Moving from Winston-Salem, NC to Chicago, IL
Relocating 695 mi from Winston-Salem to Chicago is a 13h 29m drive through 6 state(s). At long-haul distance the move touches nearly every household line item β rent or mortgage, utilities, tax withholding, climate load. This page sets the two cities side by side on each data layer.
695 mi Β· 13h 29m by car Β· IL β IN β OH β WV β VA β NC
Distance & route
| Route through | IL β IN β OH β WV β VA β NC |
|---|---|
| Primary highways | US 35, I 64, I 65 |
| Major cities en route | Naperville, Dayton, Greensboro, High Point |
Route via OSRM driving profile. Actual time varies with traffic and season.
Cost of living
| Winston-Salem | Chicago | U.S. avg | |
|---|---|---|---|
| All items (RPP) | 92.043 | 103.595 | 100.0 |
| Rents | 88.421 | 83.581 | 100.0 |
| Goods | 96.621 | 107.258 | 100.0 |
| Services | 71.377 | 112.01 | 100.0 |
Chicago runs about 12.6% more expensive overall than Winston-Salem β RPP 92.043 β 103.595.
Source: BEA Regional Price Parities (MSA-level Β· MSA-level); 2024.
Housing prices
Zillow ZHVI climbs from $264,333 in Winston-Salem to $317,283 in Chicago, a 12.6% increase on the typical home value.
YoY change: Winston-Salem +0.9%, Chicago +2.8%. Snapshot: 2026-03. Data provided by Zillow.
Climate
| 1991β2020 normals | Winston-Salem | Chicago |
|---|---|---|
| Annual avg temperature | 60Β°F | 51Β°F |
| January avg low | 31Β°F | 20Β°F |
| July avg high | 88Β°F | 81Β°F |
| Annual snowfall | β | β |
| Annual precipitation | 43.2" | β |
Expect 8.7Β°F colder year-round on the NOAA 1991β2020 normals.
Source: NOAA U.S. Climate Normals 1991β2020 (stations: WINSTON SALEM RYNLDS AP, NC US, CHICAGO NORTHERLY IS, IL US).
Demographics
| ACS 5-year 2023 | Winston-Salem | Chicago |
|---|---|---|
| Population | 250,887 | 2,707,648 |
| Median household income | $57,673 | $75,134 |
| Median age | 35.6 | 35.7 |
| Bachelor's degree or higher | 21.6% | 24.9% |
| Avg household size | 2.5 | 2.36 |
Expect median household income to rise 12.6% β $57,673 β $75,134 per ACS 5-year estimates (2023).
Source: U.S. Census Bureau, ACS 5-year 2023.
Jobs & wages
Top occupations in Chicago MSA
| Occupation | Employment | Median wage |
|---|---|---|
| Office and Administrative Support Occupations | 519,810 | $46,540 |
| Transportation and Material Moving Occupations | 497,550 | $41,020 |
| Management Occupations | 405,130 | $125,280 |
| Sales and Related Occupations | 386,070 | $38,490 |
| Food Preparation and Serving Related Occupations | 368,000 | $33,540 |
Source: BLS Occupational Employment and Wage Statistics.
Moving between North Carolina and Illinois
State income-tax top marginal rates are from the Tax Foundation, updated annually. Check Illinois's DMV for the current deadline to transfer driver license and vehicle registration after establishing residency. Consult a tax professional for your specific filing situation β state tax treatment depends on residency, sourcing, and reciprocity agreements.
Best time to move
Moving companies typically charge 20β30% more between Memorial Day and Labor Day (peak season). October through April offers the lowest rates and better mover availability.
To avoid mid-semester school transfers, most U.S. families schedule moves between mid-June and mid-August. Public school calendars typically run late August or early September through late May or early June.
Winter driving along this route
- I-77 at Flat Top Mountain and I-64 through the Greenbrier Valley see chain requirements in winter storms.
- I-64 across Afton Mountain and I-77 at Fancy Gap see chain requirements in winter storms.
- I-40 through Pigeon Gap and I-26 over Saluda Grade can see chain requirements in winter storms.
State DOT 511 phone or web services provide real-time road conditions year-round.
Frequently asked
How far is Chicago, IL from Winston-Salem, NC?
The driving distance is 695 mi and the route typically takes 13h 29m via US 35 and I 64. The trip crosses 6 state(s). Actual time varies with traffic and season.
How does household income compare in Winston-Salem vs Chicago?
Median household income on the Census ACS 5-year (2023) is $75,134 in Chicago vs $57,673 in Winston-Salem β a 30.3% higher figure. Compare this against the cost-of-living gap above when budgeting.
How does the job market in Chicago compare to Winston-Salem?
BLS Occupational Employment and Wage Statistics show median wages of $49,790 in the Chicago MSA vs $43,040 in the Winston-Salem MSA, on total employment of 4,506,800 and 271,620 respectively. Top occupations on the destination side appear in the Jobs & wages section above.
When is the best time to move from Winston-Salem to Chicago?
Moving companies usually charge 20β30% less between October and April (off-peak). Memorial Day through Labor Day is peak pricing. For a 695 mi drive, weather on the route matters too β see the timing section above for state-specific winter warnings.
Is Chicago more expensive than Winston-Salem?
Based on BEA Regional Price Parities (2024), overall price level in Chicago is 12.6% higher than Winston-Salem (103.595 vs 92.043, U.S. average = 100). Rent and services typically carry most of this gap.
How much do homes cost in Chicago compared to Winston-Salem?
Zillow ZHVI (2026-03) puts the typical home value at $317,283 in Chicago vs $264,333 in Winston-Salem β a 20.0% higher figure. Data provided by Zillow Research.
Plan the move
Estimate costs with our moving cost calculator, or see where else to move from Winston-Salem.
City profiles: Winston-Salem, NC Β· Chicago, IL.