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Ian was forecast to hit the western tip of Cuba as a major hurricane and then become an even stronger Category 4 with top winds of 140 mph over warm Gulf of Mexico waters before striking Florida. As of Monday, Tampa and St. Petersburg appeared to be among the most likely targets for their first direct hit by a major hurricane since 1921.
Advocates for closing the Guantanamo Bay detention center were optimistic when President Joe Biden took office. Many are now increasingly impatient.
Less than a week after a rare series of antigovernment protests were broken up by police and government sympathizers, and elicited self-criticism from President Miguel Díaz-Canel, things appear calm in Cuba. But many wonder for how much longer.
The island nation of Cuba has seen unprecedented demonstrations amid the country’s worst economic crisis in decades — and nearly 60 years into the United States’ embargo on the nation.
Vicki Huddleston, a former U.S. ambassador, shares stories from her new memoir, “Our Woman in Havana.”
In his new PBS special, Geoffrey Baer is immersed in the city’s vibrant culture—architecture, music, dance and history—with three native Cubans as his guides.
Advocates for Illinois’ agriculture industry anticipate new export opportunities if the U.S. relaxes trade barriers with Cuba. 
The death of Cuban revolutionary leader Fidel Castro sparks a wide range of emotions and uncertainty over the future of U.S.-Cuba relations. We have some local reactions.
On Friday in Chicago, Orbert Davis presents the world premiere of a composition by one of his young Cuban protégés.
The singer-songwriter and two-time Grammy award-winner joins us in performance and conversation.
A hugely popular exhibit exploring an underground Cuban art movement comes to the DuSable Museum this week.
President Barack Obama addressed the Cuban people early Tuesday during his historic trip, saying, “I have come here to bury the last remnant of the Cold War.”
In 1958 a Navy sailor from Chicago was briefly onshore in Cuba while the revolution was underway. The sailor, named George Klauba, became first a tattoo artist and then a painter. For years now, he has focused his artistic energy on remembering a moment in history and putting his dreamlike impressions on canvas.
Cuba and the United States have reestablished diplomatic ties but is the Caribbean nation ready for more changes? On Chicago Tonight, we hear from Cuban activist Dr. Alberto Roque Guerra on one way the communist government seems to be shifting.
We talk with Crain's Chicago Business Deputy Managing Editor Ann Dwyer about some of the biggest business stories this week, from Aon Center being sold to Caterpillar looking to Cuba to boost sluggish sales. Also, find out when McDonald’s will begin serving breakfast all day. 
Renowned Chicago jazz trumpeter Orbert Davis and Chicago Jazz Philharmonic Producing Director Mark Ingram join us to talk about what they experienced on their latest visit to Cuba.
 

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