diff --git a/Cargo.lock b/Cargo.lock
index 5422a804b..4048247b1 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -4804,6 +4804,7 @@ dependencies = [
  "md-5",
  "pypi-types",
  "rayon",
+ "reqwest",
  "rustc-hash 2.0.0",
  "sha2",
  "thiserror",
diff --git a/crates/uv-distribution/src/distribution_database.rs b/crates/uv-distribution/src/distribution_database.rs
index 0ba87e723..ac8a81ebb 100644
--- a/crates/uv-distribution/src/distribution_database.rs
+++ b/crates/uv-distribution/src/distribution_database.rs
@@ -208,10 +208,16 @@ impl<'a, Context: BuildContext> DistributionDatabase<'a, Context> {
                         hashes: archive.hashes,
                         filename: wheel.filename.clone(),
                     }),
-                    Err(Error::Extract(err)) if err.is_http_streaming_unsupported() => {
-                        warn!(
-                            "Streaming unsupported for {dist}; downloading wheel to disk ({err})"
-                        );
+                    Err(Error::Extract(err)) => {
+                        if err.is_http_streaming_unsupported() {
+                            warn!(
+                                "Streaming unsupported for {dist}; downloading wheel to disk ({err})"
+                            );
+                        } else if err.is_http_streaming_failed() {
+                            warn!("Streaming failed for {dist}; downloading wheel to disk ({err})");
+                        } else {
+                            return Err(Error::Extract(err));
+                        }
 
                         // If the request failed because streaming is unsupported, download the
                         // wheel directly.
diff --git a/crates/uv-extract/Cargo.toml b/crates/uv-extract/Cargo.toml
index f5c3c5eb4..234eee8f6 100644
--- a/crates/uv-extract/Cargo.toml
+++ b/crates/uv-extract/Cargo.toml
@@ -21,6 +21,7 @@ fs-err = { workspace = true, features = ["tokio"] }
 futures = { workspace = true }
 md-5.workspace = true
 rayon = { workspace = true }
+reqwest = { workspace = true }
 rustc-hash = { workspace = true }
 sha2 = { workspace = true }
 thiserror = { workspace = true }
diff --git a/crates/uv-extract/src/error.rs b/crates/uv-extract/src/error.rs
index 275caed53..3cfaeb35a 100644
--- a/crates/uv-extract/src/error.rs
+++ b/crates/uv-extract/src/error.rs
@@ -28,4 +28,19 @@ impl Error {
             Self::AsyncZip(async_zip::error::ZipError::FeatureNotSupported(_))
         )
     }
+
+    /// Returns `true` if the error is due to HTTP streaming request failed.
+    pub fn is_http_streaming_failed(&self) -> bool {
+        match self {
+            Self::AsyncZip(async_zip::error::ZipError::UpstreamReadError(_)) => true,
+            Self::Io(err) => {
+                if let Some(inner) = err.get_ref() {
+                    inner.downcast_ref::<reqwest::Error>().is_some()
+                } else {
+                    false
+                }
+            }
+            _ => false,
+        }
+    }
 }