diff --git a/Cargo.toml b/Cargo.toml
index b7ed7ac2cb..3dc0d86036 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -25,6 +25,7 @@ members = [
     "examples/sqlite/todos",
     "examples/sqlite/extension",
     "examples/sqlite/serialize",
+    "examples/sqlite/regexp",
 ]
 
 [workspace.package]
@@ -160,7 +161,7 @@ mac_address = ["sqlx-core/mac_address", "sqlx-macros?/mac_address", "sqlx-postgr
 rust_decimal = ["sqlx-core/rust_decimal", "sqlx-macros?/rust_decimal", "sqlx-mysql?/rust_decimal", "sqlx-postgres?/rust_decimal"]
 time = ["sqlx-core/time", "sqlx-macros?/time", "sqlx-mysql?/time", "sqlx-postgres?/time", "sqlx-sqlite?/time"]
 uuid = ["sqlx-core/uuid", "sqlx-macros?/uuid", "sqlx-mysql?/uuid", "sqlx-postgres?/uuid", "sqlx-sqlite?/uuid"]
-regexp = ["sqlx-sqlite?/regexp"]
+regexp = ["sqlx-sqlite?/regexp", "sqlx-macros?/regexp"]
 bstr = ["sqlx-core/bstr"]
 
 [workspace.dependencies]
diff --git a/examples/sqlite/regexp/Cargo.toml b/examples/sqlite/regexp/Cargo.toml
new file mode 100644
index 0000000000..ac28e742f1
--- /dev/null
+++ b/examples/sqlite/regexp/Cargo.toml
@@ -0,0 +1,17 @@
+[package]
+name = "sqlx-example-sqlite-regexp"
+version = "0.1.0"
+license.workspace = true
+edition.workspace = true
+repository.workspace = true
+keywords.workspace = true
+categories.workspace = true
+authors.workspace = true
+
+[dependencies]
+sqlx = { path = "../../../", features = [ "sqlite", "runtime-tokio", "tls-native-tls", "sqlx-toml", "regexp"] }
+tokio = { version = "1.25.0", features = ["rt", "macros"]}
+anyhow = "1.0.58"
+
+[lints]
+workspace = true
diff --git a/examples/sqlite/regexp/build.rs b/examples/sqlite/regexp/build.rs
new file mode 100644
index 0000000000..57597abdd8
--- /dev/null
+++ b/examples/sqlite/regexp/build.rs
@@ -0,0 +1,3 @@
+fn main() {
+    println!("cargo:rerun-if-changed=sqlx.toml");
+}
diff --git a/examples/sqlite/regexp/sqlx.toml b/examples/sqlite/regexp/sqlx.toml
new file mode 100644
index 0000000000..1c11fb0f1f
--- /dev/null
+++ b/examples/sqlite/regexp/sqlx.toml
@@ -0,0 +1,4 @@
+[drivers.sqlite]
+unsafe-load-extensions = []
+
+register-regexp = true
\ No newline at end of file
diff --git a/examples/sqlite/regexp/src/main.rs b/examples/sqlite/regexp/src/main.rs
new file mode 100644
index 0000000000..273deace16
--- /dev/null
+++ b/examples/sqlite/regexp/src/main.rs
@@ -0,0 +1,24 @@
+use sqlx::{query, sqlite::SqliteConnectOptions, ConnectOptions};
+use std::str::FromStr;
+
+#[tokio::main(flavor = "current_thread")]
+async fn main() -> anyhow::Result<()> {
+    let mut conn = SqliteConnectOptions::from_str("sqlite::memory:")?
+        .with_regexp()
+        .connect()
+        .await?;
+
+    // We're not running the migrations here, for the sake of brevity
+    // and to confirm that the needed extension was loaded during the
+    // CLI migrate operation. It would not be unusual to run the
+    // migrations here as well, though, using the database connection
+    // we just configured.
+
+    let _ = query!("SELECT 1 AS value WHERE 1 REGEXP '.*'")
+        .fetch_one(&mut conn)
+        .await?;
+
+    println!("Queries which require the regexp function were successfully executed.");
+
+    Ok(())
+}
diff --git a/sqlx-core/src/config/drivers.rs b/sqlx-core/src/config/drivers.rs
index c3416541cd..d8036d8e5c 100644
--- a/sqlx-core/src/config/drivers.rs
+++ b/sqlx-core/src/config/drivers.rs
@@ -103,6 +103,14 @@ pub struct SqliteConfig {
     /// unsafe-load-extensions = ["uuid", "vsv"]
     /// ```
     pub unsafe_load_extensions: Vec<SqliteExtension>,
+
+    /// Specifies whether the driver should load the `REGEXP` function at build time.
+    ///
+    /// The `regexp` feature-flag must be enabled.
+    ///
+    /// # Note: Does not configure runtime regexp registering.
+    /// The function must be registered separately using `SqliteConnectOptions::with_regexp()`.
+    pub register_regexp: Option<bool>,
 }
 
