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

The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as S$ 811. However, be on the lookout for offers from Korean Air and KLM, as they are both options that can get you from Singapore to Chicago Midway Airport for a low price. Find deals

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 43.0 mm. Find deals

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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C). Find deals

What is the cheapest month to fly from Singapore to Chicago Midway Airport?

The best pricing can be found in the month of October. Prices to Chicago Midway Airport from Singapore average S$ 1,448. You can even find prices in October for less than S$ 1,448, as users have found deals to Chicago Midway Airport from as low as S$ 876. The month of January appears to be one of the more expensive times to travel to Chicago Midway Airport from Singapore. Flying in the targeted month can save you up to 28%. Find deals

What is the cheapest time of day to fly from SG to MDW?

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

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 holiday 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.

S$ 811+ Flights from Singapore to Chicago Midway Airport

Cheap flight deals from Singapore to Midway

Round-trip from	S$ 1,255
One-way from	S$ 811
Popular in	January
Cheapest in	October
Average price	S$ 1,536

Delta
25-9-26-11
4 total stops
66h 33m total
Singapore to Chicago

Search Deals

Delta
25-11
2 total stops
34h 14m total
Singapore to Chicago

Search Deals

Highest demand for flights based on searches. 7% potential increase in price (S$ 158 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (S$ 51 potential savings vs. average return price).

Search Deals

Average for round-trip flights in July 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 31 July 2025.

Thu 25-907:30SIN - MDW

2 stops38h 23mDelta

Wed 26-1106:00MDW - SIN

2 stops28h 10mDelta

Deal found 30-7S$ 1,255

Mon 11-801:10SIN - MDW

2 stops24h 18mMultiple Airlines

Sun 31-809:31MDW - SIN

2 stops25h 09mMultiple Airlines

Deal found 31-7S$ 2,548

Fri 19-900:40SIN - MDW

2 stops27h 46mKLM

Sat 27-918:15MDW - SIN

2 stops32h 15mKLM

Deal found 31-7S$ 2,889

Sun 21-901:10SIN - MDW

2 stops33h 26mKorean Air

Mon 24-1106:00MDW - SIN

2 stops28h 10mKorean Air

Deal found 30-7S$ 6,119

Best flights from Singapore to Midway
Discover carefully curated flight deals from Singapore to Midway that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 31 July 2025.

Thu 25-907:30SIN - MDW

2 stops38h 23mDelta

Wed 26-1106:00MDW - SIN

2 stops28h 10mDelta

Deal found 30-7S$ 1,255

Mon 11-801:10SIN - MDW

2 stops24h 18mMultiple Airlines

Sun 31-809:31MDW - SIN

2 stops25h 09mMultiple Airlines

Deal found 31-7S$ 2,548

Fri 19-900:40SIN - MDW

2 stops27h 46mKLM

Sat 27-918:15MDW - SIN

2 stops32h 15mKLM

Deal found 31-7S$ 2,889

Sun 21-901:10SIN - MDW

2 stops33h 26mKorean Air

Mon 24-1106:00MDW - SIN

2 stops28h 10mKorean Air

Deal found 30-7S$ 6,119

Last-minute flights from Singapore to Midway
Discover last-minute flight deals from Singapore to Midway. Data last updated 31 July 2025 and is based on user searches.

Fri 8-800:40SIN - MDW

2 stops27h 47mMultiple Airlines

Fri 15-818:17MDW - SIN

2 stops25h 08mMultiple Airlines

Deal found 31-7S$ 2,859

Sat 9-822:30SIN - MDW

2 stops26h 59mDelta

Fri 15-806:04MDW - SIN

2 stops28h 36mDelta

Deal found 31-7S$ 3,564

Mon 11-801:10SIN - MDW

2 stops24h 18mMultiple Airlines

Sun 31-809:31MDW - SIN

2 stops25h 09mMultiple Airlines

Deal found 30-7S$ 2,548

Wed 27-801:10SIN - MDW

2 stops33h 34mDelta

Thu 4-909:15MDW - SIN

2 stops25h 25mDelta

Deal found 30-7S$ 1,535

One-way flights from Singapore to Midway
Search for one-way flight options from Singapore to Midway. Find affordable one-way fares based on user searches. Data last updated 31 July 2025.

