diff --git a/src/bin/cargo/commands/run.rs b/src/bin/cargo/commands/run.rs
index 170c7ddf1a0..50153ceeefd 100644
--- a/src/bin/cargo/commands/run.rs
+++ b/src/bin/cargo/commands/run.rs
@@ -7,7 +7,9 @@ use crate::util::restricted_names::is_glob_pattern;
 use cargo::core::Verbosity;
 use cargo::core::Workspace;
 use cargo::ops::{self, CompileFilter, Packages};
+use cargo::util::closest;
 use cargo_util::ProcessError;
+use itertools::Itertools as _;
 
 pub fn cli() -> Command {
     subcommand("run")
@@ -97,11 +99,81 @@ pub fn is_manifest_command(arg: &str) -> bool {
 }
 
 pub fn exec_manifest_command(config: &mut Config, cmd: &str, args: &[OsString]) -> CliResult {
-    if !config.cli_unstable().script {
-        return Err(anyhow::anyhow!("running `{cmd}` requires `-Zscript`").into());
+    let manifest_path = Path::new(cmd);
+    match (manifest_path.is_file(), config.cli_unstable().script) {
+        (true, true) => {}
+        (true, false) => {
+            return Err(anyhow::anyhow!("running the file `{cmd}` requires `-Zscript`").into());
+        }
+        (false, true) => {
+            let possible_commands = crate::list_commands(config);
+            let is_dir = if manifest_path.is_dir() {
+                format!("\n\t`{cmd}` is a directory")
+            } else {
+                "".to_owned()
+            };
+            let suggested_command = if let Some(suggested_command) = possible_commands
+                .keys()
+                .filter(|c| cmd.starts_with(c.as_str()))
+                .max_by_key(|c| c.len())
+            {
+                let actual_args = cmd.strip_prefix(suggested_command).unwrap();
+                let args = if args.is_empty() {
+                    "".to_owned()
+                } else {
+                    format!(
+                        " {}",
+                        args.into_iter().map(|os| os.to_string_lossy()).join(" ")
+                    )
+                };
+                format!("\n\tDid you mean the command `{suggested_command} {actual_args}{args}`")
+            } else {
+                "".to_owned()
+            };
+            let suggested_script = if let Some(suggested_script) = suggested_script(cmd) {
+                format!("\n\tDid you mean the file `{suggested_script}`")
+            } else {
+                "".to_owned()
+            };
+            return Err(anyhow::anyhow!(
+                "no such file or subcommand `{cmd}`{is_dir}{suggested_command}{suggested_script}"
+            )
+            .into());
+        }
+        (false, false) => {
+            // HACK: duplicating the above for minor tweaks but this will all go away on
+            // stabilization
+            let possible_commands = crate::list_commands(config);
+            let suggested_command = if let Some(suggested_command) = possible_commands
+                .keys()
+                .filter(|c| cmd.starts_with(c.as_str()))
+                .max_by_key(|c| c.len())
+            {
+                let actual_args = cmd.strip_prefix(suggested_command).unwrap();
+                let args = if args.is_empty() {
+                    "".to_owned()
+                } else {
+                    format!(
+                        " {}",
+                        args.into_iter().map(|os| os.to_string_lossy()).join(" ")
+                    )
+                };
+                format!("\n\tDid you mean the command `{suggested_command} {actual_args}{args}`")
+            } else {
+                "".to_owned()
+            };
+            let suggested_script = if let Some(suggested_script) = suggested_script(cmd) {
+                format!("\n\tDid you mean the file `{suggested_script}` with `-Zscript`")
+            } else {
+                "".to_owned()
+            };
+            return Err(anyhow::anyhow!(
+                "no such subcommand `{cmd}`{suggested_command}{suggested_script}"
+            )
+            .into());
+        }
     }
 
-    let manifest_path = Path::new(cmd);
     let manifest_path = root_manifest(Some(manifest_path), config)?;
 
