diff --git a/.gitignore b/.gitignore
index 93cab34..c31c571 100644
--- a/.gitignore
+++ b/.gitignore
@@ -1,2 +1,3 @@
+.vscode
 node_modules
 yarn-error.log
diff --git a/src/styleSheetSerializer.js b/src/styleSheetSerializer.js
index 09263fd..d0d0ee9 100644
--- a/src/styleSheetSerializer.js
+++ b/src/styleSheetSerializer.js
@@ -62,22 +62,19 @@ const filterRules = (classNames) => (rule) =>
   includesClassNames(classNames, rule.selectors) &&
   rule.declarations.length;
 
-const getAtRules = (ast, filter) =>
-  ast.stylesheet.rules
-    .filter((rule) => rule.type === 'media' || rule.type === 'supports')
-    .reduce((acc, atRule) => {
-      atRule.rules = atRule.rules.filter(filter);
-
-      return acc.concat(atRule);
-    }, []);
+const getAllRules = (rules, classNames) => rules
+  .filter(
+    (rule) => rule.type === 'media'
+      || rule.type === 'supports'
+      || filterRules(classNames)(rule)
+  )
+  .map(rule => (rule.type === "rule" ? rule : Object.assign({}, rule, { rules: getAllRules(rule.rules, classNames) })))
+  .filter(rule => (rule.type === "rule" && rule.declarations.length) || rule.rules.length);
 
 const getStyle = (classNames) => {
   const ast = getCSS();
-  const filter = filterRules(classNames);
-  const rules = ast.stylesheet.rules.filter(filter);
-  const atRules = getAtRules(ast, filter);
 
-  ast.stylesheet.rules = rules.concat(atRules);
+  ast.stylesheet.rules = getAllRules(ast.stylesheet.rules, classNames);
 
   return css.stringify(ast);
 };
diff --git a/src/toHaveStyleRule.js b/src/toHaveStyleRule.js
index 929853c..d1187fe 100644
--- a/src/toHaveStyleRule.js
+++ b/src/toHaveStyleRule.js
@@ -36,17 +36,6 @@ const getClassNames = (received) => {
 
 const hasAtRule = (options) => Object.keys(options).some((option) => ['media', 'supports'].includes(option));
 
-const getAtRules = (ast, options) => {
-  return Object.keys(options)
-    .map((option) =>
-      ast.stylesheet.rules
-        .filter((rule) => rule.type === option && rule[option] === options[option].replace(/:\s/g, ":"))
-        .map((rule) => rule.rules)
-        .reduce((acc, rules) => acc.concat(rules), [])
-    )
-    .reduce((acc, rules) => acc.concat(rules), []);
-};
-
 const normalizeQuotations = (input) => input.replace(/['"]/g, '"');
 
 const getModifiedClassName = (className, staticClassName, modifier = '') => {
@@ -82,14 +71,20 @@ const hasClassNames = (classNames, selectors, options) => {
   );
 };
 
-const getRules = (ast, classNames, options) => {
-  const rules = (hasAtRule(options) ? getAtRules(ast, options) : ast.stylesheet.rules).map((rule) => ({
+const getRules = (rules, classNames, options) =>
+  rules.map((rule) => ({
     ...rule,
     selectors: Array.isArray(rule.selectors) ? rule.selectors.map(normalizeQuotations) : rule.selectors,
-  }));
+  }))
+    .flatMap((rule) => {
+      if (!hasAtRule(options)) {
+        return rule.type === 'rule' && hasClassNames(classNames, rule.selectors, options) ? [rule] : [];
+      }
 
-  return rules.filter((rule) => rule.type === 'rule' && hasClassNames(classNames, rule.selectors, options));
-};
+      return ['media', 'supports'].includes(rule.type) && options[rule.type] && rule[rule.type] === options[rule.type].replace(/:\s/g, ':')
+        ? getRules(rule.rules, classNames, Object.fromEntries(Object.entries(options).filter(([key]) => key !== rule.type)))
+        : [];
+    });
 
 const handleMissingRules = (options) => ({
   pass: false,
@@ -116,7 +111,7 @@ function toHaveStyleRule(component, property, expected, options = {}) {
   const classNames = getClassNames(component);
   const ast = getCSS();
   const normalizedOptions = normalizeOptions(options);
-  const rules = getRules(ast, classNames, normalizedOptions);
+  const rules = getRules(ast.stylesheet.rules, classNames, normalizedOptions);
 
   if (!rules.length) {
     return handleMissingRules(normalizedOptions);
diff --git a/test/__snapshots__/styleSheetSerializer.spec.js.snap b/test/__snapshots__/styleSheetSerializer.spec.js.snap
index 7b2ea31..e60e2b9 100644
--- a/test/__snapshots__/styleSheetSerializer.spec.js.snap
+++ b/test/__snapshots__/styleSheetSerializer.spec.js.snap
@@ -838,15 +838,6 @@ exports[`supported css: mount 1`] = `
   background: palevioletred;
 }
 
