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$566+ 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 7/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SIN
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$1,235
(Delta)

One-way from

$566
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$1,434
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. 11% potential increase in price ($147 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($53 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 9/159:30 amMDW - SIN
2 stops25h 10mDelta
Wed 10/157:30 amSIN - MDW
2 stops27h 14mDelta
Deal found 6/10$1,139
This Korean Air deal was found by Cheapflights users on 6/10. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/159:15 amMDW - SIN
2 stops25h 25mMultiple Airlines
Fri 8/291:10 amSIN - MDW
2 stops24h 18mMultiple Airlines
Deal found 6/10$1,266
This KLM deal was found by Cheapflights users on 6/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/287:21 pmMDW - SIN
2 stops31h 09mKLM
Fri 7/412:40 amSIN - MDW
2 stops28h 01mKLM
Deal found 6/10$1,822
This Korean Air deal was found by Cheapflights users on 6/10. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/209:31 amMDW - SIN
2 stops25h 09mKorean Air
Mon 9/110:30 pmSIN - MDW
2 stops26h 58mKorean Air
Deal found 6/10$1,854

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 June 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

Mon 9/15

9:30 am-11:40 pm

2 stops25h 10m

Singapore Changi

Wed 10/15

7:30 am-9:44 pm

2 stops27h 14m

$1,139

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 8/15

9:15 am-11:40 pm

2 stops25h 25m

Singapore Changi

Fri 8/29

1:10 am-12:28 pm

2 stops24h 18m

$1,266

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 6/28

7:21 pm-3:30 pm

2 stops31h 09m

Singapore Changi

Fri 7/4

12:40 am-3:41 pm

2 stops28h 01m

$1,822

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 8/20

9:31 am-11:40 pm

2 stops25h 09m

Singapore Changi

Mon 9/1

10:30 pm-12:28 pm

2 stops26h 58m

$1,854

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 7/27

6:20 am-11:55 am

3 stops40h 35m

$566

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 9/22

9:20 am-7:55 pm

2 stops45h 35m

$607

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Thu 7/10

9:24 am-5:00 am

2 stops30h 36m

$645

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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 June 12, 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.

Rainfall in Singapore by month

Plan your trip to Singapore by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Singapore ranges from 5.9 - 10.6 inches per month. December is typically the wettest month, when rainfall can reach 10.6 in. July is typically the driest time to visit Singapore when rainfall is around 5.9 in.

Temperature in Singapore by month

Plan your trip to Singapore by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Singapore, use this chart to help with planning. For those seeking warmer temperatures, March is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of December, when temperatures are typically at their lowest (around 78.8 F).

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 June 12, 2025.
Peruse reviews from past customers who have flown with Korean Air, Delta and KLM from Chicago to Singapore to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Korean Air
8.4
Very good
1,088 reviews

Boarding

8.5

Food

8.1

Crew

8.7

Comfort

8.3

Overall

8.4

Entertainment

8.2

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
1,088 reviews
Korean Air
8.4
Very good
1,088 reviews

Boarding

8.5

Food

8.1

Crew

8.7

Comfort

8.3

Overall

8.4

Entertainment

8.2

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
7,950 reviews
Korean Air
8.4
Very good
1,088 reviews

Boarding

8.5

Food

8.1

Crew

8.7

Comfort

8.3

Overall

8.4

Entertainment

8.2

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
1,358 reviews
Korean Air
8.4
Very good
1,088 reviews

Boarding

8.5

Food

8.1

Crew

8.7

Comfort

8.3

Overall

8.4

Entertainment

8.2

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 1 airline.

  • 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, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Singapore (average of $1,011). Flying from Chicago Midway Airport to Singapore in December is currently the most expensive (average of $1,684). 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

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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

Top airline flying from Midway to Singapore

Discover the top airline that operate flights from Midway to Singapore. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$1,285Average$1,350FlexibilityNo cancel feeOn-timeN/A

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