diff --git a/src/compiler/checker.ts b/src/compiler/checker.ts
index 7254f1c2a9..9509c28623 100644
--- a/src/compiler/checker.ts
+++ b/src/compiler/checker.ts
@@ -5643,7 +5643,7 @@ namespace ts {
                 }
                 if (source.flags & TypeFlags.Enum && target === numberType) return Ternary.True;
                 if (source.flags & TypeFlags.Enum && target.flags & TypeFlags.Enum) {
-                    if (result = enumRelatedTo(source, target)) {
+                    if (result = enumRelatedTo(source, target, reportErrors)) {
                         return result;
                     }
                 }
@@ -6266,7 +6266,7 @@ namespace ts {
                 return Ternary.False;
             }
 
-            function enumRelatedTo(source: Type, target: Type) {
+            function enumRelatedTo(source: Type, target: Type, reportErrors?: boolean) {
                 if (source.symbol.name !== target.symbol.name ||
                     source.symbol.flags & SymbolFlags.ConstEnum ||
                     target.symbol.flags & SymbolFlags.ConstEnum) {
@@ -6277,9 +6277,11 @@ namespace ts {
                     if (property.flags & SymbolFlags.EnumMember) {
                         const targetProperty = getPropertyOfType(targetEnumType, property.name);
                         if (!targetProperty || !(targetProperty.flags & SymbolFlags.EnumMember)) {
-                            reportError(Diagnostics.Property_0_is_missing_in_type_1,
-                                property.name,
-                                typeToString(target, /*enclosingDeclaration*/ undefined, TypeFormatFlags.UseFullyQualifiedType));
+                            if (reportErrors) {
+                                reportError(Diagnostics.Property_0_is_missing_in_type_1,
+                                    property.name,
+                                    typeToString(target, /*enclosingDeclaration*/ undefined, TypeFormatFlags.UseFullyQualifiedType));
+                            }
                             return Ternary.False;
                         }
                     }
diff --git a/tests/baselines/reference/enumAssignmentCompat4.js b/tests/baselines/reference/enumAssignmentCompat4.js
new file mode 100644
index 0000000000..ad28324ce0
--- /dev/null
+++ b/tests/baselines/reference/enumAssignmentCompat4.js
@@ -0,0 +1,51 @@
+//// [enumAssignmentCompat4.ts]
+namespace M {
+    export enum MyEnum {
+        BAR
+    }
+    export var object2 = {
+        foo: MyEnum.BAR
+    };
+}
+
+namespace N {
+    export enum MyEnum {
+        FOO
+    };
+    export var object1 = {
+        foo: MyEnum.FOO
+    };
+}
+
+let broken = [
+    N.object1,
+    M.object2
+];
+
+
+//// [enumAssignmentCompat4.js]
+var M;
+(function (M) {
+    (function (MyEnum) {
+        MyEnum[MyEnum["BAR"] = 0] = "BAR";
+    })(M.MyEnum || (M.MyEnum = {}));
+    var MyEnum = M.MyEnum;
+    M.object2 = {
+        foo: MyEnum.BAR
+    };
+})(M || (M = {}));
+var N;
+(function (N) {
+    (function (MyEnum) {
+        MyEnum[MyEnum["FOO"] = 0] = "FOO";
+    })(N.MyEnum || (N.MyEnum = {}));
+    var MyEnum = N.MyEnum;
+    ;
+    N.object1 = {
+        foo: MyEnum.FOO
+    };
+})(N || (N = {}));
+var broken = [
+    N.object1,
+    M.object2
+];
diff --git a/tests/baselines/reference/enumAssignmentCompat4.symbols b/tests/baselines/reference/enumAssignmentCompat4.symbols
new file mode 100644
index 0000000000..a3a8073161
--- /dev/null
+++ b/tests/baselines/reference/enumAssignmentCompat4.symbols
@@ -0,0 +1,59 @@
+=== tests/cases/compiler/enumAssignmentCompat4.ts ===
+namespace M {
+>M : Symbol(M, Decl(enumAssignmentCompat4.ts, 0, 0))
