It’s our kinda town and has been for nine years, Chicago the best big city in the USA.
But don’t just take our word for it, well do.
But listen too to the readers of Condé Nast Traveler.
While UK readers registered their thoughts in the 2025 Condé Nast Traveller Readers’ Choice.
Bestowing Chicago as one of the friendliest cities in the world, the only U.S. city to earn this recognition.
The rail thing
Because they’re our kinda people who smile at you.
And help visitors get around the city on their L rail.
Where don’t be surprised if you end up chewing the fat with the guard.
About The Average White Band, his Scottish term of reference.
Now our chums at Choose Chicago have set out nine ways the Windy City is best.
Now know we know 99, although technically it would be 77.
Play, pray and sashay
That being the number of neighborhoods in the great city of the Midwest.
Which, of course, you need more than a week to get around although we did try.
Now as you all know now we live by the maxim go where the locals play and pray.
Which has led us to our fair share of ballparks.
And now we can say, play, pray and sashay after enjoying life in and around North Halsted.
The Three Temples
And find all three come together, the three temples of Da Pope merch at Wrigley Park. (yes, we know he’s actually a White Sox fan).
And all coming back from Pride party in the gayborhood where it all started and on the L with Cubs fans.
Of course, the only way of discovering the 9, 77 or 99 reasons why Chicago is the best big city in America is to get out there.
Because Chicago is tuggin’ my sleeve,
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