diff --git a/src/header.rs b/src/header.rs
index 9d50129..ab66165 100644
--- a/src/header.rs
+++ b/src/header.rs
@@ -73,13 +73,12 @@ impl Header {
     }
 
     /// Decodes the X.509 certificate chain into ASN.1 DER format.
-    ///
-    /// If any certificate in the chain is unable to be decoded,
-    /// this function will return `None`.
-    pub fn x5c_der(&self) -> Option<Vec<Vec<u8>>> {
-        self.x5c.as_ref().and_then(|b64_certs| {
-            b64_certs.iter().map(base64::decode).collect::<result::Result<_, _>>().ok()
-        })
+    pub fn x5c_der(&self) -> Result<Option<Vec<Vec<u8>>>> {
+        Ok(self
+            .x5c
+            .as_ref()
+            .map(|b64_certs| b64_certs.iter().map(base64::decode).collect::<result::Result<_, _>>())
+            .transpose()?)
     }
 }
 
diff --git a/tests/header/cert_chain.json b/tests/header/cert_chain.json
new file mode 100644
index 0000000..477844a
--- /dev/null
+++ b/tests/header/cert_chain.json
@@ -0,0 +1 @@
+["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","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","MIIC5zCCAlACAQEwDQYJKoZIhvcNAQEFBQAwgbsxJDAiBgNVBAcTG1ZhbGlDZXJ0IFZhbGlkYXRpb24gTmV0d29yazEXMBUGA1UEChMOVmFsaUNlcnQsIEluYy4xNTAzBgNVBAsTLFZhbGlDZXJ0IENsYXNzIDIgUG9saWN5IFZhbGlkYXRpb24gQXV0aG9yaXR5MSEwHwYDVQQDExhodHRwOi8vd3d3LnZhbGljZXJ0LmNvbS8xIDAeBgkqhkiG9w0BCQEWEWluZm9AdmFsaWNlcnQuY29tMB4XDTk5MDYyNjAwMTk1NFoXDTE5MDYyNjAwMTk1NFowgbsxJDAiBgNVBAcTG1ZhbGlDZXJ0IFZhbGlkYXRpb24gTmV0d29yazEXMBUGA1UEChMOVmFsaUNlcnQsIEluYy4xNTAzBgNVBAsTLFZhbGlDZXJ0IENsYXNzIDIgUG9saWN5IFZhbGlkYXRpb24gQXV0aG9yaXR5MSEwHwYDVQQDExhodHRwOi8vd3d3LnZhbGljZXJ0LmNvbS8xIDAeBgkqhkiG9w0BCQEWEWluZm9AdmFsaWNlcnQuY29tMIGfMA0GCSqGSIb3DQEBAQUAA4GNADCBiQKBgQDOOnHK5avIWZJV16vYdA757tn2VUdZZUcOBVXc65g2PFxTXdMwzzjsvUGJ7SVCCSRrCl6zfN1SLUzm1NZ9WlmpZdRJEy0kTRxQb7XBhVQ7/nHk01xC+YDgkRoKWzk2Z/M/VXwbP7RfZHM047QSv4dk+NoS/zcnwbNDu+97bi5p9wIDAQABMA0GCSqGSIb3DQEBBQUAA4GBADt/UG9vUJSZSWI4OB9L+KXIPqeCgfYrx+jFzug6EILLGACOTb2oWH+heQC1u+mNr0HZDzTuIYEZoDJJKPTEjlbVUjP9UNV+mWwD5MlM/Mtsq2azSiGM5bUMMj4QssxsodyamEwCW/POuZ6lcg5Ktz885hZo+L7tdEy8W9ViH0Pd"]
diff --git a/tests/header/cert_chain.pem b/tests/header/cert_chain.pem
new file mode 100644
index 0000000..1e6911a
