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$488+ Cheap flights from Midway (MDW) to Singapore

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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SIN
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
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 26, 2026.

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
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.
Mon 3/166:34 pm
MDW
-
SIN
2 stops40h 36m
Delta
Fri 3/2710:40 am
SIN
-
MDW
2 stops36h 16m
Delta
Deal found 1/25$1,055
This Delta deal was found by Cheapflights users on 1/24. 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.
Sat 2/285:00 pm
MDW
-
SIN
2 stops41h 10m
Delta
Sun 3/810:30 pm
SIN
-
MDW
2 stops57h 10m
Delta
Deal found 1/24$1,057
This Delta deal was found by Cheapflights users on 1/24. 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 3/99:35 am
MDW
-
SIN
2 stops30h 25m
Delta
Mon 3/1610:30 pm
SIN
-
MDW
2 stops37h 01m
Delta
Deal found 1/24$1,093
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.
Thu 11/196:00 am
MDW
-
SIN
2 stops33h 00m
Delta
Fri 11/2710:30 pm
SIN
-
MDW
2 stops27h 26m
Delta
Deal found 1/26$1,095
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.
Mon 3/166:34 pm
MDW
-
SIN
2 stops40h 36m
Delta
Tue 3/3110:30 pm
SIN
-
MDW
2 stops26h 59m
Delta
Deal found 1/25$1,098
This Delta deal was found by Cheapflights users on 1/24. 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.
Sat 2/285:00 pm
MDW
-
SIN
2 stops41h 10m
Delta
Sat 3/710:40 am
SIN
-
MDW
2 stops25h 51m
Delta
Deal found 1/24$1,101
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 2/96:35 pm
MDW
-
SIN
2 stops39h 35m
Delta
Sun 3/810:30 pm
SIN
-
MDW
2 stops37h 01m
Delta
Deal found 1/26$1,118
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
Wed 3/2510:40 am
SIN
-
MDW
2 stops35h 10m
Delta
Deal found 1/25$1,119
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 9/46:00 am
MDW
-
SIN
2 stops34h 00m
Delta
Fri 9/1110:30 pm
SIN
-
MDW
2 stops26h 24m
Delta
Deal found 1/26$1,145
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.
Tue 3/179:35 am
MDW
-
SIN
2 stops30h 25m
Delta
Thu 3/2610:30 pm
SIN
-
MDW
2 stops37h 01m
Delta
Deal found 1/26$1,195
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.
Wed 3/116:00 am
MDW
-
SIN
2 stops34h 00m
Delta
Wed 3/1810:40 am
SIN
-
MDW
2 stops24h 51m
Delta
Deal found 1/25$1,243

Find flight deals from Midway to Singapore

Keep the following information in mind while searching for Midway to Singapore flight deals. Data was last updated January 26, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,049
(Delta)

One-way from

$488
(Delta)

Popular in

December

Cheapest in

February

Average price

$989
Provider with most accurate pricing for Chicago (CHI)-Singapore Changi flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Singapore Changi flights.
Search Deals
From Chicago Midway to Singapore
Search Deals
One-way flight from Chicago Midway to Singapore
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 26, 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

Tue 3/17

9:35 am-12:10 am

2 stops25h 35m

Singapore Changi

Fri 3/27

10:40 am-9:56 am

2 stops36h 16m

$1,049

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

Sat 4/11

3:20 pm-12:35 pm

2 stops32h 15m

Singapore Changi

Sun 4/19

1:45 pm-5:50 am

2 stops29h 05m

$1,277

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 20 results
1
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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
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 Midway to Singapore. 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 Chicago Midway Airport to Singapore?

    Airlines like Delta fly from Chicago Midway Airport to Singapore in about 25h 35m. 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

Browse thousands of different options on Cheapflights for your next trip

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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.
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