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Cheap flights from Singapore to Chicago Midway Airport from S$ 815

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 15-5. 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
23 Apr — 30 Apr1
1 adult
Tue 23-4
Tue 30-4

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 45 days before your planned departure. Booking around this time can save you about 7% on the cost of this flight compared to booking a flight leaving this week. We have found prices from S$ 1,522 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as S$ 2,039.

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$ 1,910. You can even find prices in October for less than S$ 1,910, as users have found deals to Chicago Midway Airport from as low as S$ 1,318. 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 (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 198,992 searches. Data last updated 18 April 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.
Mon 27-522:30SIN - MDW
2 stops36h 31mDelta
Tue 30-706:00MDW - SIN
2 stops28h 40mDelta
Deal found 18-4S$ 1,725
Sat 25-522:30SIN - MDW
2 stops29h 25mDelta
Mon 29-706:00MDW - SIN
2 stops34h 00mDelta
Deal found 17-4S$ 1,792
Fri 13-922:30SIN - MDW
2 stops36h 14mDelta
Tue 17-906:00MDW - SIN
2 stops34h 00mDelta
Deal found 18-4S$ 1,794
Thu 12-901:10SIN - MDW
2 stops28h 53mDelta
Tue 17-906:00MDW - SIN
2 stops34h 00mDelta
Deal found 18-4S$ 1,994
Tue 20-822:30SIN - MDW
2 stops32h 29mDelta
Sat 21-918:50MDW - SIN
2 stops39h 50mDelta
Deal found 18-4S$ 2,079
Sat 24-822:30SIN - MDW
2 stops32h 29mDelta
Thu 5-906:00MDW - SIN
2 stops34h 00mDelta
Deal found 17-4S$ 2,145
Thu 2-522:30SIN - MDW
2 stops30h 53mDelta
Mon 6-506:30MDW - SIN
2 stops33h 30mDelta
Deal found 17-4S$ 2,155
Fri 20-901:10SIN - MDW
2 stops24h 21mDelta
Sat 28-918:50MDW - SIN
2 stops39h 50mDelta
Deal found 17-4S$ 2,254
Wed 1-501:10SIN - MDW
2 stops33h 21mDelta
Mon 6-506:30MDW - SIN
2 stops33h 30mDelta
Deal found 17-4S$ 2,554

Cheap KLM flights from Singapore to Midway

Explore cheap flight options specifically provided by KLM 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 198,992 searches. Data last updated 18 April 2024.
Browse through some of the cheapest KLM flights traveling from Singapore to Chicago. Make sure to examine the flight information before completing your reservation.
Fri 24-500:40SIN - MDW
2 stops28h 33mKLM
Mon 29-719:06MDW - SIN
2 stops31h 24mKLM
Deal found 17-4S$ 2,643
Fri 23-800:40SIN - MDW
2 stops28h 35mKLM
Thu 5-918:45MDW - SIN
2 stops31h 45mKLM
Deal found 17-4S$ 3,643

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 198,992 searches. Prices were last updated on 18 April 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 18-4S$ 1,725
Sat 25-522:30SIN - MDW
2 stops29h 25mDelta
Mon 29-706:00MDW - SIN
2 stops34h 00mDelta
Deal found 17-4S$ 1,792
Thu 18-410:50SIN - MDW
2 stops23h 42mDelta
Wed 1-506:30MDW - SIN
2 stops28h 10mDelta
Deal found 17-4S$ 2,056
Thu 2-522:30SIN - MDW
2 stops30h 53mDelta
Mon 6-506:30MDW - SIN
2 stops33h 30mDelta
Deal found 17-4S$ 2,155
Wed 1-501:10SIN - MDW
2 stops33h 21mDelta
Mon 6-506:30MDW - SIN
2 stops33h 30mDelta
Deal found 17-4S$ 2,554
Fri 24-500:40SIN - MDW
2 stops28h 33mKLM
Mon 29-719:06MDW - SIN
2 stops31h 24mKLM
Deal found 17-4S$ 2,643
Tue 14-501:10SIN - MDW
2 stops24h 30mDelta
Wed 22-508:45MDW - SIN
2 stops31h 15mDelta
Deal found 17-4S$ 2,703
Sun 12-501:10SIN - MDW
2 stops24h 30mMultiple Airlines
Thu 16-509:32MDW - SIN
2 stops25h 08mMultiple Airlines
Deal found 17-4S$ 3,118
Sun 12-501:10SIN - MDW
2 stops24h 30mMultiple Airlines
Thu 16-509:32MDW - SIN
2 stops25h 08mMultiple Airlines
Deal found 17-4S$ 3,121

