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Cheap flights from Singapore to Chicago Midway Airport from S$ 939

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 13-6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SIN — MDW
20 May — 27 May1
1 adult
Mon 20-5
Mon 27-5

How far in advance should I book a flight from Singapore to Chicago Midway Airport?

To save on the cost of your flight from Singapore to Chicago Midway Airport, book at least 12 days before your planned departure. Booking around this time can save you about 20% on the cost of this flight compared to booking a flight leaving this week. We have found prices from S$ 1,503 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as S$ 1,812.

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$ 1,843. You can even find prices in October for less than S$ 1,843, as users have found deals to Chicago Midway Airport from as low as S$ 1,311. The month of July 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 31%.

When is the cheapest time to fly from Singapore to Chicago Midway Airport (SG - 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.

Cheap Delta flights from Singapore to Midway

Explore cheap flight options specifically provided by Delta for the route between Singapore and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 212,809 searches. Data last updated 15 May 2024.
Check out some of the cheapest Delta flights we've come across from Singapore to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Tue 8-1022:30SIN - MDW
2 stops29h 26mDelta
Tue 15-1006:00MDW - SIN
2 stops34h 00mDelta
Deal found 14-5S$ 1,725
Mon 7-1001:10SIN - MDW
2 stops24h 21mDelta
Tue 15-1006:00MDW - SIN
2 stops34h 00mDelta
Deal found 14-5S$ 1,825
Thu 12-922:30SIN - MDW
2 stops29h 26mDelta
Thu 19-906:00MDW - SIN
2 stops28h 40mDelta
Deal found 14-5S$ 1,960
Sat 21-910:50SIN - MDW
2 stops38h 41mDelta
Sat 28-906:00MDW - SIN
2 stops34h 00mDelta
Deal found 14-5S$ 2,261
Sat 25-510:50SIN - MDW
2 stops41h 05mDelta
Mon 29-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 14-5S$ 2,545
Thu 20-601:10SIN - MDW
2 stops28h 54mDelta
Sun 7-709:34MDW - SIN
2 stops25h 06mDelta
Deal found 14-5S$ 2,650
Thu 20-601:10SIN - MDW
2 stops28h 54mDelta
Sun 7-709:34MDW - SIN
2 stops25h 06mDelta
Deal found 15-5S$ 2,652
Tue 17-901:10SIN - MDW
2 stops24h 21mDelta
Wed 25-906:00MDW - SIN
2 stops28h 40mDelta
Deal found 14-5S$ 3,489
Tue 11-610:50SIN - MDW
2 stops35h 04mDelta
Mon 24-619:19MDW - SIN
2 stops39h 21mDelta
Deal found 15-5S$ 3,761

Cheap Korean Air flights from Singapore to Midway

Explore cheap flight options specifically provided by Korean Air for the route between Singapore and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 212,809 searches. Data last updated 15 May 2024.
Browse through some of the cheapest Korean Air flights traveling from Singapore to Chicago. Make sure to examine the flight information before completing your reservation.
Wed 11-901:10SIN - MDW
2 stops24h 21mKorean Air
Thu 19-909:35MDW - SIN
2 stops25h 05mKorean Air
Deal found 14-5S$ 2,408
Wed 29-501:10SIN - MDW
2 stops24h 30mKorean Air
Sat 1-609:32MDW - SIN
2 stops30h 28mKorean Air
Deal found 14-5S$ 4,220

Cheap Singapore to Midway flights in May & June 2024

Find cheap flight options from Singapore to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 212,809 searches. Prices were last updated on 15 May 2024.
Check out some of the best flight deals from Singapore to Chicago in 2024. Check back regularly for other flight deals.
Mon 27-522:30SIN - MDW
2 stops36h 31mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 15-5S$ 1,726
Sun 26-501:10SIN - MDW
2 stops33h 51mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 15-5S$ 1,927
Sat 25-510:50SIN - MDW
2 stops41h 05mDelta
Mon 29-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 14-5S$ 2,545
Thu 20-601:10SIN - MDW
2 stops28h 54mDelta
Sun 7-709:34MDW - SIN
2 stops25h 06mDelta
Deal found 14-5S$ 2,650
Thu 20-601:10SIN - MDW
2 stops28h 54mDelta
Sun 7-709:34MDW - SIN
2 stops25h 06mDelta
Deal found 15-5S$ 2,652
Fri 24-500:40SIN - MDW
2 stops28h 33mMultiple Airlines
Mon 29-718:49MDW - SIN
2 stops32h 41mMultiple Airlines
Deal found 14-5S$ 2,937
Tue 11-610:50SIN - MDW
2 stops35h 04mDelta
Mon 24-619:19MDW - SIN
2 stops39h 21mDelta
Deal found 15-5S$ 3,761
Wed 29-501:10SIN - MDW
2 stops24h 30mKorean Air
Sat 1-609:32MDW - SIN
2 stops30h 28mKorean Air
Deal found 14-5S$ 4,220
Mon 10-601:10SIN - MDW
2 stops28h 54mDelta
Mon 24-609:34MDW - SIN
2 stops25h 06mDelta
Deal found 15-5S$ 4,861