--- /dev/null
+++ b/tests/header/cert_chain.pem
@@ -0,0 +1,77 @@
+-----BEGIN CERTIFICATE-----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+-----END CERTIFICATE-----
+-----BEGIN CERTIFICATE-----
+MIIE+zCCBGSgAwIBAgICAQ0wDQYJKoZIhvcNAQEFBQAwgbsxJDAiBgNVBAcTG1Z
+hbGlDZXJ0IFZhbGlkYXRpb24gTmV0d29yazEXMBUGA1UEChMOVmFsaUNlcnQsIE
+luYy4xNTAzBgNVBAsTLFZhbGlDZXJ0IENsYXNzIDIgUG9saWN5IFZhbGlkYXRpb
+24gQXV0aG9yaXR5MSEwHwYDVQQDExhodHRwOi8vd3d3LnZhbGljZXJ0LmNvbS8x
+IDAeBgkqhkiG9w0BCQEWEWluZm9AdmFsaWNlcnQuY29tMB4XDTA0MDYyOTE3MDY
+yMFoXDTI0MDYyOTE3MDYyMFowYzELMAkGA1UEBhMCVVMxITAfBgNVBAoTGFRoZS
+BHbyBEYWRkeSBHcm91cCwgSW5jLjExMC8GA1UECxMoR28gRGFkZHkgQ2xhc3MgM
+iBDZXJ0aWZpY2F0aW9uIEF1dGhvcml0eTCCASAwDQYJKoZIhvcNAQEBBQADggEN
+ADCCAQgCggEBAN6d1+pXGEmhW+vXX0iG6r7d/+TvZxz0ZWizV3GgXne77ZtJ6XC
+APVYYYwhv2vLM0D9/AlQiVBDYsoHUwHU9S3/Hd8M+eKsaA7Ugay9qK7HFiH7Eux
+6wwdhFJ2+qN1j3hybX2C32qRe3H3I2TqYXP2WYktsqbl2i/ojgC95/5Y0V4evLO
+tXiEqITLdiOr18SPaAIBQi2XKVlOARFmR6jYGB0xUGlcmIbYsUfb18aQr4CUWWo
+riMYavx4A6lNf4DD+qta/KFApMoZFv6yyO9ecw3ud72a9nmYvLEHZ6IVDd2gWMZ
+Eewo+YihfukEHU1jPEX44dMX4/7VpkI+EdOqXG68CAQOjggHhMIIB3TAdBgNVHQ
+4EFgQU0sSw0pHUTBFxs2HLPaH+3ahq1OMwgdIGA1UdIwSByjCBx6GBwaSBvjCBu
+zEkMCIGA1UEBxMbVmFsaUNlcnQgVmFsaWRhdGlvbiBOZXR3b3JrMRcwFQYDVQQK
+Ew5WYWxpQ2VydCwgSW5jLjE1MDMGA1UECxMsVmFsaUNlcnQgQ2xhc3MgMiBQb2x
+pY3kgVmFsaWRhdGlvbiBBdXRob3JpdHkxITAfBgNVBAMTGGh0dHA6Ly93d3cudm
+FsaWNlcnQuY29tLzEgMB4GCSqGSIb3DQEJARYRaW5mb0B2YWxpY2VydC5jb22CA
+QEwDwYDVR0TAQH/BAUwAwEB/zAzBggrBgEFBQcBAQQnMCUwIwYIKwYBBQUHMAGG
+F2h0dHA6Ly9vY3NwLmdvZGFkZHkuY29tMEQGA1UdHwQ9MDswOaA3oDWGM2h0dHA
+6Ly9jZXJ0aWZpY2F0ZXMuZ29kYWRkeS5jb20vcmVwb3NpdG9yeS9yb290LmNybD
+BLBgNVHSAERDBCMEAGBFUdIAAwODA2BggrBgEFBQcCARYqaHR0cDovL2NlcnRpZ
+mljYXRlcy5nb2RhZGR5LmNvbS9yZXBvc2l0b3J5MA4GA1UdDwEB/wQEAwIBBjAN
+BgkqhkiG9w0BAQUFAAOBgQC1QPmnHfbq/qQaQlpE9xXUhUaJwL6e4+PrxeNYiY+
+Sn1eocSxI0YGyeR+sBjUZsE4OWBsUs5iB0QQeyAfJg594RAoYC5jcdnplDQ1tgM
+QLARzLrUc+cb53S8wGd9D0VmsfSxOaFIqII6hR8INMqzW/Rn453HWkrugp++85j
+09VZw==
+-----END CERTIFICATE-----
+-----BEGIN CERTIFICATE-----
+MIIC5zCCAlACAQEwDQYJKoZIhvcNAQEFBQAwgbsxJDAiBgNVBAcTG1ZhbGlDZXJ
+0IFZhbGlkYXRpb24gTmV0d29yazEXMBUGA1UEChMOVmFsaUNlcnQsIEluYy4xNT
+AzBgNVBAsTLFZhbGlDZXJ0IENsYXNzIDIgUG9saWN5IFZhbGlkYXRpb24gQXV0a
