}
+	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layouts: []string{"randomlayout"}}}
 	set := flag.NewFlagSet("test", 0)
 	set.SetOutput(io.Discard)
 	_ = fl.Apply(set)
@@ -2306,7 +2525,7 @@ func TestTimestampFlagApply_Fail_Parse_Wrong_Layout(t *testing.T) {
 }
 
 func TestTimestampFlagApply_Fail_Parse_Wrong_Time(t *testing.T) {
-	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layout: "Jan 2, 2006 at 3:04pm (MST)"}}
+	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layouts: []string{"Jan 2, 2006 at 3:04pm (MST)"}}}
 	set := flag.NewFlagSet("test", 0)
 	set.SetOutput(io.Discard)
 	_ = fl.Apply(set)
@@ -2318,7 +2537,7 @@ func TestTimestampFlagApply_Fail_Parse_Wrong_Time(t *testing.T) {
 func TestTimestampFlagApply_Timezoned(t *testing.T) {
 	pdt := time.FixedZone("PDT", -7*60*60)
 	expectedResult, _ := time.Parse(time.RFC3339, "2006-01-02T15:04:05Z")
-	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layout: time.ANSIC, Timezone: pdt}}
+	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layouts: []string{time.ANSIC}, Timezone: pdt}}
 	set := flag.NewFlagSet("test", 0)
 	_ = fl.Apply(set)
 
@@ -2519,7 +2738,7 @@ func TestFlagDefaultValueWithEnv(t *testing.T) {
 		},
 		{
 			name:    "timestamp",
-			flag:    &TimestampFlag{Name: "flag", Value: ts, Config: TimestampConfig{Layout: time.RFC3339}, Sources: EnvVars("tflag")},
+			flag:    &TimestampFlag{Name: "flag", Value: ts, Config: TimestampConfig{Layouts: []string{time.RFC3339}}, Sources: EnvVars("tflag")},
 			toParse: []string{"--flag", "2006-11-02T15:04:05Z"},
 			expect:  `--flag value	(default: 2005-01-02 15:04:05 +0000 UTC)` + withEnvHint([]string{"tflag"}, ""),
 			environ: map[string]string{
@@ -2603,7 +2822,7 @@ func TestFlagValue(t *testing.T) {
 func TestTimestampFlagApply_WithDestination(t *testing.T) {
 	var destination time.Time
 	expectedResult, _ := time.Parse(time.RFC3339, "2006-01-02T15:04:05Z")
-	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layout: time.RFC3339}, Destination: &destination}
+	fl := TimestampFlag{Name: "time", Aliases: []string{"t"}, Config: TimestampConfig{Layouts: []string{time.RFC3339}}, Destination: &destination}
 	set := flag.NewFlagSet("test", 0)
 	_ = fl.Apply(set)
 
diff --git a/flag_timestamp.go b/flag_timestamp.go
index d008080c1a..8b9dd16a09 100644
--- a/flag_timestamp.go
+++ b/flag_timestamp.go
@@ -1,6 +1,7 @@
 package cli
 
 import (
+	"errors"
 	"fmt"
 	"time"
 )
@@ -10,14 +11,19 @@ type TimestampFlag = FlagBase[time.Time, TimestampConfig, timestampValue]
 // TimestampConfig defines the config for timestamp flags
 type TimestampConfig struct {
 	Timezone *time.Location
-	Layout   string
+	// Available layouts for flag value.
+	//
+	// Note that value for formats with missing year/date will be interpreted as current year/date respectively.
+	//
+	// Read more about time layouts: https://pkg.go.dev/time#pkg-constants
+	Layouts []string
 }
 
 // timestampValue wrap to satisfy golang's flag interface.
 type timestampValue struct {
 	timestamp  *time.Time
 	hasBeenSet bool
-	layout     string
+	layouts    []string
 	location   *time.Location
 }
 
@@ -29,7 +35,7 @@ func (t timestampValue) Create(val time.Time, p *time.Time, c TimestampConfig) V
 	*p = val
 	return &timestampValue{
 		timestamp: p,
-		layout:    c.Layout,
+		layouts:   c.Layouts,
 		location:  c.Timezone,
 	}
 }
@@ -53,16 +59,65 @@ func (t *timestampValue) Set(value string) error {
 	var timestamp time.Time
 	var err error
 
-	if t.location != nil {
-		timestamp, err = time.ParseInLocation(t.layout, value, t.location)
-	} else {
-		timestamp, err = time.Parse(t.layout, value)
+	if t.location == nil {
+		t.location = time.UTC
+	}
+
+	if len(t.layouts) == 0 {
+		return errors.New("got nil/empty layouts slice")
+	}
+
+	for _, layout := range t.layouts {
+		var locErr error
+
+		timestamp, locErr = time.ParseInLocation(layout, value, t.location)
+		if locErr != nil {
+			if err == nil {
+				err = locErr
+				continue
+			}
+
+			err = newMultiError(err, locErr)
+			continue
+		}
+
+		err = nil
+		break
 	}
 
 	if err != nil {
 		return err
 	}
 
+	defaultTS, _ := time.ParseInLocation(time.TimeOnly, time.TimeOnly, timestamp.Location())
+
+	n := time.Now()
+
+	// If format is missing date (or year only), set it explicitly to current
+	if timestamp.Truncate(time.Hour*24).UnixNano() == defaultTS.Truncate(time.Hour*24).UnixNano() {
+		timestamp = time.Date(
+			n.Year(),
+			n.Month(),
+			n.Day(),
+			timestamp.Hour(),
+			timestamp.Minute(),
+			timestamp.Second(),
+			timestamp.Nanosecond(),
+			timestamp.Location(),
+		)
+	} else if timestamp.Year() == 0 {
+		timestamp = time.Date(
+			n.Year(),
+			timestamp.Month(),
+			timestamp.Day(),
+			timestamp.Hour(),
+			timestamp.Minute(),
+			timestamp.Second(),
+			timestamp.Nanosecond(),
+			timestamp.Location(),
+		)
+	}
+
 	if t.timestamp != nil {
 		*t.timestamp = timestamp
 	}
diff --git a/godoc-current.txt b/godoc-current.txt
index 68a439fdf1..7faf8b7cb7 100644
--- a/godoc-current.txt
+++ b/godoc-current.txt
@@ -941,7 +941,12 @@ type TimestampArg = ArgumentBase[time.Time, TimestampConfig, timestampValue]
 
 type TimestampConfig struct {
 	Timezone *time.Location
-	Layout   string
+	// Available layouts for flag value.
+	//
+	// Note that value for formats with missing year/date will be interpreted as current year/date respectively.
+	//
+	// Read more about time layouts: https://pkg.go.dev/time#pkg-constants
+	Layouts []string
 }
     TimestampConfig defines the config for timestamp flags
 
diff --git a/testdata/godoc-v3.x.txt b/testdata/godoc-v3.x.txt
index 68a439fdf1..7faf8b7cb7 100644
--- a/testdata/godoc-v3.x.txt
+++ b/testdata/godoc-v3.x.txt
@@ -941,7 +941,12 @@ type TimestampArg = ArgumentBase[time.Time, TimestampConfig, timestampValue]
 
 type TimestampConfig struct {
 	Timezone *time.Location
-	Layout   string
+	// Available layouts for flag value.
+	//
+	// Note that value for formats with missing year/date will be interpreted as current year/date respectively.
+	//
+	// Read more about time layouts: https://pkg.go.dev/time#pkg-constants
+	Layouts []string
 }
     TimestampConfig defines the config for timestamp flags