diff --git a/crates/config/src/etherscan.rs b/crates/config/src/etherscan.rs
index 5999825e94681..d100248ad5edd 100644
--- a/crates/config/src/etherscan.rs
+++ b/crates/config/src/etherscan.rs
@@ -138,14 +138,35 @@ impl ResolvedEtherscanConfigs {
         self,
         chain: Chain,
     ) -> Option<Result<ResolvedEtherscanConfig, EtherscanConfigError>> {
+        let mut first_error: Option<EtherscanConfigError> = None;
+        let mut matching_chain_error: Option<EtherscanConfigError> = None;
+
         for (_, config) in self.configs.into_iter() {
             match config {
-                Ok(c) if c.chain == Some(chain) => return Some(Ok(c)),
-                Err(e) => return Some(Err(e)),
-                _ => continue,
+                Ok(c) => {
+                    if c.chain == Some(chain) {
+                        return Some(Ok(c));
+                    }
+                }
+                Err(e) => {
+                    if matching_chain_error.is_none()
+                        && let EtherscanConfigError::UnknownChain(_, c) = &e
+                        && *c == chain
+                    {
+                        matching_chain_error = Some(e);
+                        continue;
+                    }
+                    if first_error.is_none() {
+                        first_error = Some(e);
+                    }
+                }
             }
         }
-        None
+
+        if let Some(e) = matching_chain_error {
+            return Some(Err(e));
+        }
+        first_error.map(Err)
     }
 
     /// Returns true if there's a config that couldn't be resolved
diff --git a/crates/config/src/lib.rs b/crates/config/src/lib.rs
index 44c0c3620a25d..3b1d24ea138b5 100644
--- a/crates/config/src/lib.rs
+++ b/crates/config/src/lib.rs
@@ -3272,6 +3272,77 @@ mod tests {
         });
     }
 
+    #[test]
+    fn test_find_chain_prefers_matching_ok_over_unrelated_err() {
+        figment::Jail::expect_with(|jail| {
+            jail.create_file(
+                "foundry.toml",
+                r#"
+                [profile.default]
+
+                [etherscan]
+                bad = { key = "${UNSET_ENV}" }
+                mainnet = { key = "KEY", chain = 1 }
+            "#,
+            )?;
+
+            let config = Config::load().unwrap();
+            let res = config.get_etherscan_config_with_chain(Some(NamedChain::Mainnet.into()));
+            assert!(res.is_ok());
+            let cfg = res.unwrap().unwrap();
+            assert_eq!(cfg.chain, Some(NamedChain::Mainnet.into()));
+            assert_eq!(cfg.key, "KEY");
+
+            Ok(())
+        });
+    }
+
+    #[test]
+    fn test_find_chain_prefers_matching_unknown_chain_error() {
+        figment::Jail::expect_with(|jail| {
+            jail.create_file(
+                "foundry.toml",
+                r#"
+                [profile.default]
+
+                [etherscan]
+                bad = { key = "${UNSET_ENV}" }
+                wrong = { chain = 3658348, key = "foo" }
+            "#,
+            )?;
+
+            let config = Config::load().unwrap();
+            let unknown_chain = Chain::from_id(3658348);
+            let res = config.get_etherscan_config_with_chain(Some(unknown_chain));
+            assert!(res.is_err());
+            let err_msg = res.unwrap_err().to_string();
+            assert!(err_msg.contains("No known Etherscan API URL for chain `3658348`"));
+
+            Ok(())
+        });
+    }
+
+    #[test]
+    fn test_find_chain_no_match_unrelated_err_bubbles() {
+        figment::Jail::expect_with(|jail| {
+            jail.create_file(
+                "foundry.toml",
+                r#"
+                [profile.default]
+
+                [etherscan]
+                bad = { key = "${UNSET_ENV}" }
+            "#,
+            )?;
+
+            let config = Config::load().unwrap();
+            let res = config.get_etherscan_config_with_chain(Some(NamedChain::Arbitrum.into()));
+            assert!(res.is_err());
+
+            Ok(())
+        });
+    }
+
     #[test]
     fn test_resolve_etherscan_with_versions() {
         figment::Jail::expect_with(|jail| {