Book Cheap Flights from Chicago to Kolkata Deals. Choose Cheap Flights from Chicago to Kolkata with Spirit Airlines. Enjoy our all-inclusive travel experiences with airfares that fit every budget. Compare flight prices from Kolkata to Chicago and find your low-cost flight. With FirstFlyTravel, find cheap and low-cost flights from Kolkata to Chicago in one click: compare the prices of airline tickets from the best airlines and online travel agencies in seconds.