Distance
800 miles
Major Shift
"Space & Nature"
Top Benefit
"Quality of Life"
The Logistics
Direct flights to Westchester Airport (HPN) make travel back to Chicago easy - it's 15 mins from Greenwich. Commuting to NYC is easier than commuting from many Chicago suburbs to the Loop.
The Lifestyle Shift
You're used to the cold, so that's easy. What you'll gain is the ocean. Replacing Lake Michigan with the Long Island Sound means saltwater, tides, and seafood.
Local Expert Insight
"You'll feel right at home with the values here. Greenwich has a strong Midwestern transplant community that values family, hard work, and good schools."
Why Chicago Families Choose Greenwich
- 1
Milder Winters
Yes, really. Our winters are significantly milder than Chicago's. Less wind, less bitter cold.
- 2
NYC Access
You get the global financial and cultural capital next door, without living in it.
- 3
Coastal Charm
The New England coastal aesthetic - shingle style homes, hydrangeas - offers a beautiful change of scenery from the Midwest.
Planning Your Move from Chicago?
Let's discuss your specific timeline, budget, and school needs.
Common Questions
Is the cost of living higher?
Real estate per square foot is likely higher here. But property taxes might be comparable depending on where in IL you're coming from.
Is the pizza actually good?
It's different! We are close to New Haven joy (pepe's, Sally's), which many argue is the pizza capital of the world. It's thin crust, not deep dish, but you might just convert.
How are the summers compared to Chicago?
Less humid and more consistent. We don't get the extreme heat waves as often, and the coastal breeze makes summer evenings delightful.
Is there a train system comparable to the Metra?
Yes, Metro-North is cleaner, more frequent, and generally more reliable than Metra. It is the gold standard of US commuter rail.
Are people friendy?
The 'East Coast attitude' is a myth here. You'll find neighbors bringing cookies when you move in, just like in the Midwest.