diff --git a/src/SerilogWeb.Classic/Classic/ApplicationLifecycleModule.cs b/src/SerilogWeb.Classic/Classic/ApplicationLifecycleModule.cs
index 09fdc57..02945a4 100644
--- a/src/SerilogWeb.Classic/Classic/ApplicationLifecycleModule.cs
+++ b/src/SerilogWeb.Classic/Classic/ApplicationLifecycleModule.cs
@@ -38,7 +38,7 @@ public static ILogger Logger
             get => Config.Logger;
             set => SerilogWebClassic.Configuration = new SerilogWebClassicConfiguration(
                 isEnabled: Config.IsEnabled,
-                requestLoggingLevel: Config.RequestLoggingLevel,
+                logLevelEvaluator: Config.LogLevelEvaluator,
                 requestFilter: Config.RequestFilter,
                 formDataLoggingLevel: Config.FormDataLoggingLevel,
                 customLogger: value,
@@ -71,7 +71,7 @@ public static Func<HttpContextBase, bool> RequestFilter
                 if (value == null) throw new ArgumentNullException(nameof(value));
                 SerilogWebClassic.Configuration = new SerilogWebClassicConfiguration(
                     isEnabled: Config.IsEnabled,
-                    requestLoggingLevel: Config.RequestLoggingLevel,
+                    logLevelEvaluator: Config.LogLevelEvaluator,
                     requestFilter: value,
                     formDataLoggingLevel: Config.FormDataLoggingLevel,
                     customLogger: Config.CustomLogger,
@@ -98,7 +98,7 @@ public static LogPostedFormDataOption LogPostedFormData
             get => Config.LogPostedFormData;
             set => SerilogWebClassic.Configuration = new SerilogWebClassicConfiguration(
                 isEnabled: Config.IsEnabled,
-                requestLoggingLevel: Config.RequestLoggingLevel,
+                logLevelEvaluator: Config.LogLevelEvaluator,
                 requestFilter: Config.RequestFilter,
                 formDataLoggingLevel: Config.FormDataLoggingLevel,
                 customLogger: Config.CustomLogger,
@@ -119,7 +119,7 @@ public static bool FilterPasswordsInFormData
             get => Config.FilterPasswordsInFormData;
             set => SerilogWebClassic.Configuration = new SerilogWebClassicConfiguration(
                 isEnabled: Config.IsEnabled,
-                requestLoggingLevel: Config.RequestLoggingLevel,
+                logLevelEvaluator: Config.LogLevelEvaluator,
                 requestFilter: Config.RequestFilter,
                 formDataLoggingLevel: Config.FormDataLoggingLevel,
                 customLogger: Config.CustomLogger,
@@ -140,7 +140,7 @@ public static IEnumerable<String> FilteredKeywordsInFormData
             get => Config.FilteredKeywordsInFormData;
             set => SerilogWebClassic.Configuration = new SerilogWebClassicConfiguration(
                 isEnabled: Config.IsEnabled,
-                requestLoggingLevel: Config.RequestLoggingLevel,
+                logLevelEvaluator: Config.LogLevelEvaluator,
                 requestFilter: Config.RequestFilter,
                 formDataLoggingLevel: Config.FormDataLoggingLevel,
                 customLogger: Config.CustomLogger,
@@ -161,7 +161,7 @@ public static bool IsEnabled
             get => Config.IsEnabled;
             set => SerilogWebClassic.Configuration = new SerilogWebClassicConfiguration(
                 isEnabled: value,
-                requestLoggingLevel: Config.RequestLoggingLevel,
+                logLevelEvaluator: Config.LogLevelEvaluator,
                 requestFilter: Config.RequestFilter,
                 formDataLoggingLevel: Config.FormDataLoggingLevel,
                 customLogger: Config.CustomLogger,
@@ -178,10 +178,9 @@ public static bool IsEnabled
         [Obsolete("Obsolete since v4.1 - Use SerilogWebClassic.Configure(cfg => cfg.LogAtLevel(level))")]
         public static LogEventLevel RequestLoggingLevel
         {
-            get => Config.RequestLoggingLevel;
             set => SerilogWebClassic.Configuration = new SerilogWebClassicConfiguration(
                 isEnabled: Config.IsEnabled,
-                requestLoggingLevel: value,
+                logLevelEvaluator: (httpContext, elapsed) => value,
                 requestFilter: Config.RequestFilter,
                 formDataLoggingLevel: Config.FormDataLoggingLevel,
                 customLogger: Config.CustomLogger,
@@ -202,7 +201,7 @@ public static LogEventLevel FormDataLoggingLevel
             get => Config.FormDataLoggingLevel;
             set => SerilogWebClassic.Configuration = new SerilogWebClassicConfiguration(
                 isEnabled: Config.IsEnabled,
-                requestLoggingLevel: Config.RequestLoggingLevel,
+                logLevelEvaluator: Config.LogLevelEvaluator,
                 requestFilter: Config.RequestFilter,
                 formDataLoggingLevel: value,
                 customLogger: Config.CustomLogger,
@@ -227,7 +226,7 @@ public static Func<HttpContextBase, bool> ShouldLogPostedFormData
                 if (value == null) throw new ArgumentNullException(nameof(value));
                 SerilogWebClassic.Configuration = new SerilogWebClassicConfiguration(
                     isEnabled: Config.IsEnabled,
-                    requestLoggingLevel: Config.RequestLoggingLevel,
+                    logLevelEvaluator: Config.LogLevelEvaluator,
                     requestFilter: Config.RequestFilter,
                     formDataLoggingLevel: Config.FormDataLoggingLevel,
                     customLogger: Config.CustomLogger,
diff --git a/src/SerilogWeb.Classic/Classic/SerilogWebClassicConfiguration.cs b/src/SerilogWeb.Classic/Classic/SerilogWebClassicConfiguration.cs
index 8e5d789..fae60f0 100644
--- a/src/SerilogWeb.Classic/Classic/SerilogWebClassicConfiguration.cs
+++ b/src/SerilogWeb.Classic/Classic/SerilogWebClassicConfiguration.cs
@@ -18,7 +18,7 @@ internal sealed class SerilogWebClassicConfiguration
 
