diff --git a/pkg/config/split.go b/pkg/config/split.go
index 05ca977e..a60b07d3 100644
--- a/pkg/config/split.go
+++ b/pkg/config/split.go
@@ -41,6 +41,7 @@ func SplitQuotedFields(in string, quote rune) []string {
 			} else if unicode.IsSpace(ch) {
 				r = append(r, buf.String())
 				buf.Reset()
+				state = inSpace
 			} else {
 				buf.WriteRune(ch)
 			}
@@ -60,7 +61,7 @@ func SplitQuotedFields(in string, quote rune) []string {
 		}
 	}
 
-	if buf.Len() != 0 {
+	if state == inField || buf.Len() != 0 {
 		r = append(r, buf.String())
 	}
 
diff --git a/pkg/config/split_test.go b/pkg/config/split_test.go
index d2c258d0..04a97dfb 100644
--- a/pkg/config/split_test.go
+++ b/pkg/config/split_test.go
@@ -21,18 +21,52 @@ func TestSplitQuotedFields(t *testing.T) {
 }
 
 func TestSplitDoubleQuotedFields(t *testing.T) {
-	in := `field"A" "fieldB" fie"l'd"C "field\"D" "yet another field"`
-	tgt := []string{"fieldA", "fieldB", "fiel'dC", "field\"D", "yet another field"}
-	out := SplitQuotedFields(in, '"')
-
-	if len(tgt) != len(out) {
-		t.Fatalf("expected %#v, got %#v (len mismatch)", tgt, out)
+	tests := []struct {
+		name     string
+		in       string
+		expected []string
+	}{
+		{
+			name:     "generic test case",
+			in:       `field"A" "fieldB" fie"l'd"C "field\"D" "yet another field"`,
+			expected: []string{"fieldA", "fieldB", "fiel'dC", "field\"D", "yet another field"},
+		},
+		{
+			name:     "with empty string in the end",
+			in:       `field"A" "" `,
+			expected: []string{"fieldA", ""},
+		},
+		{
+			name:     "with empty string at the beginning",
+			in:       ` "" field"A"`,
+			expected: []string{"", "fieldA"},
+		},
+		{
+			name:     "lots of spaces",
+			in:       `    field"A"   `,
+			expected: []string{"fieldA"},
+		},
+		{
+			name:     "only empty string",
+			in:       ` "" "" "" """" "" `,
+			expected: []string{"", "", "", "", ""},
+		},
 	}
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			in := tt.in
+			tgt := tt.expected
+			out := SplitQuotedFields(in, '"')
+			if len(tgt) != len(out) {
+				t.Fatalf("expected %#v, got %#v (len mismatch)", tgt, out)
+			}
 
-	for i := range tgt {
-		if tgt[i] != out[i] {
-			t.Fatalf(" expected %#v, got %#v (mismatch at %d)", tgt, out, i)
-		}
+			for i := range tgt {
+				if tgt[i] != out[i] {
+					t.Fatalf(" expected %#v, got %#v (mismatch at %d)", tgt, out, i)
+				}
+			}
+		})
 	}
 }
 
diff --git a/pkg/locspec/locations.go b/pkg/locspec/locations.go
index a126e7af..721398e6 100644
--- a/pkg/locspec/locations.go
+++ b/pkg/locspec/locations.go
@@ -498,13 +498,19 @@ func SubstitutePath(path string, rules [][2]string) string {
 		}
 
 		// Otherwise check if it's a directory prefix.
-		if !strings.HasSuffix(from, separator) {
+		if from != "" && !strings.HasSuffix(from, separator) {
 			from = from + separator
 		}
-		if !strings.HasSuffix(to, separator) {
+		if to != "" && !strings.HasSuffix(to, separator) {
 			to = to + separator
 		}
-		if strings.HasPrefix(path, from) {
+
+		// Expand relative paths with the specified prefix
+		if from == "" && !filepath.IsAbs(path) {
+			return strings.Replace(path, from, to, 1)
+		}
+
+		if from != "" && strings.HasPrefix(path, from) {
 			return strings.Replace(path, from, to, 1)
 		}
 	}
diff --git a/pkg/locspec/locations_test.go b/pkg/locspec/locations_test.go
index 5be02f5b..f83f513f 100644
--- a/pkg/locspec/locations_test.go
+++ b/pkg/locspec/locations_test.go
@@ -1,6 +1,7 @@
 package locspec
 
 import (
+	"runtime"
 	"testing"
 )
 
