diff --git a/digits/config/__init__.py b/digits/config/__init__.py
index 060d7b36c..965fb19b7 100644
--- a/digits/config/__init__.py
+++ b/digits/config/__init__.py
@@ -13,6 +13,7 @@
     server_name,
     store_option,
     tensorflow,
+    url_prefix,
 )
 
 
diff --git a/digits/config/url_prefix.py b/digits/config/url_prefix.py
new file mode 100644
index 000000000..b983550f2
--- /dev/null
+++ b/digits/config/url_prefix.py
@@ -0,0 +1,8 @@
+# Copyright (c) 2016, NVIDIA CORPORATION.  All rights reserved.
+from __future__ import absolute_import
+
+import os
+
+from . import option_list
+
+option_list['url_prefix'] = os.environ.get('DIGITS_URL_PREFIX', '')
diff --git a/digits/static/js/PretrainedModel.js b/digits/static/js/PretrainedModel.js
index 4a2fc9043..661fd8395 100644
--- a/digits/static/js/PretrainedModel.js
+++ b/digits/static/js/PretrainedModel.js
@@ -205,7 +205,7 @@ PretrainedModel.Actions = function(props) {
   var parent = !_.isUndefined(props.parent) ? props.parent : props;
 
   self.uploadArchive = function(file) {
-       var upload_url = '/pretrained_models/upload_archive';
+       var upload_url = URL_PREFIX + '/pretrained_models/upload_archive';
        parent.heading({classed: false, text: 'Uploading archive, one moment...'});
 
        var formData = new FormData();
diff --git a/digits/static/js/home_app.js b/digits/static/js/home_app.js
index 64259ed6c..b176fe2d3 100644
--- a/digits/static/js/home_app.js
+++ b/digits/static/js/home_app.js
@@ -37,7 +37,7 @@ try {
         $scope.add_job = function(job_id) {
             $http({
                 method: 'GET',
-                url: '/jobs/' + job_id + '/table_data.json',
+                url: URL_PREFIX + '/jobs/' + job_id + '/table_data.json',
             }).then(function success(response) {
                 var job = response.data.job;
                 for (var i = 0; i < $scope.jobs.length; i++) {
@@ -69,7 +69,7 @@ try {
         $scope.load_jobs = function() {
             $http({
                 method: 'GET',
-                url: '/completed_jobs.json',
+                url: URL_PREFIX + '/completed_jobs.json',
             }).then(function success(response) {
                 // Find the dataset reference count
                 var count = {};
@@ -393,7 +393,7 @@ try {
                  '<br><br>All related files will be permanently removed.'),
                 function(result) {
                     if (result)
-                        $.ajax('/jobs',
+                        $.ajax(URL_PREFIX + '/jobs',
                                {
                                    type: 'DELETE',
                                    data: {'job_ids': job_ids},
@@ -419,7 +419,7 @@ try {
                  (job_ids.length == 1 ? 'job?' : job_ids.length + ' jobs?')),
                 function(result) {
                     if (result)
-                        $.ajax('/abort_jobs',
+                        $.ajax(URL_PREFIX + '/abort_jobs',
                                {
                                    type: 'POST',
                                    data: {'job_ids': job_ids},
@@ -456,7 +456,7 @@ try {
                         // Case the user enters 'Ungrouped', change it to ''
                         if (result == 'Ungrouped')
                             result = '';
-                        $.ajax('/group',
+                        $.ajax(URL_PREFIX + '/group',
                                {
                                    type: 'POST',
                                    data: {
@@ -719,7 +719,7 @@ try {
             restrict: 'AE',
             replace: true,
             template: ('<span>' +
-                        '    <a href="/jobs/{[ job.id ]}" title="{[job.name]}">' +
+                        '    <a href="' + URL_PREFIX + '/jobs/{[ job.id ]}" title="{[job.name]}">' +
                         '        {[ job.name | major_name ]}' +
                         '    </a>' +
                         '    <small>' +
diff --git a/digits/static/js/store.js b/digits/static/js/store.js
index 402a89e72..98233fb10 100644
--- a/digits/static/js/store.js
+++ b/digits/static/js/store.js
@@ -4,7 +4,7 @@
     'use strict';
     var app = angular.module('modelStore', []);
     app.controller('ModelListController', function($scope, $http) {
-        var end_point = '/store/models';
+        var end_point = URL_PREFIX + '/store/models';
         var get_model_list = function(refresh) {
             $http({
                 method: 'GET',
@@ -27,7 +27,7 @@
         $scope.download = function(id) {
             $http({
                 method: 'GET',
-                url: '/store/push?id=' + id,
+                url: URL_PREFIX + '/store/push?id=' + id,
             }).then(function successCallback(response) {
                 // nothing
             }, function errorCallback(response) {
diff --git a/digits/templates/home.html b/digits/templates/home.html
index 27574d269..26009a38b 100644
--- a/digits/templates/home.html
+++ b/digits/templates/home.html
@@ -144,7 +144,7 @@ <h4>
                                     ng-keydown="keydown($event)"
                                     ng-class="{selected:job.selected}">
                                     <td>
-                                        <a href="/jobs/{[ job.id ]}" title="{[job.name]}">
+                                        <a href="{{config['URL_PREFIX']}}/jobs/{[ job.id ]}" title="{[job.name]}">
                                             {[ job.name | major_name ]}
                                         </a>
                                         <small>
diff --git a/digits/templates/layout.html b/digits/templates/layout.html
index 7157da232..d7dc3b2a8 100644
--- a/digits/templates/layout.html
+++ b/digits/templates/layout.html
@@ -12,6 +12,9 @@
     <link rel="stylesheet" href="{{ url_for('static', filename='css/c3.min.css', ver=dir_hash) }}">
     <title>{% block title %}DIGITS{% endblock %}</title>
 
