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$546+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SIN
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap 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 July 29, 2025.

Round-trip from

$1,139
(Delta)

One-way from

$546
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$1,427
From Chicago Midway to Singapore Changi
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One-way flight from Chicago Midway to Singapore Changi
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Highest demand for flights based on searches. 12% potential increase in price ($168 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($57 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 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 July 29, 2025.

This Delta deal was found by Cheapflights users on 7/29. 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 8/269:15 amMDW - SIN
2 stops25h 25mDelta
Tue 9/210:30 pmSIN - MDW
2 stops33h 07mDelta
Deal found 7/29$1,139
This Flysmarter deal was found by Cheapflights users on 7/27. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/189:15 amMDW - SIN
2 stops25h 25mKorean Air
Mon 9/11:10 amSIN - MDW
2 stops24h 18mKorean Air
Deal found 7/27$1,456
This Korean Air deal was found by Cheapflights users on 7/27. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/19:30 amMDW - SIN
2 stops25h 10mMultiple Airlines
Sun 9/211:10 amSIN - MDW
2 stops24h 18mMultiple Airlines
Deal found 7/27$1,473
This KLM deal was found by Cheapflights users on 7/28. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/277:15 pmMDW - SIN
2 stops31h 15mKLM
Sun 10/512:40 amSIN - MDW
2 stops28h 29mKLM
Deal found 7/28$1,763

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 July 29, 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

Tue 8/26

9:15 am-11:40 pm

2 stops25h 25m

Singapore Changi

Tue 9/2

10:30 pm-6:37 pm

2 stops33h 07m

$1,139

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 8/18

9:15 am-11:40 pm

2 stops25h 25m

Singapore Changi

Mon 9/1

1:10 am-12:28 pm

2 stops24h 18m

$1,456

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 9/1

9:30 am-11:40 pm

2 stops25h 10m

Singapore Changi

Sun 9/21

1:10 am-12:28 pm

2 stops24h 18m

$1,473

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 9/27

7:15 pm-3:30 pm

2 stops31h 15m

Singapore Changi

Sun 10/5

12:40 am-4:09 pm

2 stops28h 29m

$1,763

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 10/27

6:15 pm-11:55 am

2 stops28h 40m

$546

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 8/20

9:15 am-5:00 am

2 stops30h 45m

$637

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 10/27

6:00 am-12:10 am

2 stops29h 10m

$17,588

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 July 29, 2025.

When flying from Chicago Midway Airport to Singapore, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Singapore

Get insights into the airlines that provide service to Singapore. 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 Singapore. Reviews last updated July 29, 2025.
Get a feel of what it's like to fly with Korean Air, Delta, and KLM from Chicago Midway Airport to Singapore by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Korean Air
8.4
Very good
1,121 reviews

Comfort

8.2

Entertainment

8.2

Boarding

8.5

Food

8.1

Crew

8.7

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.
Korean Air
8.4
Very good
1,121 reviews
Korean Air
8.4
Very good
1,121 reviews

Comfort

8.2

Entertainment

8.2

Boarding

8.5

Food

8.1

Crew

8.7

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.
Delta
8.0
Very good
7,977 reviews
Korean Air
8.4
Very good
1,121 reviews

Comfort

8.2

Entertainment

8.2

Boarding

8.5

Food

8.1

Crew

8.7

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.
KLM
7.8
Good
1,383 reviews
Korean Air
8.4
Very good
1,121 reviews

Comfort

8.2

Entertainment

8.2

Boarding

8.5

Food

8.1

Crew

8.7

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Chris,Mar 2025

SEA - ICN

Was told the flight was overbooked so they selected only a few people to weight their bags and we were forced to check our luggage. We Once we got seated on the flight there were many seats vacant and our overhead bin was completely open. Both our luggage and our carryon were small. We had booked our tickets months in advance and we watched people carry two small suitcases on without one word to them. Am I upset?? Yes it was disappointing.

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.

  • 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.

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

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Singapore (average of $995). Flying from Chicago Midway Airport to Singapore in December is currently the most expensive (average of $1,679). 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.

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