         internal SerilogWebClassicConfiguration(
             bool isEnabled,
-            LogEventLevel requestLoggingLevel,
+            Func<HttpContextBase, TimeSpan, LogEventLevel> logLevelEvaluator,
             Func<HttpContextBase, bool> requestFilter,
             LogEventLevel formDataLoggingLevel,
             ILogger customLogger,
@@ -28,7 +28,7 @@ internal SerilogWebClassicConfiguration(
             IEnumerable<string> filteredKeywordsInFormData)
         {
             IsEnabled = isEnabled;
-            RequestLoggingLevel = requestLoggingLevel;
+            LogLevelEvaluator = logLevelEvaluator;
             RequestFilter = requestFilter;
             FormDataLoggingLevel = formDataLoggingLevel;
             CustomLogger = customLogger;
@@ -65,7 +65,7 @@ internal SerilogWebClassicConfiguration Edit(Func<SerilogWebClassicConfiguration
 
         internal bool IsEnabled { get; }
 
-        internal LogEventLevel RequestLoggingLevel { get; }
+        internal Func<HttpContextBase, TimeSpan, LogEventLevel> LogLevelEvaluator { get; }
         internal ILogger CustomLogger { get; }
         internal Func<HttpContextBase, bool> RequestFilter { get; }
 
@@ -78,10 +78,10 @@ internal SerilogWebClassicConfiguration Edit(Func<SerilogWebClassicConfiguration
 
         internal ILogger Logger => (CustomLogger ?? Log.Logger).ForContext<ApplicationLifecycleModule>();
 
-        
+
         internal Func<HttpContextBase, bool> FormLoggingStrategy { get; }
 
-        
+
         /// <summary>
         /// Filters configured keywords from being logged
         /// </summary>
diff --git a/src/SerilogWeb.Classic/Classic/SerilogWebClassicConfigurationBuilder.cs b/src/SerilogWeb.Classic/Classic/SerilogWebClassicConfigurationBuilder.cs
index 43d6f60..331f0dd 100644
--- a/src/SerilogWeb.Classic/Classic/SerilogWebClassicConfigurationBuilder.cs
+++ b/src/SerilogWeb.Classic/Classic/SerilogWebClassicConfigurationBuilder.cs
@@ -17,7 +17,7 @@ public class SerilogWebClassicConfigurationBuilder
 
         private bool IsEnabled { get; set; } = true;
 
-        private LogEventLevel RequestLoggingLevel { get; set; }
+        private Func<HttpContextBase, TimeSpan, LogEventLevel> LogLevelEvaluator { get; set; }
         private ILogger CustomLogger { get; set; }
         private Func<HttpContextBase, bool> RequestFilter { get; set; }
 
