Great! I'll see you there! There are no problems driving across the border with cash, but you are required to declare any amount over $10k CAD when entering Canada. Right now this works out to be about $7,600 USD. When returning home to the US, you need to declare any amount over $10k USD or about $13k CAD. There is nothing illegal about carrying more than these amounts. You just need to declare it. You need not worry about it being confiscated when entering Canada. Not so sure about when returning to the US though. Even if you are close to those amounts, you might want to at least mention it verbally when asked if you have anything to declare. I once returned home from a tournament in the USA with about $9,800 CAD in combined Canadian and US currency. I didn't declare it, because it was less than $10k. However, when they found out where I have been, they asked me how much I had and seemed a little ticked off that I didn't mention it until asked. I was taken to secondary screening where they counted the money and then let me go (with the money!). It might be a good idea to print off this page http://www.fallsviewcasinoresort.com/gaming/event/fallsview-blackjack-21-tournament pick up one of the tournament brochures and rule sheets while at the casino and hold on to your table assignment tickets, hotel receipts, etc. Anything to back up your claim that you needed the money for or won the money at the casino. In the event that you win, you'll get one of those oversized cheques, which will back you up nicely. I had one of those and a trophy with me that time I came back from the US. That reminds me -- if they pay you by cheque, that counts as currency when you cross the border.