Outlook stuck at Trying to Connect in Windows

Before we begin, please make sure you restart the Outlook application. Sometimes, temporary files might be affected with you connecting to Outlook. So, we suggest you perform a quick reboot as it clears out your temporary files and refreshes the application. 

• Verify Log-in Credentials 

Usually, the most common issue with Outlook failing to connect to the email servers is due to incorrect log-in credentials. So, please make sure you re-check and enter the correct password and email ID.

If you have recently changed your account password, we suggest that you make changes to your Credential Manager to avoid repetitive log-ins.

Here is how you can do it. 

1. Navigate to the Start icon and select Control Panel. 
2. From the View By section, select Large icons from the drop-down menu.
3. Click on the Windows Credential option. 
4. Scroll down and under the Generic Credentials, click on your Microsoft Account. 
5. Click on the Edit link.    
6. Change your password and hit the Save button.

• Check Internet Connection 

The Outlook application might face issues connecting to its servers if you have an unstable internet connection. As a result, it might prompt the Trying to Connect status error. So, here are some methods you can apply to troubleshoot your internet connectivity issues. 

• Turn off and then switch on your internet router. 
• Use your mobile cellular data or Hotspot. 
• Switch to a stable internet connection.
• Check if the firewall is blocking the Outlook app. 
• While in a public network, please make sure that Outlook is not restricted. 

• Flush DNS

Another effective way to resolve your Outlook connectivity is to flush out your DNS cache. Although this particular cache helps improve your user experience by loading web pages faster, the DNS cache might get corrupted. So, the best resolution to this issue is to flush DNS. Here is how you can do so. 

1. Go to the Start icon and enter Command Prompt. 
2. Right-click on the application and select the Run as Administrator option.
3. A window pop-up will appear, click on the Yes button to allow the administrator permission.
4. Now enter these commands in the Command Prompt. 
5. Please make sure you Hit enter after each command.

• ipconfig /flushdns
• ipconfig /registerdns
• ipconfig /release
• ipconfig /renew

• Disable Add-ins and Extensions 

In some instances, certain installed add-ins and extensions might affect and cause hindrances to connect to your Outlook servers. So, the best option is to disable them. 

Here is a step-by-step guide on how you can do so. 

1. Open your Outlook App.
2. Navigate to the File menu click on Options.
3. From the left-side panel, choose Add-ins.
4. Now, under the Manage section, select COM Add-ins and hit the Go button.
5. Uncheck the boxes for all the add-ins.
6. Click on the Ok button.
7. Finally, close Outlook and re-launch it again to see if you can connect to the server. 

• Repair Outlook Data Files 

If your Outlook Data files are corrupted, Outlook might fail to connect to its server. So, here is how you can repair your data files. 

1. Head over to the Start icon and type in Control Panel. 
2. Select the User Accounts. 
3. Now, choose the Mail option.  
4. On the popup window, click on the Show Profiles button. 
5. Select on the Profile you want to fix.
6. Then, click on Properties.  ~~~~
7. Click on the Data FIles then click on your Outlook account.
8. Click on Open File location. 
9. Select and right-click on the user data file and hit Delete. 
10. Finally, restart your Outlook to restore your OST files. 

• Create a New Profile

If the above process seems too tedious for you, you can opt by making a new Outlook profile. This method is known to clear out all temporary data and caches that might be affecting your server connectivity. To create a new profile, 

1. Go to the search box and type in Control Panel. 
2. Click on View By, and choose Large icons from the drop-down menu.
3. Select the Mail.
4. Now, choose the Show Profiles option from the window.
5. Under the General tab, click on the Add button. 
6. Enter in the Profile name and click on OK. 
7. Add in your Name, Email address, and password credentials.
8. Hit  Next > Apply.

• Reduce Outlook Data File Size

Another reason behind Outlook prompting the trying to connect error might be due to your extensively large mailbox. With an increasing mailbox, Outlook requires more resources to open. As a result, Outlook might prompt the trying to connect error. 

Here are a few methods you can apply to minimize the data file size on Outlook. 

• Delete any unnecessary emails from inbox
• Clean Out the Recently Deleted Folder
• Enable the Auto-Archive function
• Compact Data File

• Repair Microsoft Office

Microsoft Office apps have their own built-in Repair feature that allows you to make quick repairs if you face issues on its Apps. Here is a step-by-step guide on how you can do it.  

1. Navigate to the Start icon and click on Settings.  
2. From the left-side panel, click on Apps. 
3. Select the App and Features option. 
4. Now, locate the Microsoft Office app. 
5. Click on the three-dotted icon and select Modify.
6. Choose the Quick Repair option and hit the Repair button.  

If Microsoft detects any issues with its apps, this method will automatically scan and fix the problem. 

• Disable Antivirus Software 

Sometimes, your Antivirus program might create hindrances connecting to Outlook servers. You can temporarily disable the program to see if it fixes the connection issue.    

If you don’t want to risk entirely disabling Windows Defender, you can add Microsoft Outlook to the exclusion list. Here are some steps you can follow.

1. Navigate to the Start icon and type in Windows Security. 
2. From the left panel, select the Virus and Threat Protection option. 
3. Click on the Manage Settings link under Virus and threat protection settings.
4. From the Exclusions section, click on Add or Remove exclusion. 
5. Select on the Add an exclusion button.
6. Now, add Microsoft Outlook. 

• Update Outlook App 

If your Outlook app is not updated to the latest version, it might face several problems, such as server connectivity issues. Usually, the newest app updates have fixes for bugs and system errors occurring in the app. So we advise regularly updating your Outlook to avoid such issues. 

Here is how you can check for updates. 

1. Open your Outlook application. 
2. Navigate to the File menu and click on the Office Account button. 
3. Click on Update Options. 
4. Select the Update Now option from the drop-down menu. 
5. Outlook will automatically start downloading if any updates are available. 

If the issue persists, we suggest you uninstall and reinstall the Outlook app. 

• Run Windows Update

Microsoft recommends that you regularly update your software’s operating system to utilize the full functionality of Microsoft apps. Certain bugs or errors might prevent the Outlook app from connecting with its servers. So, if you have not updated your Windows, please make sure that you do.  

1. Head over to the Start icon and click on Settings. 
2. Select the Update and Security option. 
3. From the left panel, select Windows Update. 
4. Click on the Check for Updates button. 
5. Now, Windows will automatically download the updates, if available. 

• Reset Local Browser Data:

You can try, resetting your Internet data stored in your PC.

1. Go to Run (Shortcut Windows+R) 

2. Type inetcpl.cpl and press Enter 

3. Go to General -> Delete -> Delete All data 

                OR 

    Go to Advanced ->   Reset -> Delete All Data -> Reset