diff --git a/.changeset/chilly-knives-taste.md b/.changeset/chilly-knives-taste.md
new file mode 100644
index 00000000..03c0f2e6
--- /dev/null
+++ b/.changeset/chilly-knives-taste.md
@@ -0,0 +1,5 @@
+---
+"@opennextjs/cloudflare": patch
+---
+
+feat: support passing the wrangler environment when populating the cache
diff --git a/examples/common/config-e2e.ts b/examples/common/config-e2e.ts
index a84d3460..a6327445 100644
--- a/examples/common/config-e2e.ts
+++ b/examples/common/config-e2e.ts
@@ -23,13 +23,14 @@ export function configurePlaywright(
   let command: string;
   let timeout: number;
   if (isWorker) {
+    const env = app === "r2-incremental-cache" ? "--env e2e" : "";
     if (isCI) {
       // Do not build on CI - there is a preceding build step
-      command = `pnpm preview:worker -- --port ${port} --inspector-port ${inspectorPort}`;
+      command = `pnpm preview:worker -- --port ${port} --inspector-port ${inspectorPort} ${env}`;
       timeout = 100_000;
     } else {
       timeout = 500_000;
-      command = `pnpm preview -- --port ${port} --inspector-port ${inspectorPort}`;
+      command = `pnpm preview -- --port ${port} --inspector-port ${inspectorPort} ${env}`;
     }
   } else {
     timeout = 100_000;
diff --git a/examples/overrides/r2-incremental-cache/package.json b/examples/overrides/r2-incremental-cache/package.json
index f6bd1725..0f5af158 100644
--- a/examples/overrides/r2-incremental-cache/package.json
+++ b/examples/overrides/r2-incremental-cache/package.json
@@ -7,8 +7,7 @@
     "build": "next build",
     "start": "next start",
     "lint": "next lint",
-    "d1:clean": "wrangler d1 execute NEXT_CACHE_D1 --command \"DROP TABLE IF EXISTS tags; DROP TABLE IF EXISTS revalidations\"",
-    "build:worker": "pnpm d1:clean && pnpm opennextjs-cloudflare build",
+    "build:worker": "pnpm opennextjs-cloudflare build",
     "preview:worker": "pnpm opennextjs-cloudflare preview",
     "preview": "pnpm build:worker && pnpm preview:worker",
     "e2e": "playwright test -c e2e/playwright.config.ts"
diff --git a/examples/overrides/r2-incremental-cache/wrangler.jsonc b/examples/overrides/r2-incremental-cache/wrangler.jsonc
index c0e4413e..7a9c4216 100644
--- a/examples/overrides/r2-incremental-cache/wrangler.jsonc
+++ b/examples/overrides/r2-incremental-cache/wrangler.jsonc
@@ -8,24 +8,31 @@
     "directory": ".open-next/assets",
     "binding": "ASSETS"
   },
-  "d1_databases": [
-    {
-      "binding": "NEXT_CACHE_D1",
-      "database_id": "NEXT_CACHE_D1",
-      "database_name": "NEXT_CACHE_D1"
+  "env": {
+    "e2e": {
+      "d1_databases": [
+        {
+          "binding": "NEXT_CACHE_D1",
+          "database_id": "NEXT_CACHE_D1",
+          "database_name": "NEXT_CACHE_D1"
+        }
+      ],
+      "services": [
+        {
+          "binding": "NEXT_CACHE_REVALIDATION_WORKER",
+          "service": "r2-incremental-cache-e2e"
+        }
+      ],
+      "r2_buckets": [
+        {
+          "binding": "NEXT_CACHE_R2_BUCKET",
+          "bucket_name": "NEXT_CACHE_R2_BUCKET",
+          "preview_bucket_name": "NEXT_CACHE_R2_BUCKET"
+        }
+      ]
+    },
+    "prod": {
+      // left blank to test that environment configuration works properly
     }
-  ],
-  "services": [
-    {
-      "binding": "NEXT_CACHE_REVALIDATION_WORKER",
-      "service": "r2-incremental-cache"
-    }
-  ],
-  "r2_buckets": [
-    {
-      "binding": "NEXT_CACHE_R2_BUCKET",
-      "bucket_name": "NEXT_CACHE_R2_BUCKET",
-      "preview_bucket_name": "NEXT_CACHE_R2_BUCKET"
-    }
-  ]
+  }
 }
diff --git a/packages/cloudflare/src/cli/args.ts b/packages/cloudflare/src/cli/args.ts
index 1dbec4f2..87927659 100644
--- a/packages/cloudflare/src/cli/args.ts
+++ b/packages/cloudflare/src/cli/args.ts
@@ -2,7 +2,8 @@ import { mkdirSync, type Stats, statSync } from "node:fs";
 import { resolve } from "node:path";
 import { parseArgs } from "node:util";
 
