Moving to Chicago: Guide and Tips

By: ROS Team

Chicago, the vibrant heart of the Midwest, is a city of bold architecture, deep-dish pizza, and a spirit as strong as its infamous winds. Whether your motivation is job opportunities, cultural gems, or you’re attracted by Lake Michigan, moving to Chicago can be an exciting adventure. But like any big city, it comes with its own twists and challenges.

If you’re wondering how to move to Chicago, this guide covers everything you need to know—from choosing the right neighborhood to surviving your first winter—so you can move to Chicago with confidence.

Why Move to Chicago?

Chicago isn’t just a city—it’s a lifestyle. Here’s what makes it special:

1. Cultural Scene

Chicago has some of the world class museums, from the Art Institute of Chicago, which houses masterpieces like Grant Wood’s American Gothic to the Field Museum, which takes you back in time with its towering T. rex skeleton, Sue.

Chicago is also not short for theatre fans, they can watch cutting-edge performances at Steppenwolf or can catch Broadway hits at the Chicago Theatre.

Cultural Scene

And when it comes to music, Chicago is like no other. Music is everywhere in Chicago from the blues clubs of Buddy Guy’s Legends to the massive Lollapalooza festival, which draws top artists and fans from around the globe.

Even the streets of Chicago are full of life, the public art installations and murals turn the city into an open-air gallery

2. Food Scene

Chicago’s food scene is a mix of sophisticated high-end dining and down-home comfort. Start with the classics: deep-dish pizza and Chicago-style hot dogs. For something sweet, go for Garrett Popcorn’s famous Chicago Mix (cheese and caramel).

Ethnic neighborhoods like Pilsen (Mexican) and Argyle (Vietnamese) serve up their authentic cultural flavors, while food halls like Time Out Market let you taste a bit of everything.

3. Affordable Big-City Living

Chicago is the third largest city in the US and first in affordability as compared to the other two big cities, NYC and LA. You can get a peak metro city experience without spending too much.

Rent for a one-bedroom apartment averages $1,890, and you can find spacious homes in family-friendly neighborhoods for under $297,039.

Even downtown living is more accessible. A high-rise apartment in the Loop or River North might cost half what you’d pay in Manhattan. Plus, Chicago’s public transit system makes it easy to live car-free, saving you even more.

4. Lake Michigan Magic

Then comes Chicago’s poster boy Lake Michigan, a stunning backdrop for outdoor fun and a perfect 18-mile Lakefront Trail for biking, jogging, or rollerblading. Though Chicago is not a coastal city, beaches like North Avenue Beach and Oak Street Beach are good compensations.

Lake Michigan Magic

The lake also shapes the city’s skyline, with iconic views from spots like Navy Pier and 360 Chicago at the John Hancock Center. In winter, the frozen shoreline turns into a serene, unworldly landscape.

Best Chicago Neighborhoods

Chicago has 77 neighborhoods and each has their own flavor, offering something for everyone. But before choosing any neighborhood, spend some time exploring in person. Even a short walk can take you from busy streets to quiet, tree-lined streets, helping you find the perfect fit for your lifestyle.

Here are a few standouts to help you find your ideal spot:

1. The Loop

The Loop is the heart of Chicago, where skyscrapers are complemented by culture and history. This active and business downtown area is perfect for professionals, theater lovers, and urban explorers. You can pastime here at iconic Millennium Park, home to the famous “Bean” sculpture, and the Art Institute of Chicago.

Its easy access to public transit and a vibrant nightlife scene make it the first choice of many. But as expected this lifestyle comes at a high price as rent for a one-bedroom apartment starts at $2,000+.

2. Wicker Park

Wicker Park is the go-to neighborhood for artists and musicians. Famous for its hipster vibe, Wicker Park is home to cool cafés, street art, and indie music spots like Subterranean.

The 606 Trail, abandoned railway line now a 2.7 mile linear park, is a favorite outdoor point in the neighborhood and perfect bike path. Rent here averages $1,800 for a one-bedroom, making it a trendy yet affordable option.

3. Lincoln Park

Lincoln Park is a family-friendly area with tree-lined streets, good schools, and refreshing greenery everywhere. The free Lincoln Park Zoo and the beautiful Lakefront Trail are major attractions. And not to forget the young vibe of the neighborhood due to the presence of DePaul University.

Though it’s one of the pricier neighborhoods, with rent averaging $2,200 for a one-bedroom, the quality of life and amenities make it worth it.

4. Hyde Park

The most prominent landmark in Hyde Park is the prestigious University of Chicago. This neighborhood attracts academics, history buffs, and families with its mix of cultural landmarks, like the Museum of Science and Industry, and former President Barack Obama’s old home.

Hyde Park being a historic and intellectual hub offers a quieter, more residential vibe compared to downtown, with rent averaging $1,500 for a one-bedroom.

5. Pilsen

Pilsen is a pure Mexican experience. It’s a vibrant, artsy neighborhood known for its rich Mexican heritage. Colorful murals throughout the streets, and taquerias serve up some of the best tacos in the city.

The National Museum of Mexican Art is a must-visit, showcasing the neighborhood’s cultural roots. Pilsen is also one of the more affordable areas, with rent averaging $1,400 for a one-bedroom, making it a great choice for artists and foodies.

Climate in Chicago: All Four Seasons

Winter (December–February)

Chicago winters are legendary—and not just for the cold. Between December and February, the temperature regularly drops below 20°F, and the notorious “wind chill” can bring temperatures down even lower.

Snowstorms are common, with the city averaging 36 inches of snow annually. But don’t be scared from this tough weather, you’ll learn resilience and tricks from Chicagoans to get over this winter.

