diff -aurN a/cmake/ssl.cmake b/cmake/ssl.cmake
--- a/cmake/ssl.cmake	2019-09-20 04:30:51.000000000 -0400
+++ b/cmake/ssl.cmake	2019-10-15 12:07:03.527238024 -0400
@@ -214,13 +214,14 @@
         OPENSSL_FIX_VERSION "${OPENSSL_VERSION_NUMBER}"
         )
     ENDIF()
-    IF("${OPENSSL_MAJOR_VERSION}.${OPENSSL_MINOR_VERSION}.${OPENSSL_FIX_VERSION}" VERSION_GREATER "1.1.0")
+    CHECK_SYMBOL_EXISTS(TLS1_3_VERSION "openssl/tls1.h" HAVE_TLS1_3_VERSION)
+    IF(HAVE_TLS1_3_VERSION)
        ADD_DEFINITIONS(-DHAVE_TLSv13)
     ENDIF()
     IF(OPENSSL_INCLUDE_DIR AND
        OPENSSL_LIBRARY   AND
        CRYPTO_LIBRARY      AND
-       OPENSSL_MAJOR_VERSION STREQUAL "1"
+       OPENSSL_MAJOR_VERSION VERSION_GREATER_EQUAL "1"
       )
       SET(OPENSSL_FOUND TRUE)
       FIND_PROGRAM(OPENSSL_EXECUTABLE openssl
diff -aurN a/extra/libevent/openssl-compat.h b/extra/libevent/openssl-compat.h
--- a/extra/libevent/openssl-compat.h	2019-09-20 04:30:51.000000000 -0400
+++ b/extra/libevent/openssl-compat.h	2019-10-15 12:08:10.936049576 -0400
@@ -24,7 +24,6 @@
 #define BIO_set_init(b, val) (b)->init = (val)
 #define BIO_set_data(b, val) (b)->ptr = (val)
 #define BIO_set_shutdown(b, val) (b)->shutdown = (val)
-#define BIO_get_init(b) (b)->init
 #define BIO_get_data(b) (b)->ptr
 #define BIO_get_shutdown(b) (b)->shutdown
 
@@ -32,4 +31,8 @@
 
 #endif /* OPENSSL_VERSION_NUMBER < 0x10100000L */
 
+#if OPENSSL_VERSION_NUMBER < 0x10100000L || defined(LIBRESSL_VERSION_NUMBER)
+#define BIO_get_init(b) (b)->init
+#endif
+
 #endif /* OPENSSL_COMPAT_H */
diff -aurN a/mysys/my_md5.cc b/mysys/my_md5.cc
--- a/mysys/my_md5.cc	2019-09-20 04:30:51.000000000 -0400
+++ b/mysys/my_md5.cc	2019-10-15 12:09:45.872784172 -0400
@@ -56,7 +56,9 @@
 int compute_md5_hash(char *digest, const char *buf, int len) {
   int retval = 0;
   int fips_mode = 0;
+#ifndef LIBRESSL_VERSION_NUMBER
   fips_mode = FIPS_mode();
+#endif /* LIBRESSL_VERSION_NUMBER */
   /* If fips mode is ON/STRICT restricted method calls will result into abort,
    * skipping call. */
   if (fips_mode == 0) {
diff -aurN a/plugin/group_replication/libmysqlgcs/src/bindings/xcom/xcom/xcom_ssl_transport.c b/plugin/group_replication/libmysqlgcs/src/bindings/xcom/xcom/xcom_ssl_transport.c
--- a/plugin/group_replication/libmysqlgcs/src/bindings/xcom/xcom/xcom_ssl_transport.c	2019-09-20 04:30:51.000000000 -0400
+++ b/plugin/group_replication/libmysqlgcs/src/bindings/xcom/xcom/xcom_ssl_transport.c	2019-10-15 12:15:01.414902035 -0400
@@ -329,6 +329,7 @@
   return 1;
 }
 