     // Treat `cargo foo.rs` like `cargo install --path foo` and re-evaluate the config based on the
@@ -123,6 +195,39 @@ pub fn exec_manifest_command(config: &mut Config, cmd: &str, args: &[OsString])
     cargo::ops::run(&ws, &compile_opts, args).map_err(|err| to_run_error(config, err))
 }
 
+fn suggested_script(cmd: &str) -> Option<String> {
+    let cmd_path = Path::new(cmd);
+    let mut suggestion = Path::new(".").to_owned();
+    for cmd_part in cmd_path.components() {
+        let exact_match = suggestion.join(cmd_part);
+        suggestion = if exact_match.exists() {
+            exact_match
+        } else {
+            let possible: Vec<_> = std::fs::read_dir(suggestion)
+                .into_iter()
+                .flatten()
+                .filter_map(|e| e.ok())
+                .map(|e| e.path())
+                .filter(|p| p.to_str().is_some())
+                .collect();
+            if let Some(possible) = closest(
+                cmd_part.as_os_str().to_str().unwrap(),
+                possible.iter(),
+                |p| p.file_name().unwrap().to_str().unwrap(),
+            ) {
+                possible.to_owned()
+            } else {
+                return None;
+            }
+        };
+    }
+    if suggestion.is_dir() {
+        None
+    } else {
+        suggestion.into_os_string().into_string().ok()
+    }
+}
+
 fn to_run_error(config: &cargo::util::Config, err: anyhow::Error) -> CliError {
     let proc_err = match err.downcast_ref::<ProcessError>() {
         Some(e) => e,
diff --git a/src/bin/cargo/main.rs b/src/bin/cargo/main.rs
index 8cf745f91c8..2d16b1f36e6 100644
--- a/src/bin/cargo/main.rs
+++ b/src/bin/cargo/main.rs
@@ -178,12 +178,19 @@ fn execute_external_subcommand(config: &Config, cmd: &str, args: &[&OsStr]) -> C
     let command = match path {
         Some(command) => command,
         None => {
+            let script_suggestion = if config.cli_unstable().script
+                && std::path::Path::new(cmd).is_file()
+            {
+                let sep = std::path::MAIN_SEPARATOR;
+                format!("\n\tTo run the file `{cmd}`, provide a relative path like `.{sep}{cmd}`")
+            } else {
+                "".to_owned()
+            };
             let err = if cmd.starts_with('+') {
                 anyhow::format_err!(
-                    "no such command: `{}`\n\n\t\
+                    "no such command: `{cmd}`\n\n\t\
                     Cargo does not handle `+toolchain` directives.\n\t\
-                    Did you mean to invoke `cargo` through `rustup` instead?",
-                    cmd
+                    Did you mean to invoke `cargo` through `rustup` instead?{script_suggestion}",
                 )
             } else {
                 let suggestions = list_commands(config);
@@ -192,7 +199,7 @@ fn execute_external_subcommand(config: &Config, cmd: &str, args: &[&OsStr]) -> C
                 anyhow::format_err!(
                     "no such command: `{cmd}`{did_you_mean}\n\n\t\
                     View all installed commands with `cargo --list`\n\t\
-                    Find a package to install `{cmd}` with `cargo search cargo-{cmd}`",
+                    Find a package to install `{cmd}` with `cargo search cargo-{cmd}`{script_suggestion}",
                 )
             };
 
diff --git a/tests/testsuite/script.rs b/tests/testsuite/script.rs
index 547160b1642..2b6fa823620 100644
--- a/tests/testsuite/script.rs
+++ b/tests/testsuite/script.rs
@@ -109,6 +109,7 @@ error: no such command: `echo`
 
