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Cheap flights from Singapore to Chicago Midway Airport from S$ 1,712

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 27-5. 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
8 May — 15 May1
1 adult
Wed 8-5
Wed 15-5

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$ 1,512. For sooner than that we have options available in the next 3 days from S$ 2,025.

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$ 1,897. You can even find prices in October for less than S$ 1,897, as users have found deals to Chicago Midway Airport from as low as S$ 1,309. 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 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 192,632 searches. Data last updated 3 May 2024.
Sat 25-522:30SIN - MDW
2 stops36h 31mDelta
Mon 29-706:00MDW - SIN
2 stops34h 00mDelta
Deal found 3-5S$ 2,136
Tue 9-710:50SIN - MDW
2 stops38h 54mDelta
Wed 17-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 3-5S$ 2,236
Thu 16-510:50SIN - MDW
2 stops34h 57mDelta
Fri 21-606:00MDW - SIN
2 stops28h 40mDelta
Deal found 3-5S$ 2,301
Wed 15-501:10SIN - MDW
2 stops28h 56mDelta
Fri 21-606:00MDW - SIN
2 stops28h 40mDelta
Deal found 3-5S$ 2,401
Tue 11-622:30SIN - MDW
2 stops36h 16mDelta
Mon 17-606:00MDW - SIN
2 stops28h 40mDelta
Deal found 3-5S$ 2,600
Sun 4-801:10SIN - MDW
2 stops24h 21mDelta
Thu 22-806:00MDW - SIN
2 stops34h 00mDelta
Deal found 3-5S$ 2,663
Tue 6-801:10SIN - MDW
2 stops33h 37mDelta
Wed 14-806:00MDW - SIN
2 stops34h 00mDelta
Deal found 3-5S$ 2,664
Sun 4-822:30SIN - MDW
2 stops27h 01mDelta
Mon 20-106:00MDW - SIN
2 stops33h 00mDelta
Deal found 3-5S$ 2,733
Sun 4-810:50SIN - MDW
2 stops38h 41mDelta
Sat 18-117:00MDW - SIN
2 stops41h 10mDelta
Deal found 3-5S$ 2,794

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 192,632 searches. Prices were last updated on 3 May 2024.
Mon 27-522:30SIN - MDW
2 stops36h 31mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 2-5S$ 1,712
Sun 26-501:10SIN - MDW
2 stops28h 56mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 2-5S$ 1,909
Sat 25-522:30SIN - MDW
2 stops36h 31mDelta
Mon 29-706:00MDW - SIN
2 stops34h 00mDelta
Deal found 3-5S$ 2,136
Wed 15-510:50SIN - MDW
2 stops34h 57mDelta
Tue 21-509:32MDW - SIN
2 stops30h 28mDelta
Deal found 2-5S$ 2,489
Tue 14-501:10SIN - MDW
2 stops33h 51mDelta
Tue 21-509:32MDW - SIN
2 stops25h 08mDelta
Deal found 2-5S$ 2,587
Tue 11-622:30SIN - MDW
2 stops36h 16mDelta
Mon 17-606:00MDW - SIN
2 stops28h 40mDelta
Deal found 3-5S$ 2,600
Fri 3-500:40SIN - MDW
2 stops34h 29mMultiple Airlines
Sat 11-512:29MDW - SIN
1 stop28h 11mMultiple Airlines
Deal found 2-5S$ 2,616
Fri 24-500:40SIN - MDW
2 stops28h 33mKLM
Mon 29-719:06MDW - SIN
2 stops31h 24mKLM
Deal found 3-5S$ 2,620
Wed 15-509:15SIN - MDW
1 stop25h 54mMultiple Airlines
Tue 21-507:05MDW - SIN
2 stops28h 15mMultiple Airlines
Deal found 2-5S$ 2,813

