| ★ |  Taking Barstool's Sweethearts On a Date In Chicago's Most Iconic Building | Barstool Chicago @barstoolchicago | 69.0K | Estados Unidos | |
| 4 |  Chicago USA: Why It's a Must-Visit | CoolVision @realcoolvision | — | Estados Unidos | 71 |
| 1 |  Exploring The World's Largest Arcade (Ft. Brandon Walker) | Barstool Chicago @barstoolchicago | 127.1K | Estados Unidos | 74 |
| 8 |  High Chicago | DRAMA | Full Movie in English | MovieSphere Full Movies @moviespherefullmovies | 74.0K | Estados Unidos | 70 |
| 14 |  Did The Media Lie About Chicago?… Our First Impressions 🇺🇸 | Two Mad Explorers @twomadexplorers | 54.1K | Irlanda | 69 |
| 16 |  A day of Street photography with Flash in Chicago (Walkie Talkie with Amado De Leon) | | 36.6K | Estados Unidos | 69 |
| 6 |  Relaxing Night Walk in CHICAGO 🏙️ Downtown The Loop Walking Tour 4K | WALKS and the CITY @walks_and_the_city | 26.8K | Estados Unidos | 70 |
| 9 |  Chicago: Story of an American Giant | | 22.9K | Estados Unidos | 70 |
| 12 |  CHICAGO - Night Walking Tour Downtown, Illinois, USA, 4K UHD | WALKS and the CITY @walks_and_the_city | 13.6K | Estados Unidos | 70 |
| 18 |  A day with Street Photographer C.P. Plunkett -- Walkie Talkie (U.S. Tour Ep 13) | | 8.6K | Estados Unidos | 68 |
| 11 |  CHICAGO EN GUERRA: Soldados y redadas de ICE siembran PÁNICO en la "Ciudad más PELIGROSA" | | 8.0K | Estados Unidos | 70 |
| 17 |  CHICAGO VLOG Travel Vlog 🌇 | A Weekend Exploring The City, Cubs Game, Sky Deck & More! 🌭🐻🎇 | Ashlynne Eaton @ashlynneeaton | 5.3K | Estados Unidos | 69 |
| 7 |  2 DÍAS PERFECTOS en Chicago (¿La joya CULTURAL de EE.UU.?) 😍 Qué hacer + Dónde comer | Bitácora de viajero @bitacoradeviajero | 1.9K | Estados Unidos | 70 |
| 3 |  April 8, 2026 Chicago Tonight - Full Episode | | 1.8K | Estados Unidos | 72 |
| 5 |  mi ciudad natal | primera semana en Chicago | Diego Montes @diego.montes | 1.4K | Chile | 71 |
| 2 |  Mi primera vez en Estados Unidos ✈️ | Chicago Illinois 🇺🇸 | Viajando con Jerico @viajandoconjerico4021 | 736 | España | 74 |
| 19 |  Chicago Weekend Trip: Shawnee National Forest (Illinois’ Most Scenic Escape) | Erin Parro – The Scenic Route Traveler @scenicroutetraveler | 179 | Estados Unidos | 68 |
| 10 |  Explorando Chicago 🇺🇸 | Navy Pier, Restaurante Puertorriqueño | Montalvo Paseos Vlogs @montalvopaseosvlogs9865 | 175 | — | 70 |
| 13 |  VINE A LA CIUDAD MÁS GRANDE DEL MUNDO | CHICAGO 🇺🇸 | GAMVLOGS | | 169 | — | 69 |
| 20 |  CHICAGO FINAL | Educational Travel Adventures @educationaltravels | 4 | Estados Unidos | 68 |