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$488+ 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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SIN
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 January 27, 2026.

This Delta deal was found by Cheapflights users on 1/26. 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 9/710:35 am
MDW
-
SIN
2 stops44h 20m
Delta
Wed 9/1610:30 pm
SIN
-
MDW
2 stops27h 00m
Delta
Deal found 1/26$895
This Delta deal was found by Cheapflights users on 1/26. 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.
Sun 9/65:59 pm
MDW
-
SIN
2 stops46h 01m
Delta
Tue 9/151:10 am
SIN
-
MDW
2 stops24h 20m
Delta
Deal found 1/26$900
This Delta deal was found by Cheapflights users on 1/26. 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 9/79:30 am
MDW
-
SIN
2 stops25h 10m
Delta
Sun 9/1310:30 pm
SIN
-
MDW
2 stops47h 08m
Delta
Deal found 1/26$901
This Delta deal was found by Cheapflights users on 1/26. 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.
Sun 9/65:59 pm
MDW
-
SIN
2 stops40h 41m
Delta
Sun 9/1310:30 pm
SIN
-
MDW
2 stops47h 08m
Delta
Deal found 1/26$906
This Delta deal was found by Cheapflights users on 1/26. 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 9/49:30 am
MDW
-
SIN
2 stops30h 30m
Delta
Tue 9/151:10 am
SIN
-
MDW
2 stops24h 20m
Delta
Deal found 1/26$945
This Delta deal was found by Cheapflights users on 1/26. 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 9/79:30 am
MDW
-
SIN
2 stops25h 10m
Delta
Thu 9/101:10 am
SIN
-
MDW
2 stops44h 32m
Delta
Deal found 1/26$950
This Delta deal was found by Cheapflights users on 1/26. 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 9/49:30 am
MDW
-
SIN
2 stops30h 30m
Delta
Sun 9/1310:30 pm
SIN
-
MDW
2 stops47h 08m
Delta
Deal found 1/26$951
This Delta deal was found by Cheapflights users on 1/26. 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.
Sun 9/65:59 pm
MDW
-
SIN
2 stops40h 41m
Delta
Thu 9/101:10 am
SIN
-
MDW
2 stops44h 32m
Delta
Deal found 1/26$956
This Delta deal was found by Cheapflights users on 1/26. 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 9/45:25 pm
MDW
-
SIN
2 stops46h 35m
Delta
Fri 9/111:10 am
SIN
-
MDW
2 stops33h 36m
Delta
Deal found 1/26$995
This Delta deal was found by Cheapflights users on 1/26. 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 9/49:30 am
MDW
-
SIN
2 stops30h 30m
Delta
Thu 9/101:10 am
SIN
-
MDW
2 stops44h 32m
Delta
Deal found 1/26$1,000
This Delta deal was found by Cheapflights users on 1/26. 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.
Sun 9/139:20 am
MDW
-
SIN
2 stops25h 20m
Delta
Wed 9/301:10 am
SIN
-
MDW
2 stops24h 20m
Delta
Deal found 1/26$1,045
This Delta deal was found by Cheapflights users on 1/25. 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 3/179:35 am
MDW
-
SIN
2 stops25h 35m
Delta
Fri 3/2710:40 am
SIN
-
MDW
2 stops36h 16m
Delta
Deal found 1/25$1,049

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 January 27, 2026.

Most accurate provider

AranGrant
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$945
(Delta)

One-way from

$488
(Delta)

Popular in

December

Cheapest in

February

Average price

$989
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. 13% potential increase in price ($177 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($73 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 27, 2026.
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

Sun 3/29

9:30 am-5:00 am

2 stops30h 30m

Singapore Changi

Tue 4/21

7:30 am-10:28 pm

2 stops27h 58m

$945

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 3/16

6:34 pm-12:10 am

2 stops40h 36m

Singapore Changi

Fri 3/27

10:40 am-9:56 am

2 stops36h 16m

$1,055

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 2/28

5:00 pm-12:10 am

2 stops41h 10m

Singapore Changi

Sun 3/8

10:30 pm-6:40 pm

2 stops57h 10m

$1,057

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 3/9

9:35 am-5:00 am

2 stops30h 25m

Singapore Changi

Mon 3/16

10:30 pm-10:31 pm

2 stops37h 01m

$1,093

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 2/28

5:00 pm-12:10 am

2 stops41h 10m

Singapore Changi

Sat 3/7

10:40 am-10:31 pm

2 stops25h 51m

$1,101

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

7:16 pm-12:10 am

2 stops38h 54m

Singapore Changi

Sun 3/8

10:30 pm-10:31 pm

2 stops37h 01m

$1,118

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 4/24

9:27 am-5:00 am

2 stops30h 33m

Singapore Changi

Sat 5/9

7:30 am-9:45 pm

2 stops27h 15m

$1,195

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 3/17

9:35 am-5:00 am

2 stops30h 25m

Singapore Changi

Thu 3/26

10:30 pm-10:31 pm

2 stops37h 01m

$1,195

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 4/20

6:00 am-5:00 am

2 stops34h 00m

Singapore Changi

Mon 5/4

10:30 pm-12:07 pm

2 stops26h 37m

$1,245

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

7:16 pm-12:10 am

2 stops38h 54m

Singapore Changi

Mon 2/16

10:30 pm-11:59 am

2 stops27h 29m

$1,248

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 22 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars

*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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago Midway Airport-Singapore flight deals on Cheapflights vs. AranGrant 90-95% 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 Expedia the most. Expedia 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.

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 30h 30m. 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

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Singapore flights

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