S$747 Cheap Flights from Chicago to Singapore

View S$747 flight on Thu, 27 Aug, 2026Opens in a new window

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

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Cheap Flights from Chicago to Singapore (MDW-SIN)

Prices were available within the past 7 days and start at S$747 for one-way flights and S$1,536 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, 27 Apr - Wed, 6 May
MDW
Chicago
SIN
Singapore
S$1,536 Return, found 3 days ago
S$1,536
Return
found 3 days ago
Select Delta flight, departing Mon, 27 Apr from Chicago to Singapore, returning Wed, 6 May, priced at S$1,536 found 3 days ago
Delta
Mon, 27 Apr - Wed, 6 May
MDW
Chicago
SIN
Singapore
S$1,589 Return, found 3 days ago
S$1,589
Return
found 3 days ago
Select Delta flight, departing Mon, 27 Apr from Chicago to Singapore, returning Wed, 6 May, priced at S$1,589 found 3 days ago
Delta
Mon, 27 Apr - Wed, 6 May
MDW
Chicago
SIN
Singapore
S$1,730 Return, found 3 days ago
S$1,730
Return
found 3 days ago
Select Delta flight, departing Mon, 27 Apr from Chicago to Singapore, returning Wed, 6 May, priced at S$1,730 found 3 days ago
Korean Air
Mon, 27 Apr - Wed, 6 May
MDW
Chicago
SIN
Singapore
S$1,731 Return, found 3 days ago
S$1,731
Return
found 3 days ago
Select Korean Air flight, departing Mon, 27 Apr from Chicago to Singapore, returning Wed, 6 May, priced at S$1,731 found 3 days ago
Delta
Mon, 27 Apr - Wed, 6 May
MDW
Chicago
SIN
Singapore
S$1,782 Return, found 3 days ago
S$1,782
Return
found 3 days ago
Select Delta flight, departing Mon, 27 Apr from Chicago to Singapore, returning Wed, 6 May, priced at S$1,782 found 3 days ago
Delta
Mon, 27 Apr - Wed, 6 May
MDW
Chicago
SIN
Singapore
S$1,784 Return, found 3 days ago
S$1,784
Return
found 3 days ago
Select Delta flight, departing Mon, 27 Apr from Chicago to Singapore, returning Wed, 6 May, priced at S$1,784 found 3 days ago
Delta
Mon, 27 Apr - Wed, 6 May
MDW
Chicago
SIN
Singapore
S$1,786 Return, found 3 days ago
S$1,786
Return
found 3 days ago
Select Delta flight, departing Mon, 27 Apr from Chicago to Singapore, returning Wed, 6 May, priced at S$1,786 found 3 days ago
Korean Air
Mon, 27 Apr - Wed, 6 May
MDW
Chicago
SIN
Singapore
S$1,787 Return, found 3 days ago
S$1,787
Return
found 3 days ago
Select Korean Air flight, departing Mon, 27 Apr from Chicago to Singapore, returning Wed, 6 May, priced at S$1,787 found 3 days ago
Delta
Mon, 27 Apr - Wed, 6 May
MDW
Chicago
SIN
Singapore
S$1,837 Return, found 3 days ago
S$1,837
Return
found 3 days ago
Select Delta flight, departing Mon, 27 Apr from Chicago to Singapore, returning Wed, 6 May, priced at S$1,837 found 3 days ago
KLM
Tue, 12 May - Fri, 21 Aug
MDW
Chicago
SIN
Singapore
S$2,914 Return, found 5 days ago
S$2,914
Return
found 5 days ago
Select KLM flight, departing Tue, 12 May from Chicago to Singapore, returning Fri, 21 Aug, priced at S$2,914 found 5 days ago

Frequently asked questions

How much is a flight from Chicago Airport to SIN?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip journey from Chicago Airport to Changi Airport was S$1,536. Great fares don't last long, so make sure you book yours ASAP. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from MDW to Singapore Airport?
This differs between air carriers, as each has its own terms and conditions. Head to the Customer Service Portal, where there are easy instructions on how to cancel your flight online.
How do I find cheap flights from Midway Airport to Changi Airport 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 MDW to Singapore Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from MDW to Changi Airport?
The distance is around 15,100 kilometres, so fill your carry-on luggage with all the things you need to make your journey comfortable. Wondering what to take on board your Chicago to Singapore flight? A sleep mask, earplugs and a travel pillow are among the essentials.
Which airlines fly direct from MDW to Singapore Airport?
Flying nonstop between Midway Airport and Singapore Airport isn't possible right now. However, you'll still be able to find a flight to Singapore with at least one stop.
Are Midway Intl. Airport (MDW) to Singapore Airport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Midway Intl. Airport (MDW) to Changi Airport (SIN) last minute could save you some serious cash. However, it might cost you a whole lot more! If you'd prefer not to take any chances, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to 12 months in advance. If your preferred air carrier hasn't released tickets yet, check back often as deals are updated on Expedia all the time.

Travel information

Origin airport
Midway Intl.
Destination airport
Changi
Airlines serving
Delta, Korean Air
Return price
S$1,535
Distance
14986 km

Book with confidence

Perfect flights from Chicago to Singapore

Your Journey from Chicago to Singapore

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Singapore caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, Korean Air, KLM. Our selection of flights from Midway Intl. to Changi caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Chicago to Singapore Flights

Experience the joy of finding cheap flights from Midway Intl. to Changi that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$747 and roundtrip prices from S$1,536*.
 

Pre-Flight Essentials

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Experience the Vibrant Singapore

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Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Singapore.
 

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With Expedia, your adventure extends beyond the flight. Explore Singapore at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Chicago to Singapore with Confidence

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

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