Chicago, IL vs Portland, OR: Housing Market Comparison (2026)

Side-by-side Alpha Scores, affordability, momentum, supply, jobs, and rental yield · scores computed September 2026

Chicago, IL vs Portland, OR side by side

Metric● Chicago, IL● Portland, OR
Alpha Score4640
Price Momentum8319
Inventory Health—96
Affordability349
Economic Strength2146
Rental Yield4410
Median Sale Price$399K$568K
Price-to-Income4.45.8
Payment-to-Income26.8%35.4%
Months of Supply33
Gross Rental Yield4.4%3.6%
Overvaluation Index5080

Highlighted = the stronger read for that metric (supply, valuation, and payment burden are better when lower). Income/rent inputs lag annually.

How Chicago, IL and Portland, OR compare, dimension by dimension

  • Affordability: Chicago, IL leads — Chicago, IL 34/100 vs Portland, OR 9/100.
  • Price Momentum: Chicago, IL leads — Chicago, IL 83/100 vs Portland, OR 19/100.
  • Economic Strength: Portland, OR leads — Chicago, IL 21/100 vs Portland, OR 46/100.
  • Rental Yield: Chicago, IL leads — Chicago, IL 44/100 vs Portland, OR 10/100.

Frequently asked questions

Which has a higher Alpha Score, Chicago, IL or Portland, OR?

Chicago, IL scores higher — 46 vs 40 out of 100. The Alpha Score is a 0-100 composite of price momentum, inventory health, affordability, economic strength, and rental yield.

Is Chicago, IL or Portland, OR more affordable?

Chicago, IL is more affordable on our affordability dimension. Price-to-income is 4.4 in Chicago, IL and 5.8 in Portland, OR.

Which housing market has stronger momentum, Chicago, IL or Portland, OR?

Chicago, IL has stronger price momentum — 83/100 vs 19/100.

What is the median home price in Chicago, IL vs Portland, OR?

The median sale price is $399K in Chicago, IL and $568K in Portland, OR.

Want to swap in other cities, change the metrics, or chart the trend over time? Customize this comparison → in the interactive Compare tool. Or read the Chicago, IL market brief and the Portland, OR brief.