HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$635+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — MDW
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Singapore to Midway 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.

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 February 20, 2025.

Round-trip from

$957
(Delta)

One-way from

$635
(Delta)

Popular in

August

Cheapest in

February

Average price

$1,081
From Singapore to Chicago Midway
Search Deals
One-way flight from Singapore to Chicago Midway
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($77 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

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 February 20, 2025.

This Delta deal was found by Cheapflights users on 2/19. 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 3/511:00 amSIN - MDW
2 stops25h 20mDelta
Sun 3/169:25 amMDW - SIN
2 stops25h 45mDelta
Deal found 2/19$957
This Air France deal was found by Cheapflights users on 2/20. 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.
Mon 5/512:40 amSIN - MDW
2 stops26h 42mMultiple Airlines
Tue 5/205:59 pmMDW - SIN
2 stops25h 46mMultiple Airlines
Deal found 2/20$2,057
This KLM deal was found by Cheapflights users on 2/20. 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.
Thu 9/1112:40 amSIN - MDW
2 stops27h 16mKLM
Fri 9/196:50 pmMDW - SIN
2 stops31h 40mKLM
Deal found 2/20$2,223

Find flights from Singapore to Midway within your budget

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 February 20, 2025.

Fly from

Singapore

Fly to

Midway

Route

Depart

Return

Price

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Tue 3/4

1:30 am-6:11 pm

2 stops30h 41m

Chicago Midway

Sun 3/16

9:25 am-12:10 am

2 stops25h 45m

$1,284

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 5/5

12:40 am-2:22 pm

2 stops26h 42m

Chicago Midway

Tue 5/20

5:59 pm-8:45 am

2 stops25h 46m

$2,057

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Fri 4/18

12:40 am-2:22 pm

2 stops26h 42m

Chicago Midway

Wed 4/30

5:59 pm-3:30 pm

2 stops32h 31m

$10,157

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Fri 5/9

7:30 am-8:39 am

2 stops38h 09m

$635

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Fri 5/16

2:00 pm-11:23 am

3 stops34h 23m

$646

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Thu 5/15

1:10 am-12:30 pm

2 stops24h 20m

$1,297

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Singapore to Midway

Get recent, data-driven insights about flights from Singapore to Midway including ideal travel times, pricing trends, and more.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 February 20, 2025.
Korean Air
8.4
Very good
1,037 reviews

Entertainment

8.2

Boarding

8.5

Overall

8.4

Comfort

8.3

Food

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Anonymous,Feb 2025

ATL - SBN

Regional jets are small and uncomfortable. When flying in or out of South Bend airport, that's usually what I'm on. It's the price one pays for the great convenience of using a small airport (cheap parking, no lines). The CRJ900 has engines attached to the fuselage near the rear of the plane. So, very loud in the back of the plane, and I happened to have the far back corner that also had no window. Oh well, a short flight and pleasant neighbor and cheerful attendant.

Korean Air
8.4
Very good
1,037 reviews
Korean Air
8.4
Very good
1,037 reviews

Entertainment

8.2

Boarding

8.5

Overall

8.4

Comfort

8.3

Food

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Anonymous,Feb 2025

ATL - SBN

Regional jets are small and uncomfortable. When flying in or out of South Bend airport, that's usually what I'm on. It's the price one pays for the great convenience of using a small airport (cheap parking, no lines). The CRJ900 has engines attached to the fuselage near the rear of the plane. So, very loud in the back of the plane, and I happened to have the far back corner that also had no window. Oh well, a short flight and pleasant neighbor and cheerful attendant.

Delta
8.0
Very good
8,219 reviews
Korean Air
8.4
Very good
1,037 reviews

Entertainment

8.2

Boarding

8.5

Overall

8.4

Comfort

8.3

Food

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Anonymous,Feb 2025

ATL - SBN

Regional jets are small and uncomfortable. When flying in or out of South Bend airport, that's usually what I'm on. It's the price one pays for the great convenience of using a small airport (cheap parking, no lines). The CRJ900 has engines attached to the fuselage near the rear of the plane. So, very loud in the back of the plane, and I happened to have the far back corner that also had no window. Oh well, a short flight and pleasant neighbor and cheerful attendant.

KLM
7.8
Good
1,333 reviews
Korean Air
8.4
Very good
1,037 reviews

Entertainment

8.2

Boarding

8.5

Overall

8.4

Comfort

8.3

Food

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Anonymous,Feb 2025

ATL - SBN

Regional jets are small and uncomfortable. When flying in or out of South Bend airport, that's usually what I'm on. It's the price one pays for the great convenience of using a small airport (cheap parking, no lines). The CRJ900 has engines attached to the fuselage near the rear of the plane. So, very loud in the back of the plane, and I happened to have the far back corner that also had no window. Oh well, a short flight and pleasant neighbor and cheerful attendant.

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.

  • 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 Singapore?

Book flights to Singapore if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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 Singapore to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Hyderabad to O'Hare Intl flights
Mumbai to O'Hare Intl flights
New Delhi to O'Hare Intl flights
Ahmedabad to O'Hare Intl flights
Suvarnabhumi to O'Hare Intl flights
Haneda to O'Hare Intl flights
Narita to O'Hare Intl flights
Incheon Intl to O'Hare Intl flights
Taiwan Taoyuan Intl to O'Hare Intl flights
Chennai to O'Hare Intl flights
Karachi to O'Hare Intl flights
Hong Kong to O'Hare Intl flights
Bangalore to O'Hare Intl flights
Manila to O'Hare Intl flights
Hongqiao Intl to O'Hare Intl flights
Incheon Intl to Midway flights
Gimpo Intl to O'Hare Intl flights
Soekarno-Hatta Intl to O'Hare Intl flights
Pu Dong to O'Hare Intl flights
Suvarnabhumi to Midway flights
Lahore to O'Hare Intl flights
Mumbai to Midway flights
Haneda to Midway flights
Islamabad to O'Hare Intl flights
Vijayawada to O'Hare Intl flights
Ho Chi Minh City to O'Hare Intl flights
Narita to Midway flights
Baku to O'Hare Intl flights
Cochin to O'Hare Intl flights
Capital to O'Hare Intl flights
Hong Kong to Midway flights
Don Mueang Intl to O'Hare Intl flights
New Delhi to Midway flights
Kolkata to O'Hare Intl flights
Bishkek to O'Hare Intl flights
Singapore to O'Hare Intl flights
Kathmandu to O'Hare Intl flights
Trivandrum to O'Hare Intl flights
Pune to O'Hare Intl flights
Kansai Intl to O'Hare Intl flights
Itami to O'Hare Intl flights
Hanoi to O'Hare Intl flights
Almaty to O'Hare Intl 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.