The Best Season to Move to Chicago ─ Insights from Rental Agencies

Moving to a new city can be a big deal, and the timing of your move can make a huge difference in how smoothly everything goes. If you’re thinking about moving to Chicago, you’re in for a treat! This city is known for its amazing culture, diverse neighborhoods, and stunning architecture.

But, like any city, Chi-town has its unique advantages and challenges depending on the time of year you decide to move.

Luckily, rental agencies have a good understanding of the market and can help you figure out the best time to make your move. Depending on what you’re looking for, whether it’s the best rental prices, good weather, or a wide selection of housing options, choosing the right season can make a big difference in your moving experience.

So, if you’re considering moving to such a big city, take some time to research and analyze the housing market. Look into Chicago housing options in different neighborhoods and see what’s available during different times of the year.

By doing your homework and timing your move just right, you can set yourself up for a successful and stress-free transition to your new home in the Windy City.

Key Takeaways

  • Spring and fall offer the best balance of weather, price, and selection.
  • Summer sees high demand, leading to increased prices and competition.
  • Winter moves can be risky and uncomfortable due to severe weather.

Everyone Loves Summer, Right?


It’s a common misconception that summer, with its warm weather and the break from school responsibilities, is the best time to move anywhere, including Chicago. However, summer in the city is the peak moving season.

This demand surge leads to higher rental prices and limited availability. Agencies report that from June through August, competition is fierce, and renters may find themselves in bidding wars or paying premium rates.

Despite the attractive weather, summer’s high demand makes it less than ideal for those looking for deals or a stress-free moving experience.

What About Spring?

Spring is often touted as a prime moving season, and for good reason. From March to May, Chicago experiences a resurgence in rental activity, but not to the extent of summer. The weather is milder, making the physical move more comfortable.

Rental agencies note that inventory starts to increase, giving prospective tenants more options to choose from. Moreover, moving in spring allows families to settle in before the school year ends, providing a smoother transition for children.

Could Fall Be the Hidden Gem for Moving?


Many rental experts argue that fall, particularly from September to November, is a strategic choice for moving to Chicago. The rental market cools down after the summer rush, leading to more reasonable prices and less competition.

The weather remains mild, and the stunning fall foliage provides a beautiful backdrop for your move. Additionally, landlords may be more willing to negotiate lease terms during this off-peak season, as they aim to fill vacancies before the winter slowdown.

Winter Woes ─ Why It’s the Season to Avoid

Winter there isis notoriously challenging, not just due to the cold but also because of the snow and icy conditions, which can complicate moving logistics. From December through February, moving becomes more hazardous, and the number of available rental listings typically drops.

While renters might find lower prices due to decreased demand, the risks and discomfort of moving in this season often outweigh the potential savings.

Analyzing the Impact of Chicago’s Rental Market Trends


The rental market in Chicago is influenced by various factors, including economic conditions, population growth, and seasonal changes. Recent data shows that while rental prices in the metro area have been fluctuating, they remain competitive compared to other major cities.

Understanding these trends can help renters decide when to make a move, as timing can significantly affect rental costs and availability.

What Do Local Experts Say?

Local real estate experts consistently suggest that the timing of your move can affect not only your wallet but also your overall moving experience. They recommend targeting either spring or fall for the best balance of favorable weather, reasonable prices, and adequate housing inventory.

These seasons provide a strategic advantage by sidestepping the competitive and pricey summer market, as well as the harsh winter conditions.



When is the cheapest time to rent in Chicago?

The cheapest time to rent is typically in the winter months, from December to February when demand is lowest.

Does the time of year affect rental prices in Chicago?

Yes, rental prices in Chicago can vary significantly with the seasons, peaking in the summer and dropping in the winter.

How far in advance should I start looking for a rental in Chicago?

It’s advisable to start looking for a rental at least 1-2 months in advance, keeping in mind that the best seasons to move are spring and fall.

Are there any benefits to moving to Chicago in the off-peak seasons?

Moving in the off-peak seasons, like fall or late winter, can result in better deals, less competition, and more attention from landlords and moving companies.


View this post on Instagram


A post shared by Chicago (@chicago)


Deciding on the best time of year to move to Chicago really depends on what you’re looking for and what your situation is. But, if you’re wondering when the most advantageous time to move is, rental agencies suggest that spring and fall are the way to go.

These seasons offer the perfect balance of nice weather, reasonable rental rates, and a wide variety of properties to choose from. Moving during these times can not only make the physical and financial aspects of your move easier, but it can also give you a more enjoyable introduction to life in Chicago.

Whether you’re moving for a new job, to attend school, or just because you love the idea of living in a big city, timing your move strategically can make a big difference in how quickly you settle in and start feeling at home in this dynamic and exciting city.

So, if you’re thinking about making the move to Chicago, consider planning your move for the spring or fall. You might just find that it’s the perfect time to start your new adventure in this amazing city!