@@ -66,3 +67,57 @@ func TestFunctionLocationParsing(t *testing.T) {
 	assertNormalLocationSpec(t, "github.com/go-delve/delve/pkg/proc.Process.Continue:10", NormalLocationSpec{"github.com/go-delve/delve/pkg/proc.Process.Continue", &FuncLocationSpec{PackageName: "github.com/go-delve/delve/pkg/proc", ReceiverName: "Process", BaseName: "Continue"}, 10})
 	assertNormalLocationSpec(t, "github.com/go-delve/delve/pkg/proc.Continue:10", NormalLocationSpec{"github.com/go-delve/delve/pkg/proc.Continue", &FuncLocationSpec{PackageName: "github.com/go-delve/delve/pkg/proc", BaseName: "Continue"}, 10})
 }
+
+func assertSubstitutePathEqual(t *testing.T, expected string, substituted string) {
+	if expected != substituted {
+		t.Fatalf("Expected substitutedPath to be %s got %s instead", expected, substituted)
+	}
+}
+
+func TestSubstitutePathUnix(t *testing.T) {
+	if runtime.GOOS == "windows" {
+		t.Skip("Skipping unix SubstitutePath test in windows")
+	}
+
+	// Relative paths mapping
+	assertSubstitutePathEqual(t, "/my/asb/folder/relative/path", SubstitutePath("relative/path", [][2]string{{"", "/my/asb/folder/"}}))
+	assertSubstitutePathEqual(t, "/already/abs/path", SubstitutePath("/already/abs/path", [][2]string{{"", "/my/asb/folder/"}}))
+	assertSubstitutePathEqual(t, "relative/path", SubstitutePath("/my/asb/folder/relative/path", [][2]string{{"/my/asb/folder/", ""}}))
+	assertSubstitutePathEqual(t, "/another/folder/relative/path", SubstitutePath("/another/folder/relative/path", [][2]string{{"/my/asb/folder/", ""}}))
+	assertSubstitutePathEqual(t, "my/path", SubstitutePath("relative/path/my/path", [][2]string{{"relative/path", ""}}))
+	assertSubstitutePathEqual(t, "/abs/my/path", SubstitutePath("/abs/my/path", [][2]string{{"abs/my", ""}}))
+
+	// Absolute paths mapping
+	assertSubstitutePathEqual(t, "/new/mapping/path", SubstitutePath("/original/path", [][2]string{{"/original", "/new/mapping"}}))
+	assertSubstitutePathEqual(t, "/no/change/path", SubstitutePath("/no/change/path", [][2]string{{"/original", "/new/mapping"}}))
+	assertSubstitutePathEqual(t, "/folder/should_not_be_replaced/path", SubstitutePath("/folder/should_not_be_replaced/path", [][2]string{{"should_not_be_replaced", ""}}))
+
+	// Mix absolute and relative mapping
+	assertSubstitutePathEqual(t, "/new/mapping/path", SubstitutePath("/original/path", [][2]string{{"", "/my/asb/folder/"}, {"/my/asb/folder/", ""}, {"/original", "/new/mapping"}}))
+	assertSubstitutePathEqual(t, "/my/asb/folder/path", SubstitutePath("path", [][2]string{{"/original", "/new/mapping"}, {"", "/my/asb/folder/"}, {"/my/asb/folder/", ""}}))
+	assertSubstitutePathEqual(t, "path", SubstitutePath("/my/asb/folder/path", [][2]string{{"/original", "/new/mapping"}, {"/my/asb/folder/", ""}, {"", "/my/asb/folder/"}}))
+}
+
+func TestSubstitutePathWindows(t *testing.T) {
+	if runtime.GOOS != "windows" {
+		t.Skip("Skipping windows SubstitutePath test in unix")
+	}
+
+	// Relative paths mapping
+	assertSubstitutePathEqual(t, "c:\\my\\asb\\folder\\relative\\path", SubstitutePath("relative\\path", [][2]string{{"", "c:\\my\\asb\\folder\\"}}))
+	assertSubstitutePathEqual(t, "f:\\already\\abs\\path", SubstitutePath("F:\\already\\abs\\path", [][2]string{{"", "c:\\my\\asb\\folder\\"}}))
+	assertSubstitutePathEqual(t, "relative\\path", SubstitutePath("C:\\my\\asb\\folder\\relative\\path", [][2]string{{"c:\\my\\asb\\folder\\", ""}}))
+	assertSubstitutePathEqual(t, "f:\\another\\folder\\relative\\path", SubstitutePath("F:\\another\\folder\\relative\\path", [][2]string{{"c:\\my\\asb\\folder\\", ""}}))
+	assertSubstitutePathEqual(t, "my\\path", SubstitutePath("relative\\path\\my\\path", [][2]string{{"relative\\path", ""}}))