+
+    export enum MyEnum {
+>MyEnum : Symbol(MyEnum, Decl(enumAssignmentCompat4.ts, 0, 13))
+
+        BAR
+>BAR : Symbol(MyEnum.BAR, Decl(enumAssignmentCompat4.ts, 1, 24))
+    }
+    export var object2 = {
+>object2 : Symbol(object2, Decl(enumAssignmentCompat4.ts, 4, 14))
+
+        foo: MyEnum.BAR
+>foo : Symbol(foo, Decl(enumAssignmentCompat4.ts, 4, 26))
+>MyEnum.BAR : Symbol(MyEnum.BAR, Decl(enumAssignmentCompat4.ts, 1, 24))
+>MyEnum : Symbol(MyEnum, Decl(enumAssignmentCompat4.ts, 0, 13))
+>BAR : Symbol(MyEnum.BAR, Decl(enumAssignmentCompat4.ts, 1, 24))
+
+    };
+}
+
+namespace N {
+>N : Symbol(N, Decl(enumAssignmentCompat4.ts, 7, 1))
+
+    export enum MyEnum {
+>MyEnum : Symbol(MyEnum, Decl(enumAssignmentCompat4.ts, 9, 13))
+
+        FOO
+>FOO : Symbol(MyEnum.FOO, Decl(enumAssignmentCompat4.ts, 10, 24))
+
+    };
+    export var object1 = {
+>object1 : Symbol(object1, Decl(enumAssignmentCompat4.ts, 13, 14))
+
+        foo: MyEnum.FOO
+>foo : Symbol(foo, Decl(enumAssignmentCompat4.ts, 13, 26))
+>MyEnum.FOO : Symbol(MyEnum.FOO, Decl(enumAssignmentCompat4.ts, 10, 24))
+>MyEnum : Symbol(MyEnum, Decl(enumAssignmentCompat4.ts, 9, 13))
+>FOO : Symbol(MyEnum.FOO, Decl(enumAssignmentCompat4.ts, 10, 24))
+
+    };
+}
+
+let broken = [
+>broken : Symbol(broken, Decl(enumAssignmentCompat4.ts, 18, 3))
+
+    N.object1,
+>N.object1 : Symbol(N.object1, Decl(enumAssignmentCompat4.ts, 13, 14))
+>N : Symbol(N, Decl(enumAssignmentCompat4.ts, 7, 1))
+>object1 : Symbol(N.object1, Decl(enumAssignmentCompat4.ts, 13, 14))
+
+    M.object2
+>M.object2 : Symbol(M.object2, Decl(enumAssignmentCompat4.ts, 4, 14))
+>M : Symbol(M, Decl(enumAssignmentCompat4.ts, 0, 0))
+>object2 : Symbol(M.object2, Decl(enumAssignmentCompat4.ts, 4, 14))
+
+];
+
diff --git a/tests/baselines/reference/enumAssignmentCompat4.types b/tests/baselines/reference/enumAssignmentCompat4.types
new file mode 100644
index 0000000000..db7f5ce8ba
--- /dev/null
+++ b/tests/baselines/reference/enumAssignmentCompat4.types
@@ -0,0 +1,62 @@
+=== tests/cases/compiler/enumAssignmentCompat4.ts ===
+namespace M {
+>M : typeof M
+
+    export enum MyEnum {
+>MyEnum : MyEnum
+
+        BAR
+>BAR : MyEnum
+    }
+    export var object2 = {
+>object2 : { foo: MyEnum; }
+>{        foo: MyEnum.BAR    } : { foo: MyEnum; }
+
+        foo: MyEnum.BAR
+>foo : MyEnum
+>MyEnum.BAR : MyEnum
+>MyEnum : typeof MyEnum
+>BAR : MyEnum
+
+    };
+}
+
+namespace N {
+>N : typeof N
+
+    export enum MyEnum {
+>MyEnum : MyEnum
+
+        FOO
+>FOO : MyEnum
+
+    };
+    export var object1 = {
+>object1 : { foo: MyEnum; }
+>{        foo: MyEnum.FOO    } : { foo: MyEnum; }
+
+        foo: MyEnum.FOO
+>foo : MyEnum
+>MyEnum.FOO : MyEnum
+>MyEnum : typeof MyEnum
+>FOO : MyEnum
+
+    };
+}
+
+let broken = [
+>broken : ({ foo: N.MyEnum; } | { foo: M.MyEnum; })[]
+>[    N.object1,    M.object2] : ({ foo: N.MyEnum; } | { foo: M.MyEnum; })[]
+
+    N.object1,
+>N.object1 : { foo: N.MyEnum; }
+>N : typeof N
+>object1 : { foo: N.MyEnum; }
+
+    M.object2
+>M.object2 : { foo: M.MyEnum; }
+>M : typeof M
+>object2 : { foo: M.MyEnum; }
+
+];
+
diff --git a/tests/cases/compiler/enumAssignmentCompat4.ts b/tests/cases/compiler/enumAssignmentCompat4.ts
new file mode 100644
index 0000000000..0a5fc89660
--- /dev/null
+++ b/tests/cases/compiler/enumAssignmentCompat4.ts
@@ -0,0 +1,22 @@
+namespace M {
+    export enum MyEnum {
+        BAR
+    }
+    export var object2 = {
+        foo: MyEnum.BAR
+    };
+}
+
+namespace N {
+    export enum MyEnum {
+        FOO
+    };
+    export var object1 = {
+        foo: MyEnum.FOO
+    };
+}
+
+let broken = [
+    N.object1,
+    M.object2
+];