Chicago Investment Analysis
Investment Property in Chicago, IL
Chicago, IL Real Estate Investment Performance
$419,749
Median
1,725
Avg/Sq.ft.
2.00%
Traditional
N/A
Airbnb
15,478
Investment
33,777
Airbnb
5,320
Traditional
30%
Airbnb occupancy rate
Redfin Housing market insights powered by Redfin
7,136
Number of homes sold
47
Median days on market
100%
Average sale-to-list price ratio
14%
Percentage of listings with price drops
15,478
Active listings count
9,714
New listings count
3.1
Months of supply
Chicago, IL Properties Rental Prices
Predict Short-Term Rental Revenue
Want to host your STR property on Airbnb?
Our Airbnb calculator is a free tool to calculate how much can you make on Airbnb.
Investment Properties for Sale in Chicago, IL
$215,000
MLS 12645755
Other
CAP RATE
Trad.
9.36%
Airbnb
10.15%
$415,000
MLS 12586544
Single Family Residential
CAP RATE
Trad.
3.05%
Airbnb
10.01%
$69,000
MLS 12686935
Other
CAP RATE
Trad.
10.18%
Airbnb
10.60%
$374,900
MLS 12695323
Multi Family
CAP RATE
Trad.
6.22%
Airbnb
10.01%
$109,000
MLS 12678434
Single Family Residential
CAP RATE
Trad.
11.81%
Airbnb
10.25%
$130,000
MLS 12726419
Single Family Residential
CAP RATE
Trad.
10.76%
Airbnb
10.17%
$69,900
MLS 12722362
Other
CAP RATE
Trad.
10.08%
Airbnb
10.43%
$200,000
MLS 12721508
Multi Family
CAP RATE
Trad.
10.67%
Airbnb
9.98%
Single Family Houses for Sale in Chicago, IL
$415,000
MLS 12586544
Single Family Residential
CAP RATE
Trad.
3.05%
Airbnb
10.01%
$109,000
MLS 12678434
Single Family Residential
CAP RATE
Trad.
11.81%
Airbnb
10.25%
$130,000
MLS 12726419
Single Family Residential
CAP RATE
Trad.
10.76%
Airbnb
10.17%
$245,000
MLS 12710306
Single Family Residential
CAP RATE
Trad.
9.21%
Airbnb
9.81%
$160,000
MLS 12600884
Single Family Residential
CAP RATE
Trad.
8.12%
Airbnb
9.92%
$229,900
MLS 12696499
Single Family Residential
CAP RATE
Trad.
9.73%
Airbnb
9.76%
$159,000
MLS 12715987
Single Family Residential
CAP RATE
Trad.
10.14%
Airbnb
9.81%
$204,950
MLS 12711255
Single Family Residential
CAP RATE
Trad.
9.53%
Airbnb
9.53%
Multi Family Houses for sale in Chicago, IL
$374,900
MLS 12695323
Multi Family
CAP RATE
Trad.
6.22%
Airbnb
10.01%
$200,000
MLS 12721508
Multi Family
CAP RATE
Trad.
10.67%
Airbnb
9.98%
$295,000
MLS 12723258
Multi Family
CAP RATE
Trad.
4.95%
Airbnb
9.83%
$469,900
MLS 12706048
Multi Family
CAP RATE
Trad.
5.56%
Airbnb
9.72%
$229,900
MLS 12719607
Multi Family
CAP RATE
Trad.
10.78%
Airbnb
9.76%
$320,000
MLS 12683744
Multi Family
CAP RATE
Trad.
8.88%
Airbnb
9.62%
$155,000
MLS 12502614
Multi Family
CAP RATE
Trad.
10.43%
Airbnb
9.77%
$270,000
MLS 12657589
Multi Family
CAP RATE
Trad.
11.89%
Airbnb
9.57%
Condos for Sale in Chicago, IL
$29,950
MLS 12723854
Condo/Coop
CAP RATE
Trad.
9.80%
Airbnb
11.35%
$55,000
MLS 12626939
Condo/Coop
CAP RATE
Trad.
9.53%
Airbnb
10.33%
$55,000
MLS 12637182
Condo/Coop
CAP RATE
Trad.
7.57%
Airbnb
9.41%
$100,000
MLS 12539871
Condo/Coop
CAP RATE
Trad.
9.58%
Airbnb
9.05%
$99,999
MLS 12724179
Condo/Coop
CAP RATE
Trad.
9.81%
Airbnb
8.42%
$175,000
MLS 12680902
Condo/Coop
CAP RATE
Trad.
4.73%
Airbnb
8.23%
$69,999
MLS 12691236
Condo/Coop
CAP RATE
Trad.
6.69%
Airbnb
8.14%
$95,000
MLS 12702463
Condo/Coop
CAP RATE
Trad.
6.21%
Airbnb
7.76%
Townhouses for Sale in Chicago, IL
$103,500
MLS 12619404
Townhouse
CAP RATE
Trad.
10.45%
Airbnb
9.27%
$115,000
MLS 12668322
Townhouse
CAP RATE
Trad.
5.69%
Airbnb
8.86%
$133,000
MLS 12603826
Townhouse
CAP RATE
Trad.
10.45%
Airbnb
8.64%
$149,900
MLS 12684120
Townhouse
CAP RATE
Trad.
7.09%
Airbnb
8.22%
$89,900
MLS 12669419
Townhouse
CAP RATE
Trad.
11.79%
Airbnb
8.14%
$98,000
MLS 12679569
Townhouse
CAP RATE
Trad.
