diff --git a/CHANGELOG.md b/CHANGELOG.md
index aa9356494..a8a0cbc1a 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
 
 - Allow `@tailwindcss/cli` in `--watch` mode to use polling with `--poll` when filesystem events are unreliable or unavailable ([#20297](https://github.com/tailwindlabs/tailwindcss/pull/20297))
+- Canonicalization: match arbitrary hex colors against theme colors case-insensitively (e.g. `bg-[#fff]` and `bg-[#FFF]` → `bg-white`) ([#20298](https://github.com/tailwindlabs/tailwindcss/pull/20298))
 
 ## [4.3.2] - 2026-06-26
 
diff --git a/packages/tailwindcss/src/canonicalize-candidates.test.ts b/packages/tailwindcss/src/canonicalize-candidates.test.ts
index c01ee78e1..03229f450 100644
--- a/packages/tailwindcss/src/canonicalize-candidates.test.ts
+++ b/packages/tailwindcss/src/canonicalize-candidates.test.ts
@@ -316,6 +316,10 @@ describe.each([['default'], ['with-variant'], ['important'], ['prefix']])('%s',
       ['[color:var(--color-red-500)]', 'text-red-500'],
       ['[background-color:var(--color-red-500)]', 'bg-red-500'],
 
+      // Arbitrary property to named utility (case insensitive)
+      ['[color:#fff]', 'text-white'],
+      ['[color:#FFF]', 'text-white'],
+
       // Arbitrary property with modifier to named functional utility with modifier
       ['[color:var(--color-red-500)]/25', 'text-red-500/25'],
 
@@ -354,6 +358,7 @@ describe.each([['default'], ['with-variant'], ['important'], ['prefix']])('%s',
           --*: initial;
           --spacing: 0.25rem;
           --color-red-500: red;
+          --color-white: #fff;
 
           /* Equivalent of blue-500/50 */
           --color-primary: color-mix(in oklab, oklch(62.3% 0.214 259.815) 50%, transparent);
@@ -394,6 +399,10 @@ describe.each([['default'], ['with-variant'], ['important'], ['prefix']])('%s',
       ['bg-[theme(colors.red.500/75%)]', 'bg-red-500/75'],
       ['bg-[theme(colors.red.500/12.34%)]', 'bg-red-500/[12.34%]'],
 
+      // Arbitrary value with different casing
+      ['bg-[#fff]', 'bg-white'],
+      ['bg-[#FFF]', 'bg-white'],
+
       // Values that don't contain only `theme(…)` calls should not be converted to
       // use a modifier since the color is not the whole value.
       [
@@ -478,6 +487,9 @@ describe.each([['default'], ['with-variant'], ['important'], ['prefix']])('%s',
     ])(testName, { timeout }, async (candidate, expected) => {
       let input = css`
         @import 'tailwindcss';
+        @theme {
+          --color-white: #fff;
+        }
       `
 
       await expectCanonicalization(input, candidate, expected)
@@ -1508,4 +1520,30 @@ describe('regressions', () => {
 
     expect(designSystem.canonicalizeCandidates(['px-[calc(1rem+0px)]'], options)).toEqual(['px-4'])
   })
+
+  // https://github.com/tailwindlabs/tailwindcss/issues/20295
+  test('canonicalizations work when casing of arbitrary values is different', async () => {
+    let designSystem = await designSystems.get(__dirname).get(css`
+      @import 'tailwindcss';
+      @theme {
+        --color-brand-purple: #3f3cbb;
+      }
+    `)
+
+    let options: CanonicalizeOptions = {
+      collapse: true,
+      logicalToPhysical: true,
+      rem: 16,
+    }
+
+    expect(designSystem.canonicalizeCandidates(['bg-[#3F3cbb]'], options)).toEqual([
+      'bg-brand-purple',
+    ])
+    expect(designSystem.canonicalizeCandidates(['bg-[#3F3Cbb]'], options)).toEqual([
+      'bg-brand-purple',
+    ])
+    expect(designSystem.canonicalizeCandidates(['bg-[#3F3CBB]'], options)).toEqual([
+      'bg-brand-purple',
+    ])
+  })
 })
diff --git a/packages/tailwindcss/src/canonicalize-candidates.ts b/packages/tailwindcss/src/canonicalize-candidates.ts
index 6faf346ed..eb9d8697c 100644
--- a/packages/tailwindcss/src/canonicalize-candidates.ts
+++ b/packages/tailwindcss/src/canonicalize-candidates.ts
@@ -2425,6 +2425,12 @@ function createUtilitySignatureCache(
   })
 }
 
+// #RGB
+// #RGBA
+// #RRGGBB
+// #RRGGBBAA
+const HEX_REGEX = /#(?:[a-f0-9]{8}|[a-f0-9]{6}|[a-f0-9]{4}|[a-f0-9]{3})/gi
+
 // Optimize the CSS AST to make it suitable for signature comparison. We want to
 // expand declarations, ignore comments, sort declarations etc...
 function canonicalizeAst(designSystem: DesignSystem, ast: AstNode[], options: SignatureOptions) {
@@ -2536,6 +2542,18 @@ function canonicalizeAst(designSystem: DesignSystem, ast: AstNode[], options: Si
           return a.property.localeCompare(b.property)
         })
       }
+
+      //
+      else if (node.kind === 'declaration' && node.value) {
+        // Leave CSS variables alone
+        if (node.property[0] === '-' && node.property[1] === '-') return
+
+        // Ensure hex colors are always lowercased
+        {
+          HEX_REGEX.lastIndex = 0
+          node.value = node.value.replace(HEX_REGEX, (color) => color.toLowerCase())
+        }
+      }
     },
   })