-import { isWranglerTarget, WranglerTarget } from "./utils/run-wrangler.js";
+import type { WranglerTarget } from "./utils/run-wrangler.js";
+import { getWranglerEnvironmentFlag, isWranglerTarget } from "./utils/run-wrangler.js";
 
 export type Arguments = (
   | {
@@ -11,8 +12,15 @@ export type Arguments = (
       skipWranglerConfigCheck: boolean;
       minify: boolean;
     }
-  | { command: "preview" | "deploy"; passthroughArgs: string[] }
-  | { command: "populateCache"; target: WranglerTarget }
+  | {
+      command: "preview" | "deploy";
+      passthroughArgs: string[];
+    }
+  | {
+      command: "populateCache";
+      target: WranglerTarget;
+      environment?: string;
+    }
 ) & { outputDir?: string };
 
 export function getArgs(): Arguments {
@@ -29,6 +37,8 @@ export function getArgs(): Arguments {
   const outputDir = values.output ? resolve(values.output) : undefined;
   if (outputDir) assertDirArg(outputDir, "output", true);
 
+  const passthroughArgs = getPassthroughArgs();
+
   switch (positionals[0]) {
     case "build":
       return {
@@ -43,12 +53,21 @@ export function getArgs(): Arguments {
       };
     case "preview":
     case "deploy":
-      return { command: positionals[0], outputDir, passthroughArgs: getPassthroughArgs() };
+      return {
+        command: positionals[0],
+        outputDir,
+        passthroughArgs,
+      };
     case "populateCache":
       if (!isWranglerTarget(positionals[1])) {
         throw new Error(`Error: invalid target for populating the cache, expected 'local' | 'remote'`);
       }
-      return { command: "populateCache", outputDir, target: positionals[1] };
+      return {
+        command: "populateCache",
+        outputDir,
+        target: positionals[1],
+        environment: getWranglerEnvironmentFlag(passthroughArgs),
+      };
     default:
       throw new Error("Error: invalid command, expected 'build' | 'preview' | 'deploy' | 'populateCache'");
   }
diff --git a/packages/cloudflare/src/cli/deploy/deploy.ts b/packages/cloudflare/src/cli/deploy/deploy.ts
index 31f71477..81e2a963 100644
--- a/packages/cloudflare/src/cli/deploy/deploy.ts
+++ b/packages/cloudflare/src/cli/deploy/deploy.ts
@@ -2,13 +2,17 @@ import { BuildOptions } from "@opennextjs/aws/build/helper.js";
 import { OpenNextConfig } from "@opennextjs/aws/types/open-next.js";
 
 import { populateCache } from "../populate-cache/populate-cache.js";
-import { runWrangler } from "../utils/run-wrangler.js";
+import { getWranglerEnvironmentFlag, runWrangler } from "../utils/run-wrangler.js";
 
 export async function deploy(
   options: BuildOptions,
   config: OpenNextConfig,
   deployOptions: { passthroughArgs: string[] }
 ) {
-  await populateCache(options, config, { target: "remote" });
+  await populateCache(options, config, {
+    target: "remote",
+    environment: getWranglerEnvironmentFlag(deployOptions.passthroughArgs),
+  });
+
   runWrangler(options, ["deploy", ...deployOptions.passthroughArgs], { logging: "all" });
 }
diff --git a/packages/cloudflare/src/cli/populate-cache/populate-cache.ts b/packages/cloudflare/src/cli/populate-cache/populate-cache.ts
index 949a04f7..300e4489 100644
--- a/packages/cloudflare/src/cli/populate-cache/populate-cache.ts
+++ b/packages/cloudflare/src/cli/populate-cache/populate-cache.ts
@@ -46,7 +46,7 @@ function getCacheAssetPaths(opts: BuildOptions) {
 export async function populateCache(
   options: BuildOptions,
   config: OpenNextConfig,
-  populateCacheOptions: { target: WranglerTarget }
+  populateCacheOptions: { target: WranglerTarget; environment?: string }
 ) {
   const { incrementalCache, tagCache } = config.default.override ?? {};
 