10.88%
Airbnb
7.79%
$139,000
MLS 12578870
Townhouse
CAP RATE
Trad.
5.44%
Airbnb
7.38%
$105,000
MLS 12703436
Townhouse
CAP RATE
Trad.
9.53%
Airbnb
6.71%
Top Chicago, IL Neighborhoods - Real Estate Market Analysis
Englewood
$339,000
Median for city
8.64%
Traditional
10.14%
Airbnb
$ 1,066
Traditional
$ 1,858
Airbnb
42%
Airbnb occupancy rate
Fuller Park
$339,000
Median for city
9.89%
Traditional
14.16%
Airbnb
$ 1,076
Traditional
$ 2,304
Airbnb
45%
Airbnb occupancy rate
The Island
$339,000
Median for city
5.97%
Traditional
10.54%
Airbnb
$ 1,249
Traditional
$ 2,714
Airbnb
53%
Airbnb occupancy rate
Winneconna Parkway
$339,000
Median for city
10.32%
Traditional
11.01%
Airbnb
$ 1,165
Traditional
$ 1,948
Airbnb
41%
Airbnb occupancy rate
South Austin
$339,000
Median for city
5.33%
Traditional
8.16%
Airbnb
$ 1,109
Traditional
$ 2,771
Airbnb
47%
Airbnb occupancy rate
Archer Heights
$339,000
Median for city
6.89%
Traditional
4.32%
Airbnb
$ 1,320
Traditional
$ 1,674
Airbnb
50%
Airbnb occupancy rate
Douglas Park
$339,000
Median for city
5.21%
Traditional
5.24%
Airbnb
$ 1,196
Traditional
$ 2,430
Airbnb
50%
Airbnb occupancy rate
South Chicago
$339,000
Median for city
7.36%
Traditional
8.04%
Airbnb
$ 1,109
Traditional
$ 1,321
Airbnb
33%
Airbnb occupancy rate
Grand Crossing
$339,000
Median for city
6.07%
Traditional
8.71%
Airbnb
$ 1,099
Traditional
$ 2,053
Airbnb
50%
Airbnb occupancy rate
Pullman
$339,000
Median for city
8.75%
Traditional
6.94%
Airbnb
$ 1,229
Traditional
$ 1,587
Airbnb
53%
Airbnb occupancy rate
Popular Blog Posts
Rental Rates API: How to Pull Accurate Rent Estimates for Any US Address
Jul 12 2026
, by Ahmad Hashlamoun
How to Use a Predictive Score API to Find High-ROI Rental Properties
Jun 24 2026
, by Ahmad Hashlamoun
Popular Airbnb Topics
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2026/06/FIFA-World-Cup-2026-The-Airbnb-Hosts-Playbook-for-the-Decades-Biggest-STR-Opportunity-585x390.jpg)
FIFA World Cup 2026: The Airbnb Host’s Playbook for the Decade’s Biggest STR Opportunity
Jun 2 2026
, by Ahmad Hashlamoun
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2026/05/Airbnb-Just-Changed-How-Guests-Book-585x390.jpg)
Airbnb Just Rewired How Guests Book; What Every Host and PM Needs to Do Right Now
May 22 2026
, by Ahmad Hashlamoun
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2025/09/Copilot_20250901_142238-585x390.png)
How to Survive Airbnb’s 15.5% Single Fee for Hosts and PMS Users with Mashvisor’s Rental Calculator
Sep 1 2025
, by Marina Kolyvanova
Best Short Term Rental Markets
Find great vacation rentals for sale in the top performing markets
Short Term Rentals For SaleAirbnb Vacation Rentals in Chicago, IL
$233 per night
Airbnb occupancy rate 12%
Apartment 2 · 2 · 5
Rental Income: $874 per month
1394
$112 per night
Airbnb occupancy rate 22%
Apartment 1 · 1 · 3
Rental Income: $750 per month
1379
$95 per night
Airbnb occupancy rate 21%
Apartment 0 · 1 · 2
Rental Income: $608 per month
1024
$149 per night
Airbnb occupancy rate 68%
Guesthouse 2 · 1 · 6
Rental Income: $3,067 per month
953
$104 per night
Airbnb occupancy rate 34%
Apartment 1 · 1 · 2
Rental Income: $1,075 per month
941
$82 per night
Airbnb occupancy rate 55%
Condominium 1 · 1 · 2
Rental Income: $1,367 per month
913
$165 per night
Airbnb occupancy rate 41%
Apartment 2 · 1 · 4
Rental Income: $2,063 per month
895
$228 per night
Airbnb occupancy rate 59%
Loft 2 · 2 · 4
Rental Income: $4,085 per month
885
Real Estate Investment Analysis - Other Cities in illinois
| City Name | Property price | Cash on cash return | Rental Income | No. of Properties | Airbnb Occupancy Rate | ||
|---|---|---|---|---|---|---|---|
| Median | traditional | Airbnb | traditional | Airbnb | |||
| Springfield | $260,000 | 7% | 2% | $2,114 | $1,577 | 1,018 | 32% |
| Elgin | $377,450 | 3% | 1% | $2,440 | $1,989 | 284 | 34% |
| HOFFMAN ESTATES | $434,450 | 2% | 2% | $2,368 | $2,687 | 180 | 35% |
| Oak Lawn | $275,000 | 5% | 1% | $2,276 | $1,710 | 146 | 29% |
Your search for investment property begins and ends here