diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index 4c50012af..f396c3502 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -10,11 +10,12 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ ubuntu-latest, macos-latest ]
+        # ubuntu-latest is 22.04, uses OpenSSL 3
+        os: [ ubuntu-20.04, macos-latest ]
         ruby: [ head, "3.0", "2.7", "2.6" ]
     steps:
       - name: repo checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
 
       - name: load ruby
         uses: ruby/setup-ruby@v1
@@ -38,10 +39,11 @@ jobs:
       fail-fast: false
       matrix:
         os: [ windows-latest ]
-        ruby: [ mswin, mingw, "3.0", "2.7", "2.6" ]
+        # current mswin build uses OpenSSL 3
+        ruby: [ mingw, "3.0", "2.7", "2.6" ]
     steps:
       - name: repo checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
 
       - name: load ruby, install/update gcc, install openssl
         uses: MSP-Greg/setup-ruby-pkgs@v1
@@ -80,7 +82,7 @@ jobs:
           - libressl-3.3.4
     steps:
       - name: repo checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
 
       - name: prepare openssl
         run: |
diff --git a/History.md b/History.md
index a4f6bd7fd..de13e1f32 100644
--- a/History.md
+++ b/History.md
@@ -124,6 +124,21 @@ Notable changes
     [[GitHub #342]](https://github.com/ruby/openssl/issues/342)
 
 
+Version 2.2.3
+=============
+
+Bug fixes
+---------
+
+* Fix serveral methods in OpenSSL::PKey::EC::Point attempting to raise an error
+  with an incorrect class, which would end up with a TypeError.
+  [[GitHub #570]](https://github.com/ruby/openssl/pull/570)
+* Fix OpenSSL::PKey::EC::Point#eql? and OpenSSL::PKey::EC::Group#eql?
+  incorrectly treated OpenSSL's internal errors as "not equal".
+  [[GitHub #564]](https://github.com/ruby/openssl/pull/564)
+* Fix build with LibreSSL 3.5 or later.
+
+
 Version 2.2.2
 =============
 
diff --git a/ext/openssl/ossl_pkey_ec.c b/ext/openssl/ossl_pkey_ec.c
index 3918d45d4..b083549bf 100644
--- a/ext/openssl/ossl_pkey_ec.c
+++ b/ext/openssl/ossl_pkey_ec.c
@@ -680,10 +680,11 @@ static VALUE ossl_ec_group_eql(VALUE a, VALUE b)
     GetECGroup(a, group1);
     GetECGroup(b, group2);
 
-    if (EC_GROUP_cmp(group1, group2, ossl_bn_ctx) == 1)
-       return Qfalse;
-
-    return Qtrue;
+    switch (EC_GROUP_cmp(group1, group2, ossl_bn_ctx)) {
+    case 0: return Qtrue;
+    case 1: return Qfalse;
+    default: ossl_raise(eEC_GROUP, "EC_GROUP_cmp");
+    }
 }
 
 /*
@@ -1244,10 +1245,13 @@ static VALUE ossl_ec_point_eql(VALUE a, VALUE b)
     GetECPoint(b, point2);
     GetECGroup(group_v1, group);
 
-    if (EC_POINT_cmp(group, point1, point2, ossl_bn_ctx) == 1)
-        return Qfalse;
+    switch (EC_POINT_cmp(group, point1, point2, ossl_bn_ctx)) {
+    case 0: return Qtrue;
+    case 1: return Qfalse;
+    default: ossl_raise(eEC_POINT, "EC_POINT_cmp");
+    }
 
-    return Qtrue;
+    UNREACHABLE;
 }
 
 /*
@@ -1265,7 +1269,7 @@ static VALUE ossl_ec_point_is_at_infinity(VALUE self)
     switch (EC_POINT_is_at_infinity(group, point)) {
     case 1: return Qtrue;
     case 0: return Qfalse;
-    default: ossl_raise(cEC_POINT, "EC_POINT_is_at_infinity");
+    default: ossl_raise(eEC_POINT, "EC_POINT_is_at_infinity");
     }
 
     UNREACHABLE;
@@ -1286,7 +1290,7 @@ static VALUE ossl_ec_point_is_on_curve(VALUE self)
     switch (EC_POINT_is_on_curve(group, point, ossl_bn_ctx)) {
     case 1: return Qtrue;
     case 0: return Qfalse;
-    default: ossl_raise(cEC_POINT, "EC_POINT_is_on_curve");
+    default: ossl_raise(eEC_POINT, "EC_POINT_is_on_curve");
     }
 
     UNREACHABLE;
@@ -1309,7 +1313,7 @@ static VALUE ossl_ec_point_make_affine(VALUE self)
     rb_warn("OpenSSL::PKey::EC::Point#make_affine! is deprecated");
 #if !OSSL_OPENSSL_PREREQ(3, 0, 0)
     if (EC_POINT_make_affine(group, point, ossl_bn_ctx) != 1)
-        ossl_raise(cEC_POINT, "EC_POINT_make_affine");
+        ossl_raise(eEC_POINT, "EC_POINT_make_affine");
 #endif
 
     return self;
@@ -1328,7 +1332,7 @@ static VALUE ossl_ec_point_invert(VALUE self)
     GetECPointGroup(self, group);
 
     if (EC_POINT_invert(group, point, ossl_bn_ctx) != 1)
-        ossl_raise(cEC_POINT, "EC_POINT_invert");
+        ossl_raise(eEC_POINT, "EC_POINT_invert");
 
     return self;
 }
@@ -1346,7 +1350,7 @@ static VALUE ossl_ec_point_set_to_infinity(VALUE self)
     GetECPointGroup(self, group);
 
     if (EC_POINT_set_to_infinity(group, point) != 1)
-        ossl_raise(cEC_POINT, "EC_POINT_set_to_infinity");
+        ossl_raise(eEC_POINT, "EC_POINT_set_to_infinity");
 
     return self;
 }