The city holds just over 2.7 million people and is a bustling tourist and convention destination.
The Illinois Senate recently approved a gambling expansion, which will also legalise sports wagering within the Prairie State, and Chicago will be the recipient of one of the state's six new casinos.
The controversial legislation is expected to be signed by Governor J.B. Pritzker; it includes a $10m sports betting license fee and a bad-actor clause which will keep the likes of DraftKings and FanDuel out of the market for at least 18 months.
However, one outstanding positive is the new casino to be built in Chicago, with a new gambling establishment in one of the US’ largest cities being a relative rarity.