Cost of Living Comparison Between Upland, CA and Chicago, IL
For one person, living is cheaper in Upland, CA: $2,406 a month against $3,072 in Chicago, IL, rent and utilities included – about $8,000 less a year. Rent and utilities account for most of the difference.
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Upland, CA Living Index116Cost of Living Index in Upland, CALearn more -
Chicago, IL Living Index146Cost of Living Index in Chicago, ILLearn more
How much you'll spend in Upland, CA and in Chicago, IL
Real prices from locals and on-the-ground checks – rent, groceries, transit and the daily extras. Here's what a month in Upland, CA and in Chicago, IL actually costs, broken down by who's living it.
A single person spends $2,406 per month in Upland, CA vs $3,072 in Chicago, IL, rent included.
- Upland, CA $2,406
- Chicago, IL $3,072
A couple spends around $3,533 per month in Upland, CA vs $4,545 in Chicago, IL, rent included.
- Upland, CA $3,533
- Chicago, IL $4,545
A family of three spends $4,661 per month in Upland, CA vs $6,019 in Chicago, IL, rent included.
- Upland, CA $4,661
- Chicago, IL $6,019
Upland, CA is about 22% cheaper than Chicago, IL, and outside of rent the biggest gap is in groceries.
Both Upland, CA and Chicago, IL sit above the global median – Upland, CA by 78%, Chicago, IL by 127%.
CityCost data is based on AI and user input – minor inaccuracies may occur.
Last update for Upland, CA: November 2, 2026
Last update for Chicago, IL: November 3, 2026
Categories marked with * are only partly priced – their share counts the items that do have prices.
Cost Breakdown
A central one-bedroom costs $1,562 in Upland, CA versus $2,531 in Chicago, IL. Rent is usually the largest line item in a monthly budget, so the gap here sets the tone for the overall comparison.
Salaries run about 6% higher in Upland, CA, which reinforces the cost advantage – you earn more and spend less. Purchasing power leans clearly in its favor.
A mid-range dinner for two costs $71 in Upland, CA versus $89 in Chicago, IL. Monthly groceries follow the same trend: $319 vs $439 – making Upland, CA the more affordable choice for daily food spending.
- Upland, CA Chicago, IL 2,750 km ≈ 4 h nonstop flight
- Upland, CA
- Chicago, IL
Distances are measured in a straight line. Your location is detected approximately.
City Median Internet Speeds Comparison (Updated April 2026)
How do living costs in Upland, CA and in Chicago, IL compare overall?
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How do rents compare between Upland, CA and Chicago, IL?
Which city has cheaper grocery shopping?
Which city has cheaper restaurants?
Which city is more doable on $3,000 per month?
How does quality of life compare between Upland, CA and Chicago, IL?
Where should expats move: Upland, CA or Chicago, IL?
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