+	assertSubstitutePathEqual(t, "c:\\abs\\my\\path", SubstitutePath("c:\\abs\\my\\path", [][2]string{{"abs\\my", ""}}))
+
+	// Absolute paths mapping
+	assertSubstitutePathEqual(t, "c:\\new\\mapping\\path", SubstitutePath("D:\\original\\path", [][2]string{{"d:\\original", "c:\\new\\mapping"}}))
+	assertSubstitutePathEqual(t, "f:\\no\\change\\path", SubstitutePath("F:\\no\\change\\path", [][2]string{{"d:\\original", "c:\\new\\mapping"}}))
+	assertSubstitutePathEqual(t, "c:\\folder\\should_not_be_replaced\\path", SubstitutePath("c:\\folder\\should_not_be_replaced\\path", [][2]string{{"should_not_be_replaced", ""}}))
+
+	// Mix absolute and relative mapping
+	assertSubstitutePathEqual(t, "c:\\new\\mapping\\path", SubstitutePath("D:\\original\\path", [][2]string{{"", "c:\\my\\asb\\folder\\"}, {"c:\\my\\asb\\folder\\", ""}, {"d:\\original", "c:\\new\\mapping"}}))
+	assertSubstitutePathEqual(t, "c:\\my\\asb\\folder\\path\\", SubstitutePath("path\\", [][2]string{{"d:\\original", "c:\\new\\mapping"}, {"", "c:\\my\\asb\\folder\\"}, {"c:\\my\\asb\\folder\\", ""}}))
+	assertSubstitutePathEqual(t, "path", SubstitutePath("C:\\my\\asb\\folder\\path", [][2]string{{"d:\\original", "c:\\new\\mapping"}, {"c:\\my\\asb\\folder\\", ""}, {"", "c:\\my\\asb\\folder\\"}}))
+}
diff --git a/service/dap/config_test.go b/service/dap/config_test.go
index 225d05dd..d8ee2684 100644
--- a/service/dap/config_test.go
+++ b/service/dap/config_test.go
@@ -95,6 +95,74 @@ func TestConfigureSetSubstitutePath(t *testing.T) {
 			},
 			wantErr: false,
 		},
+		{
+			name: "add rule from empty string",
+			args: args{
+				args: &launchAttachArgs{
+					substitutePathClientToServer: [][2]string{},
+					substitutePathServerToClient: [][2]string{},
+				},
+				rest: `"" /path/to/client/dir`,
+			},
+			wantRules: [][2]string{{"", "/path/to/client/dir"}},
+			wantErr:   false,
+		},
+		{
+			name: "add rule to empty string",
+			args: args{
+				args: &launchAttachArgs{
+					substitutePathClientToServer: [][2]string{},
+					substitutePathServerToClient: [][2]string{},
+				},
+				rest: `/path/to/client/dir ""`,
+			},
+			wantRules: [][2]string{{"/path/to/client/dir", ""}},
+			wantErr:   false,
+		},
+		{
+			name: "add rule from empty string(multiple)",
+			args: args{
+				args: &launchAttachArgs{
+					substitutePathClientToServer: [][2]string{
+						{"/path/to/client/dir/a", "/path/to/server/dir/a"},
+						{"/path/to/client/dir/b", "/path/to/server/dir/b"},
+					},
+					substitutePathServerToClient: [][2]string{
+						{"/path/to/server/dir/a", "/path/to/client/dir/a"},
+						{"/path/to/server/dir/b", "/path/to/client/dir/b"},
+					},
+				},
+				rest: `"" /path/to/client/dir/c`,
+			},
+			wantRules: [][2]string{
+				{"/path/to/client/dir/a", "/path/to/server/dir/a"},
+				{"/path/to/client/dir/b", "/path/to/server/dir/b"},
+				{"", "/path/to/client/dir/c"},
+			},
+			wantErr: false,
+		},
+		{
+			name: "add rule to empty string(multiple)",
+			args: args{
+				args: &launchAttachArgs{
+					substitutePathClientToServer: [][2]string{
+						{"/path/to/client/dir/a", "/path/to/server/dir/a"},
+						{"/path/to/client/dir/b", "/path/to/server/dir/b"},
+					},
+					substitutePathServerToClient: [][2]string{
+						{"/path/to/server/dir/a", "/path/to/client/dir/a"},
+						{"/path/to/server/dir/b", "/path/to/client/dir/b"},
+					},
+				},
+				rest: `/path/to/client/dir/c ""`,
+			},
+			wantRules: [][2]string{
+				{"/path/to/client/dir/a", "/path/to/server/dir/a"},
+				{"/path/to/client/dir/b", "/path/to/server/dir/b"},
+				{"/path/to/client/dir/c", ""},
