diff --git a/.changeset/cyan-waves-rest.md b/.changeset/cyan-waves-rest.md
new file mode 100644
index 000000000..bd9188dd9
--- /dev/null
+++ b/.changeset/cyan-waves-rest.md
@@ -0,0 +1,5 @@
+---
+'@compiled/babel-plugin': minor
+---
+
+Fix supporting ternaries referencing cssMap style objects when extracting styles.
diff --git a/packages/babel-plugin/src/css-map/__tests__/index.test.ts b/packages/babel-plugin/src/css-map/__tests__/index.test.ts
index 95c8d9185..7036eecc4 100644
--- a/packages/babel-plugin/src/css-map/__tests__/index.test.ts
+++ b/packages/babel-plugin/src/css-map/__tests__/index.test.ts
@@ -22,11 +22,18 @@ describe('css map basic functionality', () => {
       import { cssMap } from '@compiled/react';
 
       const styles = cssMap(${styles});
+
+      const Component = () => <div>
+        <span css={styles.danger} />
+        <span css={styles.success} />
+      </div>
     `);
 
-    expect(actual).toInclude(
-      'const styles={danger:"_syaz5scu _bfhk5scu",success:"_syazbf54 _bfhkbf54"};'
-    );
+    expect(actual).toIncludeMultiple([
+      'const styles={danger:"_syaz5scu _bfhk5scu",success:"_syazbf54 _bfhkbf54"};',
+      '<span className={ax([styles.danger])}/>',
+      '<span className={ax([styles.success])}/>',
+    ]);
   });
 
   it('should transform css map even with an empty object', () => {
@@ -45,6 +52,42 @@ describe('css map basic functionality', () => {
     expect(actual).toInclude('const styles={danger:"",success:"_syazbf54 _bfhkbf54"};');
   });
 
+  it('should transform ternary-based conditional referencing cssMap declarations', () => {
+    const actual = transform(`
+      import { cssMap } from '@compiled/react';
+
+      const styles = cssMap({
+        root: { display: 'block' },
+        positive: { background: 'white', color: 'black' },
+        negative: { background: 'green', color: 'red' },
+        bold: { fontWeight: 'bold' },
+        normal: { fontWeight: 'normal' },
+      });
+
+      const Component = ({ isPrimary, weight }) => (
+        <div
+          css={[
+            styles.root,
+            weight in styles ? styles[weight] : styles.normal,
+            isPrimary ? styles.positive : styles.negative,
+          ]}
+        />
+      );
+    `);
+
+    expect(actual).toIncludeMultiple([
+      '._1e0c1ule{display:block}',
+      '._bfhk1x77{background-color:white}',
+      '._syaz11x8{color:black}',
+      '._bfhkbf54{background-color:green}',
+      '._syaz5scu{color:red}',
+      '._k48p8n31{font-weight:bold}',
+      '._k48p4jg8{font-weight:normal}',
+      'const styles={root:"_1e0c1ule",positive:"_bfhk1x77 _syaz11x8",negative:"_bfhkbf54 _syaz5scu",bold:"_k48p8n31",normal:"_k48p4jg8"}',
+      '<div className={ax([styles.root,weight in styles?styles[weight]:styles.normal,isPrimary?styles.positive:styles.negative])}/>',
+    ]);
+  });
+
   it('should error out if variants are not defined at the top-most scope of the module.', () => {
     expect(() => {
       transform(`
diff --git a/packages/babel-plugin/src/utils/css-builders.ts b/packages/babel-plugin/src/utils/css-builders.ts
index d35a9b293..f0d6d6f0b 100644
--- a/packages/babel-plugin/src/utils/css-builders.ts
+++ b/packages/babel-plugin/src/utils/css-builders.ts
@@ -381,6 +381,8 @@ const extractConditionalExpression = (node: t.ConditionalExpression, meta: Metad
       }
     } else if (t.isConditionalExpression(pathNode)) {
       cssOutput = extractConditionalExpression(pathNode, meta);
+    } else if (t.isMemberExpression(pathNode)) {
+      cssOutput = extractMemberExpression(pathNode, meta, false);
     }
 
     if (cssOutput) {
@@ -663,6 +665,44 @@ const extractObjectExpression = (node: t.ObjectExpression, meta: Metadata): CSSO
   return { css: mergeSubsequentUnconditionalCssItems(css), variables };
 };
 
+/**
+ * Extracts CSS data from a member expression node (eg. `styles.primary`)
+ *
+ * @param node Node we're interested in extracting CSS from.
+ * @param meta {Metadata} Useful metadata that can be used during the transformation
+ * @param fallbackToEvaluate {Boolean} Whether to fallback to re-evaluating the expression if it's not a cssMap identifier
+ */
+function extractMemberExpression(
+  node: t.MemberExpression,
+  meta: Metadata,
+  fallbackToEvaluate?: true
+): CSSOutput;
+function extractMemberExpression(
+  node: t.MemberExpression,
+  meta: Metadata,
+  fallbackToEvaluate: false
+): CSSOutput | undefined;
+function extractMemberExpression(
+  node: t.MemberExpression,
+  meta: Metadata,
+  fallbackToEvaluate = true
+): CSSOutput | undefined {
+  const bindingIdentifier = findBindingIdentifier(node);
+  if (bindingIdentifier && meta.state.cssMap[bindingIdentifier.name]) {
+    return {
+      css: [{ type: 'map', expression: node, name: bindingIdentifier.name, css: '' }],
+      variables: [],
+    };
+  }
+
+  if (fallbackToEvaluate) {
+    const { value, meta: updatedMeta } = evaluateExpression(node, meta);
+    return buildCss(value, updatedMeta);
+  }
+
+  return undefined;
+}
+
 /**
  * Extracts CSS data from a template literal node.
  *
@@ -880,15 +920,7 @@ export const buildCss = (node: t.Expression | t.Expression[], meta: Metadata): C
   }
 
   if (t.isMemberExpression(node)) {
-    const bindingIdentifier = findBindingIdentifier(node);
-    if (bindingIdentifier && meta.state.cssMap[bindingIdentifier.name]) {
-      return {
-        css: [{ type: 'map', expression: node, name: bindingIdentifier.name, css: '' }],
-        variables: [],
-      };
-    }
-    const { value, meta: updatedMeta } = evaluateExpression(node, meta);
-    return buildCss(value, updatedMeta);
+    return extractMemberExpression(node, meta);
   }
 
   if (t.isArrowFunctionExpression(node)) {
@@ -903,6 +935,10 @@ export const buildCss = (node: t.Expression | t.Expression[], meta: Metadata): C
     if (t.isConditionalExpression(node.body)) {
       return extractConditionalExpression(node.body, meta);
     }
+
+    if (t.isMemberExpression(node.body)) {
+      return extractMemberExpression(node.body, meta);
+    }
   }
 
   if (t.isIdentifier(node)) {