Cheap flights from Singapore to Chicago Midway Airport from S$ 747
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 15-10. Fares are subject to change and may not be available on all flights or dates of travel.
Cheap flight deals from Singapore to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Singapore (SIN) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 19 August 2025.
Round-trip from | S$ 1,252 |
|---|---|
One-way from | S$ 747 |
Popular in | January |
Cheapest in | October |
Average price | S$ 1,599 |
Find flight deals from Singapore to Midway
Cheapest flights from Singapore to MidwayExplore the most affordable flight options available from Singapore to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 19 August 2025.
Explore the most affordable flight options available from Singapore to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 19 August 2025.
Cheapflights Fare Finder
Use the filters below to find and compare flights from Singapore to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
SingaporeChicago
SIN - MDW
SINMDW
Singapore Changi
Mon 15-9
22:30-12:28
2 stops26h 58m
Chicago Midway
Fri 26-9
09:35-05:00
2 stops30h 25m
SingaporeChicago
SIN - MDW
SINMDW
Singapore Changi
Tue 16-9
01:10-12:28
2 stops24h 18m
Chicago Midway
Sun 28-9
18:30-23:40
2 stops40h 10m
SingaporeChicago
SIN - MDW
SINMDW
Singapore Changi
Tue 16-9
22:30-18:35
2 stops33h 05m
Chicago Midway
Fri 26-9
09:35-05:00
2 stops30h 25m
SingaporeChicago
SIN - MDW
SINMDW
Singapore Changi
Mon 15-9
01:10-12:28
2 stops24h 18m
Chicago Midway
Sun 28-9
18:30-23:40
2 stops40h 10m
SingaporeChicago
SIN - MDW
SINMDW
Singapore Changi
Tue 9-9
22:30-12:28
2 stops26h 58m
Chicago Midway
Sun 14-9
12:43-19:55
2 stops42h 12m
SingaporeChicago
SIN - MDW
SINMDW
Singapore Changi
Wed 17-9
07:30-21:36
2 stops27h 06m
Chicago Midway
Fri 26-9
09:35-05:00
2 stops30h 25m
SingaporeChicago
SIN - MDW
SINMDW
Singapore Changi
Tue 9-9
01:10-12:28
2 stops24h 18m
Chicago Midway
Mon 29-9
09:35-05:00
2 stops30h 25m
SingaporeChicago
SIN - MDW
SINMDW
Singapore Changi
Mon 15-9
01:10-12:28
2 stops24h 18m
Chicago Midway
Mon 29-9
09:20-23:40
2 stops25h 20m
SingaporeChicago
SIN - MDW
SINMDW
Singapore Changi
Thu 11-9
07:30-21:36
2 stops27h 06m
Chicago Midway
Mon 29-9
09:20-23:40
2 stops25h 20m
SingaporeChicago
SIN - MDW
SINMDW
Singapore Changi
Wed 10-9
01:10-12:28
2 stops24h 18m
Chicago Midway
Fri 26-9
09:35-05:00
2 stops30h 25m
Best time to book a flight from Singapore to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Singapore with our price prediction graph.
Related info for your journey
Find useful and relevant information for your journey from Singapore to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Singapore to Midway
See prices for flight routes from nearby airports that may be better suited for you.
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How does Cheapflights help users find flights from Singapore to Midway?
Cheapflights makes it easy to find Singapore to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from Singapore to Midway?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Singapore.
Can Cheapflights find flights from Singapore to Midway with no change fees?
Cheapflights does show flights with no change fees to all users. To see these options for flights from Singapore to Midway, users can toggle the no change fees filter when performing a flight search.
Can Cheapflights notify me if prices for flights from Singapore to Midway become cheaper?
Not ready to book yet? You can track prices for flights from Singapore to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.