Singapore to Midway 2024 flight deals

Discover exclusive flight deals for travel between Singapore and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 212,809 searches. Data last updated 15 May 2024.
Check out some of the best flight deals from Singapore to Chicago in 2024. Check back regularly for other flight deals.
Tue 8-1022:30SIN - MDW
2 stops29h 26mDelta
Tue 15-1006:00MDW - SIN
2 stops34h 00mDelta
Deal found 14-5S$ 1,725
Mon 27-522:30SIN - MDW
2 stops36h 31mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 15-5S$ 1,726
Mon 7-1001:10SIN - MDW
2 stops24h 21mDelta
Tue 15-1006:00MDW - SIN
2 stops34h 00mDelta
Deal found 14-5S$ 1,825
Sun 26-501:10SIN - MDW
2 stops33h 51mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 15-5S$ 1,927
Thu 12-922:30SIN - MDW
2 stops29h 26mDelta
Thu 19-906:00MDW - SIN
2 stops28h 40mDelta
Deal found 14-5S$ 1,960
Sat 21-910:50SIN - MDW
2 stops38h 41mDelta
Sat 28-906:00MDW - SIN
2 stops34h 00mDelta
Deal found 14-5S$ 2,261
Wed 11-901:10SIN - MDW
2 stops24h 21mKorean Air
Thu 19-909:35MDW - SIN
2 stops25h 05mKorean Air
Deal found 14-5S$ 2,408
Sat 25-510:50SIN - MDW
2 stops41h 05mDelta
Mon 29-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 14-5S$ 2,545
Thu 20-601:10SIN - MDW
2 stops28h 54mDelta
Sun 7-709:34MDW - SIN
2 stops25h 06mDelta
Deal found 14-5S$ 2,650

Singapore to Midway flights leaving soon

Find last-minute flight options from Singapore to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 212,809 searches. Data last updated 15 May 2024.
Have a look at some of the flights available from Singapore to Chicago departing last-minute. It's wise to confirm all flight details are correct before booking.
Sat 25-510:50SIN - MDW
2 stops41h 05mDelta
Mon 29-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 14-5S$ 2,545
Fri 24-500:40SIN - MDW
2 stops28h 33mMultiple Airlines
Mon 29-718:49MDW - SIN
2 stops32h 41mMultiple Airlines
Deal found 14-5S$ 2,937

One-way flights to Midway from Singapore

Search for one-way flight options from Singapore to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 212,809 searches. Data last updated 15 May 2024.
Some of the best available deals we've found on one-way flights from Singapore to Chicago. Users in need of a round-trip flight from Singapore to Chicago instead should update the search form at the top of page.
Thu 13-611:05SIN - MDW
3 stops36h 26mMultiple Airlines
Deal found 14-5S$ 939
Thu 13-622:15SIN - MDW
2 stops54h 05mMultiple Airlines
Deal found 14-5S$ 1,050
Thu 12-922:30SIN - MDW
2 stops32h 29mDelta
Deal found 14-5S$ 1,268
Wed 11-901:10SIN - MDW
2 stops28h 53mDelta
Deal found 14-5S$ 1,270
Wed 17-700:40SIN - MDW
2 stops51h 34mMultiple Airlines
Deal found 13-5S$ 1,310
Wed 17-700:40SIN - MDW
3 stops47h 15mMultiple Airlines
Deal found 14-5S$ 1,330
Wed 17-700:40SIN - MDW
2 stops51h 34mMultiple Airlines
Deal found 14-5S$ 1,365
Thu 18-704:30SIN - MDW
2 stops43h 50mMultiple Airlines
Deal found 14-5S$ 1,379
Tue 1-1010:50SIN - MDW
2 stops38h 41mKorean Air
Deal found 15-5S$ 1,648

Find flights from Singapore to Midway within your budget

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 212,809 searches. Data last updated 15 May 2024.