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 192,632 searches. Data last updated 3 May 2024.
Mon 27-522:30SIN - MDW
2 stops36h 31mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 2-5S$ 1,712
Sun 26-501:10SIN - MDW
2 stops28h 56mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 2-5S$ 1,909
Sat 9-1101:30SIN - MDW
2 stops24h 28mDelta
Thu 14-1106:00MDW - SIN
2 stops28h 10mDelta
Deal found 1-5S$ 2,082
Sat 25-522:30SIN - MDW
2 stops36h 31mDelta
Mon 29-706:00MDW - SIN
2 stops34h 00mDelta
Deal found 3-5S$ 2,136
Tue 9-710:50SIN - MDW
2 stops38h 54mDelta
Wed 17-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 3-5S$ 2,236
Fri 20-901:10SIN - MDW
2 stops28h 53mDelta
Sat 28-918:15MDW - SIN
2 stops40h 25mDelta
Deal found 2-5S$ 2,241
Wed 15-510:50SIN - MDW
2 stops34h 57mDelta
Tue 21-509:32MDW - SIN
2 stops30h 28mDelta
Deal found 2-5S$ 2,489
Tue 14-501:10SIN - MDW
2 stops33h 51mDelta
Tue 21-509:32MDW - SIN
2 stops25h 08mDelta
Deal found 2-5S$ 2,587
Tue 11-622:30SIN - MDW
2 stops36h 16mDelta
Mon 17-606:00MDW - SIN
2 stops28h 40mDelta
Deal found 3-5S$ 2,600

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 192,632 searches. Data last updated 3 May 2024.
Sat 10-822:30SIN - MDW
2 stops27h 01mKorean Air
Deal found 3-5S$ 3,017

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 192,632 searches. Data last updated 3 May 2024.

Fly from

Any airport

Fly to

Any airport

Budget

S$ 2,136 - S$ 2,733

Route

Depart

Return

Price

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sat 25-5

2 stops36h 31m

Chicago Midway

Mon 29-7

2 stops34h 00m

S$ 2,136

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Tue 9-7

2 stops38h 54m

Chicago Midway

Wed 17-7

2 stops28h 40m

S$ 2,236

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Thu 16-5

2 stops34h 57m

Chicago Midway

Fri 21-6

2 stops28h 40m

S$ 2,301

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Wed 15-5

2 stops28h 56m

Chicago Midway

Fri 21-6

2 stops28h 40m

S$ 2,401

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Tue 11-6

2 stops36h 16m

Chicago Midway

Mon 17-6

2 stops28h 40m

S$ 2,600

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Fri 24-5

2 stops28h 33m

Chicago Midway

Mon 29-7

2 stops31h 24m

S$ 2,620

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sun 4-8

2 stops24h 21m

Chicago Midway

Thu 22-8

2 stops34h 00m

S$ 2,663

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Tue 6-8

2 stops33h 37m

Chicago Midway

Wed 14-8

2 stops34h 00m

S$ 2,664

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sun 4-8

2 stops27h 01m

Chicago Midway

Mon 20-1

2 stops33h 00m

S$ 2,733

Flights are sorted by cheapest first

Deals found on 3-5

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 3 May 2024.
Korean Air
8.6
Very Good
1,186 reviews
Check prices

Crew

8.8

Comfort

8.3

Boarding

8.6

Overall

8.6

Food

8.2

Entertainment

8.2

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
8.6
Very Good
1,186 reviews
Korean Air
8.6
Very Good
1,186 reviews
Check prices

Crew

8.8

Comfort

8.3

Boarding

8.6

Overall

8.6

Food

8.2

Entertainment

8.2

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
10,848 reviews
Korean Air
8.6
Very Good
1,186 reviews
Check prices

Crew

8.8

Comfort

8.3

Boarding

8.6

Overall

8.6

Food

8.2

Entertainment

8.2

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 🙏

KLM
7.9
Good
1,604 reviews
Korean Air
8.6
Very Good
1,186 reviews
Check prices

Crew

8.8

Comfort

8.3

Boarding

8.6

Overall

8.6

Food

8.2

Entertainment

8.2

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$ 2,200 on Cheapflights?

    Yes, there are multiple flights from Singapore to Chicago Midway Airport for under S$ 2,200. The cheapest flight booked recently is on Delta for just S$ 2,136, but on average you can expect to pay S$ 3,664.

  • 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 3-5.

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.
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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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