S$756 Cheap Flights from Singapore to Chicago

View S$756 flight on Wed, 11 Nov, 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$756 for one-way flights and S$1,562 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Asiana Airlines
Wed, 7 Oct - Tue, 13 Oct
SIN
Singapore
MDW
Chicago
S$1,562 Return, found 3 days ago
S$1,562
Return
found 3 days ago
Select Asiana Airlines flight, departing Wed, 7 Oct from Singapore to Chicago, returning Tue, 13 Oct, priced at S$1,562 found 3 days ago
Asiana Airlines
Wed, 7 Oct - Thu, 15 Oct
SIN
Singapore
MDW
Chicago
S$1,829 Return, found 3 days ago
S$1,829
Return
found 3 days ago
Select Asiana Airlines flight, departing Wed, 7 Oct from Singapore to Chicago, returning Thu, 15 Oct, priced at S$1,829 found 3 days ago
Delta
Wed, 7 Oct - Thu, 15 Oct
SIN
Singapore
MDW
Chicago
S$1,884 Return, found 3 days ago
S$1,884
Return
found 3 days ago
Select Delta flight, departing Wed, 7 Oct from Singapore to Chicago, returning Thu, 15 Oct, priced at S$1,884 found 3 days ago
Delta
Fri, 12 Jun - Fri, 18 Sept
SIN
Singapore
MDW
Chicago
S$2,411 Return, found 1 day ago
S$2,411
Return
found 1 day ago
Select Delta flight, departing Fri, 12 Jun from Singapore to Chicago, returning Fri, 18 Sept, priced at S$2,411 found 1 day ago
Delta
Fri, 12 Jun - Fri, 18 Sept
SIN
Singapore
MDW
Chicago
S$2,441 Return, found 1 day ago
S$2,441
Return
found 1 day ago
Select Delta flight, departing Fri, 12 Jun from Singapore to Chicago, returning Fri, 18 Sept, priced at S$2,441 found 1 day ago
Delta
Thu, 28 May - Wed, 10 Jun
SIN
Singapore
MDW
Chicago
S$2,501 Return, found 6 days ago
S$2,501
Return
found 6 days ago
Select Delta flight, departing Thu, 28 May from Singapore to Chicago, returning Wed, 10 Jun, priced at S$2,501 found 6 days ago
Korean Air
Fri, 12 Jun - Fri, 18 Sept
SIN
Singapore
MDW
Chicago
S$2,513 Return, found 1 day ago
S$2,513
Return
found 1 day ago
Select Korean Air flight, departing Fri, 12 Jun from Singapore to Chicago, returning Fri, 18 Sept, priced at S$2,513 found 1 day ago
Korean Air
Fri, 12 Jun - Fri, 18 Sept
SIN
Singapore
MDW
Chicago
S$2,514 Return, found 1 day ago
S$2,514
Return
found 1 day ago
Select Korean Air flight, departing Fri, 12 Jun from Singapore to Chicago, returning Fri, 18 Sept, priced at S$2,514 found 1 day ago
KLM
Fri, 12 Jun - Fri, 18 Sept
SIN
Singapore
MDW
Chicago
S$3,092 Return, found 1 day ago
S$3,092
Return
found 1 day ago
Select KLM flight, departing Fri, 12 Jun from Singapore to Chicago, returning Fri, 18 Sept, priced at S$3,092 found 1 day ago
Air France
Fri, 12 Jun - Fri, 18 Sept
SIN
Singapore
MDW
Chicago
S$4,192 Return, found 1 day ago
S$4,192
Return
found 1 day ago
Select Air France flight, departing Fri, 12 Jun from Singapore to Chicago, returning Fri, 18 Sept, priced at S$4,192 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$1,478
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from S$1,478

Frequently asked questions

How much is a flight from SIN to Midway Airport?
Round-trip journeys between SIN and MDW start from S$1,562. 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$1,561
Distance
14986 km

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