diff --git a/ext/openssl/ossl_ssl.c b/ext/openssl/ossl_ssl.c
index 3b5ff5a1f..484057cd4 100644
--- a/ext/openssl/ossl_ssl.c
+++ b/ext/openssl/ossl_ssl.c
@@ -1322,15 +1322,92 @@ ossl_sslctx_add_certificate(int argc, VALUE *argv, VALUE self)
     return self;
 }
 
+/*
+ * call-seq:
+ *    ctx.add_certificate_chain_file(certs_path, pkey_path) -> self
+ *
+ * Loads chain certificates from _certs_path_ and a private key from
+ * _pkey_path_.
+ *
+ * === Parameters
+ * _certs_path_::
+ *   A path to a chain certificates file. It may be a single certificate.
+ *   An instance of String.
+ * _pkey_path_::
+ *   A path to a private key file. An instance of String.
+ *
+ * === Example
+ *   ctx.add_certificate_chain_file(rsa_and_intermediate_certs_path, rsa_key_path)
+ *
+ *   ctx.add_certificate_chain_file(ecdsa_and_intermediate_certs_path, ecdsa_key_path)
+ *
+ * === Note
+ * The file format of the certificate and private key must be PEM.
+ *
+ * The certificate file must be starting with the subject's certificate and
+ * followed by intermediate CA certificate(s).
+ *
+ * OpenSSL before the version 1.0.2 could handle only one extra chain across
+ * all key types. Calling this method discards the chain set previously.
+ */
 static VALUE
-ossl_sslctx_add_certificate_chain_file(VALUE self, VALUE path)
+ossl_sslctx_add_certificate_chain_file(VALUE self, VALUE certs_path, VALUE pkey_path)
 {
-    StringValue(path);
-    SSL_CTX *ctx = NULL;
+    SSL_CTX *ctx;
+    X509 *x509;
+    char *ccerts_path, *cpkey_path;
+    FILE *fp;
+    EVP_PKEY *pkey, *pub_pkey;
 
     GetSSLCTX(self, ctx);
 
-    return SSL_CTX_use_certificate_chain_file(ctx, RSTRING_PTR(path)) == 1 ? Qtrue : Qfalse;
+    /* Retrieve private key */
+    cpkey_path = StringValueCStr(pkey_path);
+    fp = fopen(cpkey_path, "r");
+    if (!fp)
+        rb_raise(rb_eArgError, "failed to open pkey file");
+    pkey = PEM_read_PrivateKey(fp, NULL, 0, NULL);
+    fclose(fp);
+    if (!pkey)
+        rb_raise(rb_eArgError, "failed to open pkey file");
+
+    /* Retrieve public key */
+    ccerts_path = StringValueCStr(certs_path);
+    fp = fopen(ccerts_path, "r");
+    if (!fp) {
+        EVP_PKEY_free(pkey);
+        rb_raise(rb_eArgError, "failed to open certs file");
+    }
+    x509 = PEM_read_X509(fp, NULL, 0, NULL);
+    fclose(fp);
+    if (!x509) {
+        EVP_PKEY_free(pkey);
+        rb_raise(rb_eArgError, "failed to open certs file");
+    }
+    pub_pkey = X509_get_pubkey(x509);
+    if (!pub_pkey) {
+        EVP_PKEY_free(pkey);
+        X509_free(x509);
+        rb_raise(rb_eArgError, "certificate does not contain public key");
+    }
+    if (EVP_PKEY_cmp(pub_pkey, pkey) != 1) {
+        EVP_PKEY_free(pkey);
+        X509_free(x509);
+        EVP_PKEY_free(pub_pkey);
+        rb_raise(rb_eArgError, "public key mismatch");
+    }
+    EVP_PKEY_free(pkey);
+    X509_free(x509);
+    EVP_PKEY_free(pub_pkey);
+
+    /* SSL_CTX_use_certificate_chain_file() loads PEM format file. */
+    if (SSL_CTX_use_certificate_chain_file(ctx, ccerts_path) != 1)
+        ossl_raise(eSSLError, "SSL_CTX_use_certificate_chain_file");
+
+    if (SSL_CTX_use_PrivateKey_file(ctx, cpkey_path, SSL_FILETYPE_PEM) != 1)
+        ossl_raise(eSSLError, "SSL_CTX_use_PrivateKey_file");
+
+    return self;
 }
 
