diff --git a/Cargo.lock b/Cargo.lock
index 25929a9f8..f92b81443 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -94,6 +94,15 @@ version = "1.0.97"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "dcfed56ad506cb2c684a14971b8861fdc3baaaae314b9e5f9bb532cbe3ba7a4f"
 
+[[package]]
+name = "arbitrary"
+version = "1.4.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "dde20b3d026af13f561bdd0f15edf01fc734f0dafcedbaf42bba506a9517f223"
+dependencies = [
+ "derive_arbitrary",
+]
+
 [[package]]
 name = "arcstr"
 version = "1.2.0"
@@ -688,7 +697,7 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "117725a109d387c937a1533ce01b450cbde6b88abceea8473c4d7a85853cda3c"
 dependencies = [
  "lazy_static",
- "windows-sys 0.48.0",
+ "windows-sys 0.59.0",
 ]
 
 [[package]]
@@ -905,6 +914,17 @@ version = "0.1.4"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "092966b41edc516079bdf31ec78a2e0588d1d0c08f78b91d8307215928642b2b"
 
+[[package]]
+name = "derive_arbitrary"
+version = "1.4.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "30542c1ad912e0e3d22a1935c290e12e8a29d704a420177a31faad4a601a0800"
+dependencies = [
+ "proc-macro2",
+ "quote",
+ "syn",
+]
+
 [[package]]
 name = "diff"
 version = "0.1.13"
@@ -2100,6 +2120,12 @@ dependencies = [
  "scopeguard",
 ]
 
+[[package]]
+name = "lockfree-object-pool"
+version = "0.1.6"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "9374ef4228402d4b7e403e5838cb880d9ee663314b0a900d5a6aabf0c213552e"
+
 [[package]]
 name = "log"
 version = "0.4.25"
@@ -6089,7 +6115,7 @@ version = "0.1.9"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "cf221c93e13a30d793f7645a0e7762c55d169dbb0a49671918a2319d289b10bb"
 dependencies = [
- "windows-sys 0.48.0",
+ "windows-sys 0.59.0",
 ]
 
 [[package]]
@@ -6680,14 +6706,19 @@ dependencies = [
 
 [[package]]
 name = "zip"
-version = "0.6.6"
+version = "2.3.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "760394e246e4c28189f19d488c058bf16f564016aefac5d32bb1f3b51d5e9261"
+checksum = "84e9a772a54b54236b9b744aaaf8d7be01b4d6e99725523cb82cb32d1c81b1d7"
 dependencies = [
- "byteorder",
+ "arbitrary",
  "crc32fast",
  "crossbeam-utils",
+ "displaydoc",
  "flate2",
+ "indexmap",
+ "memchr",
+ "thiserror 2.0.11",
+ "zopfli",
 ]
 
 [[package]]
@@ -6696,6 +6727,20 @@ version = "0.4.2"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "8b20717f0917c908dc63de2e44e97f1e6b126ca58d0e391cee86d504eb8fbd05"
 
+[[package]]
+name = "zopfli"
+version = "0.8.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "e5019f391bac5cf252e93bbcc53d039ffd62c7bfb7c150414d61369afe57e946"
+dependencies = [
+ "bumpalo",
+ "crc32fast",
+ "lockfree-object-pool",
+ "log",
+ "once_cell",
+ "simd-adler32",
+]
+
 [[package]]
 name = "zstd"
 version = "0.13.2"
diff --git a/Cargo.toml b/Cargo.toml
index 8eb3b4eb4..46294c5ce 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -184,7 +184,7 @@ windows-sys = { version = "0.59.0", features = ["Win32_Foundation", "Win32_Secur
 winsafe = { version = "0.0.23", features = ["kernel"] }
 wiremock = { version = "0.6.2" }
 xz2 = { version = "0.1.7" }
-zip = { version = "0.6.6", default-features = false, features = ["deflate"] }
+zip = { version = "2.2.3", default-features = false, features = ["deflate"] }
 
 [workspace.metadata.cargo-shear]
 ignored = ["flate2", "xz2"]
diff --git a/crates/uv-build-backend/src/wheel.rs b/crates/uv-build-backend/src/wheel.rs
index 17c60ac01..08e7c434f 100644
--- a/crates/uv-build-backend/src/wheel.rs
+++ b/crates/uv-build-backend/src/wheel.rs
@@ -644,7 +644,7 @@ impl ZipDirectoryWriter {
     ) -> Result<Box<dyn Write + 'slf>, Error> {
         // 644 is the default of the zip crate.
         let permissions = if executable_bit { 775 } else { 664 };
-        let options = zip::write::FileOptions::default()
+        let options = zip::write::SimpleFileOptions::default()
             .unix_permissions(permissions)
             .compression_method(self.compression);
         self.writer.start_file(path, options)?;
@@ -655,7 +655,7 @@ impl ZipDirectoryWriter {
 impl DirectoryWriter for ZipDirectoryWriter {
     fn write_bytes(&mut self, path: &str, bytes: &[u8]) -> Result<(), Error> {
         trace!("Adding {}", path);
-        let options = zip::write::FileOptions::default().compression_method(self.compression);
+        let options = zip::write::SimpleFileOptions::default().compression_method(self.compression);
         self.writer.start_file(path, options)?;
         self.writer.write_all(bytes)?;
 
@@ -690,7 +690,7 @@ impl DirectoryWriter for ZipDirectoryWriter {
 
     fn write_directory(&mut self, directory: &str) -> Result<(), Error> {
         trace!("Adding directory {}", directory);
-        let options = zip::write::FileOptions::default().compression_method(self.compression);
+        let options = zip::write::SimpleFileOptions::default().compression_method(self.compression);
         Ok(self.writer.add_directory(directory, options)?)
     }
 
diff --git a/crates/uv-trampoline-builder/src/lib.rs b/crates/uv-trampoline-builder/src/lib.rs
index 2fb461fc8..21fc69050 100644
--- a/crates/uv-trampoline-builder/src/lib.rs
+++ b/crates/uv-trampoline-builder/src/lib.rs
@@ -5,7 +5,7 @@ use std::str::Utf8Error;
 use fs_err::File;
 use thiserror::Error;
 use uv_fs::Simplified;
-use zip::write::FileOptions;
+use zip::write::SimpleFileOptions;
 use zip::ZipWriter;
 
 #[cfg(all(windows, target_arch = "x86"))]
@@ -250,7 +250,8 @@ pub fn windows_script_launcher(
         // We're using the zip writer, but with stored compression
         // https://github.com/njsmith/posy/blob/04927e657ca97a5e35bb2252d168125de9a3a025/src/trampolines/mod.rs#L75-L82
         // https://github.com/pypa/distlib/blob/8ed03aab48add854f377ce392efffb79bb4d6091/PC/launcher.c#L259-L271
-        let stored = FileOptions::default().compression_method(zip::CompressionMethod::Stored);
+        let stored =
+            SimpleFileOptions::default().compression_method(zip::CompressionMethod::Stored);
         let mut archive = ZipWriter::new(Cursor::new(&mut payload));
         let error_msg = "Writing to Vec<u8> should never fail";
         archive.start_file("__main__.py", stored).expect(error_msg);