Tue 25-1101:30SIN - MDW

2 stops34h 14mDelta

Deal found 29-7S$ 811

Wed 26-1100:40SIN - MDW

3 stops47h 25mMultiple Airlines

Deal found 29-7S$ 931

Tue 25-1101:30SIN - MDW

2 stops25h 02mKorean Air

Deal found 29-7S$ 1,673

Thu 1-101:40SIN - MDW

2 stops28h 43mKLM

Deal found 29-7S$ 2,412

Cheapflights Fare Finder

Use the filters below to find and compare flights from Singapore to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Thu 25-9

07:30-08:53

2 stops38h 23m

Chicago Midway

Wed 26-11

06:00-00:10

2 stops28h 10m

S$ 1,255

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 11-8

01:10-12:28

2 stops24h 18m

Chicago Midway

Sun 31-8

09:31-23:40

2 stops25h 09m

S$ 2,548

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Fri 19-9

00:40-15:26

2 stops27h 46m

Chicago Midway

Sat 27-9

18:15-15:30

2 stops32h 15m

S$ 2,889

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Sun 21-9

01:10-21:36

2 stops33h 26m

Chicago Midway

Mon 24-11

06:00-00:10

2 stops28h 10m

S$ 6,119

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Tue 25-11

01:30-21:44

2 stops34h 14m

S$ 811

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Wed 26-11

00:40-10:05

3 stops47h 25m

S$ 931

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Tue 25-11

01:30-12:32

2 stops25h 02m

S$ 1,673

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Thu 1-1

01:40-16:23

2 stops28h 43m

S$ 2,412

Flights are sorted by cheapest return flights first.

Deals found on 29-7

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 return 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

Read reviews from past customers who have flown with Korean Air, Delta, andKLM from Singapore to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Korean Air

8.4

Very Good

1,121 reviews

Check prices

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

Check prices

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

7,980 reviews

Korean Air

8.4

Very Good

1,121 reviews

Check prices

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

Check prices

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

What are the cheapest airlines to fly from Singapore to Chicago Midway Airport one-way?
The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as S$ 811. However, be on the lookout for offers from Korean Air and KLM, as they are both options that can get you from Singapore to Chicago Midway Airport for a low price.
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 holiday 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Singapore to Midway

Singapore to O'Hare Intl flights

Singapore to Midway flights

Fly with Cheapflights

How does Cheapflights help users find flights from Singapore to Midway?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Singapore to Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Singapore to Midway?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Singapore.

Can Cheapflights find flights from Singapore to Midway with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Singapore to Midway flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Singapore to Midway become cheaper?

Of course! You can now track prices for flights from Singapore to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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.

Cheap flights from Singapore to Chicago Midway Airport from S$ 811

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 25-11. Fares are subject to change and may not be available on all flights or dates of travel.

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 31 July 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Singapore to Midway

Cheapest flights from Singapore to MidwayExplore 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 31 July 2025.

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 31 July 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Singapore to Chicago Midway Airport that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from Singapore to Chicago Midway Airport

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 31 July 2025.

Read reviews from past customers who have flown with Korean Air, Delta, andKLM from Singapore to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

Can I find deals for flights from Singapore to Midway that include hotel bookings?

How can I find direct flights from Singapore to Midway?

Can I find deals for business class flights from Singapore to Midway?

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.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Singapore to Midway?

Why should you use Cheapflights to find cheap flight tickets from Singapore to Midway?

Can Cheapflights find flights from Singapore to Midway with no change fees?

Can Cheapflights notify me if prices for flights from Singapore to Midway become cheaper?

100% Free

Book with Flexibility

Travel Smart

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 31 July 2025.