[Solved] Using jQuery to validate checkboxes and input text values

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This might get you started. You can make the field validation as complex or simple as you wish.

$('input[type=checkbox]').click(function(){
   var tmp = $(this).next('input').val();
   //validate tmp, for example:
   if (tmp.length > 1){
     //alert('Text field has a value');
     $('#mybutt').prop('disabled',false);
   }else{ 
     //alert('Please provide a long value in text field');
     $('#mybutt').prop('disabled', true);
     $(this).prop('checked',false);
   }
});
<script src="https://ajax.googleapis.com/ajax/libs/jquery/1.9.1/jquery.min.js"></script>
    <input id="mybutt" type="button" value="Add To Calendar" disabled>
    <br>
    <input type="checkbox" name="dategroup"><input type="text" id="date1">
    <br>
    <input type="checkbox" name="dategroup"><input type="text" id="date2">
    <br>
    <input type="checkbox" name="dategroup"><input type="text" id="date3">

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solved Using jQuery to validate checkboxes and input text values