New Orleans, LA cityscape

a landable guide

Best cities to leave Chicago for

Chicago has 153 pleasant days and $2,170 median rent. These cities have more of the first and less of the second.

By Karol Gajda

Chicago delivers on a lot: a real food scene, genuine architecture, excellent parks, and a cultural footprint that punches well above its size. What it does not deliver is sun. At 153 pleasant days a year, 38 extreme cold days, and a 4.95% state income tax on top of $2,170 median rent, the cost of staying is not purely financial. The winters are the price nobody puts in the listing.

This list finds the cities most likely to make a Chicagoan feel like they upgraded rather than retreated: places with at least 200 pleasant days, rent under $1,800, and enough going on that the trade holds up in practice. Weather does the heavy lifting in the ranking, with affordability close behind. Every blurb reports how many more pleasant days each city gets versus Chicago, and how much less the rent costs.

the ranking

  1. New Orleans

    LA · 962k metro

    New Orleans tops the Chicago exits. 235 pleasant days is 82 more than Chicago, $1,612 median rent is $558 less a month, and only 0 extreme cold days. The version of this deal that actually works.

    $1,612

    median rent / month

    235

    pleasant days a year

    0

    days a year below 20°F

    see the full dispatch for New Orleans
  2. Mobile

    AL · 412k metro

    Mobile lands at number two: 225 pleasant days, 72 more than Chicago, $1,302 rent, $868 less a month, and 0 extreme cold days. The math keeps improving.

    $1,302

    median rent / month

    225

    pleasant days a year

    0

    days a year below 20°F

    see the full dispatch for Mobile
  3. El Paso

    TX · 872k metro

    El Paso rounds out the ten. 222 pleasant days versus Chicago's 153, 1 extreme cold days, $1,473 median rent, $697 saved each month. The numbers do the persuading.

    $1,473

    median rent / month

    222

    pleasant days a year

    1

    days a year below 20°F

    see the full dispatch for El Paso

how we ranked

We rank by 35% weather, 30% affordability, 15% things to do, 10% parks, and 10% walkability. Filters: at least 200 pleasant days a year and median rent under $1,800 a month.

common questions

Why focus on weather for the Chicago guide?
The most common reason Chicagoans cite for leaving is not rent, it is the winters and the limited sun. 153 pleasant days a year and 38 extreme cold days is a real constraint on daily life. This list specifically solves for that while also improving on rent, so you are not trading cold for broke.
What if I want to stay in the Midwest?
The best cities to live in the Midwest guide covers options that stay within the region. Several Midwest metros clear the 200 pleasant days threshold and come in well under $1,800 in rent.

also worth your time

find your own top 10

run your numbers