S$663 Cheap Flights from Chicago to Singapore

View S$663 flight on Sun, 16 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$663 for one-way flights and S$1,872 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, 29 May - Sat, 13 Jun
MDW
Chicago
SIN
Singapore
S$1,872 Return, found 1 day ago
S$1,872
Return
found 1 day ago
Select Delta flight, departing Fri, 29 May from Chicago to Singapore, returning Sat, 13 Jun, priced at S$1,872 found 1 day ago
Delta
Fri, 29 May - Sat, 13 Jun
MDW
Chicago
SIN
Singapore
S$1,906 Return, found 1 day ago
S$1,906
Return
found 1 day ago
Select Delta flight, departing Fri, 29 May from Chicago to Singapore, returning Sat, 13 Jun, priced at S$1,906 found 1 day ago
Delta
Fri, 29 May - Sat, 13 Jun
MDW
Chicago
SIN
Singapore
S$2,002 Return, found 1 day ago
S$2,002
Return
found 1 day ago
Select Delta flight, departing Fri, 29 May from Chicago to Singapore, returning Sat, 13 Jun, priced at S$2,002 found 1 day ago
Delta
Fri, 29 May - Sat, 13 Jun
MDW
Chicago
SIN
Singapore
S$2,004 Return, found 1 day ago
S$2,004
Return
found 1 day ago
Select Delta flight, departing Fri, 29 May from Chicago to Singapore, returning Sat, 13 Jun, priced at S$2,004 found 1 day ago
Delta
Fri, 29 May - Sat, 13 Jun
MDW
Chicago
SIN
Singapore
S$2,147 Return, found 1 day ago
S$2,147
Return
found 1 day ago
Select Delta flight, departing Fri, 29 May from Chicago to Singapore, returning Sat, 13 Jun, priced at S$2,147 found 1 day ago
Delta
Fri, 29 May - Sat, 13 Jun
MDW
Chicago
SIN
Singapore
S$2,182 Return, found 1 day ago
S$2,182
Return
found 1 day ago
Select Delta flight, departing Fri, 29 May from Chicago to Singapore, returning Sat, 13 Jun, priced at S$2,182 found 1 day ago
Air France
Fri, 29 May - Sat, 13 Jun
MDW
Chicago
SIN
Singapore
S$2,193 Return, found 1 day ago
S$2,193
Return
found 1 day ago
Select Air France flight, departing Fri, 29 May from Chicago to Singapore, returning Sat, 13 Jun, priced at S$2,193 found 1 day ago
Air France
Fri, 29 May - Sat, 13 Jun
MDW
Chicago
SIN
Singapore
S$2,200 Return, found 1 day ago
S$2,200
Return
found 1 day ago
Select Air France flight, departing Fri, 29 May from Chicago to Singapore, returning Sat, 13 Jun, priced at S$2,200 found 1 day ago
KLM
Fri, 29 May - Sat, 13 Jun
MDW
Chicago
SIN
Singapore
S$2,390 Return, found 1 day ago
S$2,390
Return
found 1 day ago
Select KLM flight, departing Fri, 29 May from Chicago to Singapore, returning Sat, 13 Jun, priced at S$2,390 found 1 day ago
Korean Air
Fri, 29 May - Sat, 13 Jun
MDW
Chicago
SIN
Singapore
S$2,676 Return, found 1 day ago
S$2,676
Return
found 1 day ago
Select Korean Air flight, departing Fri, 29 May from Chicago to Singapore, returning Sat, 13 Jun, priced at S$2,676 found 1 day ago

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Chicago to Singapore route information
Origin airport
Midway Intl.
Destination airport
Changi
Airlines serving
Air France, Delta, KLM, Korean Air
Return price
S$1,871
Distance
14986 km

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, Air France, KLM, Korean Air. 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$663 and roundtrip prices from S$1,872*.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to Singapore with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Singapore

Picture yourself stepping off the plane in Singapore and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to Singapore Flight

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.
 

Beyond the Flight – Exploring Singapore

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

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to Singapore with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

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$1,872. 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.

Explore a world of travel with Expedia

Chicago Airports

Chicago

O'Hare Intl. to Singapore
S$970.10
*Available to Expedia members.