+    <script type="text/javascript">
+        var URL_PREFIX = "{{config['URL_PREFIX']}}";
+    </script>
     <script src="{{ url_for('static', filename='js/3rdparty/jquery-1.11.1.min.js') }}"></script>
     <script src="{{ url_for('static', filename='js/3rdparty/bootstrap-3.3.6.min.js') }}"></script>
     <script src="{{ url_for('static', filename='js/3rdparty/bootbox-4.3.0.min.js') }}"></script>
@@ -34,7 +37,7 @@
 <div class="navbar navbar-inverse navbar-fixed-top">
     <div class="container">
         <div class="navbar-header">
-            <a class="navbar-brand" href="/">DIGITS</a>
+            <a class="navbar-brand" href="{{ url_for("digits.views.home") }}">DIGITS</a>
         </div>
         <ul class="nav navbar-nav">
             {% block nav %}
@@ -44,9 +47,9 @@
             <li>
             <p class="navbar-text">
             {% if username %}
-            {{username}} (<a class="navbar-link" href="/logout">Logout</a>)
+            {{username}} (<a class="navbar-link" href="{{ url_for("digits.views.logout") }}">Logout</a>)
             {% else %}
-            <a class="navbar-link" href="/login">Login</a>
+            <a class="navbar-link" href="{{ url_for("digits.views.login") }}">Login</a>
             {% endif %}
             </p>
             </li>
diff --git a/digits/templates/models/images/classification/new.html b/digits/templates/models/images/classification/new.html
index 86a4684ce..27d4da258 100644
--- a/digits/templates/models/images/classification/new.html
+++ b/digits/templates/models/images/classification/new.html
@@ -85,7 +85,7 @@ <h4 style="display:inline-block;">Python Layers</h4>
 
 $("#dataset").change(function() {
     if ($(this).val()) {
-        $.ajax("/datasets/summary?job_id=" + $(this).val(),
+        $.ajax("{{url_for('digits.dataset.views.summary')}}" + "?job_id=" + $(this).val(),
             {
                 type: "GET",
                 }
diff --git a/digits/templates/models/images/classification/show.html b/digits/templates/models/images/classification/show.html
index cfdfd5a34..c1f69f003 100644
--- a/digits/templates/models/images/classification/show.html
+++ b/digits/templates/models/images/classification/show.html
@@ -38,7 +38,7 @@ <h4 class='text-center'>Dataset</h4>
             <div id="dataset-summary"></div>
             {% if job.dataset %}
             <script>
-            $.ajax("/datasets/summary?job_id={{ job.dataset.id() }}",
+            $.ajax("{{url_for('digits.dataset.views.summary', job_id=job.dataset.id())}}",
             {
                 type: "GET",
                 }
diff --git a/digits/templates/models/images/generic/new.html b/digits/templates/models/images/generic/new.html
index e517aee01..1feb87552 100644
--- a/digits/templates/models/images/generic/new.html
+++ b/digits/templates/models/images/generic/new.html
@@ -85,7 +85,7 @@ <h4 style="display:inline-block;">Python Layers</h4>
 
