diff --git a/.circleci/config.yml b/.circleci/config.yml
index 4cc7d3f4facff36fc59a33deaa3f3877d40bc91c..d805bb9bc2eb0a3900719bb823718e75c82d9601 100644
--- a/.circleci/config.yml
+++ b/.circleci/config.yml
@@ -286,7 +286,7 @@ workflows:
           name: x86_64-libressl-2.9
           target: x86_64-unknown-linux-gnu
           library: libressl
-          version: 2.9.0
+          version: 2.9.1
       - macos:
           name: macos
       - macos:
diff --git a/openssl-sys/build/cfgs.rs b/openssl-sys/build/cfgs.rs
index dc7240e2adb5460ba8e95d6711444444a032e63a..6de8a07829f855afbec20dda5727c37213755add 100644
--- a/openssl-sys/build/cfgs.rs
+++ b/openssl-sys/build/cfgs.rs
@@ -22,6 +22,9 @@ pub fn get(openssl_version: Option<u64>, libressl_version: Option<u64>) -> Vec<&
         if libressl_version >= 0x2_08_01_00_0 {
             cfgs.push("libressl281");
         }
+        if libressl_version >= 0x2_09_01_00_0 {
+            cfgs.push("libressl291");
+        }
     } else {
         let openssl_version = openssl_version.unwrap();
 
diff --git a/openssl-sys/build/main.rs b/openssl-sys/build/main.rs
index 02b93b90a453443b895b24aae3a467d1772d6a22..4fabb6edf031d7efcf08801053e8986a4b1c51e5 100644
--- a/openssl-sys/build/main.rs
+++ b/openssl-sys/build/main.rs
@@ -199,6 +199,7 @@ See rust-openssl README for more information:
             (8, 1) => ('8', '1'),
             (8, _) => ('8', 'x'),
             (9, 0) => ('9', '0'),
+            (9, 1) => ('9', '1'),
             _ => version_error(),
         };
 
@@ -239,7 +240,7 @@ fn version_error() -> ! {
         "
 
 This crate is only compatible with OpenSSL 1.0.1 through 1.1.1, or LibreSSL 2.5
-through 2.9.0, but a different version of OpenSSL was found. The build is now aborting
+through 2.9.1, but a different version of OpenSSL was found. The build is now aborting
 due to this version mismatch.
 
 "
diff --git a/openssl-sys/src/ssl.rs b/openssl-sys/src/ssl.rs
index fcbac30064caf4c5d92f26b10e864db0eb55ee21..06a6a5c42a549305ea0a7dfc560c32fee34a4d74 100644
--- a/openssl-sys/src/ssl.rs
+++ b/openssl-sys/src/ssl.rs
@@ -1057,7 +1057,7 @@ extern "C" {
 }
 
 cfg_if! {
-    if #[cfg(ossl110)] {
+    if #[cfg(ossl110, libressl291)] {
         extern "C" {
             pub fn TLS_method() -> *const SSL_METHOD;
 
diff --git a/openssl/build.rs b/openssl/build.rs
index 99731c57fa3a1359ac58c42154c84081de4026aa..3b3f09d696b2a641b8721e03a45d376942fdbb67 100644
--- a/openssl/build.rs
+++ b/openssl/build.rs
@@ -53,5 +53,9 @@ fn main() {
         if version >= 0x2_08_00_00_0 {
             println!("cargo:rustc-cfg=libressl280");
         }
+
+        if version >= 0x2_09_01_00_0 {
+            println!("cargo:rustc-cfg=libressl291");
+        }
     }
 }
diff --git a/openssl/src/ssl/mod.rs b/openssl/src/ssl/mod.rs
index f433f74dc285138b5a96a1d995f27ce8b6e60126..115a385198504cec5bc4088ca68aeb821bf8f943 100644
--- a/openssl/src/ssl/mod.rs
+++ b/openssl/src/ssl/mod.rs
@@ -3831,7 +3831,7 @@ cfg_if! {
 }
 
 cfg_if! {
-    if #[cfg(ossl110)] {
+    if #[cfg(ossl110, libressl291)] {
         use ffi::{TLS_method, DTLS_method};
 
         unsafe fn get_new_idx(f: ffi::CRYPTO_EX_free) -> c_int {