diff --git a/self_hosted/evaluate.jou b/self_hosted/evaluate.jou
index e2b0c0e8..863bc152 100644
--- a/self_hosted/evaluate.jou
+++ b/self_hosted/evaluate.jou
@@ -22,6 +22,14 @@ def evaluate_condition(expr: AstExpression*) -> bool:
             return True
         if v == 0:
             return False
+
+    if expr->kind == AstExpressionKind::And:
+        return evaluate_condition(&expr->operands[0]) and evaluate_condition(&expr->operands[1])
+    if expr->kind == AstExpressionKind::Or:
+        return evaluate_condition(&expr->operands[0]) or evaluate_condition(&expr->operands[1])
+    if expr->kind == AstExpressionKind::Not:
+        return not evaluate_condition(&expr->operands[0])
+
     fail(expr->location, "cannot evaluate condition at compile time")
 
 
diff --git a/src/evaluate.c b/src/evaluate.c
index dccf373a..8af47a3f 100644
--- a/src/evaluate.c
+++ b/src/evaluate.c
@@ -36,6 +36,13 @@ static bool evaluate_condition(const AstExpression *expr)
             return (bool)v;
     }
 
+    if (expr->kind == AST_EXPR_AND)
+        return evaluate_condition(&expr->data.operands[0]) && evaluate_condition(&expr->data.operands[1]);
+    if (expr->kind == AST_EXPR_OR)
+        return evaluate_condition(&expr->data.operands[0]) || evaluate_condition(&expr->data.operands[1]);
+    if (expr->kind == AST_EXPR_NOT)
+        return !evaluate_condition(&expr->data.operands[0]);
+
     fail(expr->location, "cannot evaluate condition at compile time");
 }
 
diff --git a/tests/should_succeed/compile_time_if.jou b/tests/should_succeed/compile_time_if.jou
index 1374e312..9aad81fd 100644
--- a/tests/should_succeed/compile_time_if.jou
+++ b/tests/should_succeed/compile_time_if.jou
@@ -12,6 +12,21 @@ else:
         # python uses 777 as default perms, see help(os.mkdir)
         mkdir("tmp/tests/foo", 0o777)
 
+
+# Test and,or,not operators
+if WINDOWS or MACOS:
+    def bar1() -> None:
+        printf("One")
+    def bar2() -> None:
+        printf("Two\n")
+
+if not WINDOWS and not MACOS:
+    def bar1() -> None:
+        printf("OneTwo\n")
+    def bar2() -> None:
+        pass
+
+
 def main() -> int:
     make_foo()
     f = fopen("tmp/tests/foo/bar", "w")
@@ -19,4 +34,8 @@ def main() -> int:
         puts("ok")  # Output: ok
         fclose(f)
 
+    # Output: OneTwo
+    bar1()
+    bar2()
+
     return 0