Homelessness in Chicago is at a crossroads. Recent data paints a complicated picture. On one hand, the city’s official Point-in-Time (PIT) count showed a 60 percent decrease in the number of people experiencing homelessness in Chicago between 2024 and 2025. On the other hand, advocates stress that this snapshot masks the deeper and broader reality of housing insecurity in the city. While thousands of people were counted in shelters or living unsheltered, tens of thousands more remain doubled-up living temporarily with family or friends because they cannot afford stable housing.
The Chicago homelessness crisis is not a new challenge, but it is becoming increasingly urgent. Rising rents, stagnant wages, and a dramatic shortage of affordable housing have pushed more residents into precarious living conditions. Families, longtime residents, and people of color are disproportionately impacted. Even with targeted investments from the city and nonprofit organizations, systemic barriers remain.
This blog explores the current state of homelessness in Chicago, examining the latest Chicago homelessness statistics, the root causes of the affordable housing crisis, the role of advocacy and policy, and the opportunities for meaningful change. For more on why Cherry Willow Apparel advocates for housing justice through advocacy wear, visit our mission page.
On January 23, 2025, Chicago conducted its annual PIT count, a one-night snapshot of people experiencing homelessness in shelters or unsheltered locations. The results showed 6,136 sheltered individuals and 1,316 unsheltered individuals, totaling just over 7,450 people. That number represents a 60 percent decline compared to the previous year.
Yet advocates caution against viewing this as a sign of resolution. In fact, the 2025 PIT count still marks the highest overall total ever recorded since Chicago began tracking homelessness. The decline is largely attributed to a sharp drop in the number of new arrivals counted in shelters, particularly asylum seekers. Between 2024 and 2025, newcomer homelessness dropped by 90 percent. But homelessness among longtime Chicago residents rose by 38 percent in the same period.
This contrast reveals a sobering truth. While emergency measures helped stabilize migrant populations, structural challenges facing Chicago’s residents are worsening.
The PIT count captures only part of the crisis. The Chicago Coalition for the Homeless estimates that in 2022, 76,375 individuals experienced homelessness in Chicago. This figure includes people in shelters, unsheltered individuals, and those living doubled-up. That represents a 10.4 percent increase compared to the prior year.
Of this total, more than 31,000 people were in shelters or outdoor spaces, while 45,042 were doubled-up. These hidden forms of homelessness are especially common among families with children.
The educational impact is stark. In the 2023–24 school year, 26,800 Chicago Public Schools students were identified as homeless, representing over 8 percent of the student population. That number reflects a 51 percent increase from the year prior. Students living doubled-up face instability, frequent school changes, and barriers to academic success.
To see how homelessness impacts students across California as well, read our Homelessness in California blog.
The housing crisis in Chicago is driven by a simple but devastating reality: there are not enough affordable homes for the city’s lowest-income residents. According to the City of Chicago Annual Report on Homelessness 2025, the Chicago metro area has a shortage of more than 126,000 affordable rental units for households earning less than 30 percent of the area median income. For those under 50 percent of median income, the shortage still exceeds 115,000 units.
That translates to only 32 affordable units available for every 100 extremely low-income renters. Families at the bottom of the income scale are competing for scarce units, often paying far more than they can afford just to keep a roof overhead.
At the same time, income growth has failed to keep pace with housing costs. Between 2000 and 2023, median income in Chicago grew just 9 percent after adjusting for inflation. Over the same period, rent and utility costs rose by 28 percent. For families already living on tight budgets, these disparities push them into housing insecurity.
Service providers also face ongoing challenges. Many organizations rely on temporary federal funding streams such as the American Rescue Plan, which are now drying up. Staff shortages and underfunded programs limit their capacity to expand shelter beds, run outreach, or deliver rapid rehousing.
Nationally, studies from the National Low Income Housing Coalition confirm that this mismatch between wages and rents is one of the main drivers of housing insecurity. The Chicago story is part of a larger national affordable housing crisis.
Advocacy groups like the Chicago Coalition for the Homeless highlight that PIT counts underestimate the true scope of homelessness. By excluding doubled-up individuals, federal definitions fail to capture the lived experiences of thousands of families and children. A more inclusive definition is essential for equitable resource allocation.
Legal protections are also part of the conversation. The Illinois Bill of Rights for the Homeless Act affirms that unhoused individuals have the same rights as any other resident. Recent debates about clearing encampments from public spaces have raised concerns that these rights could be violated if people are removed without being offered adequate housing alternatives.
Policy advocacy in Chicago is increasingly focused on housing-first solutions. This model prioritizes providing permanent housing without preconditions, followed by supportive services. Evidence from the U.S. Department of Housing and Urban Development shows that housing-first approaches are more effective and cost-efficient than temporary shelters or punitive measures.
Mayor Brandon Johnson has pledged to address homelessness in Chicago with urgency and dignity. In 2025, the city invested 40 million dollars to improve shelter services and transitional housing. The city also launched the One System Initiative, merging the homeless services and migrant response systems into a single structure. This integration improved efficiency, reduced costs, and ensured more consistent service delivery.
Nonprofit organizations are also playing a key role. In 2025, Care for Friends opened a 9.2 million dollar community center in Lincoln Park, expanding its capacity to serve unhoused individuals with meals, healthcare, and workforce development. Partnerships between the city and nonprofits remain critical for filling service gaps and innovating solutions.
These policy solutions for homelessness in Chicago demonstrate that progress is possible when resources are coordinated and funding is sustained. To see how other regions are experimenting with policy changes, check out our US Homelessness Policy blog.
Behind every statistic is a story. Homelessness in Chicago disproportionately affects people of color, families, and children.
Data from the 2025 PIT count shows that 53 percent of sheltered individuals and 70 percent of unsheltered individuals are Black, even though Black residents make up less than 29 percent of Chicago’s total population. This disparity reflects long-standing racial inequities in housing access, employment, and wealth-building opportunities.
Children make up nearly one-third of Chicago’s homeless population. For these young people, homelessness means instability in education, trauma, and limited access to basic needs. The spike in homeless CPS students demonstrates the urgent need for targeted support in schools, including access to counselors, transportation, and meal programs.
The crisis also affects seniors, veterans, and individuals with disabilities, who often face compounded barriers to stable housing. For many, the absence of affordable, accessible units forces them into unsafe or unsustainable living arrangements.
To learn more about Cherry Willow’s role in sharing stories from people experiencing homelessness, check out our homepage
The future of homelessness in Chicago depends on whether policymakers, advocates, and residents can come together to close the housing gap and expand supports. Several priorities stand out:
Homelessness in Chicago is solvable, but only if systemic inequities are addressed head-on.
Homelessness in Chicago is both a crisis and a call to action. While the 2025 PIT count showed progress in reducing homelessness among newcomers, it also underscored the growing struggles faced by longtime residents. Tens of thousands of Chicagoans remain without stable housing, and children make up an alarming share of this population.
The drivers of homelessness rising housing costs, inadequate wages, racial disparities, and funding cuts are clear. The solutions are equally clear: invest in affordable housing, strengthen supports, protect legal rights, and expand housing-first approaches.
For advocates, policymakers, and residents alike, the task is urgent. Homelessness in Chicago is not just about statistics, it is about the lives of our neighbors and the future of our city. Chicago has an opportunity to lead with compassion and boldness and to prove that ending homelessness is possible. To join us in creating change, explore the Cherry Willow Apparel shop.