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Struan Hogg

Born in Scotland, Struan fell in love with Chicago after visiting family in his teens and never looked back. As the founder and editor of Hey Chicago, he travels to the city regularly, spending his time walking its 77 neighborhoods, digging into local archives, and tracking down the untold history behind its architecture. Combining an outsider’s wonder with a deep respect for Chicago grit, Struan celebrates the community stories that make the Windy City unmatched.
Wide shot of Cloud Gate, also known as The Bean, in Chicago's Millennium Park during peak autumn, framed by a vibrant orange maple tree with fall foliage covering the ground.

11 Fun Things to Do in Chicago This Weekend (Oct 2–4)

by Struan Hogg

Looking for the best things to do in Chicago this weekend? Check out our complete neighborhood guide to the Lincoln Square Apple Fest, Navy Pier pop-ups, and Goose Island fall festivals from October 2–4.

Aerial view of Belmont Harbor in Chicago's Lakeview neighborhood, showing hundreds of docked boats on Lake Michigan surrounded by green parks, Lake Shore Drive, and dense high-rise apartment buildings.

Chicago’s Lakeview 60657 Named 6th Hottest US Moving Destination

by Struan Hogg

Chicago’s Lakeview 60657 ZIP code is the No. 6 hottest moving destination in the U.S. Inside the North Side’s highly competitive real estate and rental market.

Hyde Park Jazz Fest, Lakeview Oktoberfest, Goose Island Pumpkins

by Struan Hogg

Chicago is easing into fall this weekend, and the city is not slowing down to do it. From September 25 to 27, neighborhoods across town are hosting everything from a 20-year-old jazz festival to a pumpkin patch with three full bars.

15 Best Things to Do in Chicago This Weekend (Sept. 25–27)

by Struan Hogg

From Oktoberfest at St. Alphonsus to the 20th Hyde Park Jazz Fest and Jack’s Pumpkin Pop-Up, here is the ultimate guide to Chicago this weekend.

Breathtaking aerial sunset view of West Town Chicago featuring historic neighborhood churches and the glowing downtown city skyline.

This Chicago Neighborhood Just Ranked Among the World’s 40 Coolest Places

by Struan Hogg

West Town, Chicago has officially been named the No. 18 coolest neighborhood in the world by Time Out Travel in its annual global roundup for 2026.

A costume contest participant at the Haunted Halsted Halloween Parade wearing a massive metallic feather headpiece and orange floral dress.

This 30-year-old Chicago Halloween parade is expanding into an all-day block party for the first time, led by a RuPaul’s Drag Race legend

by Struan Hogg

Every October 31st, Halsted Street shuts down for five blocks and fills with 300 costumed marchers, a 10,000-watt sound truck, and thousands of spectators who just want to see what everyone came up with this year.

Golden sunset shining down a Chicago street canyon between skyscrapers, illuminating traffic and an elevated train during Chicagohenge.

Chicago’s Skyscraper Sunset Phenomenon Peaks This Week, Here’s Where to See It

by Struan Hogg

Twice a year, Chicago’s street grid lines up perfectly with the setting sun, and the skyscrapers of the Loop frame … Read more

The Secret Cow Path Hidden in Chicago’s Loop

by Struan Hogg

There is a 22-story skyscraper in the middle of downtown Chicago that is legally required to let cows walk through … Read more

The 16 Absolute Best Things To Do In Lincoln Park (That Even Lifelong Chicagoans Forget About)

by Struan Hogg

Lincoln Park is exactly where you need to go if you want to experience the authentic magic of Chicago.

The 10 Absolute Best Breakfast Spots In Downtown Chicago (That Actually Live Up To The Hype)

by Struan Hogg

We put together the ultimate local guide to the absolute best breakfast spots in downtown Chicago that actually live up to the hype.

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