Can't connect to VPN on Windows 10

I have a desktop computer and a laptop computer on the same WiFi network. The desktop can connect to the VPN, but the laptop cannot.

VPN Connection specs:

Type: PPTP
Sign-in: User name and password
Certificate stored locally in Trusted Root Certification Authorities
Security > Authentication: "Microsoft: Secured password (EAP-MSCHAP v2) (encrypted)"

Desktop specs:

Windows 10 Home (64-bit)
WiFi connection

Laptop specs:

Windows 10 Home (64-bit)
WiFi connection

What I've tried:

Verifying the settings listed above match between laptop and desktop
Connecting laptop directly to router via Ethernet
Exporting my firewall settings from desktop and importing them to laptop to make sure they match
Windows "Network Reset" in Settings (app) > Network & Internet > Status

Open Device Manager
Find Network Adapters
Uninstall WAN Miniport (IP), WAN Miniport(IPv6) and WAN Miniport (PPTP).
Click Action > Scan for hardware changes
The adapters you just uninstalled should come back
Try connecting again

I have exactly the same issue, and was unable to find a solution for ages.

The issue for me is the "Xbox Live Networking Service". Even on a clean Windows 10 install, the VPN would work once or twice and then get stuck again.

I can replicate the issue 100% by starting the "Xbox Live Networking Service", when it is started, I can't access any VPN, when it is stopped VPN works perfectly.

Steps to resolve: 1. Open Services (services.msc) 2. Scroll down to "Xbox Live Networking Service" 3. If the service is running, highlight it and click stop 4. VPN should now work, no need to restart etc

I have reported this to Microsoft recently. It is reproducible even on clean installs.

First - make sure you're not on Public - check your firewall settings

Go to Network and Sharing in Control Panel
Click on Change Adapter Settings
Right click on VPN
Click Properties
Click on Networking Tab
Uncheck Internet Protocol Version 6 (TCP/IPv6)

Click on Security Tab

Choose - Allow these protocols
Check the box for - Challenge Handshake Authentication Protocol (CHAP)
Check (if not already checked) Microsoft CHAP Version 2 (MS-CHAP V2)
click ok - save if prompted

Next right click on Wi-Fi

Choose Properties
Uncheck Internet Protocol Version 6 (TCP/IPv6)
Click ok

Do the same steps for your Ethernet as above for Wi-Fi

That should fix it; if not then you need to do 1 more step:

Go to your Network Settings

Click on VPN
Choose Advanced Options
Scroll down to Automatic configuration
Turn on the Automatically detect settings or choose Automatically detect settings
Click Save

Now go connect your VPN.

If it shows it is still trying to disconnect you either have to shutdown completely your system then power back up or you may need to delete that VPN connection and setup a new one with the above settings.

As always contact your IT dept. to assist.

In my case, the solution was as simple as going to Settings -> Network & Internet -> VPN and connecting from there.

For some reason, this works, but connecting from the quick menu in the task bar doesn't.

Source: https://blog.techinline.com/2018/06/01/vpn-stuck-on-connecting-windows-10/