S$934 Cheap Flights from Singapore to Chicago

Round-trip journeys between SIN and MDW start from S$1,487. This is based on fares offered within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP so you don't miss out. Prices and availability are subject to change. Additional terms apply.

When it comes to cancellation fees, each airline has a different set of terms and conditions. If you decide to cancel your getaway, visit our Customer Service Portal.

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Changi Airport to Chicago Airport flights, you'll see a "no change fees" filter for you to select.

The distance is around 15,100 kilometres. Travel pillow? Check. Noise-cancelling headphones? Check. You'd be wise to pack all the travel comforts for this long-haul Singapore to Chicago flight.

Currently, no airlines offer flights directly from Changi Airport (SIN) to Midway Airport. You'll have to book a flight with one or more stops. To get the best connections and price, lock in your airfare well in advance.

Flight prices change all the time, so not always. While last-minute flight deals between SIN and Chicago Airport are possible, it's also a good idea to keep an eye on prices well before you fly. In fact, some airlines publish their prices up to a year prior to the departure date. Expedia is continuously updating the best airfare bargains around, so keep checking and be ready to grab your seat when prices drop.