Chicago (23)

Make sure you catch a morning flight to Chicago - you'll arrive in time to catch an afternoon architecture tour of the city, by river boat. Chicago's the home of the skyscraper, and you get some awesome views of some of the world's first, and finest, tall buildings from the river. From Trump Tower to the Wrigley dynasty's HQ, you'll feel like you know the city a lot better at the end of the tour. The guides are great - typically friendly mid-Westerners keen to share their enthusiasm for one of the world's great cities.

The Art Institute of Chicago is well worth a visit. The arts are not usually my thing, but the collection here is very varied and packed with works from numerous well-known artists. As a relative novice when it comes to art appreciation, the audioguide proved a real boon for getting the most out of the visit. The building is light and airy, and situated in a wonderful spot on the shores of Lake Michigan.

It is quicker and cheaper to prebook a town car or limo to get from the airport to downtown. Some taxi drivers charge up to $80 while a town car costs only £55.

It is quicker and cheaper to pre-book a town car or limo to get from the airport to downtown. Some taxi drivers charge up to $80 while a town car costs only $55.

BMI fly direct to Chicago from Manchester. Don't forget regional airports when flying abroad - when you take into account heavier congestion around the London airports, it may prove to be quicker to fly from the regions.

The Magnificent Mile on Michigan Avenue is a remarkable homage to consumerism. With four enormous malls and a host of favourite designers – from Gucci to Prada and Levi’s to Ralph Lauren – it’s the ultimate “one-stop-shop”: you can find the perfect birthday, anniversary or Christmas presents here. And there’s shopping outside the Mile, too – in the shape of some fabulous little specialist boutiques. Try Sam & Willy’s for everything a dog could want; or the H.I.M men’s clothing boutique; or Unique So Chique Tea & Chocolat for a glittering array of bath and body products, cards and stationery.

If you're in the mood for a bit of culture, Chicago’s Museum of Contemporary Art (MCA) is worth a visit. One of the largest facilities devoted to modern art in the US, the MCA offers exhibitions of (they claim) “the most thought-provoking art created since 1945”. The MCA documents contemporary visual culture through painting, sculpture, photography, video and film, and performance. It’s easy to get to, has a passable restaurant, a fab 300-seat theatre, and a terraced sculpture garden with a great view of Lake Michigan.

Sears Tower remains the tallest building in the Western hemisphere and, as such, is worth a gander. Soldier Field, home of the Chicago Bears football team, is a local Mecca and if you can, catch a game while you’re there. Or, in the summer, Lake Michigan has to be destination numero uno: lie on the man made beach, play volleyball, swim or, if you’re into touristy attractions, hit Navy Pier and its 50 acres of parks, promenades, gardens, shops, eateries and more.

Fancy a boogie? Sound Bar and Enclave are your passes to the best late-night hedonism Chicago has to offer. The former has two levels and is invariably packed: downstairs plays hip-hop music and upstairs grooves to an unrelenting house beat. You can engineer your very own oasis of calm, though, by booking a table in the VIP room. The drinks are phenomenally cheap, you get waitress service and the chance to retreat if the music becomes too much or the people too raucous. Not the best club in the world, but a good laugh nonetheless. Altogether better is Enclave. This upscale location has undergone a full year of renovation: new floors, new (clean) bathrooms, new furnishings, impeccably styled bar areas, etc. And it’s been worth it. This is now the premier dance spot in Illinois, with beautiful people to match. Get a table in the circular, curtain-swathed VIP area and forget all about work.

If you’re looking for a post-dinner drink or two, the J Bar at The James is a good place to start. In harmony with the rest of the hotel, it’s sleek, sophisticated and very cool. The barmen fashion martinis with olive lollipops (so you can look like Kojak for the night) and the waiters provide appetizers from David Burke’s in-house restaurant. If you get there early enough, you might also get a seat on the attractive low-slung banquettes.