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$627+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — MDW
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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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 July 31, 2025.

Round-trip from

$970
(Delta)

One-way from

$627
(Delta)

Popular in

January

Cheapest in

October

Average price

$1,190
From Singapore to Chicago Midway
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One-way flight from Singapore to Chicago Midway
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Highest demand for flights based on searches. 7% potential increase in price ($95 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 31, 2025.

This Delta deal was found by Cheapflights users on 7/31. 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 9/71:10 amSIN - MDW
2 stops30h 27mDelta
Mon 9/159:35 amMDW - SIN
2 stops30h 25mDelta
Deal found 7/31$970
This Korean Air deal was found by Cheapflights users on 7/31. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/111:10 amSIN - MDW
2 stops24h 18mMultiple Airlines
Sun 8/319:31 amMDW - SIN
2 stops25h 09mMultiple Airlines
Deal found 7/31$1,970
This KLM deal was found by Cheapflights users on 7/31. 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.
Fri 9/512:40 amSIN - MDW
2 stops27h 48mKLM
Sat 9/137:15 pmMDW - SIN
2 stops31h 15mKLM
Deal found 7/31$2,068
This Korean Air deal was found by Cheapflights users on 7/30. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/211:10 amSIN - MDW
2 stops33h 26mKorean Air
Mon 11/246:00 amMDW - SIN
2 stops28h 10mKorean Air
Deal found 7/30$4,741

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 July 31, 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

Sun 9/7

1:10 am-6:37 pm

2 stops30h 27m

Chicago Midway

Mon 9/15

9:35 am-5:00 am

2 stops30h 25m

$970

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 8/11

1:10 am-12:28 pm

2 stops24h 18m

Chicago Midway

Sun 8/31

9:31 am-11:40 pm

2 stops25h 09m

$1,970

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Fri 9/5

12:40 am-3:28 pm

2 stops27h 48m

Chicago Midway

Sat 9/13

7:15 pm-3:30 pm

2 stops31h 15m

$2,068

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Sun 9/21

1:10 am-9:36 pm

2 stops33h 26m

Chicago Midway

Mon 11/24

6:00 am-12:10 am

2 stops28h 10m

$4,741

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Sat 1/17

1:30 am-12:01 pm

2 stops48h 31m

$627

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Wed 11/26

12:40 am-10:05 am

3 stops47h 25m

$721

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Tue 11/25

1:30 am-12:32 pm

2 stops25h 02m

$1,296

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Thu 1/1

1:40 am-4:23 pm

2 stops28h 43m

$1,869

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from Singapore to Chicago Midway Airport, such as Korean Air, Delta, and KLM. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Korean Air
8.4
Very good
1,121 reviews

Comfort

8.2

Crew

8.7

Food

8.1

Overall

8.4

Boarding

8.5

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.
Korean Air
8.4
Very good
1,121 reviews
Korean Air
8.4
Very good
1,121 reviews

Comfort

8.2

Crew

8.7

Food

8.1

Overall

8.4

Boarding

8.5

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.
Delta
8.0
Very good
7,981 reviews
Korean Air
8.4
Very good
1,121 reviews

Comfort

8.2

Crew

8.7

Food

8.1

Overall

8.4

Boarding

8.5

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.
KLM
7.8
Good
1,383 reviews
Korean Air
8.4
Very good
1,121 reviews

Comfort

8.2

Crew

8.7

Food

8.1

Overall

8.4

Boarding

8.5

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.

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.

  • What are the cheapest airlines to fly from Singapore to Chicago Midway Airport one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $627. Korean Air flights start at $1,296 while deals on KLM start at $1,869 one-way.

  • 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.

  • What is the cheapest month to book a flight from Singapore to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Singapore to Chicago Midway Airport (average of $160). Flying from Singapore to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Benton Harbor
Porter
Valparaiso
Chesterton

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