HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$634+ Cheap flights from Singapore to Midway (MDW)

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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — MDW
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Singapore to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Singapore to Midway

Cheapest flights from Singapore to Midway
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 October 28, 2025.

This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2510:40 amSIN - MDW
2 stops37h 12mDelta
Tue 12/26:00 amMDW - SIN
2 stops33h 00mDelta
Deal found 10/28$1,062
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2410:40 amSIN - MDW
2 stops27h 00mDelta
Mon 12/16:00 amMDW - SIN
2 stops33h 00mDelta
Deal found 10/27$1,364
This EVA Air deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/103:45 pmSIN - MDW
2 stops27h 30mMultiple Airlines
Mon 11/246:05 pmMDW - SIN
2 stops28h 00mMultiple Airlines
Deal found 10/28$1,378
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1710:30 pmSIN - MDW
2 stops27h 22mDelta
Mon 12/16:00 amMDW - SIN
2 stops33h 00mDelta
Deal found 10/26$1,503
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/171:35 amSIN - MDW
2 stops36h 05mDelta
Tue 12/26:00 amMDW - SIN
2 stops33h 00mDelta
Deal found 10/26$1,522
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2110:40 amSIN - MDW
2 stops27h 00mDelta
Fri 11/286:00 amMDW - SIN
2 stops33h 00mDelta
Deal found 10/26$1,553
This EVA Air deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/143:45 pmSIN - MDW
2 stops27h 30mMultiple Airlines
Sun 11/166:05 pmMDW - SIN
2 stops28h 00mMultiple Airlines
Deal found 10/26$1,724
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1310:30 pmSIN - MDW
2 stops27h 22mDelta
Thu 11/276:00 amMDW - SIN
2 stops28h 10mDelta
Deal found 10/26$1,806
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:40 amSIN - MDW
2 stops25h 42mDelta
Tue 1/135:31 pmMDW - SIN
2 stops36h 54mDelta
Deal found 10/26$1,817
This KLM deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/161:40 amSIN - MDW
2 stops28h 59mKLM
Mon 12/15:34 pmMDW - SIN
2 stops32h 41mKLM
Deal found 10/26$2,089
This KLM deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/221:40 amSIN - MDW
2 stops28h 44mKLM
Tue 1/135:31 pmMDW - SIN
2 stops32h 44mKLM
Deal found 10/26$2,159
This KLM deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/121:40 amSIN - MDW
2 stops28h 58mMultiple Airlines
Thu 11/275:34 pmMDW - SIN
2 stops33h 21mMultiple Airlines
Deal found 10/26$2,230

Cheap flight deals from Singapore to Midway

Keep the following information in mind while searching for Singapore to Midway flight deals. Data was last updated October 28, 2025.

Round-trip from

$1,062
(Delta)

One-way from

$634
(Delta)

Popular in

January

Cheapest in

October

Average price

$919
From Singapore to Chicago Midway
Search Deals
One-way flight from Singapore to Chicago Midway
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($138 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Singapore to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
Use the filters below to find and compare flights from Singapore to Chicago Midway Airport that are best for you.

Fly from

Singapore

Fly to

Midway

Route

Depart

Return

Price

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Tue 11/25

10:40 am-9:52 am

2 stops37h 12m

Chicago Midway

Tue 12/2

6:00 am-5:00 am

2 stops33h 00m

$1,062

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Wed 4/15

1:10 am-8:38 am

2 stops44h 28m

Chicago Midway

Mon 4/20

9:20 am-5:00 am

2 stops30h 40m

$1,089

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Tue 2/10

10:40 am-10:26 pm

2 stops25h 46m

Chicago Midway

Fri 2/20

6:00 am-5:00 am

2 stops33h 00m

$1,196

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 11/24

10:40 am-11:40 pm

2 stops27h 00m

Chicago Midway

Mon 12/1

6:00 am-5:00 am

2 stops33h 00m

$1,364

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Sat 1/31

1:35 am-10:26 pm

2 stops34h 51m

$634

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Thu 12/25

10:30 pm-10:22 pm

2 stops37h 52m

$634

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Sun 1/25

1:35 am-10:26 pm

2 stops34h 51m

$634

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Tue 1/27

1:35 am-10:26 pm

2 stops34h 51m

$634

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 1/26

1:35 am-10:26 pm

2 stops34h 51m

$634

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Thu 1/29

10:30 pm-10:26 pm

2 stops37h 56m

$634

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 14 results
1
2

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.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Singapore to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

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.

  • How long is the flight from Singapore to Chicago Midway Airport?

    A quick flight from Singapore to Chicago Midway Airport can take about 37h 12m. Delta provides one of the quickest options available for as low as $1,062. There are 9360 mi between Singapore and Chicago Midway Airport.

  • Can I find deals for flights from Singapore to Midway that include hotel bookings?

    Yes. In addition to deals on Singapore to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Singapore to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Singapore to Midway.

  • Can I find deals for business class flights from Singapore to Midway?

    Yes. Cheapflights offers flight deals from Singapore to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Singapore to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Taiwan Taoyuan Intl to O'Hare Intl flights
Incheon Intl to O'Hare Intl flights
Haneda to O'Hare Intl flights
New Delhi to O'Hare Intl flights
Narita to O'Hare Intl flights
Hyderabad to O'Hare Intl flights
Suvarnabhumi to O'Hare Intl flights
Manila to O'Hare Intl flights
Hong Kong to O'Hare Intl flights
Capital to O'Hare Intl flights
Incheon Intl to Midway flights
Bangalore to O'Hare Intl flights
Ahmedabad to O'Hare Intl flights
Mumbai to O'Hare Intl flights
Chennai to O'Hare Intl flights
Gimpo Intl to O'Hare Intl flights
Karachi to O'Hare Intl flights
Lahore to O'Hare Intl flights
Suvarnabhumi to Midway flights
Ho Chi Minh City to O'Hare Intl flights
Soekarno-Hatta Intl to O'Hare Intl flights
Singapore to O'Hare Intl flights
Guangzhou to O'Hare Intl flights
Haneda to Midway flights
Hongqiao Intl to O'Hare Intl flights
Kolkata to O'Hare Intl flights
Narita to Midway flights
Chubu Centrair Intl to O'Hare Intl flights
Cochin to O'Hare Intl flights
Tashkent to O'Hare Intl flights
Kuala Lumpur Intl to O'Hare Intl flights
Hong Kong to Midway flights
Kansai Intl to O'Hare Intl flights
Okinawa to O'Hare Intl flights
Amritsar to O'Hare Intl flights
Pu Dong to O'Hare Intl flights
Osaka Itami to O'Hare Intl flights
Cebu City to O'Hare Intl flights
Islamabad to O'Hare Intl flights
Kathmandu to O'Hare Intl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.