+#ifndef LIBRESSL_VERSION_NUMBER
 #define OPENSSL_ERROR_LENGTH 512
 static int configure_ssl_fips_mode(const uint fips_mode) {
   int rc = -1;
@@ -352,6 +353,7 @@
 EXIT:
   return rc;
 }
+#endif
 
 static int configure_ssl_ca(SSL_CTX *ssl_ctx, const char *ca_file,
                             const char *ca_path) {
@@ -555,10 +557,12 @@
   int verify_server = SSL_VERIFY_NONE;
   int verify_client = SSL_VERIFY_NONE;
 
+#ifndef LIBRESSL_VERSION_NUMBER
   if (configure_ssl_fips_mode(ssl_fips_mode) != 1) {
     G_ERROR("Error setting the ssl fips mode");
     goto error;
   }
+#endif
 
   SSL_library_init();
   SSL_load_error_strings();
diff -aurN a/plugin/x/client/xconnection_impl.cc b/plugin/x/client/xconnection_impl.cc
--- a/plugin/x/client/xconnection_impl.cc	2019-09-20 04:30:51.000000000 -0400
+++ b/plugin/x/client/xconnection_impl.cc	2019-10-15 12:18:03.522392929 -0400
@@ -521,6 +521,7 @@
   return XError(CR_SSL_CONNECTION_ERROR, buffer);
 }
 
+#ifndef LIBRESSL_VERSION_NUMBER
 /**
   Set fips mode in openssl library,
   When we set fips mode ON/STRICT, it will perform following operations:
@@ -559,6 +560,7 @@
 EXIT:
   return rc;
 }
+#endif
 
 XError Connection_impl::activate_tls() {
   if (nullptr == m_vio) return get_socket_error(SOCKET_ECONNRESET);
@@ -569,11 +571,13 @@
   if (!m_context->m_ssl_config.is_configured())
     return XError{CR_SSL_CONNECTION_ERROR, ER_TEXT_TLS_NOT_CONFIGURATED, true};
 
+#ifndef LIBRESSL_VERSION_NUMBER
   char err_string[OPENSSL_ERROR_LENGTH] = {'\0'};
   if (set_fips_mode(static_cast<int>(m_context->m_ssl_config.m_ssl_fips_mode),
                     err_string) != 1) {
     return XError{CR_SSL_CONNECTION_ERROR, err_string, true};
   }
+#endif
   auto ssl_ctx_flags = process_tls_version(
       details::null_when_empty(m_context->m_ssl_config.m_tls_version));
 
diff -aurN a/router/src/http/src/tls_client_context.cc b/router/src/http/src/tls_client_context.cc
--- a/router/src/http/src/tls_client_context.cc	2019-09-20 04:30:51.000000000 -0400
+++ b/router/src/http/src/tls_client_context.cc	2019-10-15 12:20:26.018994567 -0400
@@ -54,7 +54,7 @@
 