 /*
@@ -2784,7 +2861,7 @@ Init_ossl_ssl(void)
     rb_define_method(cSSLContext, "enable_fallback_scsv", ossl_sslctx_enable_fallback_scsv, 0);
 #endif
     rb_define_method(cSSLContext, "add_certificate", ossl_sslctx_add_certificate, -1);
-    rb_define_method(cSSLContext, "add_certificate_chain_file", ossl_sslctx_add_certificate_chain_file, 1);
+    rb_define_method(cSSLContext, "add_certificate_chain_file", ossl_sslctx_add_certificate_chain_file, 2);
 
     rb_define_method(cSSLContext, "setup", ossl_sslctx_setup, 0);
     rb_define_alias(cSSLContext, "freeze", "setup");
diff --git a/test/test_ssl.rb b/test/test_ssl.rb
index 5d4c09b87..46be4df93 100644
--- a/test/test_ssl.rb
+++ b/test/test_ssl.rb
@@ -186,8 +186,107 @@ def test_add_certificate_multiple_certs
   end
 
   def test_add_certificate_chain_file
-    ctx = OpenSSL::SSL::SSLContext.new
-    assert ctx.add_certificate_chain_file(Fixtures.file_path("chain", "server.crt"))
+    # Create chain certificates file
+    certs = Tempfile.open { |f| f << @svr_cert.to_pem << @ca_cert.to_pem; f }
+    pkey = Tempfile.open { |f| f << @svr_key.to_pem; f }
+
+    ctx_proc = -> ctx {
+      # Unset values set by start_server
+      ctx.cert = ctx.key = ctx.extra_chain_cert = nil
+      assert_nothing_raised { ctx.add_certificate_chain_file(certs.path, pkey.path) }
+    }
+
+    start_server(ctx_proc: ctx_proc) { |port|
+      server_connect(port) { |ssl|
+        assert_equal @svr_cert.subject, ssl.peer_cert.subject
+        assert_equal [@svr_cert.subject, @ca_cert.subject],
+          ssl.peer_cert_chain.map(&:subject)
+
+        ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+      }
+    }
+  ensure
+    certs&.close
+    pkey&.close
+    certs&.unlink
+    pkey&.unlink
+  end
+
+  def test_add_certificate_chain_file_multiple_certs
+    pend "EC is not supported" unless defined?(OpenSSL::PKey::EC)
+    pend "TLS 1.2 is not supported" unless tls12_supported?
+
+    # SSL_CTX_set0_chain() is needed for setting multiple certificate chains
+    add0_chain_supported = openssl?(1, 0, 2)
+
+    if add0_chain_supported
+      ca2_key = Fixtures.pkey("rsa2048")
+      ca2_exts = [
+        ["basicConstraints", "CA:TRUE", true],
+        ["keyUsage", "cRLSign, keyCertSign", true],
+      ]
+      ca2_dn = OpenSSL::X509::Name.parse_rfc2253("CN=CA2")
+      ca2_cert = issue_cert(ca2_dn, ca2_key, 123, ca2_exts, nil, nil)
+    else
+      # Use the same CA as @svr_cert
+      ca2_key = @ca_key; ca2_cert = @ca_cert
+    end
+
+    ecdsa_key = Fixtures.pkey("p256")
+    exts = [
+      ["keyUsage", "digitalSignature", false],
+    ]
+    ecdsa_dn = OpenSSL::X509::Name.parse_rfc2253("CN=localhost2")
+    ecdsa_cert = issue_cert(ecdsa_dn, ecdsa_key, 456, exts, ca2_cert, ca2_key)
+
+    # Create chain certificates file
+    certs1 = Tempfile.open { |f| f << @svr_cert.to_pem << @ca_cert.to_pem; f }
+    pkey1 = Tempfile.open { |f| f << @svr_key.to_pem; f }
+    certs2 = Tempfile.open { |f| f << ecdsa_cert.to_pem << ca2_cert.to_pem; f }
+    pkey2 = Tempfile.open { |f| f << ecdsa_key.to_pem; f }
+
+    ctx_proc = -> ctx {
+      # Unset values set by start_server
+      ctx.cert = ctx.key = ctx.extra_chain_cert = nil
+      ctx.ecdh_curves = "P-256" unless openssl?(1, 0, 2)
+      assert_nothing_raised {
+        ctx.add_certificate_chain_file(certs1.path, pkey1.path) # RSA
+        ctx.add_certificate_chain_file(certs2.path, pkey2.path) # ECDSA
+      }
+    }
+
+    start_server(ctx_proc: ctx_proc) do |port|
+      ctx = OpenSSL::SSL::SSLContext.new
+      ctx.max_version = :TLS1_2
+      ctx.ciphers = "aRSA"
+      server_connect(port, ctx) { |ssl|
+        assert_equal @svr_cert.subject, ssl.peer_cert.subject
+        assert_equal [@svr_cert.subject, @ca_cert.subject],
+          ssl.peer_cert_chain.map(&:subject)
+
+        ssl.puts "abc"; assert_equal "abc\n", ssl.gets
+      }
+
+      ctx = OpenSSL::SSL::SSLContext.new
+      ctx.max_version = :TLS1_2
+      ctx.ciphers = "aECDSA"
+      server_connect(port, ctx) { |ssl|
+        assert_equal ecdsa_cert.subject, ssl.peer_cert.subject
+        assert_equal [ecdsa_cert.subject, ca2_cert.subject],
+          ssl.peer_cert_chain.map(&:subject)
+
+        ssl.puts "123"; assert_equal "123\n", ssl.gets
+      }
+    end
+  ensure
+    certs1&.close
+    pkey1&.close
+    certs1&.unlink
+    pkey1&.unlink
+    certs2&.close
+    pkey2&.close
+    certs2&.unlink
+    pkey2&.unlink
   end
 
   def test_sysread_and_syswrite