@@ -38,7 +38,7 @@ internal SerilogWebClassicConfigurationBuilder(SerilogWebClassicConfiguration co
             if (configToCopy == null) throw new ArgumentNullException(nameof(configToCopy));
             CustomLogger = configToCopy.CustomLogger;
             IsEnabled = configToCopy.IsEnabled;
-            RequestLoggingLevel = configToCopy.RequestLoggingLevel;
+            LogLevelEvaluator = configToCopy.LogLevelEvaluator;
             RequestFilter = configToCopy.RequestFilter;
             FormDataLoggingLevel = configToCopy.FormDataLoggingLevel;
             LogPostedFormData = configToCopy.LogPostedFormData;
@@ -51,7 +51,7 @@ private void Reset()
         {
             CustomLogger = null;
             IsEnabled = true;
-            RequestLoggingLevel = LogEventLevel.Information;
+            LogLevelEvaluator = (ctx, elapsed) => LogEventLevel.Information;
             RequestFilter = AlwaysFalse;
             ResetFormDataLogging();
         }
@@ -69,7 +69,7 @@ internal SerilogWebClassicConfiguration Build()
         {
             return new SerilogWebClassicConfiguration(
                 isEnabled: IsEnabled,
-                requestLoggingLevel: RequestLoggingLevel,
+                logLevelEvaluator: LogLevelEvaluator,
                 requestFilter: RequestFilter,
                 formDataLoggingLevel: FormDataLoggingLevel,
                 customLogger: CustomLogger,
@@ -109,7 +109,18 @@ public SerilogWebClassicConfigurationBuilder Enable()
         /// <returns>A configuration object to allow chaining</returns>
         public SerilogWebClassicConfigurationBuilder LogAtLevel(LogEventLevel level)
         {
-            RequestLoggingLevel = level;
+            LogLevelEvaluator = (ctx, elapsed) => level;
+            return this;
+        }
+
+        /// <summary>
+        /// Configure at which level HTTP requests are logged dynamically depending on the context
+        /// </summary>
+        /// <param name="logLevelEvaluator">Set the log level based on the current http context and total request time</param>
+        /// <returns>A configuration object to allow chaining</returns>
+        public SerilogWebClassicConfigurationBuilder LogAtLevel(Func<HttpContextBase, TimeSpan, LogEventLevel> logLevelEvaluator)
+        {
+            LogLevelEvaluator = logLevelEvaluator;
             return this;
         }
 
diff --git a/src/SerilogWeb.Classic/Classic/WebRequestLoggingHandler.cs b/src/SerilogWeb.Classic/Classic/WebRequestLoggingHandler.cs
index 6c4e6ab..60bb63f 100644
--- a/src/SerilogWeb.Classic/Classic/WebRequestLoggingHandler.cs
+++ b/src/SerilogWeb.Classic/Classic/WebRequestLoggingHandler.cs
@@ -44,7 +44,7 @@ internal void OnLogRequest(SerilogWebClassicConfiguration configuration)
 
             var error = _application.Context.GetLastSerilogWebError() ?? _application.Server.GetLastError();
 
-            var level = error != null || _application.Response.StatusCode >= 500 ? LogEventLevel.Error : configuration.RequestLoggingLevel;
+            var level = error != null || _application.Response.StatusCode >= 500 ? LogEventLevel.Error : configuration.LogLevelEvaluator(_application.Context, stopwatch.Elapsed);
 
             if (level == LogEventLevel.Error && error == null && _application.Context.AllErrors != null)
             {
diff --git a/test/SerilogWeb.Classic.Tests/WebRequestLoggingHandlerTests.cs b/test/SerilogWeb.Classic.Tests/WebRequestLoggingHandlerTests.cs
index 223d91b..8cc213d 100644
--- a/test/SerilogWeb.Classic.Tests/WebRequestLoggingHandlerTests.cs
+++ b/test/SerilogWeb.Classic.Tests/WebRequestLoggingHandlerTests.cs
@@ -86,6 +86,40 @@ public void RequestLoggingLevel(LogEventLevel requestLoggingLevel)
             Assert.Equal(requestLoggingLevel, evt.Level);
         }
 
+        [Theory]
+        [InlineData(LogEventLevel.Verbose)]
+        [InlineData(LogEventLevel.Debug)]
+        [InlineData(LogEventLevel.Information)]
+        [InlineData(LogEventLevel.Warning)]
+        [InlineData(LogEventLevel.Error)]
+        [InlineData(LogEventLevel.Fatal)]
+        public void RequestLogLevelEvaluator(LogEventLevel requestLoggingLevel)
+        {
+            SerilogWebClassic.Configure(cfg => cfg
+                .LogAtLevel((context, elapsed) => requestLoggingLevel)
+            );
+
+            TestContext.SimulateRequest();
+
+            var evt = LastEvent;
+            Assert.NotNull(evt);
+            Assert.Equal(requestLoggingLevel, evt.Level);
+        }
+
+        [Fact]
+        public void DynamicRequestLogLevelEvaluator()
+        {
+            SerilogWebClassic.Configure(cfg => cfg
+                .LogAtLevel((context, elapsed) => elapsed.TotalMilliseconds > 3000 ? LogEventLevel.Warning : LogEventLevel.Information)
+            );
+
+            TestContext.SimulateRequest(sleepDurationMilliseconds: 4000);
+
+            var evt = LastEvent;
+            Assert.NotNull(evt);
+            Assert.Equal(LogEventLevel.Warning, evt.Level);
+        }
+
         [Fact]
         public void LogPostedFormData()
         {