diff --git a/packages/ai/CHANGELOG.md b/packages/ai/CHANGELOG.md
index cb8c77b4..56219235 100644
--- a/packages/ai/CHANGELOG.md
+++ b/packages/ai/CHANGELOG.md
@@ -2,6 +2,10 @@
 
 ## [Unreleased]
 
+### Fixed
+
+- Fixed GPT-5.5 generated context window metadata to use the observed 272k limit.
+
 ## [0.70.0] - 2026-04-23
 
 ### Added
diff --git a/packages/ai/scripts/generate-models.ts b/packages/ai/scripts/generate-models.ts
index 13c9f5db..35afa4fc 100644
--- a/packages/ai/scripts/generate-models.ts
+++ b/packages/ai/scripts/generate-models.ts
@@ -772,7 +772,7 @@ async function generateModels() {
 			candidate.contextWindow = 272000;
 			candidate.maxTokens = 128000;
 		}
-		if (candidate.provider === "openai" && candidate.id === "gpt-5.4") {
+		if (candidate.provider === "openai" && (candidate.id === "gpt-5.4" || candidate.id === "gpt-5.5")) {
 			candidate.contextWindow = 272000;
 			candidate.maxTokens = 128000;
 		}
@@ -1134,7 +1134,7 @@ async function generateModels() {
 			reasoning: true,
 			input: ["text", "image"],
 			cost: { input: 5, output: 30, cacheRead: 0.5, cacheWrite: 0 },
-			contextWindow: 400000,
+			contextWindow: CODEX_CONTEXT,
 			maxTokens: CODEX_MAX_TOKENS,
 		},
 		{
diff --git a/packages/ai/src/models.generated.ts b/packages/ai/src/models.generated.ts
index 24c5044a..bd4f782b 100644
--- a/packages/ai/src/models.generated.ts
+++ b/packages/ai/src/models.generated.ts
@@ -2505,8 +2505,8 @@ export const MODELS = {
 				cacheRead: 0.5,
 				cacheWrite: 0,
 			},
-			contextWindow: 1050000,
-			maxTokens: 130000,
+			contextWindow: 272000,
+			maxTokens: 128000,
 		} satisfies Model<"azure-openai-responses">,
 		"o1": {
 			id: "o1",
@@ -6264,8 +6264,8 @@ export const MODELS = {
 				cacheRead: 0.5,
 				cacheWrite: 0,
 			},
-			contextWindow: 1050000,
-			maxTokens: 130000,
+			contextWindow: 272000,
+			maxTokens: 128000,
 		} satisfies Model<"openai-responses">,
 		"o1": {
 			id: "o1",
@@ -6572,7 +6572,7 @@ export const MODELS = {
 				cacheRead: 0.5,
 				cacheWrite: 0,
 			},
-			contextWindow: 400000,
+			contextWindow: 272000,
 			maxTokens: 128000,
 		} satisfies Model<"openai-codex-responses">,
 	},