ChicagoNew York City
City Stories Index · United States · 2026 edition

Chicago vs New York City

Not opinions, measured walking data. On what we can measure, New York City leads 3–1 (2 within the tie margin). Character is a different question: Chicago is the city rebuilt after the fire; New York City is the island of arrivals.

Change the matchup

VS
  • Places with a story

    spots where a route tells you what happened there

    Chicago

    94

    New York City

    369

    New York City leads

  • How often you pass a story

    metres from one story to the next; fewer is better

    Chicago

    293

    New York City

    291

    Tie

  • Historical figures

    real people you meet in its stories

    Chicago

    11

    New York City

    99

    New York City leads

  • Instagrammability

    score /100, on the index’s fixed scale

    Chicago

    37

    New York City

    75

    New York City leads

  • Group outings

    of every 100 plays, how many bring a group of 3+

    Chicago

    22

    New York City

    20

    Chicago leads

  • International visitors

    % of player reviews written in a foreign language

    Chicago

    2

    New York City

    2

    Tie

Differences under 5% count as ties. Sample sizes and definitions on the methodology page.

What their stories are about

How many places with a story each city has per theme: Chicago in orange, New York City in blue. All bars share one scale, so lengths are comparable everywhere on the chart.

ChicagoNew York City
33 places
arts & culture
122 places
13 places
parks & leisure
57 places
12 places
legends & myths
41 places
5 places
industry & modern era
40 places
16 places
crime & dark history
35 places
13 places
faith & churches
24 places

Chicago scorecard →

The city rebuilt after the fire

New York City scorecard →

The island of arrivals