+			},
+			wantErr: false,
+		},
 		// Test modify rule.
 		{
 			name: "modify rule",
@@ -108,6 +176,30 @@ func TestConfigureSetSubstitutePath(t *testing.T) {
 			wantRules: [][2]string{{"/path/to/client/dir", "/new/path/to/server/dir"}},
 			wantErr:   false,
 		},
+		{
+			name: "modify rule with from as empty string",
+			args: args{
+				args: &launchAttachArgs{
+					substitutePathClientToServer: [][2]string{{"", "/path/to/server/dir"}},
+					substitutePathServerToClient: [][2]string{{"/path/to/server/dir", ""}},
+				},
+				rest: `"" /new/path/to/server/dir`,
+			},
+			wantRules: [][2]string{{"", "/new/path/to/server/dir"}},
+			wantErr:   false,
+		},
+		{
+			name: "modify rule with to as empty string",
+			args: args{
+				args: &launchAttachArgs{
+					substitutePathClientToServer: [][2]string{{"/path/to/client/dir", ""}},
+					substitutePathServerToClient: [][2]string{{"", "/path/to/client/dir"}},
+				},
+				rest: `/path/to/client/dir ""`,
+			},
+			wantRules: [][2]string{{"/path/to/client/dir", ""}},
+			wantErr:   false,
+		},
 		{
 			name: "modify rule (multiple)",
 			args: args{
@@ -132,6 +224,54 @@ func TestConfigureSetSubstitutePath(t *testing.T) {
 			},
 			wantErr: false,
 		},
+		{
+			name: "modify rule with from as empty string(multiple)",
+			args: args{
+				args: &launchAttachArgs{
+					substitutePathClientToServer: [][2]string{
+						{"/path/to/client/dir/a", "/path/to/server/dir/a"},
+						{"", "/path/to/server/dir/b"},
+						{"/path/to/client/dir/c", "/path/to/server/dir/b"},
+					},
+					substitutePathServerToClient: [][2]string{
+						{"/path/to/server/dir/a", "/path/to/client/dir/a"},
+						{"/path/to/server/dir/b", ""},
+						{"/path/to/server/dir/b", "/path/to/client/dir/c"},
+					},
+				},
+				rest: `"" /new/path`,
+			},
+			wantRules: [][2]string{
+				{"/path/to/client/dir/a", "/path/to/server/dir/a"},
+				{"", "/new/path"},
+				{"/path/to/client/dir/c", "/path/to/server/dir/b"},
+			},
+			wantErr: false,
+		},
+		{
+			name: "modify rule with to as empty string(multiple)",
+			args: args{
+				args: &launchAttachArgs{
+					substitutePathClientToServer: [][2]string{
+						{"/path/to/client/dir/a", "/path/to/server/dir/a"},
+						{"/path/to/client/dir/b", "/path/to/server/dir/b"},
+						{"/path/to/client/dir/c", "/path/to/server/dir/b"},
+					},
+					substitutePathServerToClient: [][2]string{
+						{"/path/to/server/dir/a", "/path/to/client/dir/a"},
+						{"/path/to/server/dir/b", "/path/to/client/dir/b"},
+						{"/path/to/server/dir/b", "/path/to/client/dir/c"},
+					},
+				},
+				rest: `/path/to/client/dir/b ""`,
+			},
+			wantRules: [][2]string{
+				{"/path/to/client/dir/a", "/path/to/server/dir/a"},
+				{"/path/to/client/dir/b", ""},
+				{"/path/to/client/dir/c", "/path/to/server/dir/b"},
+			},
+			wantErr: false,
+		},
 		// Test delete rule.
 		{
 			name: "delete rule",
@@ -145,6 +285,18 @@ func TestConfigureSetSubstitutePath(t *testing.T) {
 			wantRules: [][2]string{},
 			wantErr:   false,
 		},
+		{
+			name: "delete rule, empty string",
+			args: args{
+				args: &launchAttachArgs{
+					substitutePathClientToServer: [][2]string{{"", "/path/to/server/dir"}},
+					substitutePathServerToClient: [][2]string{{"/path/to/server/dir", ""}},
+				},
+				rest: `""`,
+			},
+			wantRules: [][2]string{},
+			wantErr:   false,
+		},
 		// Test invalid input.
 		{
 			name: "error on empty args",
diff --git a/service/dap/types.go b/service/dap/types.go
index 27978f43..f67a03f6 100644
--- a/service/dap/types.go
+++ b/service/dap/types.go
@@ -189,7 +189,9 @@ type LaunchAttachCommonConfig struct {
 }
 