Chicagoans enjoy this winter in their own style either by ice skating at Millennium Park’s McCormick Tribune Ice Rink or sledding down the hills at Soldier Field. For those who prefer to stay warm, Chicago’s cozy coffee shops and jazz bars offer the perfect escape.

If you’ve heavy parka, waterproof boots, and thermal layers you’re somehow prepared to survive winter here. And don’t forget to shovel your sidewalk—it’s the law!

Plus, winter is also the best time to get deals on housing, as less people move during the colder months.

Spring, Summer, and Fall in a Nutshell

Spring in Chicago is a season of rejuvenation, with flowers blooming at Lurie Garden and the return of outdoor festivals.

Summers are warm and vibrant, with temperatures between 70–90°F. It’s the time of year for North Avenue Beach days, fireworks on Navy Pier, and music festivals like Lollapalooza.

Autumn offers chilly air, falling leaves, and pumpkin-spiced everything, creating an ideal season for apple picking at County Line Orchard or haunted tours in Lincoln Park. In short, one way or the other all seasons are quite charming here.

Did You Know? Chicago gets 36 inches of snow annually—twice the national average but in the 2024-25 winter it gets 17.7 inches below its average. (Source: WTTW NEWS)

How Much Does It Cost to Move to Chicago?

Chicago is more affordable than coastal cities, but costs vary by neighborhood:

Average Housing Costs:

Rent: $1,890/month for a 1-bedroom.
Buying: Median home price is $297,039 (which is almost same as Illinois average of $266,320)

Average Utilities:

$150–$200/month (heating costs spike in winter).

Average Groceries:

$300–$400/month for one person.

Average Transportation:

A monthly CTA pass costs $75 in return of unlimited rides(buses and trains).
Parking: Parking can cost $200–$400/month downtown.
City Stickers: If you own a car, you’ll need a Chicago city sticker ($88–$148/year).

Tip: Save on rent by looking at neighborhoods slightly outside downtown, like South Deering, Washington Heights, Morgan Park or Rogers Park.

Moving to Chicago Checklist: Don’t Forget These!

Hire Movers: Compare offers from companies like The Professionals Moving & Storage or U-Haul. Depending on whether you have a personal car or not you should also compare the cost of renting a truck.

Update Your Address: Do not forget to file a change-of-address form with USPS and inform banks, employers, and subscriptions.

Be Ready for Winter: Buy a shovel, ice melt, and a sturdy snow brush for your car.

Public Transport: Navigate without car by downloading the Ventra app for CTA passes and real-time train/bus updates.

Utilities: Set up electricity and gas connections at first priority. ComEd is best for electricity and People’s Gas is the go-to gas company. Also set up the internet from either Xfinity or RCN.

Best Time to Move to Chicago

Timing of your relocation to Chicago right is crucial as it can help you save money and reduce stress. Spring (April–June) is the best time to move to Chicago since the climate is not harsh, and the moving companies usually charge lower rates during this off-season.

Fall (September–October) is another great choice with comfortable cool weather, just before harsh winter months. The cost of moving is generally lower during this period, and the scenic autumn landscapes welcome you with golden leaves.

But Winter is a tough season to move. Snowstorms, icy roads, and below-freezing temperatures can increase the cost of moving and cause logistical nightmares.

Movers may charge more and you might have to pay extra for snow removal or heating in your new home. If moving in winter becomes mandatory, make sure you hire the best mover company and your new home is already heated when you are unpacking your stuff.

Things to Know Before Moving to Chicago

Here are some essential tips for living in Chicago to help you navigate your new life in the Windy City:

Parking:

Street parking is tricky, particularly in popular neighborhoods like Wicker Park or Lincoln Park. Think about leasing a parking space if you are downtown—it can save you from unnecessary pain and save your time.

Public Transit

Count the Chicago Transit Authority among your sincere friends here. The CTA’s “L” trains and buses are reliable and can navigate you through most of the city. Get as quickly as you can a monthly transit pass of CTA which costs $75. Download the Ventra app for easy access to schedules and payments.

High Sales Tax

Chicago has a 10.25% sales tax, one of the highest in the U.S. But, groceries and medicines have low tax rates. To save money, consider shopping in nearby suburbs like Evanston or Oak Park, where taxes are lower.

Traffic and Driving Culture

Due to its urban layout and suburban extension, traffic jamming can be significant, especially during rush hour. Chicagoans are also known for being aggressive and having a unique driving style, so be ready for it.

Moving to Chicago Area: Takeaway

Becoming a Chicagoan is like becoming a part of a big lively and welcoming family. Yes, winters are brutal, and the “Windy City” nickname is well earned but so the city’s resilience is contagious. Connect with the city’s energy and engage into deep-dish pizza debates and leave the rest on the city.

Relocating to Chicago: FAQs

How Bad Are Chicago Winters?

Chicago winters are cold and snowy, with temperatures often dropping below 20°F and an average of 36 inches of snow annually. However, the city is well-prepared, with plowed streets, heated public transit, and plenty of indoor activities to keep you warm.

Do I Need a Car in Chicago?

Not if you live near the CTA. Here, you can rely on trains and buses.

How’s the Job Market in Chicago?

Strong in finance, healthcare, tech, and education. Major employers include United Airlines, Boeing, and Northwestern University.

How Dog-Friendly Is Chicago?

Quite! Many parks have dog runs, and neighborhoods like Lakeview and Wicker Park are especially pet-friendly. There’s also a very good pet daycare center, Bark Bark Club.