Chicago is a city that brims with character, offering a spectacular blend of culture, architecture, and vibrant neighbourhoods. Known for its stunning skyline, the Windy City presents a captivating vista where historic buildings stand proudly alongside modern marvels. This has cemented Chicago’s reputation as an architectural playground, attracting enthusiasts from around the globe.

Food lovers will be in heaven here, as Chicago is famous for its deep-dish pizza and mouth-watering hot dogs that definitely shimmy on the unique side of fast food. The city's culinary scene goes far beyond these iconic dishes, showcasing a delightful mix of international cuisines and trendy eateries that keep the appetite satisfied and the taste buds tingling.

Chicago is also a centre for arts and entertainment, boasting world-class museums, theatres, and live music venues. Whether it's catching a show at the historic Chicago Theatre or exploring the Art Institute of Chicago, there's always something captivating to see and do.

With its rich history, friendly locals, and a lively atmosphere, Chicago is an urban oasis that leaves visitors yearning for more. So, pack your bags and immerse yourself in all that this remarkable city has to offer.

How they made their money

Chicago built that fortune through core work, repeat visibility, deal value and the kind of commercial pull that lets a familiar name keep earning well beyond the first big break.

Chicago's net worth is estimated at £250 million.> Four decades of hit records, relentless touring, and smart business moves have turned this horn-fueled rock group into a heavyweight on music's rich list. Commercial longevity and a catalogue that keeps paying dividends have made that valuation not just plausible, but impressively enduring. Chicago built their fortune on a handful of robust revenue streams. First and foremost: sales. With over 100 million albums moved worldwide and more than 20 Top 10 hits on the Billboard Hot 100, their royalties pile up from both classic vinyl and the relentless churn of streaming platforms. The band’s relentless touring schedule has remained one of the most lucrative in classic rock, with summer jaunts across North America easily packing amphitheaters and pulling in strong six- and seven-figure nightly grosses. Merchandising provides another lucrative bump, with their enduring logo gracing everything from vintage t-shirts to luxury box sets. The band's rights to their own material—bolstered by savvy, often hard-fought negotiations—mean substantial earnings from licensing for film, TV, commercials, and compilation appearances. These legacy media placements keep Chicago checks landing even when the stage lights are off. Blockbuster arena tours have long been a backbone for Chicago. The band’s lengthy residency in Las Vegas and annual summer roadtrips with co-headliners like Earth, Wind & Fire regularly deliver multimillion-pound paydays. Rock & Roll Hall of Fame induction in 2016 also sparked a fresh sales spike, with their back catalogue leaping up the charts yet again. And there’s the publishing rights play: the group (and its various ex-members’ estates) own pieces of an evergreen songbook—meaning ongoing second and third-life revenue from everything from Netflix syncs to wedding playlists. Members of Chicago are not known for ultra-flashy spending—instead tending towards old-guard rockstar comfort. Several hold property in suburban Illinois and California, with real estate choices more "restored ranch" than "palatial palace." With investments largely in publishing rights and the live sector, Chicago's assets are tied to brands and business stakes rather than publicly visible extravagance. During the disco dip and shifting musical tides, some wondered if Chicago’s fortunes would falter, but the band’s net worth barely missed a beat; greatest hits compilations and a surprisingly durable adult-contemporary market kept the income rolling. Each ’80s power-ballad spike, reunion tour, and deal to include "If You Leave Me Now" in a new film rebooted their cultural relevance. New deals with streaming giants and live-concert demand in the 21st century have protected—and, thanks to catalogue sales, even increased—the value of their empire. The PopQuest take: Chicago’s wealth is the definition of legacy-backed and catalogue-driven. Their position is insulated by a sprawling songbook with ongoing relevance, and with no sign of demand drying up, this is a classic rock fortune that looks as bulletproof