 $("#dataset").change(function() {
     if ($(this).val()) {
-        $.ajax("/datasets/summary?job_id=" + $(this).val(),
+        $.ajax("{{url_for('digits.dataset.views.summary')}}" + "?job_id=" + $(this).val(),
             {
                 type: "GET",
                 }
diff --git a/digits/templates/models/images/generic/show.html b/digits/templates/models/images/generic/show.html
index e40d42e5a..48c968eb8 100644
--- a/digits/templates/models/images/generic/show.html
+++ b/digits/templates/models/images/generic/show.html
@@ -40,7 +40,7 @@ <h4 class='text-center'>Dataset</h4>
             <div id="dataset-summary"></div>
             {% if job.dataset %}
             <script>
-            $.ajax("/datasets/summary?job_id={{ job.dataset.id() }}",
+            $.ajax("{{url_for('digits.dataset.views.summary', job_id=job.dataset.id())}}",
             {
                 type: "GET",
                 }
@@ -178,7 +178,7 @@ <h3>Visualization Options</h3>
                     <script>
                         $("#view_extension_id").change(function() {
                             if ($(this).val()) {
-                                $.ajax("/models/view-config/" + $(this).val(),
+                                $.ajax("{{config['URL_PREFIX']}}/models/view-config/" + $(this).val(),
                                     {
                                         type: "GET",
                                         }
diff --git a/digits/templates/partials/home/datasets_pane.html b/digits/templates/partials/home/datasets_pane.html
index 0381a85fd..20fc939cf 100644
--- a/digits/templates/partials/home/datasets_pane.html
+++ b/digits/templates/partials/home/datasets_pane.html
@@ -109,7 +109,7 @@
                         ng-keydown="keydown($event)"
                         ng-class="{selected:job.selected}">
                         <td>
-                            <a href="/jobs/{[ job.id ]}" title="{[job.name]}">
+                            <a href="{{config['URL_PREFIX']}}/jobs/{[ job.id ]}" title="{[job.name]}">
                                 {[ job.name | major_name ]}
                             </a>
                             <small>
diff --git a/digits/templates/partials/home/upload_pretrained_model.html b/digits/templates/partials/home/upload_pretrained_model.html
index a9163e181..e17fccb76 100644
--- a/digits/templates/partials/home/upload_pretrained_model.html
+++ b/digits/templates/partials/home/upload_pretrained_model.html
@@ -2,7 +2,7 @@
 <script type="text/javascript" src="{{ url_for('static', filename='js/PretrainedModel.js', ver=dir_hash) }}"></script>
 
 {% set size = 500 %}
-{% set url  = "/pretrained_models/new" %}
+{% set url  = url_for('digits.pretrained_model.views.new') %}
 
 <style>
 .closeButton {
diff --git a/digits/templates/socketio.html b/digits/templates/socketio.html
index 71073a26d..a59dc131f 100644
--- a/digits/templates/socketio.html
+++ b/digits/templates/socketio.html
@@ -1,9 +1,12 @@
 {# Copyright (c) 2014-2017, NVIDIA CORPORATION.  All rights reserved. #}
 
 <!-- Scripts for communicating with the SocketIO server -->
-<script type="text/javascript" src="/static/js/3rdparty/socket.io-1.4.5.min.js"></script>
+<script type="text/javascript" src="{{ url_for('static', filename='js/3rdparty/socket.io-1.4.5.min.js', ver=dir_hash) }}"></script>
 <script>
-var socket = io.connect('http://' + document.domain + ':' + location.port + "{{namespace}}");
+var socket = io.connect(
+    'http://' + document.domain + ':' + location.port + "{{namespace}}",
+    {path: "{{config['URL_PREFIX']}}/socket.io"}
+);
 
 $(window).bind("beforeunload", function() {
         socket.emit('leave');
diff --git a/digits/test_views.py b/digits/test_views.py
index e964a3acb..b9123ce72 100644
--- a/digits/test_views.py
+++ b/digits/test_views.py
@@ -66,7 +66,7 @@ def job_exists(cls, job_id, job_type='jobs'):
         """
         url = '/%s/%s' % (job_type, job_id)
         rv = cls.app.get(url, follow_redirects=True)
-        assert rv.status_code in [200, 404], 'got status code "%s" from "%s"' % (rv.status_code, url)
+        assert rv.status_code in [200, 404], 'got status code "%s" from "%s"\n%s' % (rv.status_code, url, rv.data)
         return rv.status_code == 200
 
     @classmethod
diff --git a/digits/webapp.py b/digits/webapp.py
index caea4f6dc..6c80fefd0 100644
--- a/digits/webapp.py
+++ b/digits/webapp.py
@@ -16,14 +16,16 @@
 