Fly from

Any airport

Fly to

Any airport

Budget

S$ 1,725 - S$ 4,220

Route

Depart

Return

Price

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Tue 8-10

2 stops29h 26m

Chicago Midway

Tue 15-10

2 stops34h 00m

S$ 1,725

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Mon 7-10

2 stops24h 21m

Chicago Midway

Tue 15-10

2 stops34h 00m

S$ 1,825

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Thu 12-9

2 stops29h 26m

Chicago Midway

Thu 19-9

2 stops28h 40m

S$ 1,960

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sat 21-9

2 stops38h 41m

Chicago Midway

Sat 28-9

2 stops34h 00m

S$ 2,261

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Wed 11-9

2 stops24h 21m

Chicago Midway

Thu 19-9

2 stops25h 05m

S$ 2,408

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sat 25-5

2 stops41h 05m

Chicago Midway

Mon 29-7

2 stops28h 40m

S$ 2,545

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Thu 20-6

2 stops28h 54m

Chicago Midway

Sun 7-7

2 stops25h 06m

S$ 2,650

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Thu 20-6

2 stops28h 54m

Chicago Midway

Sun 7-7

2 stops25h 06m

S$ 2,652

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Wed 29-5

2 stops24h 30m

Chicago Midway

Sat 1-6

2 stops30h 28m

S$ 4,220

Flights are sorted by cheapest first

Deals found on 14-5

No data available for this route at this time. Please check back soon.

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 15 May 2024.
To help decide which airline to fly from Singapore to Chicago, see what other customers have to say about Delta and Korean Air. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Korean Air
8.5
Very Good
1,171 reviews
Check prices

Overall

8.5

Entertainment

8.2

Crew

8.8

Food

8.1

Boarding

8.6

Comfort

8.3

Reviews

1 / 10

This particular Delta Air Lines flight may not have met your expectations in terms of the food served on board. It appears that the portions were smaller than anticipated and the side dishes were minimal- no salad, no bread rolls, no fruits. Perhaps there are ways in which the airline could improve the dining experience for their passengers. Why can't Delta offer better customer service when other non American airlines are able to do it?

Korean Air
8.5
Very Good
1,171 reviews
Korean Air
8.5
Very Good
1,171 reviews
Check prices

Overall

8.5

Entertainment

8.2

Crew

8.8

Food

8.1

Boarding

8.6

Comfort

8.3

Reviews

1 / 10

This particular Delta Air Lines flight may not have met your expectations in terms of the food served on board. It appears that the portions were smaller than anticipated and the side dishes were minimal- no salad, no bread rolls, no fruits. Perhaps there are ways in which the airline could improve the dining experience for their passengers. Why can't Delta offer better customer service when other non American airlines are able to do it?

Delta
8.0
Very Good
10,691 reviews
Korean Air
8.5
Very Good
1,171 reviews
Check prices

Overall

8.5

Entertainment

8.2

Crew

8.8

Food

8.1

Boarding

8.6

Comfort

8.3

Reviews

1 / 10

This particular Delta Air Lines flight may not have met your expectations in terms of the food served on board. It appears that the portions were smaller than anticipated and the side dishes were minimal- no salad, no bread rolls, no fruits. Perhaps there are ways in which the airline could improve the dining experience for their passengers. Why can't Delta offer better customer service when other non American airlines are able to do it?

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 flights from Singapore to Chicago Midway Airport for under S$ 1,800 on Cheapflights?

    Yes, there are multiple flights from Singapore to Chicago Midway Airport for under S$ 1,800. The cheapest flight booked recently is on Delta for just S$ 1,725, but on average you can expect to pay S$ 3,283.

  • Are there last-minute flights available from Singapore to Chicago Midway Airport for under S$ 2,600?

    There are currently 2+ open flights from Singapore to Chicago Midway Airport within the next 7 days for less than S$ 2,600.

  • What does SIN to MDW mean?

    This is defined as Singapore Changi Airport (SIN) and Chicago Midway Airport (MDW). Codes like Chicago Midway Airport are often used to just call airports uniquely.

  • Can I find deals for flights from Singapore to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Singapore to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Singapore to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Singapore to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Singapore to Midway that allow pets onboard?

    Many airlines flying from Singapore to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Singapore to Midway?

    Yes, you can often find last-minute deals on Singapore to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Singapore to Chicago Midway Airport flight deals updated?

    The Singapore to Chicago Midway Airport flight deals you see on this page were last updated on 15-5.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.

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Search flights from Singapore to Midway by cabin class

Find flights from Singapore to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy class

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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?

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.

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