It is possibly one of the largest vice syndicates busted in Singapore, said the prosecution.
Fifty-five women were recruited from the Philippines to work in a chain of nine pubs to provide sexual services to pub patrons.
The man behind the operations, Ang Boon Seng, 40, a father of six young children, was jailed for 35 months for his 43 vice-related charges.
He was also fined $98,000 for seven Ministry of Manpower charges yesterday.
District Judge Lim Keng Yeow also imposed a $3,600 disgorgement payment on Ang.
His wife, Ylarde Anne Asuncion, a 31-year-old Singapore permanent resident from the Philippines, was also jailed 10 weeks for her involvement, particularly in recruiting "performing artists".
Court documents revealed that Ang had made $1.08 million in profits during the four years he ran the syndicate, with about 40 per cent of that money made illegally by providing sexual services in the joints.
He opened his first pub, Tokyo Drift, in Orchard Plaza in June 2009 and had another eight by August last year.
Ang employed 55 women who worked as "performing artists" in his pubs.
Ten of them, aged between 21 and 29, were involved in the charges proceeded against him.
Before coming to Singapore, the women were told they were bound to an "utang" (which means "debt" in Tagalog), a verbal contact that needed to be fulfilled before they got paid.