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Cheap flights from Singapore to Chicago Midway Airport from S$ 1,156

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 19-7. 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
2 May — 9 May1
1 adult
Thu 2-5
Thu 9-5

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 45 days in advance, which can save you up to 7% on flights from Singapore to Chicago Midway Airport compared to booking the week you need them. Waiting 45 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at S$ 1,523. For sooner than that we have options available in the next 3 days from S$ 2,040.

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$ 1,911. You can even find prices in October for less than S$ 1,911, as users have found deals to Chicago Midway Airport from as low as S$ 1,319. The month of August 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 23%.

When is the cheapest time to fly from Singapore to Chicago Midway Airport (SIN - MDW)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Singapore to Chicago Midway Airport as you normally would.

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 197,958 searches. Data last updated 27 April 2024.
Peruse some of the lowest-priced Korean Air flights we've found from Singapore to Chicago. Deals update often to give you more flight options matching your criteria
Mon 27-522:30SIN - MDW
2 stops27h 10mKorean Air
Mon 3-609:32MDW - SIN
2 stops25h 08mKorean Air
Deal found 27-4S$ 3,344
Sun 26-501:10SIN - MDW
2 stops24h 30mKorean Air
Mon 3-609:32MDW - SIN
2 stops25h 08mKorean Air
Deal found 27-4S$ 7,001

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 197,958 searches. Data last updated 27 April 2024.
Browse through some of the cheapest Delta flights traveling from Singapore to Chicago. Deals frequently update to provide users with more options.
Mon 27-522:30SIN - MDW
2 stops31h 36mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 27-4S$ 1,727
Mon 27-522:30SIN - MDW
2 stops36h 31mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 26-4S$ 1,729
Mon 17-601:10SIN - MDW
2 stops24h 33mDelta
Mon 24-606:00MDW - SIN
2 stops28h 40mDelta
Deal found 26-4S$ 2,262
Fri 20-901:10SIN - MDW
2 stops28h 53mDelta
Sat 28-918:15MDW - SIN
2 stops40h 25mDelta
Deal found 26-4S$ 2,263
Thu 23-501:10SIN - MDW
2 stops28h 56mDelta
Sun 16-606:00MDW - SIN
2 stops34h 00mDelta
Deal found 26-4S$ 2,304
Tue 18-622:30SIN - MDW
2 stops31h 34mDelta
Thu 27-618:49MDW - SIN
2 stops39h 51mDelta
Deal found 27-4S$ 2,361
Thu 13-622:30SIN - MDW
2 stops27h 13mDelta
Thu 27-618:49MDW - SIN
2 stops39h 51mDelta
Deal found 26-4S$ 2,364
Sat 15-601:10SIN - MDW
2 stops24h 33mDelta
Sat 22-606:00MDW - SIN
2 stops28h 40mDelta
Deal found 26-4S$ 2,502
Sat 20-701:10SIN - MDW
2 stops24h 34mDelta
Sun 4-806:00MDW - SIN
2 stops28h 40mDelta
Deal found 26-4S$ 2,549

Cheap Singapore to Midway flights in April & May 2024

Find cheap flight options from Singapore to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 197,958 searches. Prices were last updated on 27 April 2024.
These are some of the most attractive deals on flights from Singapore to Chicago in 2024. Check back soon for alternative fares.
Mon 27-522:30SIN - MDW
2 stops31h 36mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 27-4S$ 1,727
Mon 27-522:30SIN - MDW
2 stops36h 31mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 26-4S$ 1,729
Thu 23-501:10SIN - MDW
2 stops28h 56mDelta
Sun 16-606:00MDW - SIN
2 stops34h 00mDelta
Deal found 26-4S$ 2,304
Wed 1-522:30SIN - MDW
2 stops36h 01mDelta
Sun 12-506:00MDW - SIN
2 stops34h 00mDelta
Deal found 26-4S$ 2,514
Fri 3-500:40SIN - MDW
2 stops28h 38mMultiple Airlines
Fri 10-517:47MDW - SIN
2 stops25h 58mMultiple Airlines
Deal found 26-4S$ 2,843
Sat 4-522:30SIN - MDW
2 stops37h 20mDelta
Fri 10-517:47MDW - SIN
2 stops40h 53mDelta
Deal found 26-4S$ 3,054
Mon 27-522:30SIN - MDW
2 stops27h 10mKorean Air
Mon 3-609:32MDW - SIN
2 stops25h 08mKorean Air
Deal found 27-4S$ 3,344
Tue 30-401:10SIN - MDW
2 stops28h 14mDelta
Sun 12-519:10MDW - SIN
2 stops39h 30mDelta
Deal found 26-4S$ 3,925
Fri 26-400:40SIN - MDW
2 stops28h 39mMultiple Airlines
Fri 10-517:47MDW - SIN
2 stops25h 58mMultiple Airlines
Deal found 26-4S$ 4,558