 void TlsClientContext::cipher_suites(const std::string &ciphers) {
 // TLSv1.3 ciphers are controlled via SSL_CTX_set_ciphersuites()
-#if OPENSSL_VERSION_NUMBER >= ROUTER_OPENSSL_VERSION(1, 1, 1)
+#ifdef TLS1_3_VERSION
   if (1 != SSL_CTX_set_ciphersuites(ssl_ctx_.get(), ciphers.c_str())) {
     throw TlsError("set-cipher-suites");
   }
diff -aurN a/router/src/http/src/tls_context.cc b/router/src/http/src/tls_context.cc
--- a/router/src/http/src/tls_context.cc	2019-09-20 04:30:51.000000000 -0400
+++ b/router/src/http/src/tls_context.cc	2019-10-15 12:22:15.244689211 -0400
@@ -91,7 +91,7 @@
       return TLS1_1_VERSION;
     case TlsVersion::TLS_1_2:
       return TLS1_2_VERSION;
-#if OPENSSL_VERSION_NUMBER >= ROUTER_OPENSSL_VERSION(1, 1, 1)
+#ifdef TLS1_3_VERSION
     case TlsVersion::TLS_1_3:
       return TLS1_3_VERSION;
 #endif
@@ -121,9 +121,11 @@
     default:
       // unknown, leave all disabled
       // fallthrough
+#ifdef TLS1_3_VERSION
     case TlsVersion::TLS_1_3:
       opts |= SSL_OP_NO_TLSv1_2;
       // fallthrough
+#endif
     case TlsVersion::TLS_1_2:
       opts |= SSL_OP_NO_TLSv1_1;
       // fallthrough
@@ -170,8 +172,10 @@
       return TlsVersion::TLS_1_1;
     case TLS1_2_VERSION:
       return TlsVersion::TLS_1_2;
+#ifdef TLS1_3_VERSION
     case TLS1_3_VERSION:
       return TlsVersion::TLS_1_3;
+#endif
     case 0:
       return TlsVersion::AUTO;
     default:
diff -aurN a/router/src/http/src/tls_server_context.cc b/router/src/http/src/tls_server_context.cc
--- a/router/src/http/src/tls_server_context.cc	2019-09-20 04:30:51.000000000 -0400
+++ b/router/src/http/src/tls_server_context.cc	2019-10-15 12:23:44.637439306 -0400
@@ -166,7 +166,8 @@
     }
 
   } else {
-#if OPENSSL_VERSION_NUMBER >= ROUTER_OPENSSL_VERSION(1, 1, 0)
+#if OPENSSL_VERSION_NUMBER >= ROUTER_OPENSSL_VERSION(1, 1, 0) && \
+    !defined(LIBRESSL_VERSION_NUMBER)
     dh2048.reset(DH_get_2048_256());
 #else
     /*
diff -aurN a/sql/mysqld.cc b/sql/mysqld.cc
--- a/sql/mysqld.cc	2019-09-20 04:30:51.000000000 -0400
+++ b/sql/mysqld.cc	2019-10-15 12:25:25.125158377 -0400
@@ -4797,7 +4797,7 @@
 
 static PSI_memory_key key_memory_openssl = PSI_NOT_INSTRUMENTED;
 
-#if OPENSSL_VERSION_NUMBER < 0x10100000L
+#if OPENSSL_VERSION_NUMBER < 0x10100000L || defined(LIBRESSL_VERSION_NUMBER)
 #define FILE_LINE_ARGS
 #else
 #define FILE_LINE_ARGS , const char *, int
diff -aurN a/sql/sys_vars.cc b/sql/sys_vars.cc
--- a/sql/sys_vars.cc	2019-09-20 04:30:51.000000000 -0400
+++ b/sql/sys_vars.cc	2019-10-15 12:31:09.656195203 -0400
@@ -4416,7 +4416,7 @@
     "milliseconds",
     HINT_UPDATEABLE SESSION_VAR(max_execution_time), CMD_LINE(REQUIRED_ARG),
     VALID_RANGE(0, ULONG_MAX), DEFAULT(0), BLOCK_SIZE(1));
-
+#ifndef LIBRESSL_VERSION_NUMBER
 static bool update_fips_mode(sys_var *, THD *, enum_var_type) {
   char ssl_err_string[OPENSSL_ERROR_LENGTH] = {'\0'};
   if (set_fips_mode(opt_ssl_fips_mode, ssl_err_string) != 1) {
@@ -4436,6 +4436,16 @@
     GLOBAL_VAR(opt_ssl_fips_mode), CMD_LINE(REQUIRED_ARG, OPT_SSL_FIPS_MODE),
     ssl_fips_mode_names, DEFAULT(0), NO_MUTEX_GUARD, NOT_IN_BINLOG,
     ON_CHECK(NULL), ON_UPDATE(update_fips_mode), NULL);
+#else
+static const char *ssl_fips_mode_names[] = {"OFF", 0};
+static Sys_var_enum Sys_ssl_fips_mode(
+    "ssl_fips_mode",
+    "SSL FIPS mode (applies only for OpenSSL); "
+    "permitted values are: OFF",
+    GLOBAL_VAR(opt_ssl_fips_mode), CMD_LINE(REQUIRED_ARG, OPT_SSL_FIPS_MODE),
+    ssl_fips_mode_names, DEFAULT(0), NO_MUTEX_GUARD, NOT_IN_BINLOG,
+    ON_CHECK(NULL), ON_UPDATE(NULL), NULL);
+#endif
 
