HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Singapore

$421+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SIN
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Singapore with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 October 28, 2025.

This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/16:00 amMDW - SIN
2 stops33h 00mDelta
Sun 12/710:30 pmSIN - MDW
2 stops32h 04mDelta
Deal found 10/27$1,384
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:00 amMDW - SIN
2 stops33h 00mDelta
Sat 12/610:30 pmSIN - MDW
2 stops31h 48mDelta
Deal found 10/28$1,435
This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:00 amMDW - SIN
2 stops33h 00mDelta
Sat 11/2210:30 pmSIN - MDW
2 stops27h 22mDelta
Deal found 10/27$1,484
This Delta deal was found by Cheapflights users on 10/26. 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 11/76:00 amMDW - SIN
2 stops33h 00mDelta
Sat 11/2210:30 pmSIN - MDW
2 stops27h 22mDelta
Deal found 10/26$1,509
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:00 amMDW - SIN
2 stops33h 00mDelta
Sun 11/2310:30 pmSIN - MDW
2 stops32h 09mDelta
Deal found 10/28$1,530
This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:00 amMDW - SIN
2 stops33h 00mDelta
Thu 12/410:30 pmSIN - MDW
2 stops27h 25mDelta
Deal found 10/27$1,554
This Delta deal was found by Cheapflights users on 10/26. 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 12/86:00 amMDW - SIN
2 stops33h 00mDelta
Mon 12/1510:30 pmSIN - MDW
2 stops27h 25mDelta
Deal found 10/26$1,558
This KLM deal was found by Cheapflights users on 10/26. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:29 pmMDW - SIN
2 stops32h 46mKLM
Sun 12/141:40 amSIN - MDW
2 stops28h 54mKLM
Deal found 10/26$1,581
This Air France deal was found by Cheapflights users on 10/27. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/275:34 pmMDW - SIN
2 stops33h 21mMultiple Airlines
Wed 12/31:40 amSIN - MDW
2 stops28h 38mMultiple Airlines
Deal found 10/27$1,587
This KLM deal was found by Cheapflights users on 10/27. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/295:34 pmMDW - SIN
2 stops32h 41mKLM
Thu 12/41:40 amSIN - MDW
2 stops28h 38mKLM
Deal found 10/27$1,593
This Delta deal was found by Cheapflights users on 10/26. 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 12/76:00 amMDW - SIN
2 stops33h 00mDelta
Mon 12/2210:30 pmSIN - MDW
2 stops31h 50mDelta
Deal found 10/26$1,608

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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,138
(Delta)

One-way from

$421
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$902
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. 14% potential increase in price ($184 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($58 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 28, 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

Sun 4/12

9:20 am-5:00 am

2 stops30h 40m

Singapore Changi

Wed 4/15

10:30 pm-6:05 pm

2 stops56h 35m

$1,195

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/16

7:55 am-1:05 pm

2 stops39h 10m

Singapore Changi

Tue 2/24

2:00 am-10:50 pm

2 stops34h 50m

$1,228

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

3:40 pm-1:05 pm

3 stops31h 25m

Singapore Changi

Wed 2/18

2:25 pm-12:25 pm

2 stops36h 00m

$1,231

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Sun 3/8

10:40 am-11:35 am

2 stops38h 55m

$1,234

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 4/11

6:10 pm-12:35 pm

2 stops29h 25m

Singapore Changi

Mon 4/20

1:45 pm-5:40 am

2 stops28h 55m

$1,247

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 3/28

6:20 pm-12:35 pm

2 stops29h 15m

Singapore Changi

Sun 4/5

1:45 pm-11:10 am

2 stops34h 25m

$1,256

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

3:40 pm-1:05 pm

3 stops31h 25m

Singapore Changi

Sun 3/8

2:25 pm-4:30 am

2 stops28h 05m

$1,256

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 1/14

5:31 pm-12:10 am

2 stops40h 39m

Singapore Changi

Sat 1/31

10:30 pm-10:26 pm

2 stops37h 56m

$1,284

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 11/19

1:56 pm-2:00 pm

3 stops58h 04m

$442

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Thu 1/8

9:07 pm-5:45 pm

2 stops54h 38m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 19 results
1
2

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Singapore flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

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 October 28, 2025.

It’s typically best to fly out from Chicago Midway Airport to Singapore at noon. Doing so could potentially save you 31% on the flight price compared to flying in the morning, which is usually more expensive.

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 40m. 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.