diff --git a/cas-client-core/src/main/java/org/jasig/cas/client/authentication/ExactUrlPatternMatcherStrategy.java b/cas-client-core/src/main/java/org/jasig/cas/client/authentication/ExactUrlPatternMatcherStrategy.java
index 64f20eb..9fd0ddf 100644
--- a/cas-client-core/src/main/java/org/jasig/cas/client/authentication/ExactUrlPatternMatcherStrategy.java
+++ b/cas-client-core/src/main/java/org/jasig/cas/client/authentication/ExactUrlPatternMatcherStrategy.java
@@ -28,7 +28,13 @@ package org.jasig.cas.client.authentication;
 public final class ExactUrlPatternMatcherStrategy implements UrlPatternMatcherStrategy {
 
     private String pattern;
-    
+
+    public ExactUrlPatternMatcherStrategy() {}
+
+    public ExactUrlPatternMatcherStrategy(final String pattern) {
+        this.setPattern(pattern);
+    }
+
     public boolean matches(final String url) {
         return url.equals(this.pattern);
     }
diff --git a/cas-client-core/src/main/java/org/jasig/cas/client/authentication/RegexUrlPatternMatcherStrategy.java b/cas-client-core/src/main/java/org/jasig/cas/client/authentication/RegexUrlPatternMatcherStrategy.java
index a941459..e5665cd 100644
--- a/cas-client-core/src/main/java/org/jasig/cas/client/authentication/RegexUrlPatternMatcherStrategy.java
+++ b/cas-client-core/src/main/java/org/jasig/cas/client/authentication/RegexUrlPatternMatcherStrategy.java
@@ -30,6 +30,12 @@ import java.util.regex.Pattern;
 public final class RegexUrlPatternMatcherStrategy implements UrlPatternMatcherStrategy {
 
     private Pattern pattern;
+
+    public RegexUrlPatternMatcherStrategy() {}
+
+    public RegexUrlPatternMatcherStrategy(final String pattern) {
+        this.setPattern(pattern);
+    }
     
     public boolean matches(final String url) {
         return this.pattern.matcher(url).find();
diff --git a/cas-client-core/src/main/java/org/jasig/cas/client/validation/ProxyList.java b/cas-client-core/src/main/java/org/jasig/cas/client/validation/ProxyList.java
index 35642d3..f208779 100644
--- a/cas-client-core/src/main/java/org/jasig/cas/client/validation/ProxyList.java
+++ b/cas-client-core/src/main/java/org/jasig/cas/client/validation/ProxyList.java
@@ -19,9 +19,13 @@
 package org.jasig.cas.client.validation;
 
 import java.util.ArrayList;
-import java.util.Arrays;
 import java.util.List;
+import org.jasig.cas.client.authentication.ExactUrlPatternMatcherStrategy;
+import org.jasig.cas.client.authentication.RegexUrlPatternMatcherStrategy;
+import org.jasig.cas.client.authentication.UrlPatternMatcherStrategy;
 import org.jasig.cas.client.util.CommonUtils;
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
 
 /**
  * Holding class for the proxy list to make Spring configuration easier.
@@ -32,11 +36,28 @@ import org.jasig.cas.client.util.CommonUtils;
  */
 public final class ProxyList {
 
-    private final List<String[]> proxyChains;
+    private final Logger logger = LoggerFactory.getLogger(getClass());
+    
+    private final List<List<UrlPatternMatcherStrategy>> proxyChains;
 
     public ProxyList(final List<String[]> proxyChains) {
         CommonUtils.assertNotNull(proxyChains, "List of proxy chains cannot be null.");
-        this.proxyChains = proxyChains;
+
+        this.proxyChains = new ArrayList<List<UrlPatternMatcherStrategy>>();
+
+        for (final String[] list : proxyChains) {
+            final List<UrlPatternMatcherStrategy> chain = new ArrayList<UrlPatternMatcherStrategy>();
+
+            for (final String item : list) {
+                if (item.startsWith("^")) {
+                    chain.add(new RegexUrlPatternMatcherStrategy(item));
+                } else {
+                    chain.add(new ExactUrlPatternMatcherStrategy(item));
+                }
+            }
+
+            this.proxyChains.add(chain);
+        }
     }
 
