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Cheap flights from Singapore to Chicago Midway Airport from S$ 704

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 28-5. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — MDW
5 May — 12 May1
1 adult

Cheap flight deals from Singapore to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Singapore (SIN) to Midway (MDW). 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 30 April 2025.

Round-trip from

S$ 1,533

One-way from

S$ 704

Popular in

August

Cheapest in

February

Average price

S$ 1,387
Delta
  • Delta
  • 26-5-3-6
  • 4 total stops
  • 66h 43m total
  • Singapore to Chicago
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28-5
  • 28-5
  • 2 total stops
  • 55h 15m total
  • Singapore to Chicago
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Highest demand for flights based on searches. 8% potential increase in price (S$ 187 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (S$ 44 potential savings vs. average return price).
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Average for round-trip flights in April 2025
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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 30 April 2025.

Mon 26-501:10SIN - MDW
2 stops24h 18mDelta
Tue 3-616:15MDW - SIN
2 stops42h 25mDelta
Deal found 29-4S$ 1,533
Sun 22-601:10SIN - MDW
2 stops24h 19mMultiple Airlines
Mon 30-609:24MDW - SIN
2 stops25h 16mMultiple Airlines
Deal found 29-4S$ 2,533
Fri 9-500:40SIN - MDW
2 stops27h 50mKLM
Sat 17-518:30MDW - SIN
2 stops32h 00mKLM
Deal found 29-4S$ 2,853

Cheapflights Fare Finder

Customise 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 200,618 searches. Data last updated 30 April 2025.
Use the filters below to find and compare flights from Singapore to Chicago Midway Airport that are best for you.

Fly from

Singapore

Fly to

Midway

Route

Depart

Return

Price

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 26-5

01:10-12:28

2 stops24h 18m

Chicago Midway

Tue 3-6

16:15-23:40

2 stops42h 25m

S$ 1,533

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Sun 22-6

01:10-12:29

2 stops24h 19m

Chicago Midway

Mon 30-6

09:24-23:40

2 stops25h 16m

S$ 2,533

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Fri 13-6

00:40-15:41

2 stops28h 01m

Chicago Midway

Sat 21-6

19:21-15:30

2 stops31h 09m

S$ 2,877

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Wed 28-5

20:45-15:00

2 stops55h 15m

S$ 704

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Fri 9-5

07:30-08:40

2 stops62h 10m

S$ 866

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Fri 23-5

00:40-15:20

2 stops27h 40m

S$ 2,393

Flights are sorted by cheapest return flights first.

Deals found on 29-4

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

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 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.

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 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).

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 30 April 2025.
Read reviews from past customers who have flown Delta and KLM from Singapore to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very Good
7,936 reviews
Check prices

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very Good
7,936 reviews
Delta
8.0
Very Good
7,936 reviews
Check prices

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
KLM
7.8
Good
1,334 reviews
Delta
8.0
Very Good
7,936 reviews
Check prices

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 airport do you fly from for flights from Singapore to Chicago Midway?

    Singapore Changi (SIN) is the airport you will fly out of if you book a flight from Singapore to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Changi; the airport handles an average of 0 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Singapore airport to Chicago Midway. It is only a 16.9 km journey to Changi (SIN) from Singapore’s city centre.

  • 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

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Alternative routes for Singapore to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Singapore to O'Hare Intl flights

Fly with Cheapflights

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

Cheapflights makes it easy to find Singapore to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Singapore to Midway, users can toggle the no change fees filter when performing a flight search.

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

Not ready to book yet? You can track prices for flights from Singapore to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.

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