 <tab>View all installed commands with `cargo --list`
 <tab>Find a package to install `echo` with `cargo search cargo-echo`
+<tab>To run the file `echo`, provide a relative path like `./echo`
 ",
         )
         .run();
@@ -182,7 +183,7 @@ fn requires_nightly() {
         .with_stdout("")
         .with_stderr(
             "\
-error: running `echo.rs` requires `-Zscript`
+[ERROR] running the file `echo.rs` requires `-Zscript`
 ",
         )
         .run();
@@ -200,7 +201,7 @@ fn requires_z_flag() {
         .with_stdout("")
         .with_stderr(
             "\
-error: running `echo.rs` requires `-Zscript`
+[ERROR] running the file `echo.rs` requires `-Zscript`
 ",
         )
         .run();
@@ -591,30 +592,119 @@ args: []
 #[cargo_test]
 fn script_like_dir() {
     let p = cargo_test_support::project()
-        .file("script.rs/foo", "something")
+        .file("foo.rs/foo", "something")
         .build();
 
-    p.cargo("-Zscript -v script.rs")
+    p.cargo("-Zscript -v foo.rs")
         .masquerade_as_nightly_cargo(&["script"])
         .with_status(101)
         .with_stderr(
             "\
-error: manifest path `script.rs` is a directory but expected a file
+[ERROR] no such file or subcommand `foo.rs`
+<tab>`foo.rs` is a directory
 ",
         )
         .run();
 }
 
 #[cargo_test]
-fn missing_script_rs() {
+fn non_existent_rs() {
     let p = cargo_test_support::project().build();
 
-    p.cargo("-Zscript -v script.rs")
+    p.cargo("-Zscript -v foo.rs")
         .masquerade_as_nightly_cargo(&["script"])
         .with_status(101)
         .with_stderr(
             "\
-[ERROR] manifest path `script.rs` does not exist
+[ERROR] no such file or subcommand `foo.rs`
+",
+        )
+        .run();
+}
+
+#[cargo_test]
+fn non_existent_rs_stable() {
+    let p = cargo_test_support::project().build();
+
+    p.cargo("-v foo.rs")
+        .masquerade_as_nightly_cargo(&["script"])
+        .with_status(101)
+        .with_stdout("")
+        .with_stderr(
+            "\
+[ERROR] no such subcommand `foo.rs`
+",
+        )
+        .run();
+}
+
+#[cargo_test]
+fn did_you_mean_file() {
+    let p = cargo_test_support::project()
+        .file("food.rs", ECHO_SCRIPT)
+        .build();
+
+    p.cargo("-Zscript -v foo.rs")
+        .masquerade_as_nightly_cargo(&["script"])
+        .with_status(101)
+        .with_stdout("")
+        .with_stderr(
+            "\
+[ERROR] no such file or subcommand `foo.rs`
+<tab>Did you mean the file `./food.rs`
+",
+        )
+        .run();
+}
+
+#[cargo_test]
+fn did_you_mean_file_stable() {
+    let p = cargo_test_support::project()
+        .file("food.rs", ECHO_SCRIPT)
+        .build();
+
+    p.cargo("-v foo.rs")
+        .masquerade_as_nightly_cargo(&["script"])
+        .with_status(101)
+        .with_stdout("")
+        .with_stderr(
+            "\
+[ERROR] no such subcommand `foo.rs`
+<tab>Did you mean the file `./food.rs` with `-Zscript`
+",
+        )
+        .run();
+}
+
+#[cargo_test]
+fn did_you_mean_command() {
+    let p = cargo_test_support::project().build();
+
+    p.cargo("-Zscript -v build--manifest-path=./Cargo.toml")
+        .masquerade_as_nightly_cargo(&["script"])
+        .with_status(101)
+        .with_stdout("")
+        .with_stderr(
+            "\
+[ERROR] no such file or subcommand `build--manifest-path=./Cargo.toml`
+<tab>Did you mean the command `build --manifest-path=./Cargo.toml`
+",
+        )
+        .run();
+}
+
+#[cargo_test]
+fn did_you_mean_command_stable() {
+    let p = cargo_test_support::project().build();
+
+    p.cargo("-v build--manifest-path=./Cargo.toml")
+        .masquerade_as_nightly_cargo(&["script"])
+        .with_status(101)
+        .with_stdout("")
+        .with_stderr(
+            "\
+[ERROR] no such subcommand `build--manifest-path=./Cargo.toml`
+<tab>Did you mean the command `build --manifest-path=./Cargo.toml`
 ",
         )
         .run();