+G9yaXR5MSEwHwYDVQQDExhodHRwOi8vd3d3LnZhbGljZXJ0LmNvbS8xIDAeBgkq
+hkiG9w0BCQEWEWluZm9AdmFsaWNlcnQuY29tMB4XDTk5MDYyNjAwMTk1NFoXDTE
+5MDYyNjAwMTk1NFowgbsxJDAiBgNVBAcTG1ZhbGlDZXJ0IFZhbGlkYXRpb24gTm
+V0d29yazEXMBUGA1UEChMOVmFsaUNlcnQsIEluYy4xNTAzBgNVBAsTLFZhbGlDZ
+XJ0IENsYXNzIDIgUG9saWN5IFZhbGlkYXRpb24gQXV0aG9yaXR5MSEwHwYDVQQD
+ExhodHRwOi8vd3d3LnZhbGljZXJ0LmNvbS8xIDAeBgkqhkiG9w0BCQEWEWluZm9
+AdmFsaWNlcnQuY29tMIGfMA0GCSqGSIb3DQEBAQUAA4GNADCBiQKBgQDOOnHK5a
+vIWZJV16vYdA757tn2VUdZZUcOBVXc65g2PFxTXdMwzzjsvUGJ7SVCCSRrCl6zf
+N1SLUzm1NZ9WlmpZdRJEy0kTRxQb7XBhVQ7/nHk01xC+YDgkRoKWzk2Z/M/VXwb
+P7RfZHM047QSv4dk+NoS/zcnwbNDu+97bi5p9wIDAQABMA0GCSqGSIb3DQEBBQU
+AA4GBADt/UG9vUJSZSWI4OB9L+KXIPqeCgfYrx+jFzug6EILLGACOTb2oWH+heQ
+C1u+mNr0HZDzTuIYEZoDJJKPTEjlbVUjP9UNV+mWwD5MlM/Mtsq2azSiGM5bUMM
+j4QssxsodyamEwCW/POuZ6lcg5Ktz885hZo+L7tdEy8W9ViH0Pd
+-----END CERTIFICATE-----
diff --git a/tests/header/mod.rs b/tests/header/mod.rs
new file mode 100644
index 0000000..46ac924
--- /dev/null
+++ b/tests/header/mod.rs
@@ -0,0 +1,34 @@
+use jsonwebtoken::Header;
+
+static CERT_CHAIN: [&str; 3] = include!("cert_chain.json");
+
+#[test]
+fn x5c_der_empty_chain() {
+    let header = Header { x5c: None, ..Default::default() };
+    assert_eq!(header.x5c_der().unwrap(), None);
+
+    let header = Header { x5c: Some(Vec::new()), ..Default::default() };
+    assert_eq!(header.x5c_der().unwrap(), Some(Vec::new()));
+}
+
+#[test]
+fn x5c_der_valid_chain() {
+    let der_chain: Vec<Vec<u8>> =
+        CERT_CHAIN.iter().map(base64::decode).collect::<Result<_, _>>().unwrap();
+
+    let x5c = Some(CERT_CHAIN.iter().map(ToString::to_string).collect());
+    let header = Header { x5c, ..Default::default() };
+
+    assert_eq!(header.x5c_der().unwrap(), Some(der_chain));
+}
+
+#[test]
+fn x5c_der_invalid_chain() {
+    let mut x5c: Vec<_> = CERT_CHAIN.iter().map(ToString::to_string).collect();
+    x5c.push("invalid base64 data".to_string());
+
+    let x5c = Some(x5c);
+    let header = Header { x5c, ..Default::default() };
+
+    assert!(header.x5c_der().is_err());
+}
diff --git a/tests/lib.rs b/tests/lib.rs
index 9033881..89661df 100644
--- a/tests/lib.rs
+++ b/tests/lib.rs
@@ -1,3 +1,4 @@
 mod ecdsa;
 mod eddsa;
+mod header;
 mod rsa;