Chicago, IL short-term rental market report (2026)
Cook County, Illinois. Rules, revenue, home values, demand, climate, reach and risk, each figure with its source.
- RulesStrict (4/5)
- 4-BR typical value$496K
- FEMA riskVery High
- Demand drivers within 50 mi10
- People within 300 mi47.8 million
- ClimateSummer-peak
Everything STR HUB holds on Chicago, IL in one place, in the order an investor needs it: whether you can operate, what the numbers are, why and when people come, who can reach it, and what could go wrong.
Every figure comes from a named dataset listed under Sources and method, dated September 21, 2026. Where we do not hold a figure, that part of the report is left out rather than estimated. The Opportunity Score here is partial: it was calculated without revenue data, with the cash-flow component assumed to be below average, so it can understate the market.
Can you operate in Chicago?
| Rule | What we hold on file |
|---|---|
| Jurisdiction | City of Chicago, Dept. of Business Affairs and Consumer Protection (BACP) |
| Permit or licence | Shared Housing Unit Registration via the online portal (chicago.gov/sharedhousing); a Shared Housing Unit Operator License is additionally required if the host operates more than one registered unit. |
| Permit fee | $250 annual registration fee per unit; $250 Operator License fee for multi-unit operators. |
| Cap on rentals | No citywide numeric cap, but STRs are prohibited on the Prohibited Buildings List and within City Council-designated Restricted Residential Zones (RRZs), effectively banning STRs in parts of the city. |
| Minimum stay | Stays under 31 consecutive days (defines a 'shared housing unit' under the ordinance). |
| Lodging and sales taxes | Chicago's hotel accommodations tax stack (city, county, state) applies to STRs, alongside Illinois' statewide Hotel Operators' Occupation Tax in effect since January 6, 2026. |
Rules for Chicago last verified September 20, 2026. Rules change, and a city rating does not cover HOA or deed restrictions. Confirm current requirements with the jurisdiction before you buy or list.
Which way the rules are moving
Stable. The rules we hold report no recent or pending change.
Confirm the current position with the jurisdiction in writing before you buy or list.
Classified from the regulation text we publish; a direction is only kept when the sentence it rests on appears word for word in that text.
The numbers
We have not verified revenue figures for this market yet.
Home values in Cook County
Zillow Home Value Index: county-wide typical values for Cook County, not list prices. A specific property can sit well above or below them.
What it costs to own
Screening figures, not a bill or a quote. The tax rate is a county-wide median for owner-occupied homes (U.S. Census Bureau, ACS 2018-2022); second homes and rentals are often taxed more heavily, and a purchase usually resets the assessed value. Expected annual loss is from the FEMA National Risk Index.
Housing market momentum
County-level, for-sale housing market: it says nothing directly about STR bookings. A relative ranking among tracked markets, not a forecast. Sources: Realtor.com Economic Research, U.S. Census Bureau, Zillow Home Value Index.
Why people come
10 demand drivers sit within 50 miles of Chicago, 1 of them new, planned or one-off (flagged emerging). Ordered by published attendance. Attendance appears only where a source publishes it.
Events
- Lollapalooza (Chicago)
- When
- Late July/early August, 4 days
- Attendance
- 400,000 (About 400,000 across four days (2019, per NBC Chicago via Wikipedia); the festival has sold out annually in recent years.)
- STR angle
- A guaranteed sellout that fills downtown Chicago hotels and nearby STRs for four consecutive nights every summer.
- Source
- Wikipedia - Lollapalooza
- Riot Fest (Chicago)
- When
- Mid-to-late September, 3 days (Douglass Park)
- STR angle
- A second major Chicago festival weekend (after Lollapalooza) that extends the city's peak STR season into September.
- Source
- Wikipedia - Riot Fest
Attractions
- Millennium Park (Cloud Gate)
- When
- Year-round; summer concerts and festivals peak, ice rink in winter.
- Attendance
- 25,000,000 (Wikipedia (Millennium Park infobox): 25 million visitors in 2017, the top tourist destination in Chicago and the Midwest that year.)
- STR angle
- The Loop's signature free attraction and the stage for Lollapalooza-season crowds in neighbouring Grant Park. Loop and South Loop condos serve it, subject to Chicago's registration rules and building-level bans.
- Navy Pier
- When
- Year-round; peak Memorial Day to Labor Day with twice-weekly fireworks.
- Attendance
- 9,000,000 (Wikipedia (Navy Pier), citing navypier.com: "drawing over nine million visitors annually".)
- STR angle
- Chicago's main family attraction, within walking distance of Streeterville and River North condos. Chicago requires STR registration and many downtown buildings are on the city's prohibited list, so confirm the building allows it.