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 197,958 searches. Data last updated 27 April 2024.
These are some of the most attractive deals on flights from Singapore to Chicago in 2024. Check back soon for alternative fares.
Mon 27-522:30SIN - MDW
2 stops31h 36mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 27-4S$ 1,727
Mon 27-522:30SIN - MDW
2 stops36h 31mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 26-4S$ 1,729
Mon 17-601:10SIN - MDW
2 stops24h 33mDelta
Mon 24-606:00MDW - SIN
2 stops28h 40mDelta
Deal found 26-4S$ 2,262
Fri 20-901:10SIN - MDW
2 stops28h 53mDelta
Sat 28-918:15MDW - SIN
2 stops40h 25mDelta
Deal found 26-4S$ 2,263
Thu 23-501:10SIN - MDW
2 stops28h 56mDelta
Sun 16-606:00MDW - SIN
2 stops34h 00mDelta
Deal found 26-4S$ 2,304
Tue 18-622:30SIN - MDW
2 stops31h 34mDelta
Mon 24-609:35MDW - SIN
2 stops25h 05mDelta
Deal found 26-4S$ 2,361
Thu 13-622:30SIN - MDW
2 stops27h 13mDelta
Thu 27-618:49MDW - SIN
2 stops39h 51mDelta
Deal found 26-4S$ 2,364
Sat 15-601:10SIN - MDW
2 stops24h 33mDelta
Sat 22-606:00MDW - SIN
2 stops28h 40mDelta
Deal found 26-4S$ 2,502
Wed 1-522:30SIN - MDW
2 stops36h 01mDelta
Sun 12-506:00MDW - SIN
2 stops34h 00mDelta
Deal found 26-4S$ 2,514

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 197,958 searches. Data last updated 27 April 2024.
Have a look at some of the flights available from Singapore to Chicago departing last-minute. To prevent any unwanted surprises, users should verify their flight info before booking.
Fri 3-500:40SIN - MDW
2 stops28h 38mMultiple Airlines
Fri 10-517:47MDW - SIN
2 stops25h 58mMultiple Airlines
Deal found 26-4S$ 2,843
Sat 4-522:30SIN - MDW
2 stops37h 20mDelta
Fri 10-517:47MDW - SIN
2 stops40h 53mDelta
Deal found 26-4S$ 3,054
Sat 4-501:10SIN - MDW
2 stops33h 21mDelta
Fri 10-509:32MDW - SIN
2 stops30h 28mDelta
Deal found 27-4S$ 10,664
Fri 3-501:10SIN - MDW
2 stops34h 40mDelta
Sat 11-506:00MDW - SIN
2 stops34h 00mDelta
Deal found 26-4S$ 10,672

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 197,958 searches. Data last updated 27 April 2024.
If you're seeking multiple options on one-way flights from Singapore to Chicago, be sure to check out these deals, which are updated often. Those needing a return flight from Singapore to Chicago can use the search form above.
Fri 19-704:50SIN - MDW
3 stops47h 24mMultiple Airlines
Deal found 26-4S$ 1,156
Thu 18-700:40SIN - MDW
2 stops51h 34mMultiple Airlines
Deal found 26-4S$ 1,283
Fri 19-722:30SIN - MDW
2 stops36h 11mDelta
Deal found 26-4S$ 2,487
Sat 3-822:30SIN - MDW
2 stops27h 14mKorean Air
Deal found 27-4S$ 3,473

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 197,958 searches. Data last updated 27 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

S$ 1,727 - S$ 3,344

Route

Depart

Return

Price

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Mon 27-5

2 stops31h 36m

Chicago Midway

Tue 30-7

2 stops28h 40m

S$ 1,727

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Mon 27-5

2 stops36h 31m

Chicago Midway

Tue 30-7

2 stops28h 40m

S$ 1,729

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Mon 17-6

2 stops24h 33m

Chicago Midway

Mon 24-6

2 stops28h 40m

S$ 2,262

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Fri 20-9

2 stops28h 53m

Chicago Midway

Sat 28-9

2 stops40h 25m

S$ 2,263

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Thu 23-5

2 stops28h 56m

Chicago Midway

Sun 16-6

2 stops34h 00m

S$ 2,304

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Tue 18-6

2 stops31h 34m

Chicago Midway

Thu 27-6

2 stops39h 51m

S$ 2,361

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Thu 13-6

2 stops27h 13m

Chicago Midway

Thu 27-6

2 stops39h 51m

S$ 2,364

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sat 15-6

2 stops24h 33m

Chicago Midway

Sat 22-6

2 stops28h 40m

S$ 2,502

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Mon 27-5

2 stops27h 10m

Chicago Midway

Mon 3-6

2 stops25h 08m

S$ 3,344

Flights are sorted by cheapest first

Deals found on 27-4

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 27 April 2024.
Read reviews from past customers who have flown Korean Air and Delta from Singapore to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Korean Air
8.5
Very Good
1,189 reviews
Check prices

Boarding

8.6

Entertainment

8.2

Comfort

8.3

Crew

8.8

Food

8.2

Overall

8.5

Reviews

1 / 10

I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏

Korean Air
8.5
Very Good
1,189 reviews
Korean Air
8.5
Very Good
1,189 reviews
Check prices

Boarding

8.6

Entertainment

8.2

Comfort

8.3

Crew

8.8

Food

8.2

Overall

8.5

Reviews

1 / 10

I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏

Delta
8.1
Very Good
10,951 reviews
Korean Air
8.5
Very Good
1,189 reviews
Check prices

Boarding

8.6

Entertainment

8.2

Comfort

8.3

Crew

8.8

Food

8.2

Overall

8.5

Reviews

1 / 10

I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏

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 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$ 1,727, but on average you can expect to pay S$ 3,197.

  • Are there last-minute flights available from Singapore to Chicago Midway Airport for under S$ 2,900?

    There are currently 4+ open flights from Singapore to Chicago Midway Airport within the next 7 days for less than S$ 2,900.

  • What does SIN to MDW mean?

    Singapore Changi Airport is SIN and Chicago Midway Airport is MDW. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service.

  • 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 27-4.

See more FAQs

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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.
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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 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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