-.c1 > p {
-  -webkit-text-decoration: underline;
-  text-decoration: underline;
-}
-
-html.test .c0 {
-  display: none;
-}
-
 @media (max-width:600px) {
   .c1 {
     background: tomato;
@@ -855,6 +846,21 @@ html.test .c0 {
   .c1:hover {
     background: yellow;
   }
+
+@supports (top:max(1px,0px)) {
+    .c1 {
+      padding-left: max(1em,env(safe-area-inset-left,0px));
+    }
+}
+}
+
+.c1 > p {
+  -webkit-text-decoration: underline;
+  text-decoration: underline;
+}
+
+html.test .c0 {
+  display: none;
 }
 
 <styled.div>
@@ -878,15 +884,6 @@ exports[`supported css: react-test-renderer 1`] = `
   background: palevioletred;
 }
 
-.c1 > p {
-  -webkit-text-decoration: underline;
-  text-decoration: underline;
-}
-
-html.test .c0 {
-  display: none;
-}
-
 @media (max-width:600px) {
   .c1 {
     background: tomato;
@@ -895,6 +892,21 @@ html.test .c0 {
   .c1:hover {
     background: yellow;
   }
+
+@supports (top:max(1px,0px)) {
+    .c1 {
+      padding-left: max(1em,env(safe-area-inset-left,0px));
+    }
+}
+}
+
+.c1 > p {
+  -webkit-text-decoration: underline;
+  text-decoration: underline;
+}
+
+html.test .c0 {
+  display: none;
 }
 
 <div
@@ -916,15 +928,6 @@ exports[`supported css: react-testing-library 1`] = `
   background: palevioletred;
 }
 
-.c1 > p {
-  -webkit-text-decoration: underline;
-  text-decoration: underline;
-}
-
-html.test .c0 {
-  display: none;
-}
-
 @media (max-width:600px) {
   .c1 {
     background: tomato;
@@ -933,6 +936,21 @@ html.test .c0 {
   .c1:hover {
     background: yellow;
   }
+
+@supports (top:max(1px,0px)) {
+    .c1 {
+      padding-left: max(1em,env(safe-area-inset-left,0px));
+    }
+}
+}
+
+.c1 > p {
+  -webkit-text-decoration: underline;
+  text-decoration: underline;
+}
+
+html.test .c0 {
+  display: none;
 }
 
 <div
@@ -954,15 +972,6 @@ exports[`supported css: shallow 1`] = `
   background: palevioletred;
 }
 
-.c1 > p {
-  -webkit-text-decoration: underline;
-  text-decoration: underline;
-}
-
-html.test .c0 {
-  display: none;
-}
-
 @media (max-width:600px) {
   .c1 {
     background: tomato;
@@ -971,6 +980,21 @@ html.test .c0 {
   .c1:hover {
     background: yellow;
   }
+
+@supports (top:max(1px,0px)) {
+    .c1 {
+      padding-left: max(1em,env(safe-area-inset-left,0px));
+    }
+}
+}
+
+.c1 > p {
+  -webkit-text-decoration: underline;
+  text-decoration: underline;
+}
+
+html.test .c0 {
+  display: none;
 }
 
 <div
diff --git a/test/styleSheetSerializer.spec.js b/test/styleSheetSerializer.spec.js
index c404ffa..b993db2 100644
--- a/test/styleSheetSerializer.spec.js
+++ b/test/styleSheetSerializer.spec.js
@@ -179,6 +179,10 @@ it('supported css', () => {
       &:hover {
         background: yellow;
       }
+
+      @supports (top: max(1px, 0px)) {
+        padding-left: max(1em, env(safe-area-inset-left, 0px));
+      }
     }
 
     > p {
diff --git a/test/toHaveStyleRule.spec.js b/test/toHaveStyleRule.spec.js
index 9042690..f2108b9 100644
--- a/test/toHaveStyleRule.spec.js
+++ b/test/toHaveStyleRule.spec.js
@@ -252,6 +252,42 @@ it('at rules', () => {
   });
 });
 
+it('nested at rules', () => {
+  const Container = styled.div`
+    @media (min-width: 320px) {
+      top: 0px;
+      @supports (top:env(safe-area-inset-top,0px)) {
+        top: env(safe-area-inset-top,0px);
+      }
+    }
+
+    @supports (bottom:env(safe-area-inset-bottom,0px)) {
+      bottom: 0px;
+      @media (min-width: 320px) {
+        bottom: env(safe-area-inset-bottom,0px);
+      }
+    }
+  `;
+
+  toHaveStyleRule(<Container />, "top", "0px", {
+    media: "(min-width: 320px)",
+  });
+
+  toHaveStyleRule(<Container />, "top", "env(safe-area-inset-top,0px)", {
+    media: "(min-width: 320px)",
+    supports: "(top:env(safe-area-inset-top,0px))",
+  });
+
+  toHaveStyleRule(<Container />, "bottom", "0px", {
+    supports: "(bottom:env(safe-area-inset-bottom,0px))",
+  });
+
+  toHaveStyleRule(<Container />, "bottom", "env(safe-area-inset-bottom,0px)", {
+    media: "(min-width: 320px)",
+    supports: "(bottom:env(safe-area-inset-bottom,0px))",
+  });
+});
+
 it('selector modifiers', () => {
   const Link = styled.a`
     color: white;