diff --git a/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs b/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs
index 435eafb79b8..bafa871187e 100644
--- a/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs
+++ b/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs
@@ -1817,7 +1817,8 @@ private void AddMultipartContent(object fieldName, object fieldValue, MultipartF
         private StringContent GetMultipartStringContent(Object fieldName, Object fieldValue)
         {
             var contentDisposition = new ContentDispositionHeaderValue("form-data");
-            contentDisposition.Name = LanguagePrimitives.ConvertTo<String>(fieldName);
+            // .NET does not enclose field names in quotes, however, modern browsers and curl do.
+            contentDisposition.Name = "\"" + LanguagePrimitives.ConvertTo<String>(fieldName) + "\"";
 
             var result = new StringContent(LanguagePrimitives.ConvertTo<String>(fieldValue));
             result.Headers.ContentDisposition = contentDisposition;
@@ -1833,7 +1834,8 @@ private StringContent GetMultipartStringContent(Object fieldName, Object fieldVa
         private StreamContent GetMultipartStreamContent(Object fieldName, Stream stream)
         {
             var contentDisposition = new ContentDispositionHeaderValue("form-data");
-            contentDisposition.Name = LanguagePrimitives.ConvertTo<String>(fieldName);
+            // .NET does not enclose field names in quotes, however, modern browsers and curl do.
+            contentDisposition.Name = "\"" + LanguagePrimitives.ConvertTo<String>(fieldName) + "\"";
 
             var result = new StreamContent(stream);
             result.Headers.ContentDisposition = contentDisposition;
@@ -1850,7 +1852,8 @@ private StreamContent GetMultipartStreamContent(Object fieldName, Stream stream)
         private StreamContent GetMultipartFileContent(Object fieldName, FileInfo file)
         {
             var result = GetMultipartStreamContent(fieldName: fieldName, stream: new FileStream(file.FullName, FileMode.Open));
-            result.Headers.ContentDisposition.FileName = file.Name;
+            // .NET does not enclose field names in quotes, however, modern browsers and curl do.
+            result.Headers.ContentDisposition.FileName = "\"" + file.Name + "\"";
 
             return result;
         }