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MY KIND OF TOWN

The Journal

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July 14, 2025

PACKING IN TOP TOURS, NIAMH KIRK IS BLOWN AWAY BY CHICAGO

MY KIND OF TOWN

WITH its blockbuster movie skyline, fabulous food options and notorious crime history, Chicago has plenty to enthrall curious city-breakers. And there’s every type of tour led by clued-up locals to whisk travellers straight to the best bits.

Fancy sampling the best deep-dish Chicago pizza? Want to see the church where mob funerals took place? How about gazing at one of the world’s most shapeshifting skylines while cruising the Chicago River?

Be it by bike, bus, boat or on foot, there are carefully crafted routes to let the Windy City blow visitors away with the stories of the people who put it on the map.

Chicago is one giant eating adventure with endless famous foods to tick off. I took the Tacos and Tequila street-food tour of Pilsen, one of Chicago's most colourful and culturally rich neighbourhoods.

The three-hour tour, run by Chicago Food Tours Company and led by a local guide, spreads out across 1.5 miles taking in the very best Mexican drinks and dishes.

For £60 you'll make your own tamales - spicy fillings wrapped in corn dough - sample steak tacos, Mexican pork and irresistible churros dipped in icing sugar and chocolate, all while admiring the many murals inspired by Mexican culture in the neighbourhood. You'll also discover the best spots to sip margarita cocktails. My kind of town...

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