 #if defined(HAVE_OPENSSL)
 static Sys_var_bool Sys_auto_generate_certs(
diff -aurN a/sql-common/client.cc b/sql-common/client.cc
--- a/sql-common/client.cc	2019-09-20 04:30:51.000000000 -0400
+++ b/sql-common/client.cc	2019-10-15 12:24:52.867248560 -0400
@@ -7715,7 +7715,7 @@
 #endif
       break;
     case MYSQL_OPT_SSL_FIPS_MODE: {
-#if defined(HAVE_OPENSSL)
+#if defined(HAVE_OPENSSL) && !defined(LIBRESSL_VERSION_NUMBER)
       char ssl_err_string[OPENSSL_ERROR_LENGTH] = {'\0'};
       ENSURE_EXTENSIONS_PRESENT(&mysql->options);
       mysql->options.extension->ssl_fips_mode = *static_cast<const uint *>(arg);
diff -aurN a/vio/viossl.cc b/vio/viossl.cc
--- a/vio/viossl.cc	2019-09-20 04:30:51.000000000 -0400
+++ b/vio/viossl.cc	2019-10-15 12:33:17.966836499 -0400
@@ -490,7 +490,7 @@
 #if !defined(DBUG_OFF)
     {
       STACK_OF(SSL_COMP) *ssl_comp_methods = NULL;
-      ssl_comp_methods = SSL_COMP_get_compression_methods();
+      ssl_comp_methods = (STACK_OF(SSL_COMP) *)SSL_COMP_get_compression_methods();
       n = sk_SSL_COMP_num(ssl_comp_methods);
       DBUG_PRINT("info", ("Available compression methods:\n"));
       if (n == 0)
@@ -498,7 +498,7 @@
       else
         for (j = 0; j < n; j++) {
           SSL_COMP *c = sk_SSL_COMP_value(ssl_comp_methods, j);
-#if OPENSSL_VERSION_NUMBER < 0x10100000L
+#if OPENSSL_VERSION_NUMBER < 0x10100000L || defined(LIBRESSL_VERSION_NUMBER)
           DBUG_PRINT("info", ("  %d: %s\n", c->id, c->name));
 #else  /* OPENSSL_VERSION_NUMBER < 0x10100000L */
           DBUG_PRINT("info",
diff -aurN a/include/violite.h b/include/violite.h
--- a/include/violite.h	2019-09-20 04:30:51.000000000 -0400
+++ b/include/violite.h	2019-10-17 14:31:39.045842844 -0400
@@ -269,9 +269,11 @@
 
 long process_tls_version(const char *tls_version);
 
+#ifndef LIBRESSL_VERSION_NUMBER
 int set_fips_mode(const uint fips_mode, char *err_string);
 
 uint get_fips_mode();
+#endif
 
 struct st_VioSSLFd *new_VioSSLAcceptorFd(
     const char *key_file, const char *cert_file, const char *ca_file,
diff -aurN a/vio/viosslfactories.cc b/vio/viosslfactories.cc
--- a/vio/viosslfactories.cc	2019-10-17 14:27:32.672896538 -0400
+++ b/vio/viosslfactories.cc	2019-10-17 14:27:47.776954552 -0400
@@ -420,6 +420,7 @@
   }
 }
 
+#ifndef LIBRESSL_VERSION_NUMBER
 /**
   Set fips mode in openssl library,
   When we set fips mode ON/STRICT, it will perform following operations:
@@ -473,6 +474,7 @@
   @returns openssl current fips mode
 */
 uint get_fips_mode() { return FIPS_mode(); }
+#endif
 
 long process_tls_version(const char *tls_version) {
   const char *separator = ",";