We have been within the legendary Pump Room bar of a resort on Chicago’s Gold Coast, one-time favorite of the Rat Pack.
My pal Melissa, who has lived within the Windy Metropolis for many years, approached the total and enormous coupe of vodka martini with lips puckered. Her cocktail appeared able to beautiful a bull elephant.
‘Clint and Mrs Eastwood have been right here final time I dropped by. Boy, is he wanting outdated,’ she mentioned, casually.

The one manner is up: Rising above Lake Michigan, Chicago’s skyscrapers make a press release
We tripped into the night time air and headed right down to the junction of Rush St and North State. That is the apex of Viagra Triangle, the place silver-haired ‘manthers’ with huge wallets and younger companions drink Napa Valley’s grandest crus.
‘Let’s take a look at Hugo’s Frog ‘Let’s take a look at Hugo’s Frog Bar. It is extra French than something in Paris.’ She was proper. I dwell in France.
‘Hey look, it is JB Pritzker,’ she mentioned loudly, pointing at a portly 50-something sitting close by. ‘He is standing for Illinois state governor subsequent 12 months for the Democrats. He is additionally the proprietor of Hyatt accommodations.’ In a stage whisper, she mentioned: ‘He is price $3.5 billion.’ Two glasses of fine sauvignon blanc got here to $50, however Melissa coughed up earlier than I had even fumbled for my pockets.

Cinematic: Downtown Chicago has been the backdrop for a lot of movies, together with Batman
Chicago is the place to return if you’re a meals lover who likes sport, artwork, music and structure. And bars. It is cooler than New York, simpler to get round and, regardless of a status for violence, is without doubt one of the friendliest locations on the planet.
After the Frog Bar and a stupendous dinner at upmarket steakhouse Maple & Ash, we went to Buddy Man’s Legends.
This can be a sprawling cavern of a Chicago Blues bar the place you can simply stumble upon Eric Clapton, Robert Cray or any variety of huge blues names. Buddy himself was taking part in to a full home. I nursed a pint or two of Guinness slumped on a barstool.
Above me have been the Stratocast-offs of Keith Richards, John Lee Hooker and BB King.
Owing to jetlag I do not keep in mind a lot after that, till waking up within the New York Life Insurance coverage Constructing within the monetary quarter. This elegant artwork deco early skyscraper was not too long ago transformed into the Kimpton Grey Lodge.
Constructed by William LeBaron Jenney, the daddy of the skyscraper, it is one of many best buildings in a metropolis whose structure is extra restrained and refined than that East Coast dazzler, the Huge Apple (although Trump Tower strikes a jarring word on Chicago’s in any other case elegant riverside).

Musical: Reside blues is performed throughout the town
Across the nook from the Grey is a really well-known location from many movies, together with the current Batman movies — the Chicago Board of Commerce constructing, with its statue of the Roman goddess Ceres on the roof. We later took a skyline helicopter journey, flitting among the many rooftops, which put the size and grandeur of the place into perspective.
Chicago rears up from the shores of Lake Michigan — from a swamp the place Algonquin Indians grew onions and garlic. Nonetheless a bit of jetlagged the next morning, I cycled the river path after which a brief stretch of Lake Michigan earlier than visiting the Lyric Opera of Chicago, the second-largest opera venue on this planet (New York’s Met is larger).
It is a staggeringly grandiose palace of artwork deco and artwork nouveau, which opened per week after the Wall Avenue Crash. Maria Callas made her U.S. debut right here. That afternoon, the echoey palace of sound was stuffed with ghosts.
Down on the pedestrianised Chicago Riverwalk is the Metropolis Vineyard, beside the bridge made well-known within the nice automobile chase within the 1980 hit film, The Blues Brothers.
The Vineyard buys grapes and makes its personal wine, so Melissa and I shared a carafe earlier than wandering throughout the river to the Home of Blues, the music venue co-founded by The Blues Brothers star Dan Aykroyd.
It was fairly empty as a result of it was mid-afternoon, however was nonetheless stuffed with environment.