In the latest survey, Singapore was ranked one of the least exciting among 32 cities from around the world.
Singapore stood at 31 in its anonymous survey of 15,000 urbanites from around the globe, according to Time Out's City Life Index 2018 which was published on Tuesday.
The survey ranked cities based on what city-dwellers around the world were feeling, thinking, eating, drinking, and doing for fun.
The city-state was the worst rated city when it comes to culture and the worst for drinking apart from Dubai.
However, it scored well for safety and public transport, and it has a much buzzier restaurant scene than other cities towards the bottom of the ranking.
Chicago beat all comers, with a score of 138.2 points and claiming the title of the most exciting city in the world.
Chicagoans raved about their city's bar scene, its live music and culture, its local neighborhoods and its affordability, the survey revealed.
Porto, described as "the best place in the world for making friends, finding love and feeling free to be yourself", won the second spot. The Portuguese city was also deemed the most affordable for a night out.
New York, with 134.6 points, came in at second. Despite ranking joint first as the most stressed city in the world, New York excelled when it came to culture, nightlife, eating and drinking.