Chicago vs Winston-Salem for Singles (2026)

More affordable for singles: Winston-Salem~19% cheaper overall
Studio Rent / month
$1,500
Chicago
$1,050
Winston-Salem โœ“
1BR Rent / month
$1,900
Chicago
$1,300
Winston-Salem โœ“
State Income Tax
4.9%
Chicago
4.5%
Winston-Salem โœ“
Walk Score (0โ€“100)
78
Chicago โœ“
26
Winston-Salem

Scroll down for rent burden, savings estimate, and FAQ.

ChicagovsWinston-Salem
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Estimated annual swing
โˆ’$9,621/yr
favors
Winston-Salem
โ‰ˆ $802/mo

Your move simulator

Tell us about your household โ€” we calculate your real annual savings.

๐Ÿ’ต Annual income (before tax)$70K
$40K$600K+
๐Ÿ  Apartment size
๐Ÿš— Cars in household
Chicago
$4,139/mo
take-home pay
Winston-Salem
$4,162/mo
take-home pay

Estimated annual swing

โˆ’$9,621/yr

Favoring Winston-Salem for this income & household (illustrative).

With the extra $802/mo, you could pay down a $15,000 card balance in ~19 months and still keep ~$96/mo for dining out.

HousingTaxesGroceries

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While youโ€™re comparing โ€” donโ€™t leave money on the table.

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Cash-back card

Best everyday cards for Winston-Salem

Maximize cash back on groceries, dining, and transit โ€” categories that grow after a move.

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๐Ÿฆ

High-yield savings

Park ~$9,621/yr savings at 4โ€“5%+ APY

Even $802/mo extra earns meaningfully at 4โ€“5% APY vs near-zero in checking.

Compare HYSA rates
๐Ÿ›ก๏ธ

Home + auto bundle

New state โ€” compare rates before you sign

Moving to Winston-Salem resets your insurance profile. Bundling home + auto often saves 15โ€“25%.

Compare insurance

Single-person cost breakdown

Chicago
Illinois
Winston-Salem
North Carolina
Studio rent / month
$1,500
$1,050Best โœ“
๐Ÿ’ฐ $5,400/yr in Winston-Salem
1BR rent / month
$1,900
$1,300Best โœ“
๐Ÿ’ฐ $7,200/yr in Winston-Salem
Est. single-person income
$40KBest โœ“
$32K
Est. monthly take-home
$3,186Best โœ“
$2,531
Studio rent burden
47%
41%Best โœ“
Groceries index (US = 100)
102
95Best โœ“
State income tax
4.9%
4.5%Best โœ“
๐Ÿ’ฐ $300/yr in Winston-Salem
Walk score
78 / 100Best โœ“
26 / 100
Overall COL index (100 = US avg)
107
87Best โœ“
Financial Wins

Your biggest money opportunities based on this comparison.

๐Ÿ’ต

Tax savings

Winston-Salem saves ~$20/mo on a $60K income

Every dollar counts on a single income. Put tax savings toward a cash-back card that pays you back.

Compare Cash-Back Cards
๐Ÿ›ก๏ธ

Renters insurance

Winston-Salem saves ~$450/mo on rent

Solo renters often skip insurance โ€” but your electronics, furniture, and belongings add up fast.

Compare Renters Insurance
๐Ÿ“ˆ

Monthly savings

Chicago: ~$1,058/mo left after rent & living

Start investing that surplus early โ€” even small amounts compound significantly over a career.

Compare Investing Accounts

Complete the Picture

While youโ€™re comparing โ€” donโ€™t leave money on the table.

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Mortgages

See what you can afford in Winston-Salem

Compare rates from top lenders before your move โ€” pre-approval is free and won't affect your score.

Check mortgage rates
๐Ÿ›ก๏ธ

Home & Auto Insurance

Bundle before you move โ€” save 15โ€“25%

New state means new rates. Lock in Winston-Salem homeowners + auto quotes before your move date.

Get insurance quotes
๐Ÿ’ณ

Moving Rewards Card

Turn closing costs & moving expenses into cash back

Average family spends $6,200 on a move. These cards pay 2โ€“4% back + 0% intro APR on purchases.

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Frequently asked questions

Which city is more affordable for a single person โ€” Chicago or Winston-Salem?

For a single person, Winston-Salem comes out ahead on overall affordability. Studio rents are $1,500 in Chicago vs $1,050 in Winston-Salem. A single earner in Chicago spends about 47% of take-home on studio rent. Winston-Salem is ~19% cheaper overall, which matters significantly on a single income.

What is the rent burden for a single person in Chicago vs Winston-Salem?

Rent burden is the percentage of take-home pay spent on housing. Financial planners recommend keeping housing under 30% of gross income. In Chicago, a single earner spending $1,500/month on a studio carries a 47% rent burden โ€” significantly above the recommended 30%. In Winston-Salem, the rent burden is 41% โ€” significantly above the recommended 30%.

How much can a single person save each month in Chicago vs Winston-Salem?

After rent and basic living expenses (groceries, utilities, transport), a single earner can save approximately $1,058/month in Chicago vs $933/month in Winston-Salem. These estimates are based on a single-person income of ~60% of median household income and studio rent costs.

Is it worth living alone in Chicago vs getting a roommate in Winston-Salem?

Splitting a 1BR in Winston-Salem ($1,300/person) vs a solo studio in Chicago ($1,500): splitting a 1BR in Winston-Salem ($650/person) is cheaper than a solo studio in Chicago ($1,500). Factor in the privacy premium and your living preferences when deciding.

Which city is better for a single person's social life?

Walkability is a proxy for urban density and access to dining, entertainment, and social spaces without a car. Chicago scores higher (78/100) โ€” very walkable โ€” great for spontaneous dining and social outings. For singles, a walkable neighborhood can significantly reduce the cost and friction of having an active social life.

Related comparisons

Single-person income estimated at 60% of median household income. Take-home calculated using state income tax rate only. Savings estimate subtracts rent and estimated basic living costs. Data: Zillow, BLS, Numbeo, Tax Foundation ยท Q1 2026