

City Stories Index · United States · 2026 edition
Chicago vs Orlando
Not opinions, measured walking data. On what we can measure, Orlando leads 2–1. Character is a different question: Chicago is the city rebuilt after the fire; Orlando is the city the parks built.
Change the matchup
| What we measure | Chicago | Orlando | Leads |
|---|---|---|---|
| Places with a storyspots where a route tells you what happened there | 94 | 45 | Chicago |
| How often you pass a storymetres from one story to the next; fewer is better | 293 | 184 | Orlando |
| Historical figuresreal people you meet in its stories | 11 | — | Chicago |
| Instagrammabilityscore /100, on the index’s fixed scale | 37 | — | Chicago |
| Group outingsof every 100 plays, how many bring a group of 3+ | 22 | 26 | Orlando |
| International visitors% of player reviews written in a foreign language | 2 | — | Chicago |
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, Orlando in blue. All bars share one scale, so lengths are comparable everywhere on the chart.
ChicagoOrlando
33 places
arts & culture8 places
16 places
crime & dark history5 places
13 places
faith & churches2 places
13 places
parks & leisure8 places
12 places
legends & myths7 places
Chicago scorecard →
The city rebuilt after the fire
Orlando scorecard →
The city the parks built