Head-to-Head Analysis

Lynn vs Chicago

Detailed breakdown of cost of living, income potential, and lifestyle metrics.

Lynn
Candidate A

Lynn

MA
Cost Index 111.6
Median Income $74k
Rent (1BR) $2064
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Chicago
Candidate B

Chicago

IL
Cost Index 102.6
Median Income $74k
Rent (1BR) $1507
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📊 Lifestyle Match

Visualizing the tradeoffs between Lynn and Chicago

📋 The Details

Line-by-line data comparison.

Category / Metric Lynn Chicago
Financial Overview
Median Income $73,723 $74,474
Unemployment Rate 4.7% 4.2%
Housing Market
Median Home Price $575,000 $365,000
Price per SqFt $393 $261
Monthly Rent (1BR) $2,064 $1,507
Housing Cost Index 148.2 110.7
Cost of Living
Groceries Index 104.7 103.3
Gas Price (Gallon) $2.83 $3.40
Safety & Lifestyle
Violent Crime (per 100k) 456.0 819.0
Bachelor's Degree+ 25.3% 45.7%
Air Quality (AQI) 29 38

Expert Verdict

AI-generated analysis based on current data.

Alright, let's cut through the noise. You're trying to decide between Chicago and Lynn, and honestly, this isn't a close race—it's a clash of two entirely different worlds. One is a Midwestern giant with skyscrapers and deep-dish pizza; the other is a coastal Massachusetts town that often feels like Boston’s scrappy kid brother.

I’ve dug into the data, lived through the winters, and tasted the food. Here’s the unfiltered breakdown to help you pick your next home.


The Vibe Check: Big City vs. Coastal Grit

Chicago is the "Second City" in name only. It’s a world-class metropolis that never sleeps. You’re talking about 2.6 million people, a skyline that rivals NYC, and a culture built on resilience. It’s fast-paced, diverse, and demands you keep up. You’ll find world-class museums, a legendary food scene, and neighborhoods that feel like their own small towns. It’s the city for someone who craves energy, anonymity, and endless options. If you want a city that feels like it’s at the center of the universe, Chicago is your spot.

Lynn is a different beast entirely. With just over 100,000 people, it’s a city trying to shed its gritty, industrial past for a more modern, coastal identity. It’s right on the Atlantic, with beaches and a direct commuter rail into Boston. The vibe is more "working-class coastal town" than "prestigious suburb." It’s for the person who wants ocean access, a tight-knit community feel, but isn't ready to give up on urban amenities. You’re not moving here for the nightlife; you’re moving here for a home near the water with a shorter commute to a major economic hub.

Verdict: If you crave the energy and scale of a major metropolis, Chicago is the clear choice. If you prefer a coastal, community-focused life with big-city access, Lynn wins.


The Dollar Power: Where Does Your Paycheck Go Further?

This is where the math gets real. Let's assume you earn the median income in each city to see the "purchasing power."

Expense Category Chicago Lynn The Takeaway
Median Income $74,474 $73,723 Almost identical at the median.
Median Home Price $365,000 $575,000 Chicago is ~47% cheaper to buy a home.
Rent (1BR) $1,507 $2,064 Chicago rent is ~27% cheaper.
Housing Index 110.7 148.2 Lynn's housing is 34% more expensive relative to national average.

Let's talk Purchasing Power:
Earning $74k in Chicago feels significantly more comfortable than earning $73k in Lynn. The $210,000 gap in median home prices is the single biggest factor. In Chicago, you can find a solid condo or a home in a nice neighborhood for under $400k. In Lynn, $575k is the starting point, and that market is fiercely competitive.

The Tax Twist:
Illinois has a flat state income tax of 4.95%. Massachusetts has a progressive system, but if you earn $73k, you're looking at a 5.0% state tax rate. It’s a wash. The real tax difference is in property taxes, which are notoriously high in both states, but Chicago's lower home prices can sometimes offset that.

Verdict: For pure bang for your buck, Chicago wins decisively. Your salary stretches much further on housing, which is typically the largest expense.


