diff --git a/.github/workflows/ci-stable.yml b/.github/workflows/ci-stable.yml
index 394bd6dda567..61ae38e6f415 100644
--- a/.github/workflows/ci-stable.yml
+++ b/.github/workflows/ci-stable.yml
@@ -10,7 +10,7 @@ on:
   push:
     branches: [main]
   pull_request:
-    branches: [main, 3.3, 3.4]
+    branches: [main, v3]
 
 permissions:
   contents: read
diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index e5c0135fb3f5..71649f4bb099 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -7,7 +7,7 @@ on:
   push:
     branches: [main]
   pull_request:
-    branches: [main, 3.3, 3.4]
+    branches: [main, v3]
 
 permissions:
   contents: read
diff --git a/.github/workflows/integration-tests.yml b/.github/workflows/integration-tests.yml
index f0967175cc26..ff5a68df1740 100644
--- a/.github/workflows/integration-tests.yml
+++ b/.github/workflows/integration-tests.yml
@@ -2,9 +2,9 @@ name: Integration Tests
 
 on:
   push:
-    branches: [main, 3.3, 3.4]
+    branches: [main, v3]
   pull_request:
-    branches: [main, 3.3, 3.4]
+    branches: [main, v3]
 
 permissions:
   contents: read
diff --git a/CHANGELOG.md b/CHANGELOG.md
index ffcdd5bbd9f5..bd4b0197ddd6 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -10,6 +10,7 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 ### Fixed
 
 - Improve support for raw `supports-[…]` queries in arbitrary values ([#13605](https://github.com/tailwindlabs/tailwindcss/pull/13605))
+- Fix `require.cache` error when loaded through a TypeScript file in Node 22.18+ ([#18665](https://github.com/tailwindlabs/tailwindcss/pull/18665))
 
 ## [3.4.17] - 2024-12-17
 
diff --git a/integrations/parcel/tests/integration.test.js b/integrations/parcel/tests/integration.test.js
index beaf5e70d7dc..f0ae14a26354 100644
--- a/integrations/parcel/tests/integration.test.js
+++ b/integrations/parcel/tests/integration.test.js
@@ -24,7 +24,7 @@ describe('static build', () => {
       env: { NODE_ENV: 'production' },
     })
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .font-bold {
         font-weight: 700;
       }
@@ -71,7 +71,7 @@ describe('static build', () => {
       env: { NODE_ENV: 'production' },
     })
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .bg-primary {
         --tw-bg-opacity: 1;
         background-color: rgb(0 0 0 / var(--tw-bg-opacity, 1));
@@ -121,7 +121,7 @@ describe('static build', () => {
       env: { NODE_ENV: 'production' },
     })
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .bg-primary {
         --tw-bg-opacity: 1;
         background-color: rgb(0 0 0 / var(--tw-bg-opacity, 1));
@@ -142,19 +142,19 @@ describe('watcher', () => {
 
     let runningProcess = $('parcel watch ./src/index.html --no-cache')
 
-    await waitForOutputFileCreation(/index\.\w+\.css$/)
+    await waitForOutputFileCreation(/parcel\.\w+\.css$/)
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .font-bold {
         font-weight: 700;
       }
     `)
 
-    await waitForOutputFileChange(/index\.\w+\.css$/, async () => {
+    await waitForOutputFileChange(/parcel\.\w+\.css$/, async () => {
       await appendToInputFile('index.html', html`<div class="font-normal"></div>`)
     })
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .font-bold {
         font-weight: 700;
       }
@@ -163,11 +163,11 @@ describe('watcher', () => {
       }
     `)
 
-    await waitForOutputFileChange(/index\.\w+\.css$/, async () => {
+    await waitForOutputFileChange(/parcel\.\w+\.css$/, async () => {
       await appendToInputFile('index.html', html`<div class="bg-red-500"></div>`)
     })
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .bg-red-500 {
         --tw-bg-opacity: 1;
         background-color: rgb(239 68 68 / var(--tw-bg-opacity, 1));
@@ -190,19 +190,19 @@ describe('watcher', () => {
 
     let runningProcess = $('parcel watch ./src/index.html --no-cache')
 
