Here's a question I never thought I'd have to ask. Does anyone have tips on traveling with significant amounts of cash? I don't want to brag but my wife and I are going to be bringing literally dozens of dollars with us and would like to do so safely. I'd rather not have a fat envelope of cash go through the TSA checkpoint where people might see it and ask questions, but obviously I am not checking it in my luggage. There is no branch of my bank in Chicago. Was thinking about travelers checks. Do they even make them anymore? And converting them into cash seems like a problem, too. According to Catch Me If You Can, hotels apparently used to cash checks for people, but I have no idea if that's a thing anymore, and not for the amounts we'll have. We'll have cards, of course, and would use Paypal or Venmo if necessary, but you obviously get better deals with paper. Suggestions?