The Housing Market: Buy vs. Rent

Chicago: It’s a buyer’s market or balanced in many areas. Inventory is higher, and you have more negotiating power. You can find a mix of historic greystones, modern high-rises, and classic bungalows. The rental market is competitive but more diverse, with options from luxury downtown towers to affordable units in up-and-coming neighborhoods.

Lynn: It’s a seller’s market. The proximity to Boston and the coastal location have driven prices to stratospheric levels. Bidding wars are common, and inventory is tight. You’re paying a premium for the zip code. Renting is also expensive, with fewer options than you’d find in a larger city.

Verdict: If you’re looking to buy without a massive down payment, Chicago offers far more accessibility. If you have deep pockets and are set on coastal living near Boston, Lynn is your battlefield.


The Dealbreakers: Quality of Life

Traffic & Commute:

  • Chicago: The "El" and a robust bus system mean many residents don’t need a car. The commute is walkable, but traffic on the Dan Ryan or Lake Shore Drive can be brutal. O’Hare is a global hub.
  • Lynn: You’re dependent on the Commuter Rail (MBTA) or driving. The drive into Boston can be a nightmare, but the train is reliable. You’ll need a car for daily life in Lynn itself.

Weather:

  • Chicago: Brace for winter. We’re talking 21°F averages in January, brutal wind chills, and lake-effect snow. Summers are glorious but humid. It’s a city of extremes.
  • Lynn: It’s milder. Averaging 48°F, winters are damp and gray but rarely hit Chicago's deep freeze. Summers are cool and coastal. It’s a more temperate but often overcast climate.

Crime & Safety:

  • Chicago: The data shows a violent crime rate of 819.0 per 100k. It’s a statistic that requires context: crime is hyper-concentrated in specific neighborhoods. Vast swathes of the city (Lincoln Park, Lakeview, Hyde Park) are incredibly safe. You must research specific areas.
  • Lynn: The rate is 456.0 per 100k, which is lower than Chicago’s overall but still significant for a city of its size. Like any urban area, safety varies by block.

Verdict: This is a toss-up based on personal preference. Lynn wins on milder weather and a likely easier commute to a major job center (Boston). Chicago wins if you want to ditch your car and live in a city that’s truly awake 24/7.


Final Verdict: Who Should Move Where?

Winner Category City Why?
Families Chicago Better access to top-tier public schools (in good districts), more affordable housing, and a wealth of cultural institutions. The $365k median home price is a game-changer for a family budget.
Singles/Young Pros Chicago The nightlife, dating scene, networking opportunities, and sheer number of people are unmatched. You can build a career and social life without a car.
Retirees Lynn The milder climate, coastal access, and smaller-town feel can be appealing. However, the high cost of living is a major drawback. Chicago offers better value for fixed incomes, but the brutal winters are a serious consideration.

The Final Word: Pros & Cons

Chicago

Pros:

  • Massive bang for your buck on housing.
  • World-class public transit (you can live car-free).
  • Endless cultural, dining, and entertainment options.
  • Diverse, vibrant neighborhoods with distinct personalities.
  • A true 24/7 city energy.

Cons:

  • Brutal, gray winters that last half the year.
  • Traffic and congestion are intense.
  • Crime is a real issue, though highly localized.
  • High taxes (income and property).

Lynn

Pros:

  • Coastal living with beaches and ocean access.
  • Milder, more temperate climate.
  • Close-knit community feel with easy access to Boston.
  • Lower violent crime rate than Chicago.

Cons:

  • Sticker shock on home prices and rent.
  • You need a car for daily life.
  • Fewer amenities and less diversity than a major metro.
  • The "gritty" industrial vibe is still present in parts.

Bottom Line: If you want a major league city experience without a major league price tag (and can handle the cold), go to Chicago. If you have the budget, crave the ocean, and prioritize a quieter life with big-city access, Lynn is your spot. For 95% of people, Chicago offers the better overall deal.