 /// Extension for the SQLite database driver.
diff --git a/sqlx-core/src/config/reference.toml b/sqlx-core/src/config/reference.toml
index 618ac23c91..e8f8bcaa86 100644
--- a/sqlx-core/src/config/reference.toml
+++ b/sqlx-core/src/config/reference.toml
@@ -49,6 +49,13 @@ unsafe-load-extensions = [
 	{ path = "vsv_renamed", entrypoint = "sqlite3_vsv_init" },
 ]
 
+# Automatically registers the regexp function over the sqlite database at build time if the corresponding feature flag is enabled.
+#
+# Must be specified separately at run-time using `SqliteConnectionOptions::with_regexp()`.
+#
+# Defaults to false.
+register-regexp = false
+
 # Configure external drivers in macros and sqlx-cli.
 #
 # These keys are only validated when the external driver tries to parse them,
diff --git a/sqlx-macros-core/Cargo.toml b/sqlx-macros-core/Cargo.toml
index 42bf0f5e8c..01c99d38d3 100644
--- a/sqlx-macros-core/Cargo.toml
+++ b/sqlx-macros-core/Cargo.toml
@@ -54,6 +54,8 @@ rust_decimal = ["sqlx-core/rust_decimal", "sqlx-mysql?/rust_decimal", "sqlx-post
 time = ["sqlx-core/time", "sqlx-mysql?/time", "sqlx-postgres?/time", "sqlx-sqlite?/time"]
 uuid = ["sqlx-core/uuid", "sqlx-mysql?/uuid", "sqlx-postgres?/uuid", "sqlx-sqlite?/uuid"]
 
+regexp = ["sqlx-sqlite?/regexp"]
+
 [dependencies]
 sqlx-core = { workspace = true, features = ["offline"] }
 sqlx-mysql = { workspace = true, features = ["offline", "migrate"], optional = true, default-features = false }
diff --git a/sqlx-macros/Cargo.toml b/sqlx-macros/Cargo.toml
index bd90da9608..028b5331f6 100644
--- a/sqlx-macros/Cargo.toml
+++ b/sqlx-macros/Cargo.toml
@@ -53,6 +53,8 @@ time = ["sqlx-macros-core/time"]
 uuid = ["sqlx-macros-core/uuid"]
 json = ["sqlx-macros-core/json"]
 
+regexp = ["sqlx-macros-core/regexp"]
+
 [dependencies]
 sqlx-core = { workspace = true, features = ["any"] }
 sqlx-macros-core = { workspace = true }
diff --git a/sqlx-sqlite/src/options/mod.rs b/sqlx-sqlite/src/options/mod.rs
index 0cafc4d08c..df018c586f 100644
--- a/sqlx-sqlite/src/options/mod.rs
+++ b/sqlx-sqlite/src/options/mod.rs
@@ -670,6 +670,26 @@ impl SqliteConnectOptions {
             ));
         }
 
+        #[cfg(feature = "regexp")]
+        if config
+            .register_regexp
+            .is_some_and(|register_regexp| register_regexp)
+        {
+            self = self.with_regexp();
+        }
+
+        #[cfg(not(feature = "regexp"))]
+        if config
+            .register_regexp
+            .is_some_and(|register_regexp| register_regexp)
+        {
+            return Err(sqlx_core::Error::Configuration(
+                "sqlx.toml sets drivers.sqlite.register-regexp to true but regexp is not enabled;\
+                    enable the `regexp` feature of SQLx to use sqlite regexp function"
+                    .into(),
+            ));
+        }
+
         Ok(self)
     }
 }