-    await waitForOutputFileCreation(/index\.\w+\.css$/)
+    await waitForOutputFileCreation(/parcel\.\w+\.css$/)
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .font-bold {
         font-weight: 700;
       }
     `)
 
-    await waitForOutputFileChange(/index\.\w+\.css$/, async () => {
+    await waitForOutputFileChange(/parcel\.\w+\.css$/, async () => {
       await appendToInputFile('glob/index.html', html`<div class="font-normal"></div>`)
     })
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .font-bold {
         font-weight: 700;
       }
@@ -211,11 +211,11 @@ describe('watcher', () => {
       }
     `)
 
-    await waitForOutputFileChange(/index\.\w+\.css$/, async () => {
+    await waitForOutputFileChange(/parcel\.\w+\.css$/, async () => {
       await appendToInputFile('glob/index.html', html`<div class="bg-red-500"></div>`)
     })
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .bg-red-500 {
         --tw-bg-opacity: 1;
         background-color: rgb(239 68 68 / var(--tw-bg-opacity, 1));
@@ -242,9 +242,9 @@ describe('watcher', () => {
 
     let runningProcess = $('parcel watch ./src/index.html --no-cache')
 
-    await waitForOutputFileCreation(/index\.\w+\.css$/)
+    await waitForOutputFileCreation(/parcel\.\w+\.css$/)
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .font-bold {
         font-weight: 700;
       }
@@ -255,7 +255,7 @@ describe('watcher', () => {
       }
     `)
 
-    await waitForOutputFileChange(/index\.\w+\.css$/, async () => {
+    await waitForOutputFileChange(/parcel\.\w+\.css$/, async () => {
       await writeInputFile(
         '../tailwind.config.js',
         javascript`
@@ -280,7 +280,7 @@ describe('watcher', () => {
       )
     })
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .font-bold {
         font-weight: bold;
       }
@@ -305,15 +305,15 @@ describe('watcher', () => {
 
     let runningProcess = $('parcel watch ./src/index.html --no-cache')
 
-    await waitForOutputFileCreation(/index\.\w+\.css$/)
+    await waitForOutputFileCreation(/parcel\.\w+\.css$/)
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .font-bold {
         font-weight: 700;
       }
     `)
 
-    await waitForOutputFileChange(/index\.\w+\.css$/, async () => {
+    await waitForOutputFileChange(/parcel\.\w+\.css$/, async () => {
       await writeInputFile(
         'index.css',
         css`
@@ -330,7 +330,7 @@ describe('watcher', () => {
       )
     })
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       /* prettier-ignore */
       .btn {
           border-radius: .25rem;
@@ -341,7 +341,7 @@ describe('watcher', () => {
       }
     `)
 
-    await waitForOutputFileChange(/index\.\w+\.css$/, async () => {
+    await waitForOutputFileChange(/parcel\.\w+\.css$/, async () => {
       await writeInputFile(
         'index.css',
         css`
@@ -358,7 +358,7 @@ describe('watcher', () => {
       )
     })
 
-    expect(await readOutputFile(/index\.\w+\.css$/)).toIncludeCss(css`
+    expect(await readOutputFile(/parcel\.\w+\.css$/)).toIncludeCss(css`
       .btn {
         --tw-bg-opacity: 1;
         background-color: rgb(239 68 68 / var(--tw-bg-opacity, 1));
diff --git a/src/lib/setupTrackingContext.js b/src/lib/setupTrackingContext.js
index 70e7cb684139..93df47200822 100644
--- a/src/lib/setupTrackingContext.js
+++ b/src/lib/setupTrackingContext.js
@@ -54,6 +54,9 @@ function getTailwindConfig(configOrPath) {
 
     // It has changed (based on timestamps), or first run
     for (let file of newDeps) {
+      // When loaded transitively through a TypeScript file `require.cache`
+      // may be undefined. Happens in Node 22.18+.
+      if (!require.cache) continue
       delete require.cache[file]
     }
     let newConfig = validateConfig(resolveConfig(loadConfig(userConfigPath)))