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$468+ Cheap flights from Midway (MDW) to Singapore (SIN)

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SIN
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
1 adult, Economy
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Cheap flight deals from Midway to Singapore

Cheapest flights from Midway to Singapore
Explore the most affordable flight options available from Midway to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 12, 2025.

This Delta deal was found by Cheapflights users on 12/10. 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.
vie. 12/266:00 amMDW - SIN
2 stops33h 00mDelta
dom. 1/410:30 pmSIN - MDW
2 stops31h 59mDelta
Deal found 12/10$1,986
This Delta deal was found by Cheapflights users on 12/10. 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.
jue. 12/256:00 amMDW - SIN
2 stops33h 00mDelta
lun. 1/510:30 pmSIN - MDW
2 stops31h 59mDelta
Deal found 12/10$2,035
This Delta deal was found by Cheapflights users on 12/10. 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.
dom. 12/216:00 amMDW - SIN
2 stops33h 00mDelta
sáb. 12/271:35 amSIN - MDW
2 stops34h 47mDelta
Deal found 12/10$2,062
This Delta deal was found by Cheapflights users on 12/10. 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.
lun. 12/226:00 amMDW - SIN
2 stops33h 00mDelta
lun. 12/2910:30 pmSIN - MDW
2 stops27h 28mDelta
Deal found 12/10$2,328
This Delta deal was found by Cheapflights users on 12/10. 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.
mié. 12/246:00 amMDW - SIN
2 stops33h 00mDelta
dom. 1/410:30 pmSIN - MDW
2 stops31h 59mDelta
Deal found 12/10$2,336
This Delta deal was found by Cheapflights users on 12/10. 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.
dom. 12/216:00 amMDW - SIN
2 stops33h 00mDelta
vie. 1/910:30 pmSIN - MDW
2 stops31h 59mDelta
Deal found 12/10$2,436
This Delta deal was found by Cheapflights users on 12/10. 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.
mar. 12/236:00 amMDW - SIN
2 stops33h 00mDelta
sáb. 1/310:40 amSIN - MDW
2 stops39h 18mDelta
Deal found 12/10$2,664
This Delta deal was found by Cheapflights users on 12/10. 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.
sáb. 12/206:00 amMDW - SIN
2 stops33h 00mDelta
vie. 12/261:35 amSIN - MDW
2 stops34h 47mDelta
Deal found 12/10$2,996
This Air France deal was found by Cheapflights users on 12/10. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/226:08 pmMDW - SIN
2 stops32h 47mMultiple Airlines
sáb. 12/271:40 amSIN - MDW
2 stops28h 40mMultiple Airlines
Deal found 12/10$3,157
This Air France deal was found by Cheapflights users on 12/10. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/216:08 pmMDW - SIN
2 stops24h 52mMultiple Airlines
dom. 12/281:40 amSIN - MDW
2 stops29h 39mMultiple Airlines
Deal found 12/10$3,232
This Delta deal was found by Cheapflights users on 12/10. 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.
sáb. 12/206:00 amMDW - SIN
2 stops33h 00mDelta
dom. 1/410:30 pmSIN - MDW
2 stops37h 37mDelta
Deal found 12/10$3,320
This Air France deal was found by Cheapflights users on 12/9. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/101:50 pmMDW - SIN
2 stops29h 10mMultiple Airlines
mar. 12/161:40 amSIN - MDW
2 stops30h 20mMultiple Airlines
Deal found 12/9$3,399

Find flight deals from Midway to Singapore

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Singapore (SIN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,301
(Delta)

One-way from

$468
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$1,913
Provider with most accurate pricing for Chicago Midway-Singapore Changi flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Singapore Changi flights.
Search Deals
From Chicago Midway to Singapore Changi
Search Deals
One-way flight from Chicago Midway to Singapore Changi
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($211 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($71 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Singapore 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 diciembre 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Singapore that are best for you.

Fly from

Midway

Fly to

Singapore

Route

Depart

Return

Price

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

mié. 3/4

6:00 am-5:00 am

2 stops33h 00m

Singapore Changi

sáb. 3/28

1:35 am-10:29 pm

2 stops33h 54m

$1,301

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

lun. 1/26

10:35 am-1:05 pm

2 stops36h 30m

Singapore Changi

lun. 2/9

2:25 pm-12:40 pm

2 stops36h 15m

$1,320

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

vie. 1/23

7:45 am-1:05 pm

2 stops39h 20m

Singapore Changi

sáb. 1/31

2:25 pm-12:15 pm

2 stops35h 50m

$1,331

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

lun. 2/9

3:40 pm-1:05 pm

3 stops31h 25m

Singapore Changi

sáb. 3/7

3:00 am-8:45 pm

2 stops31h 45m

$1,442

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

vie. 5/22

4:35 pm-12:35 pm

3 stops31h 00m

Singapore Changi

sáb. 6/6

1:45 pm-5:40 am

2 stops28h 55m

$1,521

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

vie. 1/23

6:14 pm-12:10 am

2 stops39h 56m

Singapore Changi

sáb. 1/31

10:30 pm-11:59 am

2 stops27h 29m

$1,572

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

mié. 3/4

11:10 am-1:05 pm

3 stops35h 55m

Singapore Changi

sáb. 3/28

2:00 am-11:55 pm

2 stops34h 55m

$1,596

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

mar. 1/6

6:45 am-5:00 am

2 stops32h 15m

Singapore Changi

dom. 1/18

10:30 pm-11:59 am

2 stops27h 29m

$1,636

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

dom. 1/18

6:30 pm-9:15 am

2 stops48h 45m

$468

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

dom. 1/25

5:01 pm-6:55 am

3 stops47h 54m

$492

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 17 results
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Compare providers for flights from Midway to Singapore

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Singapore in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Singapore flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Singapore flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Singapore flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Singapore flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Singapore flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Singapore

Have a flexible travel schedule? Discover the best time to fly to Singapore from Midway 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 Chicago Midway Airport to Singapore

What is the cheapest time of day to fly from MDW to SIN?

Find hourly flight availability from Midway to Singapore. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 12, 2025.

It’s typically best to fly out from Chicago Midway Airport to Singapore at noon. Doing so could potentially save you 31% on the flight price compared to flying in the morning, which is usually more expensive.

Related info for your journey

Find useful and relevant information for your journey from Midway to Singapore. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Singapore from Chicago Midway?

    If you book a flight to Singapore from Chicago Midway, you will be flying to Changi, which is the city’s only airport. Singapore Changi (SIN) is located 10.5 mi from the center of Singapore. There are 0 flights from Chicago Midway to Changi per day from 0 different airlines.

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

    Airlines like Delta fly from Chicago Midway Airport to Singapore in about 33h. The time it takes to get you to your destination can typically vary by up to . The distance between Chicago Midway Airport and Singapore is about 9360 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Singapore 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

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Alternative routes for Midway to Singapore

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