￥99,960 Cheap Flights from Singapore (SIN) to Chicago (MDW)

View ￥99,960 flight on Sat, Feb 21, 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 ￥99,960 for one-way flights and ￥215,200 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Apr 29 - Tue, May 5
SIN
Singapore
MDW
Chicago
￥215,200 Roundtrip, found 5 days ago
￥215,200
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Apr 29 from Singapore to Chicago, returning Tue, May 5, priced at ￥215,200 found 5 days ago

Frequently asked questions

How much is a flight from SIN to MDW?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip flight between Singapore Airport and MDW was ￥215,200. Fares this cheap don't last forever, 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 Changi Airport (SIN) to Midway Intl. Airport (MDW)?
Each air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from Changi Airport 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 SIN 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 MDW?
The distance is around 15,100 kilometers, so pack your carry-on luggage with all you need to make the long journey comfortable. Not sure what to take on board your Singapore to Chicago flight? Earplugs, a sleep mask and a neck pillow are a few essentials.
Which airlines fly direct from Singapore Airport to MDW?
Flying directly between Changi Airport (SIN) and MDW isn't possible right now. However, you'll still be able to find a flight to Chicago with at least one stop.
Are Changi Airport (SIN) to MDW flight tickets cheaper when they're purchased at the last minute?
Flight prices from Changi Airport (SIN) to Chicago Airport are available up to 12 months prior to departure on Expedia. And although you may nab fantastic last-minute deals, it's never something you can count on. Also, booking your flights in advance means you'll have more choices — and you can avoid getting trapped in the dreaded middle seat! We're constantly updating our fares to make sure you get the biggest bargains, so keep checking in for all the latest specials.

Travel information

Origin airport
Changi
Destination airport
Midway Intl.
Roundtrip price
￥215,200
Distance
14986 km

Book with confidence

Singapore to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Singapore to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with SIN to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Singapore for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Singapore to Chicago Flights
*Available to Expedia members.