     public ProxyList() {
@@ -44,12 +65,33 @@ public final class ProxyList {
     }
 
     public boolean contains(final String[] proxiedList) {
-        for (final String[] list : this.proxyChains) {
-            if (Arrays.equals(proxiedList, list)) {
-                return true;
+        StringBuilder loggingOutput;
+
+        for (final List<UrlPatternMatcherStrategy> proxyChain : this.proxyChains) {
+            loggingOutput = new StringBuilder();
+
+            if (proxyChain.size() == proxiedList.length) {
+                for (int linkIndex = 0; linkIndex < proxyChain.size(); linkIndex++) {
+                    final String linkToTest = proxiedList[linkIndex];
+                    loggingOutput.append(linkToTest);
+
+                    if (proxyChain.get(linkIndex).matches(linkToTest)) {
+                        //If we are at the last link, we found a good proxyChain.
+                        if (linkIndex == proxyChain.size() - 1) {
+                            logger.info("Proxy chain matched: {}", loggingOutput.toString());
+                            return true;
+                        }
+
+                    } else {
+                        logger.warn("Proxy chain did not match at {}. Skipping to next allowedProxyChain", loggingOutput.toString());
+                        break;
+                    }
+                    loggingOutput.append("->");
+                }
             }
         }
 
+        logger.warn("No proxy chain matched the allowedProxyChains list.");
         return false;
     }
 
diff --git a/cas-client-core/src/test/java/org/jasig/cas/client/validation/Cas20ProxyTicketValidatorTests.java b/cas-client-core/src/test/java/org/jasig/cas/client/validation/Cas20ProxyTicketValidatorTests.java
index 4701107..b0db574 100644
--- a/cas-client-core/src/test/java/org/jasig/cas/client/validation/Cas20ProxyTicketValidatorTests.java
+++ b/cas-client-core/src/test/java/org/jasig/cas/client/validation/Cas20ProxyTicketValidatorTests.java
@@ -105,6 +105,37 @@ public final class Cas20ProxyTicketValidatorTests extends AbstractTicketValidato
         }
     }
 
+    @Test
+    public void testRegexProxyChainWithValidProxy() throws TicketValidationException, UnsupportedEncodingException {
+        final List<String[]> list = new ArrayList<String[]>();
+        list.add(new String[] { "proxy1", "proxy2", "^proxy3/[a-z]*/" });
+        this.ticketValidator.setAllowedProxyChains(new ProxyList(list));
+        
+        final String USERNAME = "username";
+        final String RESPONSE = "<cas:serviceResponse xmlns:cas='http://www.yale.edu/tp/cas'><cas:authenticationSuccess><cas:user>username</cas:user><cas:proxyGrantingTicket>PGTIOU-84678-8a9d...</cas:proxyGrantingTicket><cas:proxies><cas:proxy>proxy1</cas:proxy><cas:proxy>proxy2</cas:proxy><cas:proxy>proxy3/abc/</cas:proxy></cas:proxies></cas:authenticationSuccess></cas:serviceResponse>";
+        server.content = RESPONSE.getBytes(server.encoding);
+        
+        final Assertion assertion = this.ticketValidator.validate("test", "test");
+        assertEquals(USERNAME, assertion.getPrincipal().getName());
+    }
+    
+    @Test
+    public void testRegexProxyChainWithInvalidProxy() throws TicketValidationException, UnsupportedEncodingException {
+        final List<String[]> list = new ArrayList<String[]>();
+        list.add(new String[] { "proxy1", "proxy2", "^proxy3/[a-z]*/" });
+        this.ticketValidator.setAllowedProxyChains(new ProxyList(list));
+        
+        final String RESPONSE = "<cas:serviceResponse xmlns:cas='http://www.yale.edu/tp/cas'><cas:authenticationSuccess><cas:user>username</cas:user><cas:proxyGrantingTicket>PGTIOU-84678-8a9d...</cas:proxyGrantingTicket><cas:proxies><cas:proxy>proxy1</cas:proxy><cas:proxy>proxy2</cas:proxy><cas:proxy>proxy3/ABC/</cas:proxy></cas:proxies></cas:authenticationSuccess></cas:serviceResponse>";
+        server.content = RESPONSE.getBytes(server.encoding);
+        
+        try {
+            this.ticketValidator.validate("test", "test");
+            fail("Invalid proxy chain");
+        } catch (InvalidProxyChainTicketValidationException e) {
+            // expected
+        }
+    }
+    
     @Test
     public void testConstructionFromSpringBean() throws TicketValidationException, UnsupportedEncodingException {
         final ClassPathXmlApplicationContext context = new ClassPathXmlApplicationContext(