Top 10 Up-and-Coming Chicago Suburbs for Real Estate Investors in 2026
- The Biggest News Jason Rosenberg
- 5 days ago
- 3 min read
If you’re a real estate investor in the Chicago area, you already know this truth:the best deals rarely come from the loudest headlines.
In 2026, smart investors are focused on cash flow, affordability, and long-term upside — not bidding wars, emotional buyers, or paying a premium just to say they own something “trendy.”
After more than 25 years working with investors across Chicagoland, here are the 10 suburbs I consistently see delivering the strongest numbers, along with actual price and rent ranges so you can judge the deals based on facts, not hype.
Why Investors Are Focusing on Suburbs in 2026
Several trends are driving investors outward from the city:
Lower purchase prices
Better rent-to-price ratios
Strong and stable rental demand
Easier management than dense city properties
Less competition from emotional owner-occupants
In other words: the math just works better.
1. Berwyn
Best for: Long-term appreciation + stable rents
Typical Purchase Price: $360,000 – $420,000
Typical Rent Range: $1,400 – $1,900+ per month
Berwyn has quietly become one of the most dependable near-west suburbs. Investors like the walkability, transit access, and consistent tenant demand.
Investor takeaway: Not flashy, but dependable — and dependable pays every month.
2. Blue Island
Best for: Cash-flow investors
Typical Purchase Price: $230,000 – $280,000
Typical Rent Range: $1,300 – $1,800 per month
Blue Island continues to fly under the radar, which keeps entry prices lower than surrounding areas.
Investor takeaway: Lower buy-in + steady rents = strong ROI potential.
3. Dolton
Best for: Budget-friendly, high-ROI strategies
Typical Purchase Price: $160,000 – $200,000
Typical Rent Range: $1,900 – $2,200 per month
Dolton remains one of the most affordable suburbs close to Chicago, with rental demand that often surprises first-time investors.
Investor takeaway: It may not impress dinner guests, but it impresses spreadsheets.
4. Calumet City
Best for: Buy-and-hold rentals
Typical Purchase Price: $170,000 – $210,000
Typical Rent Range: $1,700 – $1,900 per month
Calumet City offers consistency. No wild swings — just solid rental demand and manageable prices.
Investor takeaway: Boring markets often produce the most predictable income.
5. Park Forest
Best for: Entry-level investors
Typical Purchase Price: $150,000 – $190,000
Typical Rent Range: $1,900 – $2,100 per month
Park Forest is popular with investors who want affordability without constant headaches.
Investor takeaway: A great place to learn the rental game without unnecessary stress.
6. Cicero
Best for: Multi-unit investors
Typical Purchase Price: $240,000 – $300,000
Typical Rent Range: $1,300 – $2,000+ per unit
Cicero remains one of the strongest suburbs for two-flats and three-flats thanks to density and location.
Investor takeaway: If you like multiple rent checks per property, Cicero deserves a look.
7. Waukegan
Best for: Growth + value-add strategies
Typical Purchase Price: $230,000 – $270,000
Typical Rent Range: $1,300 – $1,700 per month
With lakefront access and redevelopment projects underway, Waukegan continues to attract long-term investor interest.
Investor takeaway: Buy before the transformation is fully priced in.
8. Maywood
Best for: Value-add investors
Typical Purchase Price: $220,000 – $260,000
Typical Rent Range: $1,600 – $2,100 per month
Maywood offers upside for investors willing to renovate smartly and manage properly.
Investor takeaway: Sweat equity still works when the numbers are right.
9. Hammond, Indiana
Best for: Cash flow + tax advantages
Typical Purchase Price: $170,000 – $200,000
Typical Rent Range: $1,100 – $1,500 per month
Many Chicago investors are crossing the border to Indiana for lower taxes and stronger rent-to-price ratios.
Investor takeaway: Sometimes the best Chicago investments aren’t technically in Illinois.
10. Round Lake / Round Lake Beach
Best for: Long-term family rentals
Typical Purchase Price: $220,000 – $260,000
Typical Rent Range: $1,500 – $2,000 per month
These areas attract families looking for space, schools, and stability — which translates to longer tenancies.
Investor takeaway: Fewer turnovers usually mean fewer headaches.
Final Thoughts
In 2026, the best investment opportunities are coming from markets with strong fundamentals, not hype:
Affordable purchase prices
Reliable rental demand
Realistic appreciation potential
If you’re an investor looking for off-market deals, honest deal analysis, or help building a profitable portfolio, I work with investors every day to make sure the numbers actually make sense.
📞 Jason Rosenberg📱 312-882-9797🌐 jasonrosenbergrealestate.com

Sources
Market ranges and trends are based on aggregated data from:
Zillow (home values and rent trends)
Realtor.com (local market reports)
Rentometer (rental comparisons)
Cook County Assessor’s Office
Local MLS data and investor transactions







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