diff --git a/Cargo.lock b/Cargo.lock
index 7932134b53..681afe1ed7 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -366,6 +366,15 @@ dependencies = [
  "dirs-sys",
 ]
 
+[[package]]
+name = "dirs"
+version = "5.0.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "44c45a9d03d6676652bcb5e724c7e988de1acad23a711b5217ab9cbecbec2225"
+dependencies = [
+ "dirs-sys",
+]
+
 [[package]]
 name = "dirs-next"
 version = "2.0.0"
@@ -580,6 +589,7 @@ dependencies = [
  "pretty_assertions",
  "pretty_env_logger",
  "regex",
+ "shellexpand",
  "update-informer",
 ]
 
@@ -1605,6 +1615,15 @@ dependencies = [
  "digest",
 ]
 
+[[package]]
+name = "shellexpand"
+version = "3.1.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "da03fa3b94cc19e3ebfc88c4229c49d8f08cdbd1228870a45f0ffdf84988e14b"
+dependencies = [
+ "dirs",
+]
+
 [[package]]
 name = "siphasher"
 version = "0.3.10"
diff --git a/git-cliff/Cargo.toml b/git-cliff/Cargo.toml
index 11f036bd7a..060a1c4d1b 100644
--- a/git-cliff/Cargo.toml
+++ b/git-cliff/Cargo.toml
@@ -33,6 +33,7 @@ pretty_env_logger = "0.5.0"
 dirs-next = "2.0.0"
 clap_complete = "4.4.1"
 clap_mangen = "0.2.13"
+shellexpand = "3.1.0"
 
 [dependencies.git-cliff-core]
 version = "1.3.0" # managed by release.sh
diff --git a/git-cliff/src/args.rs b/git-cliff/src/args.rs
index 1558102bbc..f534bffdf3 100644
--- a/git-cliff/src/args.rs
+++ b/git-cliff/src/args.rs
@@ -63,10 +63,23 @@ pub struct Opt {
 	#[arg(short, long, action = ArgAction::Count, alias = "debug", help_heading = Some("FLAGS"))]
 	pub verbose:      u8,
 	/// Sets the configuration file.
-	#[arg(short, long, env = "GIT_CLIFF_CONFIG", value_name = "PATH", default_value = DEFAULT_CONFIG)]
+	#[arg(
+	    short,
+	    long,
+	    env = "GIT_CLIFF_CONFIG",
+	    value_name = "PATH",
+	    default_value = DEFAULT_CONFIG,
+	    value_parser = Opt::parse_dir
+	)]
 	pub config:       PathBuf,
 	/// Sets the working directory.
-	#[arg(short, long, env = "GIT_CLIFF_WORKDIR", value_name = "PATH")]
+	#[arg(
+	    short,
+	    long,
+	    env = "GIT_CLIFF_WORKDIR",
+	    value_name = "PATH",
+	    value_parser = Opt::parse_dir
+	)]
 	pub workdir:      Option<PathBuf>,
 	/// Sets the git repository.
 	#[arg(
@@ -74,7 +87,8 @@ pub struct Opt {
 		long,
 		env = "GIT_CLIFF_REPOSITORY",
 		value_name = "PATH",
-		num_args(1..)
+		num_args(1..),
+		value_parser = Opt::parse_dir
 	)]
 	pub repository:   Option<Vec<PathBuf>>,
 	/// Sets the path to include related commits.
@@ -102,10 +116,22 @@ pub struct Opt {
 	)]
 	pub with_commit:  Option<Vec<String>>,
 	/// Prepends entries to the given changelog file.
-	#[arg(short, long, env = "GIT_CLIFF_PREPEND", value_name = "PATH")]
+	#[arg(
+	    short,
+	    long,
+	    env = "GIT_CLIFF_PREPEND",
+	    value_name = "PATH",
+	    value_parser = Opt::parse_dir
+	)]
 	pub prepend:      Option<PathBuf>,
 	/// Writes output to the given file.
-	#[arg(short, long, env = "GIT_CLIFF_OUTPUT", value_name = "PATH")]
+	#[arg(
+	    short,
+	    long,
+	    env = "GIT_CLIFF_OUTPUT",
+	    value_name = "PATH",
+	    value_parser = Opt::parse_dir
+	)]
 	pub output:       Option<PathBuf>,
 	/// Sets the tag for the latest version.
 	#[arg(
@@ -158,6 +184,18 @@ pub struct Opt {
 	pub range:        Option<String>,
 }
 
+impl Opt {
+	/// Custom string parser for directories.
+	///
+	/// Expands the tilde (`~`) character in the beginning of the
+	/// input string into contents of the path returned by [`home_dir`].
+	///
+	/// [`home_dir`]: dirs_next::home_dir
+	fn parse_dir(dir: &str) -> Result<PathBuf, String> {
+		Ok(PathBuf::from(shellexpand::tilde(dir).to_string()))
+	}
+}
+
 #[cfg(test)]
 mod tests {
 	use super::*;
@@ -167,4 +205,12 @@ mod tests {
 	fn verify_cli() {
 		Opt::command().debug_assert()
 	}
+
+	#[test]
+	fn path_tilde_expansion() {
+		let home_dir =
+			dirs_next::home_dir().expect("cannot retrieve home directory");
+		let dir = Opt::parse_dir("~/").expect("cannot expand tilde");
+		assert_eq!(home_dir, dir);
+	}
 }