Let’s talk about the McCaskey family. You know them. They own the Chicago Bears. But how rich are they, really? Grab a hot dog. We’re diving into the billions.

The Big Number: It’s Eye-Watering

Forbes says the McCaskey family is worth around $7 billion. Yes, with a B. That’s more than some small countries make in a year. But here’s the kicker: almost all of that is tied up in the Bears.

They don’t have a vault of gold coins Scrooge McDuck-style. Their money lives in Soldier Field, TV contracts, and parking lots. It’s a family piggy bank shaped like a football team.

How Did They Get This Rich?

Blame George Halas. The founder of the Bears was a shrewd businessman. When he died in 1983, he left the team to his daughter, Virginia McCaskey. She’s now 101 years old. A centenarian who owns the NFL’s oldest franchise.

Virginia never sold a single share. That’s the secret. She held on tight while the NFL exploded into a multi-billion-dollar machine. Her family gets richer every year just by existing.

The Quirky Part: They’re Not Flashy Billionaires

Here’s the weird thing: the McCaskeys aren’t yacht people. They don’t buy private islands or diamond-encrusted watches. Virginia still drives a 1991 Lincoln Town Car. Seriously. That car is older than most NFL players.

Virginia McCaskey's net worth in 2025 at the time of her deathVirginia McCaskey's net worth in 2025 at the time of her death

They live in normal Chicago suburbs. They go to church. They drink coffee at diners. Billionaire camouflage at its finest. The only clue? Their mail comes to Halas Hall.

Want a quirky fact? The family used to hold board meetings at Virginia’s kitchen table. An NFL empire discussed over coffee and cookies. Try that with the Dallas Cowboys.

The Money Drama: Who Really Controls It?

Virginia has eleven children. Yes, eleven. That’s a small army of heirs. Each one gets a slice of the $7 billion pie. But here’s the tension: they don’t always agree.

In fact, the family has had public squabbles. Some want to sell the Bears. Others want to keep them forever. It’s a money soap opera with shoulder pads. The latest drama? A cousin sued over team decisions. Billionaire family feuds are wild.

The McCaskey Family Has A Succession Plan So The Bears Remain A FamilyThe McCaskey Family Has A Succession Plan So The Bears Remain A Family

The McCaskeys are not the richest NFL owners. That’s the owners of the Panthers (David Tepper) or the Broncos. But they’re the richest in history for a single-family team. That’s a big deal.

How Does $7 Billion Feel?

Let’s put it in perspective. If you spent $1 million every single day, it would take you 19 years to spend $7 billion. That’s longer than most NFL careers. The McCaskeys could buy the entire city of Green Bay.

Wait—maybe they already did? No, but they could. That’s the fun part. Their wealth is abstract. It’s a number on a screen. But it buys real things: stadium upgrades, player contracts, and very, very good legal teams.

Will The Chicago Bears Be Sold? How Much Will It Cost To Buy TheWill The Chicago Bears Be Sold? How Much Will It Cost To Buy The

The Funniest Detail: The Bears Haven’t Won a Super Bowl

Here’s the punchline. The McCaskeys are worth $7 billion, but their team hasn’t won a championship since 1985. That’s almost 40 years. They’re like a museum curator with a priceless vase who forgot where they put it.

Fans joke the money is cursed. “All that cash, and no rings.” But the family doesn’t care. They cash checks from TV deals. They sell jerseys. The Bears are a gold mine that never stops producing.

Even when the team loses, the value goes up. That’s the magic of owning an NFL team. It’s like a house that gets bigger every time it floods.

Inheritance: The Next Chapter

Virginia McCaskey is 101. She’s the oldest owner in the NFL. Eventually, her heirs will inherit the team. But taxes could eat a massive chunk. The family might have to sell parts of the team.

NFL's Succession Plans Prompt Changes As Owners Age, Values SoarNFL's Succession Plans Prompt Changes As Owners Age, Values Soar

That’s the scariest question: Will the Bears stay in the family? Fans are nervous. A sale could mean moving the team. Or a new owner could bring a Super Bowl. It’s a high-stakes game of Monopoly.

Why We Love Talking About This

Because it’s ridiculous. A 101-year-old woman with a rusty car owns a team worth billions. Her children argue over a dream job. It’s a sitcom with real estate and football.

We love the McCaskeys because they’re human. They’re not faceless billionaires. They’re a family that argues at Thanksgiving over which quarterback to draft. That’s relatable.

So next time you see a Bears game, remember: every tackle is a transaction. Every touchdown is a check. And somewhere, a 101-year-old is smiling in her 1991 Lincoln. That’s the fun of the McCaskey fortune.