- Source
- Wikipedia: Navy Pier
- Shedd Aquarium
- When
- Year-round, indoor; summer and school holidays are busiest.
- Attendance
- 2,020,000 (Wikipedia (Shedd Aquarium): 2.02 million visitors in 2015.)
- STR angle
- Part of the lakefront Museum Campus with the Field Museum and Adler Planetarium, beside Soldier Field. South Loop condos are the nearest stock, within Chicago's registration and building-ban rules.
- Griffin Museum of Science and Industry
- When
- Year-round, indoor.
- Attendance
- 1,476,000 (Wikipedia "List of most-visited museums in the United States": 1,476,000 visitors (2024).)
- STR angle
- One of the country's most-visited science museums sits in Hyde Park beside the University of Chicago and the Obama Presidential Center site. Hyde Park and Woodlawn flats serve museum families and university visitors alike.
- Art Institute of Chicago
- When
- Year-round, indoor.
- Attendance
- 1,322,195 (Wikipedia (Art Institute of Chicago infobox): 1,322,195 visitors in 2023.)
- STR angle
- A world-rank collection on Michigan Avenue that gives Chicago a genuine winter draw. Relevant to Loop and South Loop units that can legally operate under the city's rules.
- Chicago Bears new stadium (Arlington Heights / Hammond IN)
- When
- Seasonal (NFL season)
- STR angle
- Unresolved location risk: investors should not assume Arlington Heights is the eventual site - a Hammond, IN relocation is now reportedly under active consideration, which would shift any new lodging-demand halo to a different state entirely.
- Universal Horror Unleashed (Chicago) emerging: under construction, target 2027
- When
- Seasonal (peaks around Halloween)
- STR angle
- Urban entertainment draw likely to add short 1-2 night stays for Chicago visitors rather than a standalone STR demand driver.
Parks and public lands
- Indiana Dunes National Park
- When
- Year-round; peaks June, July, August (by recreation-visit volume, 2025).
- Attendance
- 2,629,497 (NPS recreation visits, full calendar year 2025)
- STR angle
- Chicago-metro day-trip park that nonetheless supports a real summer cottage-rental market around Michigan City and Beverly Shores.
When they come
Summer-peak climate: May to September is comfortable and December to February highs average under 45°F. 6 of 12 months have an average high between 60°F and 88°F, and 2 months average six inches or more of snow. Warmest month: July (average high 81°F). Coldest: February (average low 19°F).
- Jan33°20°ColdSnow
- Feb34°19°ColdSnow
- Mar46°31°Cool
- Apr56°39°Cool
- May66°50°Comfortable
- Jun77°61°Comfortable
- Jul81°67°ComfortableEvent
- Aug80°66°ComfortableEvent
- Sep75°61°ComfortableEvent
- Oct61°47°Comfortable
- Nov48°34°Cool
- Dec41°28°Cold
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Average high (°F) | 33 | 34 | 46 | 56 | 66 | 77 | 81 | 80 | 75 | 61 | 48 | 41 |
| Average low (°F) | 20 | 19 | 31 | 39 | 50 | 61 | 67 | 66 | 61 | 47 | 34 | 28 |
| Precipitation (in) | 2.6 | 2.6 | 3.5 | 3.8 | 5.4 | 4.5 | 6.1 | 4.2 | 4.8 | 5.6 | 1.6 | 2.4 |
| Snowfall (in) | 10.8 | 7.9 | 3.2 | 3.4 | 0.0 | 0.0 | 0.0 | 0.0 | 0.0 | 1.1 | 1.5 | 2.2 |
| Sunshine (hours a day) | 4.3 | 6.3 | 7.3 | 8.6 | 9.6 | 11.5 | 11.8 | 11.6 | 9.3 | 7.2 | 6.4 | 4.9 |
| Event month | No | No | No | No | No | No | Yes | Yes | Yes | No | No | No |
Event months within 50 miles
- July: Lollapalooza (Chicago)
- August: Lollapalooza (Chicago)
- September: Riot Fest (Chicago)
This is climate and events, not booking data. Monthly normals are 2019-2023 averages from the Open-Meteo Historical Weather API (ERA5 reanalysis) at the market pin. Event months come from the demand drivers listed above. We do not hold monthly occupancy or rate data for this market.
Who can reach it
Largest counties within 150 miles
| County | Population |
|---|---|
| Cook County, IL | 5,225,367 |
| Milwaukee County, WI | 933,063 |
| DuPage County, IL | 930,559 |
County populations (U.S. Census Bureau, ACS 2018-2022) summed for every county whose centre lies within each straight-line radius. Straight lines are shorter than roads, so read these as generous upper bounds, not drive-time counts.
