Moving to Chicago in 2025? Here’s What Locals Wish They Knew First

May 26, 2025

So, you’re thinking about moving to Chicago? Whether it’s for a new job, a fresh start, or that deep-dish pizza calling your name, the Windy City is packed with energy, culture, and—yes—a few surprises you’ll want to be ready for. At New City Moving, we’ve helped over 100,000 customers settle into their new Chicago homes, and we’ve heard all the “I wish I’d known…” stories.

To help you hit the ground running (or walking—Chicago is a great city for that), we’ve put together a local’s guide to everything you really need to know before making the big move.

Is Chicago a good place to move in 2025?

Absolutely, and here’s why. Chicago in 2025 is thriving with new developments, revitalized neighborhoods, and one of the most diverse cultural scenes in the U.S. You’ll find world-class food, stunning lakefront views, a robust public transit system, and a reasonable cost of living compared to other major cities like New York or San Francisco.

That said, every city has its quirks—and Chicago’s weather, parking rules, and neighborhood personalities definitely qualify.

What neighborhood should I live in?

Chicago is a city of neighborhoods—77 community areas, to be exact—each with its own vibe. Here’s a quick cheat sheet:

• Logan Square – Hipster haven with artsy flair and great nightlife.
•  Lincoln Park – Family-friendly, walkable, and close to the lake.
• West Loop – Trendy, high-end dining and modern lofts.
• Hyde Park – Home to the University of Chicago and gorgeous historic homes.
• Rogers Park – Affordable, diverse, and right by the beach.

For a deeper dive, check out our Chicago Neighborhood Guide.

When is the best time to move to Chicago?

If you can swing it, aim for spring or fall. Summer is busy (and hot), while winter can turn your moving day into a snowball fight with furniture. Plus, movers book up fast in the summer months, so spring and fall often come with better rates and availability.

Need help planning your move? Our Ultimate Moving Checklist breaks down everything from timelines to packing tips.

What should I know about parking and permits?

Welcome to the world of Chicago parking permits—you’ll need one. If you're hiring movers, make sure you (or your moving company) arrange a parking permit in advance, especially in high-traffic areas. The city allows you to reserve curb space for your moving truck, but it requires at least a 3-day lead time.

Don’t let a ticket ruin your first day—our team at New City Moving can help you secure the necessary permits. Just ask when you book your move.

What about the weather?

Let’s be honest: Chicago’s weather can be a bit… dramatic. Winters are freezing, windy, and often snowy. Summers are beautiful, but humid. Spring and fall? Chef’s kiss.

Pro tip: If you’re moving in winter, make sure your movers are equipped for snow and icy conditions. (Hint: We are.) Check out our post on moving in Chicago during winter for cold-weather tips.

How do I get around once I’m there?

Here are some of the most common things we hear from clients who’ve made the move:

• “Get to know your alderman.” – Local politics matter here. They can help with parking, permits, and neighborhood concerns.
• “Join a neighborhood Facebook or Nextdoor group.” – Great for recommendations, events, and getting the lay of the land.
• “Invest in a quality winter coat.” – Trust us. You’ll thank us in January.
• “Book movers early—especially during summer.” – We get it. Everyone wants to move when it’s not snowing. That’s why summer is peak season.

Moving to Chicago Doesn’t Have to Be Overwhelming

The good news? You don’t have to do it alone. At New City Moving, we make relocating easy—whether you’re moving from across town or across the country. From packing to storage to full-service moves, we’ve got the experience (and muscle) to help you settle into your new Chicago life with confidence.

📦 Ready to make your move?

Let us handle the heavy lifting. Get a free quote today and see why we’re Chicago’s #1 rated moving company.