S$822 Cheap Flights from Singapore to Chicago

View S$822 flight on Tue, 24 Mar, 2026Opens in a new window

Popular airlines from Singapore Changi Airport (SIN) to Chicago Midway Airport (MDW)

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Cheap Flights from Singapore to Chicago (SIN-MDW)

Prices were available within the past 7 days and start at S$822 for one-way flights and S$1,630 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 19 Mar - Thu, 26 Mar
SIN
Singapore
MDW
Chicago
S$1,630 Return, found 1 day ago
S$1,630
Return
found 1 day ago
Select Delta flight, departing Thu, 19 Mar from Singapore to Chicago, returning Thu, 26 Mar, priced at S$1,630 found 1 day ago
Delta
Thu, 19 Mar - Thu, 26 Mar
SIN
Singapore
MDW
Chicago
S$1,743 Return, found 1 day ago
S$1,743
Return
found 1 day ago
Select Delta flight, departing Thu, 19 Mar from Singapore to Chicago, returning Thu, 26 Mar, priced at S$1,743 found 1 day ago
Delta
Thu, 19 Mar - Thu, 26 Mar
SIN
Singapore
MDW
Chicago
S$1,770 Return, found 1 day ago
S$1,770
Return
found 1 day ago
Select Delta flight, departing Thu, 19 Mar from Singapore to Chicago, returning Thu, 26 Mar, priced at S$1,770 found 1 day ago
Delta
Thu, 19 Mar - Thu, 26 Mar
SIN
Singapore
MDW
Chicago
S$1,800 Return, found 1 day ago
S$1,800
Return
found 1 day ago
Select Delta flight, departing Thu, 19 Mar from Singapore to Chicago, returning Thu, 26 Mar, priced at S$1,800 found 1 day ago
Delta
Thu, 19 Mar - Thu, 26 Mar
SIN
Singapore
MDW
Chicago
S$1,805 Return, found 1 day ago
S$1,805
Return
found 1 day ago
Select Delta flight, departing Thu, 19 Mar from Singapore to Chicago, returning Thu, 26 Mar, priced at S$1,805 found 1 day ago
Delta
Sat, 4 Apr - Thu, 16 Apr
SIN
Singapore
MDW
Chicago
S$1,841 Return, found 3 days ago
S$1,841
Return
found 3 days ago
Select Delta flight, departing Sat, 4 Apr from Singapore to Chicago, returning Thu, 16 Apr, priced at S$1,841 found 3 days ago
Korean Air
Sat, 4 Apr - Thu, 16 Apr
SIN
Singapore
MDW
Chicago
S$1,914 Return, found 3 days ago
S$1,914
Return
found 3 days ago
Select Korean Air flight, departing Sat, 4 Apr from Singapore to Chicago, returning Thu, 16 Apr, priced at S$1,914 found 3 days ago
Asiana Airlines
Thu, 22 Jan - Sun, 25 Jan
SIN
Singapore
MDW
Chicago
S$2,023 Return, found 1 day ago
S$2,023
Return
found 1 day ago
Select Asiana Airlines flight, departing Thu, 22 Jan from Singapore to Chicago, returning Sun, 25 Jan, priced at S$2,023 found 1 day ago
KLM
Thu, 19 Mar - Thu, 26 Mar
SIN
Singapore
MDW
Chicago
S$2,773 Return, found 1 day ago
S$2,773
Return
found 1 day ago
Select KLM flight, departing Thu, 19 Mar from Singapore to Chicago, returning Thu, 26 Mar, priced at S$2,773 found 1 day ago
Air France
Thu, 19 Mar - Thu, 26 Mar
SIN
Singapore
MDW
Chicago
S$2,786 Return, found 1 day ago
S$2,786
Return
found 1 day ago
Select Air France flight, departing Thu, 19 Mar from Singapore to Chicago, returning Thu, 26 Mar, priced at S$2,786 found 1 day ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from S$1,208
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from S$1,208

Frequently asked questions

How much is a flight from SIN to Midway Airport?
Round-trip journeys between SIN and MDW start from S$1,630. 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.
Do I need to pay a cancellation fee if I cancel my flight from Changi Airport (SIN) to MDW?
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.
How do I find cheap flights from SIN to MDW that have flexible change policies?
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.
How far is the flight from Changi Airport (SIN) to Midway Airport?
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.
Which airlines fly direct from Singapore Airport to Midway Intl. Airport (MDW)?
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.
Are Singapore Airport to MDW flight tickets cheaper when they're purchased at the last minute?
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.

Travel information

Origin airport
Changi
Destination airport
Midway Intl.
Airlines serving
Air France, Delta, KLM, Korean Air
Return price
S$1,630
Distance
14986 km

Book with confidence

Perfect flights from Singapore to Chicago

Your Journey from Singapore to Chicago

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Singapore to Chicago

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