@@ -72,7 +72,9 @@ export async function populateCache(
           runWrangler(
             options,
             ["r2 object put", JSON.stringify(fullDestPath), `--file ${JSON.stringify(fsPath)}`],
-            { ...populateCacheOptions, excludeRemoteFlag: true, logging: "error" }
+            // NOTE: R2 does not support the environment flag and results in the following error:
+            // Incorrect type for the 'cacheExpiry' field on 'HttpMetadata': the provided value is not of type 'date'.
+            { target: populateCacheOptions.target, excludeRemoteFlag: true, logging: "error" }
           );
         });
         logger.info(`Successfully populated cache with ${assets.length} assets`);
diff --git a/packages/cloudflare/src/cli/preview/preview.ts b/packages/cloudflare/src/cli/preview/preview.ts
index b4df9d0d..0963f879 100644
--- a/packages/cloudflare/src/cli/preview/preview.ts
+++ b/packages/cloudflare/src/cli/preview/preview.ts
@@ -2,13 +2,17 @@ import { BuildOptions } from "@opennextjs/aws/build/helper.js";
 import { OpenNextConfig } from "@opennextjs/aws/types/open-next.js";
 
 import { populateCache } from "../populate-cache/populate-cache.js";
-import { runWrangler } from "../utils/run-wrangler.js";
+import { getWranglerEnvironmentFlag, runWrangler } from "../utils/run-wrangler.js";
 
 export async function preview(
   options: BuildOptions,
   config: OpenNextConfig,
   previewOptions: { passthroughArgs: string[] }
 ) {
-  await populateCache(options, config, { target: "local" });
+  await populateCache(options, config, {
+    target: "local",
+    environment: getWranglerEnvironmentFlag(previewOptions.passthroughArgs),
+  });
+
   runWrangler(options, ["dev", ...previewOptions.passthroughArgs], { logging: "all" });
 }
diff --git a/packages/cloudflare/src/cli/utils/run-wrangler.ts b/packages/cloudflare/src/cli/utils/run-wrangler.ts
index 6852d7b6..a7e9ea32 100644
--- a/packages/cloudflare/src/cli/utils/run-wrangler.ts
+++ b/packages/cloudflare/src/cli/utils/run-wrangler.ts
@@ -5,17 +5,21 @@ import logger from "@opennextjs/aws/logger.js";
 
 export type WranglerTarget = "local" | "remote";
 
-export function runWrangler(
-  options: BuildOptions,
-  args: string[],
-  wranglerOpts: { target?: WranglerTarget; excludeRemoteFlag?: boolean; logging?: "all" | "error" } = {}
-) {
+type WranglerOptions = {
+  target?: WranglerTarget;
+  environment?: string;
+  excludeRemoteFlag?: boolean;
+  logging?: "all" | "error";
+};
+
+export function runWrangler(options: BuildOptions, args: string[], wranglerOpts: WranglerOptions = {}) {
   const result = spawnSync(
     options.packager,
     [
       "exec",
       "wrangler",
       ...args,
+      wranglerOpts.environment && `--env ${wranglerOpts.environment}`,
       wranglerOpts.target === "remote" && !wranglerOpts.excludeRemoteFlag && "--remote",
       wranglerOpts.target === "local" && "--local",
     ].filter((v): v is string => !!v),
@@ -34,3 +38,24 @@ export function runWrangler(
 export function isWranglerTarget(v: string | undefined): v is WranglerTarget {
   return !!v && ["local", "remote"].includes(v);
 }
+
+/**
+ * Find the value of the environment flag (`--env` / `-e`) used by Wrangler.
+ *
+ * @param args - CLI arguments.
+ * @returns Value of the environment flag.
+ */
+export function getWranglerEnvironmentFlag(args: string[]) {
+  for (let i = 0; i <= args.length; i++) {
+    const arg = args[i];
+    if (!arg) continue;
+
+    if (arg === "--env" || arg === "-e") {
+      return args[i + 1];
+    }
+
+    if (arg.startsWith("--env=") || arg.startsWith("-e=")) {
+      return arg.split("=")[1];
+    }
+  }
+}