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Chicago holidays

November 2018

  • Few Distillery, Chicago

    Six of the best artisan distilleries in Chicago

    Chicago’s distillery scene has come a long way since the days of Al Capone, with a new generation of producers showcasing innovative spirits and cocktails on fun tasting tours

April 2018

  • Aerial view of North Chicago and Lake Michigan, Illinois, USA<br>M4140E Aerial view of North Chicago and Lake Michigan, Illinois, USA

    Holiday guides
    A local’s guide to Chicago: 10 top tips

    The city’s bars and music scene are among the most vibrant in the US. And with Lake Michigan beaches to relax on and two new budget flights from the UK, now is the time to go

September 2017

  • Chicago Pedway, open door, long empty corridor

    On the radar
    ‘Underground city’ set to become Chicago’s next attraction

    Not many people know about the Pedway, a network of tunnels connecting shops and businesses beneath downtown Chicago, but it could become the city’s oddest tourist destination

May 2017

  • The American Writers Museum’s ‘A Nation of Writers’ exhibit. A wall-length exploration of 100 authors going back to 1490.

    Word up: new Chicago museum celebrates American authors

    Chicago’s new American Writers Museum has given the nation a fitting centre to celebrate the influence of its literature, and with Hemingway’s birthplace also in town, the city makes for a great literary trip

September 2016

  • Shaw & Stroger At Rosa's Lounge<br>American Blues musicians Eddie Shaw and Bob Stroger perform together onstage at Rosa's Lounge, Chicago, Illinois, November 1, 2012. (Photo by Paul Natkin/Getty Images)

    Why I love …
    'Everybody knows everybody' – what the blues has given Chicago

    Harmonica player Billy Branch, who’s played with Muddy Waters, John Lee Hooker and BB King, hails the Windy City’s sense of community, its parks and its food

June 2015

  • Jlin and RP Boo

    Fancy footwork: how Chicago's juke scene found its feet again

    After the sudden death of footwork’s most prominent artist – DJ Rashad – last year, the genre had to take stock. A year on older heads and new players are pushing Chicago’s rapid-fire sound to new frontiers

April 2015

  • Milwaukee Leavitt, Chicago Bloomingdale Trail renderings.

    On the radar
    Chicago’s new high line is ‘more than an elevated park’

  • Green Mill, Chicago

    10 of the best cocktail bars in Chicago

February 2015

  • Route 66.

    US road trip: a guide to Route 66

    Driving America’s most iconic highway is the trip of a lifetime. Author and Route 66 expert Candacy Taylor shares her tips on the classic motels, old-school diners and gas stations to stop at en route for a true slice of Americana

January 2015

  • Coq D’or, The Drake Hotel, Chicago

    Chicago prohibition-style: a city still married to the mob

    As dry January draws to a close, get into the spirit(s) again with Saptarshi Ray’s foray into Chicago’s prohibition-era jazz and cocktail bars, accompanied by gangster-themed tours of the city. Capiche?

September 2014

  • Chicago river

    Reading American cities
    Chicago in books: readers' picks

    From mid-century poverty to contemporary love stories via an account of the 1893 World’s Fair, here is a roundup of our readers’ top Chicago literature

August 2014

  • Pete Saunders at Millennium Park, Chicago’s front yard

    Blogger of the week
    An urbanist's guide to Chicago: ‘the most American of American cities’

    Pete Saunders of The Corner Side Yard tells us how to survive political corruption and the brutal winters of the windy city

October 2013

  • Brooklyn Flea

    Best flea markets and vintage fairs in the US

    Whether it's for Brooklyn hipsters, Miami fashion lovers or Ohio farmers, the US knows how to turn a flea market into a major event, a party or even a road trip stretching over 800 miles

August 2013

  • Stax Museum Of American Soul Music, Memphis, Tennessee.

    Road trips USA: Chicago to Memphis
    Road to Memphis, the final day – as it happened

  • Nashville bound ... Benji and the team hit the road for Music City

    Road trips USA: Chicago to Memphis
    Twitter road trips USA: Chicago-Memphis day four - as it happened

  • Chicago sports teams captured in street art

    Best blogs for travellers
    Chicago, Nashville and Memphis: best blogs for travellers

  • Trucker at a roadside diner in Indiana

    Road trips USA: Chicago to Memphis
    Twitter road trips USA: Chicago to Memphis day three – as it happened

  • Road trips USA: Chicago to Memphis
    Twitter road trips USA: Chicago to Memphis, day two – as it happened

  • Road trips USA: Chicago to Memphis
    Twitter road trips USA: Chicago to Memphis day one - as it happened

  • Road trips USA: Chicago to Memphis
    Twitter road trips USA: send us travel tips for Chicago to Memphis

About 66 results for Chicago holidays