Full-service short-term rental management. 12.5% flat fee, no contracts, no setup fees.
Chicago is a global business hub and the third-largest city in the US. World-class architecture, restaurants, cultural institutions, and major sports teams (Bears, Bulls, Blackhawks, Cubs, White Sox) drive tremendous tourism. The city's diverse neighborhoods offer distinctive STR experiences at various price points.
HostStarter manages properties across all major neighborhoods in Chicago.
Estimated monthly revenue ranges for well-managed properties in Chicago. Actual results vary based on location, amenities, and management quality.
| Property Type | Bedrooms | Avg Daily Rate | Est. Monthly Revenue |
|---|---|---|---|
| Studio / 1BR | 1 | $101 | $1,800–$2,600 |
| 2BR Apartment / Condo | 2 | $135 | $2,400–$3,100 |
| 2BR House | 2 | $148 | $2,700–$3,700 |
| 3BR House | 3 | $175 | $3,200–$4,700 |
| 4BR+ / Luxury | 4+ | $216 | $3,900–$6,200 |
* Estimates based on average occupancy rates and current market data. Book a free discovery call for a personalized revenue projection.
Our in-depth 2026 market guide covers occupancy trends, best neighborhoods, competitive landscape, and everything you need to know before investing in Chicago.
Read the Chicago Market Guide →Chicago requires a Vacation Rental License and compliance with building code requirements. Condo buildings may have additional restrictions. HostStarter manages Chicago STR licensing and ongoing compliance.
Before you list, make sure you understand Chicago's permit requirements, fees, taxes, and the penalties for operating without a license. We put together the most complete 2026 STR licensing guide available for this market.
Read the Complete Chicago STR Licensing Guide →Chicago's STR market is governed by strict city licensing and zoning rules. Here's how HostStarter compares to local management companies navigating the Chicago landscape.
| Company | Fee | Contract | Full-Service | Pricing Transparency |
|---|---|---|---|---|
| HostStarter ✓ | 12.5% flat | Month-to-month | ✓ Yes | ✓ Published publicly |
| Navigate Stays | 10–15% (tiered) | 90-day min. | ✓ Yes | ✓ Published |
| AllSet | ~12–18% est. | Not disclosed | ✓ Yes | ✗ Must call for pricing |
| MasterHost | From 8% | Month-to-month | ✓ Yes | ✓ Published |
* Competitor fees estimated from market research and third-party sources. Always verify directly with each company.
Full Navigate Stays vs. HostStarter Comparison →Book a free 30-minute discovery call or fill out the form — we'll get back to you within 24 hours with a free revenue projection for your property.
30 minutes. No pressure. Get a free revenue projection for your property.
Schedule Now — It's Free →Usually scheduled within 24 hours
📞 469-324-0864
Open 24/7
✉️ hoststarterhelp@gmail.com
Responds within 24 hours
