Step 2: Choose the Insert menu and continue with the Symbol option. Step 1: Click the exact location in the document that you need to insert the single checkbox. Suppose that the checkbox symbol couldn’t be found, please change the Font to Wingdings or Segoe UI Symbol. Step 3: Click on Symbol and choose the box character to replace the character. Step 2: Select Define New Bullet from the menu. Step 1: Select the Home menu and choose the Bullets button. Step 4: Copy and paste the checkbox at the line of text needed. Step 3: Change the default X to others and make changes to the checkboxes. Step 2: Go to Developer and select the Check Box Content Control at the beginning of the first line. Insert Checkbox In Word Document On Windows Method 1: Developer Tab How to Add Developer Tab in Microsoft Word.Insert Checkbox In Word Document On Mac.Insert Checkbox In Word Document On Windows.