Wintrust Bank

About this location

A few stories people tell about this place

1. One day, while a little girl was drawing money from Wintrust Bank’s ATM, she noticed something peculiar—her reflection in the glass seemed to be smiling back at her. The girl looked closer and realized it wasn’t a smile—it was just her own face with a funny expression. She laughed out loud, and when she turned around, everyone waiting in line joined in. The cashier even winked and said, ‘Welcome to Wintrust!’ It turned out that sometimes, getting some cash can bring more than you expected—a good mood for free.

2. One morning, a delivery driver pulled up to Wintrust Bank's drive-thru window and noticed something odd. The cash drawer in the teller's booth was wide open, but no one seemed to notice or care. Curious, the driver slowly approached the empty booth and shouted, ‘Hey! Your cash drawer is open!’ A sleepy-looking neighbor emerged from behind the counter and yawned, ‘Oh, that? I thought it was my coffee cup.’

3. A neighbor walked into Wintrust Bank one afternoon and asked the teller, ‘Do you know why they call it “win” trust?’ The teller smiled and replied, 'No, sir.' The man leaned closer and whispered conspiratorially, 'Because if you don't win, you can't trust!' Everyone in line burst out laughing, including the teller, who later admitted that was her favorite customer joke.

4. One day, an elderly gentleman entered Wintrust Bank and approached the counter with a curious expression. He asked the teller, 'Excuse me, do you accept deposits in reverse order?' The teller smiled politely and replied, ‘No sir, we always process deposits chronologically.’ The old man nodded thoughtfully and said, ‘I see… Well, I’ll just withdraw my money then!’ With that, he turned around and left, leaving everyone at the bank laughing. It was one of those days when Wintrust Bank reminded everyone why they love visiting their local branch.’