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 198,992 searches. Data last updated 18 April 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 18-4S$ 1,725
Sat 25-522:30SIN - MDW
2 stops29h 25mDelta
Mon 29-706:00MDW - SIN
2 stops34h 00mDelta
Deal found 17-4S$ 1,792
Fri 13-922:30SIN - MDW
2 stops36h 14mDelta
Tue 17-906:00MDW - SIN
2 stops34h 00mDelta
Deal found 18-4S$ 1,794
Mon 28-1011:00SIN - MDW
2 stops38h 31mDelta
Thu 31-1018:45MDW - SIN
2 stops40h 25mDelta
Deal found 16-4S$ 1,921
Mon 28-1011:00SIN - MDW
2 stops58h 45mDelta
Thu 31-1009:20MDW - SIN
2 stops54h 40mDelta
Deal found 17-4S$ 1,925
Sun 17-1101:30SIN - MDW
2 stops27h 26mDelta
Sat 30-1106:00MDW - SIN
2 stops33h 00mDelta
Deal found 16-4S$ 1,956
Thu 12-901:10SIN - MDW
2 stops28h 53mDelta
Tue 17-906:00MDW - SIN
2 stops34h 00mDelta
Deal found 18-4S$ 1,994
Thu 18-410:50SIN - MDW
2 stops23h 42mDelta
Wed 1-506:30MDW - SIN
2 stops28h 10mDelta
Deal found 17-4S$ 2,056
Tue 20-822:30SIN - MDW
2 stops32h 29mDelta
Sat 21-918:50MDW - SIN
2 stops39h 50mDelta
Deal found 18-4S$ 2,079

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 198,992 searches. Data last updated 18 April 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.
Wed 15-523:10SIN - MDW
3 stops56h 17mMultiple Airlines
Deal found 16-4S$ 815
Mon 27-519:15SIN - MDW
3 stops57h 08mMultiple Airlines
Deal found 18-4S$ 837
Wed 19-601:05SIN - MDW
3 stops51h 18mMultiple Airlines
Deal found 17-4S$ 884
Tue 11-606:15SIN - MDW
2 stops46h 08mMultiple Airlines
Deal found 17-4S$ 895
Mon 29-414:00SIN - MDW
3 stops44h 44mMultiple Airlines
Deal found 17-4S$ 909
Mon 29-414:00SIN - MDW
2 stops45h 09mMultiple Airlines
Deal found 17-4S$ 925
Tue 14-500:40SIN - MDW
2 stops34h 29mMultiple Airlines
Deal found 16-4S$ 933
Tue 14-500:40SIN - MDW
3 stops42h 10mMultiple Airlines
Deal found 16-4S$ 944
Mon 27-522:15SIN - MDW
2 stops54h 08mMultiple Airlines
Deal found 18-4S$ 975

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 198,992 searches. Data last updated 18 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

S$ 1,725 - S$ 3,121

Route

Depart

Return

Price

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Mon 27-5

2 stops36h 31m

Chicago Midway

Tue 30-7

2 stops28h 40m

S$ 1,725

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sat 25-5

2 stops29h 25m

Chicago Midway

Mon 29-7

2 stops34h 00m

S$ 1,792

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Fri 13-9

2 stops36h 14m

Chicago Midway

Tue 17-9

2 stops34h 00m

S$ 1,794

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Thu 12-9

2 stops28h 53m

Chicago Midway

Tue 17-9

2 stops34h 00m

S$ 1,994

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Tue 20-8

2 stops32h 29m

Chicago Midway

Sat 21-9

2 stops39h 50m

S$ 2,079

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Fri 24-5

2 stops28h 33m

Chicago Midway

Mon 29-7

2 stops31h 24m

S$ 2,643

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Thu 20-6

2 stops27h 13m

Chicago Midway

Tue 2-7

2 stops25h 11m

S$ 2,768

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sun 12-5

2 stops24h 30m

Chicago Midway

Thu 16-5

2 stops25h 08m

S$ 3,118

Singapore ChangiChicago Midway

SIN - MDW

SINMDW

Singapore Changi

Sun 12-5

2 stops24h 30m

Chicago Midway

Thu 16-5

2 stops25h 08m

S$ 3,121

Flights are sorted by cheapest first

Deals found on 18-4

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 18 April 2024.
To help decide which airline to fly from Singapore to Chicago, see what other customers have to say about Delta and KLM. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.5
Very Good
1,198 reviews

Food

8.2

Crew

8.8

Boarding

8.6

Comfort

8.3

Entertainment

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 🙏

8.5
Very Good
1,198 reviews
8.5
Very Good
1,198 reviews

Food

8.2

Crew

8.8

Boarding

8.6

Comfort

8.3

Entertainment

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 🙏

8.1
Very Good
11,104 reviews
8.5
Very Good
1,198 reviews

Food

8.2

Crew

8.8

Boarding

8.6

Comfort

8.3

Entertainment

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 🙏

7.9
Good
1,646 reviews
8.5
Very Good
1,198 reviews

Food

8.2

Crew

8.8

Boarding

8.6

Comfort

8.3

Entertainment

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.
  • 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$ 2,549.

  • 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 18-4.

See more FAQs

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Alternative routes for Singapore to Midway
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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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