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In July 2017, Chakravarty, a prominent Leave campaigner during the UK EU membership Referendum campaign, was appointed Brexit Editor of The Daily Telegraph.

In September 2017, Chakravarty appeared on Question Time. In October, Chakravarty appeared on Newsnight, discussing Brexit. In the same month, she was listed at Number 100 by commentator Iain Dale in his '100 Most Influential on the Right'.

In August 2014, Chakravarty appeared on BBC Two's Newsnight, discussing consultancy culture in the public sector. In November 2014 and March 2015, and October 2016, she appeared on BBC One's Question Time. In January 2015, she contributed on BBC Radio 4's Any Questions?

Chakravarty performs in London and abroad. In August 2014, her debut album A Bloom in Vain and Other Songs was released.

Chakravarty started her career as a tax consultant in London before moving into communication and public affairs. From July 2012 to December 2013, she was a deputy director at The Freedom Association where she advocated for freedom of the press, free speech, and freedom of expression. In January 2014, she was appointed political director of the TaxPayers' Alliance.

In October 2007, Chakravarty married Duncan Hall. She met her husband while at school and decided to settle in England after completing her university and Bar examinations. Chakravarty is also involved with Udayan, a Bengali cultural group.

She then got a partial scholarship to sixth-form college in Oxford, to board and sit her A-levels, after her parents remortgaged their family home, she left for the UK in 2001. Her lawyer mother, who had spent most of her life doing voluntary work until then, moved to Dhaka, to take up a full-time job. Chakravarty read Law at the University of Oxford and became a barrister in 2008.

Dia Sudeshna Chakravarty (Bengali: দিয়া সুদেষ্ণা চক্রবর্তী ; born 1984) is a Bangladeshi-born British political activist, former political director of the TaxPayers' Alliance, singer, and Brexit Editor of The Daily Telegraph.