Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 321,000 hotels worldwide and 400 airlines worldwide.

Secure incredible value with Expedia's Price Guarantee.

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheap MDW to SIN Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago

$528.46

Cheap MDW to SIN Flights

Question : How many days should you spend in Singapore?
Answer : Over the next two months, passengers from MDW to SIN are planning on staying for 12 days on average.

Question : Is the price you found a good deal?
Answer : Flight prices fluctuate more than most routes from the United States for MDW to SIN. They range from $1,299 to $3,253. However, the sooner you book, the better price you tend to get.

Question : What is the cheapest round-trip ticket you can get to Singapore?
Answer : Ticket costs are hitting as high as $3,253 over the next three months when flying to SIN from MDW. Check out KLM, as they have been booking customers at just $1,299.

Chicago to Singapore 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 Chicago to Singapore 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 Singapore.

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 MDW to SIN flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago 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 SIN 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.