diff --git a/src/config.cpp b/src/config.cpp
index 560fd8f..f2a2fc7 100644
--- a/src/config.cpp
+++ b/src/config.cpp
@@ -536,9 +536,9 @@ std::optional<std::string> CConfigImpl::parseComment(const std::string& comment)
         }
 
         if (args[i] == "endif") {
-            if (!currentFlags.inAnIfBlock)
+            if (currentFlags.ifDatas.empty())
                 return "stray endif";
-            currentFlags.inAnIfBlock = false;
+            currentFlags.ifDatas.pop_back();
             break;
         }
 
@@ -549,20 +549,19 @@ std::optional<std::string> CConfigImpl::parseComment(const std::string& comment)
     }
 
     if (!ifBlockVariable.empty()) {
-        if (currentFlags.inAnIfBlock)
-            return "nested if statements are not allowed";
-
         if (ifBlockVariable.starts_with("!")) {
             negated = true;
             ifBlockVariable = ifBlockVariable.substr(1);
         }
 
-        currentFlags.inAnIfBlock = true;
+        CConfigImpl::SIfBlockData newIfData;
 
         if (const auto VAR = getVariable(ifBlockVariable); VAR)
-            currentFlags.ifBlockFailed = negated ? VAR->truthy() : !VAR->truthy();
+            newIfData.failed = negated ? VAR->truthy() : !VAR->truthy();
         else
-            currentFlags.ifBlockFailed = !negated;
+            newIfData.failed = !negated;
+
+        currentFlags.ifDatas.emplace_back(newIfData);
     }
 
     return std::nullopt;
@@ -632,7 +631,7 @@ CParseResult CConfig::parseLine(std::string line, bool dynamic) {
         return result;
     }
 
-    if (impl->currentFlags.inAnIfBlock && impl->currentFlags.ifBlockFailed)
+    if (!impl->currentFlags.ifDatas.empty() && impl->currentFlags.ifDatas.back().failed)
         return result;
 
     size_t lastHashPos = 0;
diff --git a/src/config.hpp b/src/config.hpp
index 63d9840..d68482c 100644
--- a/src/config.hpp
+++ b/src/config.hpp
@@ -103,9 +103,13 @@ class CConfigImpl {
     std::expected<float, std::string>                        parseExpression(const std::string& s);
     SVariable*                                               getVariable(const std::string& name);
 
+    struct SIfBlockData {
+        bool failed = false;
+    };
+
     struct {
-        bool noError       = false;
-        bool inAnIfBlock   = false;
-        bool ifBlockFailed = false;
+        bool                      noError = false;
+
+        std::vector<SIfBlockData> ifDatas;
     } currentFlags;
 };
diff --git a/tests/config/config.conf b/tests/config/config.conf
index e3c372f..54e71bf 100644
--- a/tests/config/config.conf
+++ b/tests/config/config.conf
@@ -39,10 +39,20 @@ customType = abc
 
 # hyprlang if !NONEXISTENT_VAR
 
+# hyprlang if !NONEXISTENT_VAR_2
+
 testStringColon = ee:ee:ee
 
 # hyprlang endif
 
+# hyprlang if NONEXISTENT_VAR
+
+testStringColon = ee:ee:ee:22
+
+# hyprlang endif
+
+# hyprlang endif
+
 # hyprlang noerror true
 
 errorVariable = true