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Chicago vs Anaheim for digital nomads

Chicago, IL and Anaheim, CA compared on 24 measures for people who work remotely, as of October 2026. Every figure links to its source on the city pages.

Anaheim is the cheaper city to rent in near downtown: a 1-bedroom is $2,480 a month against $2,670 in Chicago, 7% less on HUD's FY2027 Small Area Fair Market Rent for the ZIP codes near the center. Metro-wide the figures are $1,780 and $2,610. Chicago is more walkable downtown (16.8 vs 14.4 out of 20 on the EPA index). Across the 18 measures with a clear winner, Chicago comes out ahead on 10 and Anaheim on 8: Chicago has cheaper metro-wide rent, lower home prices, cheaper Airbnb stays, a more walkable center, while Anaheim has cheaper rent near downtown, a cheaper bus fare, a better bike network, milder winters.

Rent, 1-bed
$2,670 vs $2,480HUD, utilities in
Walkability
16.8 vs 14.4out of 20
Airbnb night
$239 vs $377entire home
Breweries
58 vs 14open, in city
Measures won
10 vs 8of 18 judged

Chicago and Anaheim, measure by measure

A dot marks the better figure where one is clearly better: lower for costs, higher for walkability, bike network, car-free households, clean air and breweries. Weather is shown without a verdict.

MeasureChicagoAnaheimSource
1-bedroom rent near downtown, HUD small-area rent$2,670$2,480HUD SAFMR FY2027
1-bedroom rent, whole metro area$1,780$2,610HUD FY2027
Studio rent near downtown, HUD$2,520$2,420HUD FY2027
1-bedroom, paid by current tenants$1,399$1,946Census ACS 2024 1-year
Typical asking rent, all homes$2,342$2,759Zillow ZORI
Typical home value$334,030$946,371Zillow ZHVI
Airbnb, entire home, per night$239$377Inside Airbnb median / AirROI median
Walkability within 2 miles of downtown, out of 2016.814.4EPA
Households with no car27.4%5.1%Census ACS 2024 1-year
Commute by public transit20.5%2.6%Census ACS 2024 1-year
Single transit ride$2.75$2.00CTA / OC Bus
Bike network score, out of 1001123PeopleForBikes 2026
Fastest advertised home internet5 Gbps5 GbpsAT&T
Cheapest advertised internet plan$45 / mo$35 / moadvertised
July average high85°F84°FNOAA normals
January average low19°F46°FNOAA normals
Rain and melted snow per year34 in12 inNOAA normals
Days with good air, latest full year149138EPA 2025
Unemployment rate, county5.9%4.4%BLS
Cafes within 2 miles of downtown268n/aOpenStreetMap
Coworking spaces within 2 miles6n/aOpenStreetMap
Open breweries in the city5814Open Brewery DB
Free dispersed camping areas within 50 miles01Forest Service and BLM
Population2,721,326344,579Census ACS 2024 1-year

Full receipts, with the page each number was read from and the date: Chicago, IL and Anaheim, CA.

Questions people ask

Is Chicago or Anaheim cheaper to live in?

Anaheim is the cheaper city to rent in near downtown: a 1-bedroom is $2,480 a month against $2,670 in Chicago, 7% less on HUD's FY2027 Small Area Fair Market Rent for the ZIP codes near the center. Metro-wide the figures are $1,780 and $2,610. For a studio it is $2,520 in Chicago and $2,420 in Anaheim, and typical home values are $334,030 and $946,371 (Zillow). As of October 2026.

Which is more walkable, Chicago or Anaheim?

Chicago. Within 2 miles of downtown the EPA National Walkability Index gives Chicago 16.8 and Anaheim 14.4 out of 20. 27.4% of Chicago households and 5.1% of Anaheim households own no car.

Which has faster internet, Chicago or Anaheim?

The fastest advertised home plan is 5 Gbps from AT&T in Chicago and 5 Gbps from AT&T in Anaheim. Both are advertised top speeds, not measured ones, and most plans are far slower.

Which has milder winters, Chicago or Anaheim?

Anaheim. The average January low is 19°F in Chicago and 46°F in Anaheim; July highs average 85°F and 84°F (NOAA 30-year normals).

Which has more breweries, Chicago or Anaheim?

Chicago: 58 open breweries inside Chicago and 14 inside Anaheim on Open Brewery DB. Per 100,000 residents that is 2.1 and 4.1. Chicago list, Anaheim list.

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