What could go wrong
| Hazard | FEMA rating | Score (0-100) |
|---|---|---|
| Tornado | Very High | 100.0 |
| Winter weather | Very High | 100.0 |
| River flooding | Very High | 99.9 |
| Hail | Relatively High | 99.1 |
| Earthquake | Relatively High | 98.4 |
| Wildfire | Very Low | 55.8 |
| Hurricane | Very Low | 48.9 |
| Coastal flooding | Relatively Low | 44.0 |
This is a county-level index, not an insurance quote or a flood-zone determination. A coastal or wildfire-fringe rental can carry far more exposure than its county average suggests. Get property-level flood, wind and wildfire quotes before you buy.
Market context
Housing and jobs in Cook County
U.S. Census Bureau, American Community Survey 2018-2022. Vacation-home share is housing units held for seasonal, recreational or occasional use. All three describe the whole county, not one town or neighbourhood.
What is within 15 km of the Chicago pin
Counts of features mapped in OpenStreetMap within 15 km of the market pin. A fixed radius favours dense metros, and map coverage varies by area.
Similar markets
The 4 tracked markets whose numbers sit closest to Chicago's. Each links to its own report.
Closest by normalised distance across the figures both markets hold (typical 4BR value, revenue, occupancy, regulation rating, vacation-home share, tourism job share, 4+ bedroom share, amenity score, population within 300 miles, comfortable months and FEMA risk score). At most 2 of the 4 come from Illinois, so the list is not just the neighbours. Similar numbers do not mean similar rules: check each market's regulation section.
See Chicago on the map
Open Chicago on the National STR Map to see it against its neighbours, switch overlays and run the deal calculator on your own assumptions.
Chicago STR questions, answered from the data
Is Airbnb legal in Chicago?
STR HUB rates Chicago's short-term rental rules 4/5 (Strict) on a scale from 1 (relaxed) to 5 (very strict). That rating was derived from the regulation text we hold and has not yet been reviewed by a person. Permit rule on file: Shared Housing Unit Registration via the online portal (chicago.gov/sharedhousing); a Shared Housing Unit Operator License is additionally required if the host operates more than one registered unit. Cap on file: No citywide numeric cap, but STRs are prohibited on the Prohibited Buildings List and within City Council-designated Restricted Residential Zones (RRZs), effectively banning STRs… Rules change, so confirm current requirements with the local jurisdiction before you buy or list.
How much does a 4-bedroom home cost in Chicago?
The typical 4-bedroom home in Cook County is valued at $495,691 (Zillow Home Value Index), and the typical home of any size at $341,570, with all-home values up 5.8% over the past year. These are county-wide typical values, not list prices.
What brings visitors to Chicago?
10 demand drivers sit within 50 miles of Chicago, including Millennium Park (Cloud Gate) (25,000,000 published attendance), Navy Pier (9,000,000 published attendance) and Indiana Dunes National Park (2,629,497 published attendance). Attendance is shown only where a source publishes it, and each driver's source is linked in the report.
What natural hazards affect Chicago?
FEMA's National Risk Index rates Cook County "Very High" overall, with a score of 100.0 out of 100 (a national percentile). The highest-scoring hazards we track there are tornado and winter weather. It is a county-wide index, not an insurance quote or a flood-zone determination.
When is the weather best in Chicago?
6 of 12 months have an average high between 60°F and 88°F (May, June, July, August, September and October). Summer-peak climate: May to September is comfortable and December to February highs average under 45°F. These are 2019-2023 climate normals, not booking data.
Sources and method
- Regulation summary and strictness rating: STR Agent HUB regulation research (official source: chicago.gov).
- Home values: Zillow Home Value Index (ZHVI), county level. Data provided by Zillow Group.
- Housing, employment and population figures: U.S. Census Bureau, American Community Survey (ACS) 5-year estimates, 2018-2022.
- Natural hazard risk: FEMA National Risk Index, county level.
- Amenity counts: © OpenStreetMap contributors.
- Climate normals: Open-Meteo Historical Weather API (CC BY 4.0), 2019-2023 averages.
- Park visitation: National Park Service, NPS Visitor Use Statistics.
- Demand drivers: each entry links its own published source in the list above.
Figures come from the STR HUB national dataset dated September 21, 2026 and this page is regenerated whenever that dataset is rebuilt. County-level figures describe Cook County as a whole, not one street or neighbourhood. The Opportunity Score (0-100) is a screening heuristic that weighs revenue (35%), regulatory climate (25%), tourism employment (15%), nearby amenities (15%) and large-home supply (10%) relative to the other tracked markets.
Confirm before you act. Short-term rental rules change. Confirm current requirements with the jurisdiction, and work with a licensed local agent who knows which properties can legally operate. This report is screening data, not investment, legal or tax advice.
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