📊 Lifestyle Match
Visualizing the tradeoffs between Gillette and Chicago
Detailed breakdown of cost of living, income potential, and lifestyle metrics.
Visualizing the tradeoffs between Gillette and Chicago
Line-by-line data comparison.
| Category / Metric | Gillette | Chicago |
|---|---|---|
| Financial Overview | ||
| Median Income | $90,699 | $74,474 |
| Unemployment Rate | 3.4% | 4.2% |
| Housing Market | ||
| Median Home Price | $359,900 | $365,000 |
| Price per SqFt | $123 | $261 |
| Monthly Rent (1BR) | $921 | $1,507 |
| Housing Cost Index | 111.5 | 110.7 |
| Cost of Living | ||
| Groceries Index | 95.1 | 103.3 |
| Gas Price (Gallon) | $3.40 | $3.40 |
| Safety & Lifestyle | ||
| Violent Crime (per 100k) | 234.2 | 819.0 |
| Bachelor's Degree+ | 23.1% | 45.7% |
| Air Quality (AQI) | 36 | 38 |
AI-generated analysis based on current data.
You’re staring down a major life decision, and the contenders are... interesting. On one side, you have Chicago—the Windy City, a global powerhouse of culture, deep-dish pizza, and skyscrapers. On the other, Gillette, Wyoming—a town that sits in the heart of the Powder River Basin, known for energy, wide-open spaces, and a completely different pace of life.
This isn't just a choice between a city and a town. It's a choice between two entirely different versions of the American Dream. Are you chasing the electric energy of a metropolis, or the quiet sovereignty of a frontier town?
Let’s cut through the noise. I’ve crunched the numbers, lived the lifestyles (virtually and in person), and I’m here to give you the unfiltered truth. Grab your coffee; we’re diving deep.
Chicago is a city that never stops moving. It’s a 24/7 beast where the skyline is king, the lakefront is your backyard, and the food scene is world-class. You’re trading the stereotype of "Midwest Nice" for a gritty, resilient energy. It’s for the person who craves options—endless neighborhoods to explore, museums that rival NYC, and a transit system that, while infamous, gets you almost anywhere. You live here for the culture, the career opportunities in finance, tech, and law, and the feeling of being at the center of it all.
Gillette is the definition of a company town, powered by coal and trona. The vibe is "live and let live." It’s a place where you know your neighbors, the mountains are your playground, and traffic jams are a myth (unless there’s a livestock truck on the road). The population is tiny—33,278—which means the community is tight-knit but can feel insular. It’s for the person who values solitude, self-reliance, and a direct connection to the outdoors. You live here for the affordability, the safety, and the chance to own a piece of the wide-open West.
Who is it for?
Let’s talk money. You might earn more in Gillette, but does it go further? Let’s break it down.
| Category | Chicago, IL | Gillette, WY | The Takeaway |
|---|---|---|---|
| Median Home Price | $365,000 | $359,900 | Surprisingly similar. Chicago’s price gets you a condo or a fixer-upper in a neighborhood; Gillette gets you a modern family home on a decent lot. |
| Rent (1BR) | $1,507 | $921 | Gillette wins big. You’re saving ~$700/month on rent alone. That’s a car payment or a hefty investment. |
| Utilities | ~$150/mo (Winter) | ~$200/mo (Heating) | Gillette’s harsh winters and older housing stock can spike heating bills. Chicago’s lake-effect cold is brutal, but modern apartments are better insulated. |
| Groceries | +10% above nat'l avg | +5% above nat'l avg | Both are slightly pricier than the US average, but Gillette’s remote location means fewer options and less competition, keeping prices steady. |
| Housing Index | 110.7 | 111.5 | Both are above the national average (100), but Gillette’s index is slightly higher, reflecting its unique market dynamics. |
Here’s where the story gets fascinating. The median income in Gillette is $90,699, significantly higher than Chicago’s $74,474. Gillette’s economy is dominated by high-paying energy sector jobs (mining, engineering, trades). Chicago’s economy is more diversified, with a wider spread from high-finance to service jobs.
Purchasing Power Verdict:
If you earn the median income ($90k) in Gillette, your money stretches further. The lower rent and similar home prices mean you can save more or buy more house for your dollar. You’ll feel wealthier here.
If you earn $100k in Chicago, you’re in a solid spot but will feel the squeeze of higher rent and a more competitive housing market. Your dollar works hard, but it doesn’t go as far as it does in Wyoming.
Tax Insight: This is a huge deal. Illinois has a flat income tax of 4.95%. Wyoming has NO state income tax. That’s a massive win for Gillette. On a $90k salary, you save ~$4,455 per year in Wyoming. That’s a vacation, a new car down payment, or a boosted retirement fund.
Winner for Dollar Power: Gillette. The combination of higher median income, no state income tax, and drastically lower rent gives you more financial breathing room.
Chicago:
Gillette:
Verdict: If you’re a buyer, Gillette offers more house for the money, but be prepared for a tough search. If you prefer renting, Chicago has more options, at a higher cost.
This is the most stark contrast in the data.
This isn’t about which city is objectively better. It’s about which city fits your life.
🏆 Winner for Families: Gillette
The data is undeniable. Lower crime, a tight-knit community, excellent public schools (funded by energy taxes), and the ability to own a home with a yard for a fraction of the price of a city condo. The slower pace and outdoor access are unbeatable for raising kids. The trade-off? Fewer cultural and educational outlets for teenagers.
🏆 Winner for Singles/Young Professionals: Chicago
Unless you’re a remote worker who loves solitude, Chicago wins. The career opportunities are vastly superior. The dating pool, social scene, nightlife, and cultural amenities are on a different planet. Gillette’s social life revolves around local bars, churches, and outdoor clubs—fine for some, but limiting for many young pros. The higher cost of living is the price you pay for access to a world-class city.
🏆 Winner for Retirees: Gillette
If you’re healthy, active, and value safety and affordability, Gillette is a dream. No state income tax protects your retirement savings. The low cost of living means your nest egg goes further. The peaceful, sunny environment is ideal. However, if you need frequent access to top-tier medical specialists, Chicago’s world-class hospitals (like Northwestern Memorial) are a major advantage. For retirees prioritizing health access, Chicago might edge out, but for overall quality of life and cost, Gillette is compelling.
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Final Thought: Choose Chicago if you’re buying the experience—the energy, the career ladder, the cultural immersion. Choose Gillette if you’re buying the lifestyle—the peace, the safety, the financial freedom, and the space to breathe. There’s no wrong answer, only the right answer for you.