 // SubstitutePath defines a mapping from a local path to the remote path.
-// Both 'from' and 'to' must be specified and non-empty.
+// Both 'from' and 'to' must be specified and non-null.
+// Empty values can be used to add or remove absolute path prefixes when mapping.
+// For example, mapping with empy 'to' can be used to work with binaries with trimmed paths.
 type SubstitutePath struct {
 	// The local path to be replaced when passing paths to the debugger.
 	From string `json:"from,omitempty"`
@@ -199,7 +201,10 @@ type SubstitutePath struct {
 
 func (m *SubstitutePath) UnmarshalJSON(data []byte) error {
 	// use custom unmarshal to check if both from/to are set.
-	type tmpType SubstitutePath
+	type tmpType struct {
+		From *string
+		To   *string
+	}
 	var tmp tmpType
 
 	if err := json.Unmarshal(data, &tmp); err != nil {
@@ -208,10 +213,10 @@ func (m *SubstitutePath) UnmarshalJSON(data []byte) error {
 		}
 		return err
 	}
-	if tmp.From == "" || tmp.To == "" {
+	if tmp.From == nil || tmp.To == nil {
 		return errors.New("'substitutePath' requires both 'from' and 'to' entries")
 	}
-	*m = SubstitutePath(tmp)
+	*m = SubstitutePath{*tmp.From, *tmp.To}
 	return nil
 }