 # Create Flask, Scheduler and SocketIO objects
 
-app = flask.Flask(__name__)
+url_prefix = config_value('url_prefix')
+app = flask.Flask(__name__, static_url_path=url_prefix+'/static')
 app.config['DEBUG'] = True
 # Disable CSRF checking in WTForms
 app.config['WTF_CSRF_ENABLED'] = False
 # This is still necessary for SocketIO
 app.config['SECRET_KEY'] = os.urandom(12).encode('hex')
 app.url_map.redirect_defaults = False
-socketio = SocketIO(app, async_mode='gevent')
+app.config['URL_PREFIX'] = url_prefix
+socketio = SocketIO(app, async_mode='gevent', path=url_prefix+'/socket.io')
 app.config['store_cache'] = StoreCache()
 app.config['store_url_list'] = config_value('model_store')['url_list']
 scheduler = digits.scheduler.Scheduler(config_value('gpu_list'), True)
@@ -45,30 +47,41 @@
 app.jinja_env.lstrip_blocks = True
 
 import digits.views  # noqa
-app.register_blueprint(digits.views.blueprint)
+app.register_blueprint(digits.views.blueprint,
+                       url_prefix=url_prefix)
 import digits.dataset.views  # noqa
-app.register_blueprint(digits.dataset.views.blueprint, url_prefix='/datasets')
+app.register_blueprint(digits.dataset.views.blueprint,
+                       url_prefix=url_prefix+'/datasets')
 import digits.dataset.generic.views  # noqa
-app.register_blueprint(digits.dataset.generic.views.blueprint, url_prefix='/datasets/generic')
+app.register_blueprint(digits.dataset.generic.views.blueprint,
+                       url_prefix=url_prefix+'/datasets/generic')
 import digits.dataset.images.views  # noqa
-app.register_blueprint(digits.dataset.images.views.blueprint, url_prefix='/datasets/images')
+app.register_blueprint(digits.dataset.images.views.blueprint,
+                       url_prefix=url_prefix+'/datasets/images')
 import digits.dataset.images.classification.views  # noqa
 app.register_blueprint(digits.dataset.images.classification.views.blueprint,
-                       url_prefix='/datasets/images/classification')
+                       url_prefix=url_prefix+'/datasets/images/classification')
 import digits.dataset.images.generic.views  # noqa
-app.register_blueprint(digits.dataset.images.generic.views.blueprint, url_prefix='/datasets/images/generic')
+app.register_blueprint(digits.dataset.images.generic.views.blueprint,
+                       url_prefix=url_prefix+'/datasets/images/generic')
 import digits.model.views  # noqa
-app.register_blueprint(digits.model.views.blueprint, url_prefix='/models')
+app.register_blueprint(digits.model.views.blueprint,
+                       url_prefix=url_prefix+'/models')
 import digits.model.images.views  # noqa
-app.register_blueprint(digits.model.images.views.blueprint, url_prefix='/models/images')
+app.register_blueprint(digits.model.images.views.blueprint,
+                       url_prefix=url_prefix+'/models/images')
 import digits.model.images.classification.views  # noqa
-app.register_blueprint(digits.model.images.classification.views.blueprint, url_prefix='/models/images/classification')
+app.register_blueprint(digits.model.images.classification.views.blueprint,
+                       url_prefix=url_prefix+'/models/images/classification')
 import digits.model.images.generic.views  # noqa
-app.register_blueprint(digits.model.images.generic.views.blueprint, url_prefix='/models/images/generic')
+app.register_blueprint(digits.model.images.generic.views.blueprint,
+                       url_prefix=url_prefix+'/models/images/generic')
 import digits.pretrained_model.views  # noqa
-app.register_blueprint(digits.pretrained_model.views.blueprint, url_prefix='/pretrained_models')
+app.register_blueprint(digits.pretrained_model.views.blueprint,
+                       url_prefix=url_prefix+'/pretrained_models')
 import digits.store.views  # noqa
-app.register_blueprint(digits.store.views.blueprint, url_prefix='/store')
+app.register_blueprint(digits.store.views.blueprint,
+                       url_prefix=url_prefix+'/store')
 
 
 def username_decorator(f):
diff --git a/docs/Configuration.md b/docs/Configuration.md
index c57573612..bac54edee 100644
--- a/docs/Configuration.md
+++ b/docs/Configuration.md
@@ -16,3 +16,4 @@ DIGITS uses environment variables for configuration.
 | `DIGITS_LOGFILE_LEVEL` | DEBUG | Minimum log message level to be saved (DEBUG/INFO/WARNING/ERROR/CRITICAL). Default is INFO. |
 | `DIGITS_SERVER_NAME` | The Big One | The name of the server (accessible in the UI under "Info"). Default is the system hostname. |
 | `DIGITS_MODEL_STORE_URL` | http://localhost/modelstore | A list of URL's, separated by comma. Default is the official NVIDIA store. |
+| `DIGITS_URL_PREFIX` | /custom-prefix | A path to prepend before every URL. Sets the home-page to be at "http://localhost/custom-prefix" instead of "http://localhost/"/ |