What are the cheapest airlines to fly from Singapore to Chicago one-way?

One-way options have recently been found by users for as low as S$ 829 on IndiGo. Other airlines that offer cheap prices include Korean Air from S$ 864 and Delta from S$ 869 one-way. Find deals

What are the most popular airlines that fly from Singapore to Chicago?

When booking a flight from Singapore to Chicago, you may want to consider flying on EVA Air, Cathay Pacific or Etihad Airways as they are the most popular for this route. Find deals

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

Find a great deal and save up to 13% by booking at least 55 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Singapore to Chicago within the next two weeks, with the cheapest ticket starting at S$ 1,214.

What is the cheapest month to fly from Singapore to Chicago?

February is one of the best times of the year to fly to Chicago from Singapore. Prices for February average S$ 1,586 per person but you can even find prices for as low as S$ 1,131. The most expensive prices can be found in the month of August. Opting for a February flight can save you 22% on your journey compared to booking in August

Can I find deals for flights from Singapore to Chicago that include hotel bookings?

Yes. In addition to deals on Singapore to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

How can I find direct flights from Singapore to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Singapore to Chicago.

Can I find deals for business class flights from Singapore to Chicago?

Yes. Cheapflights offers flight deals from Singapore to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

S$ 1,569+ Flights from Singapore to Chicago

Cheap flight deals from Singapore to Chicago

Round-trip from	S$ 1,335
One-way from	S$ 637
Popular in	August
Cheapest in	February
Average price	S$ 1,391

24-6-23-7
4 total stops
53h 48m total
Singapore to Chicago

Search Deals

12-5
3 total stops
53h 52m total
Singapore to Chicago

Search Deals

Highest demand for flights based on searches. 8% potential increase in price (S$ 188 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (S$ 44 potential savings vs. average return price).

Search Deals

Average for round-trip flights in April 2025

Search Deals

Find flight deals from Singapore to Chicago

Cheapest flights from Singapore to Chicago
Explore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 April 2025.

Sun 26-1001:30SIN - ORD

1 stop21h 00mKorean Air

Thu 13-1111:05ORD - SIN

1 stop27h 55mKorean Air

Deal found 28-4S$ 1,218

Thu 13-1110:00SIN - ORD

1 stop20h 38mAir Canada

Thu 27-1115:40ORD - SIN

1 stop26h 15mAir Canada

Deal found 29-4S$ 1,223

Sun 26-1002:00SIN - ORD

2 stops48h 04mMultiple Airlines

Thu 13-1110:00ORD - SIN

2 stops48h 40mMultiple Airlines

Deal found 28-4S$ 1,232

Mon 10-1110:10SIN - ORD

1 stop20h 40mUnited Airlines

Tue 25-1119:55ORD - SIN

1 stop34h 20mUnited Airlines

Deal found 29-4S$ 1,239

Wed 12-1111:00SIN - ORD

2 stops26h 47mDelta

Wed 26-1118:00ORD - SIN

2 stops40h 10mDelta

Deal found 29-4S$ 1,257

Fri 12-1202:00SIN - ORD

2 stops41h 04mChina Airlines

Mon 5-118:50ORD - SIN

2 stops39h 50mChina Airlines

Deal found 28-4S$ 1,320

Fri 12-1201:25SIN - ORD

1 stop25h 35mCathay Pacific

Mon 5-114:40ORD - SIN

1 stop31h 15mCathay Pacific

Deal found 28-4S$ 1,399

Fri 14-1115:45SIN - ORD

1 stop41h 50mEVA Air

Mon 24-1123:30ORD - SIN

1 stop25h 00mEVA Air

Deal found 29-4S$ 1,427

Mon 23-601:55SIN - ORD

1 stop20h 20mJapan Airlines

Tue 22-701:30ORD - SIN

1 stop27h 00mJapan Airlines

Deal found 28-4S$ 1,478

Wed 25-619:45SIN - ORD

2 stops35h 10mIndiGo

Mon 7-723:45ORD - SIN

2 stops28h 35mIndiGo

Deal found 27-4S$ 1,538

Wed 13-823:00SIN - ORD

1 stop45h 25mAir India

Sat 23-812:00ORD - SIN

1 stop42h 30mAir India

Deal found 29-4S$ 1,577

Thu 12-623:30SIN - ORD

1 stop26h 20mSWISS

Thu 19-619:05ORD - SIN

2 stops37h 50mSWISS

Deal found 28-4S$ 1,614

Best flights from Singapore to Chicago
Discover carefully curated flight deals from Singapore to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 29 April 2025.

Tue 24-615:10SIN - ORD

2 stops27h 30mMultiple Airlines

Wed 23-720:42ORD - SIN

2 stops26h 18mMultiple Airlines

Deal found 28-4S$ 1,335

Tue 24-609:10SIN - ORD

1 stop42h 39mAir Canada

Wed 23-720:03ORD - SIN

2 stops46h 02mAir Canada

Deal found 28-4S$ 1,428

Tue 24-620:05SIN - ORD

1 stop31h 20mCathay Pacific

Wed 23-716:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 28-4S$ 1,453

Mon 23-601:55SIN - ORD

1 stop20h 20mJapan Airlines

Tue 22-701:30ORD - SIN

1 stop27h 00mJapan Airlines

Deal found 28-4S$ 1,478

Wed 25-615:10SIN - ORD

2 stops27h 30mEVA Air

Sun 6-700:30ORD - SIN

1 stop22h 30mEVA Air

Deal found 27-4S$ 1,511

Wed 25-619:45SIN - ORD

2 stops35h 10mIndiGo

Mon 7-723:45ORD - SIN

2 stops28h 35mIndiGo

Deal found 27-4S$ 1,538

Fri 20-601:10SIN - ORD

2 stops33h 25mDelta

Sat 28-618:15ORD - SIN

2 stops40h 25mDelta

Deal found 28-4S$ 1,579

Thu 12-623:30SIN - ORD

1 stop26h 20mSWISS

Thu 19-619:05ORD - SIN

2 stops37h 50mSWISS

Deal found 28-4S$ 1,614

Mon 23-608:05SIN - ORD

2 stops24h 40mAmerican Airlines

Sun 29-601:30ORD - SIN

1 stop27h 00mAmerican Airlines

Deal found 28-4S$ 1,616

Sat 21-620:30SIN - ORD

1 stop23h 55mAir India

Sat 28-612:00ORD - SIN

1 stop30h 30mAir India

Deal found 28-4S$ 1,648

Wed 25-608:45SIN - ORD

1 stop33h 44mUnited Airlines

Mon 7-706:30ORD - SIN

1 stop22h 55mUnited Airlines

Deal found 27-4S$ 1,658

Fri 20-600:40SIN - MDW

2 stops28h 01mKLM

Sat 28-619:21MDW - SIN

2 stops31h 09mKLM

Deal found 28-4S$ 2,764

Last-minute flights from Singapore to Chicago
Discover last-minute flight deals from Singapore to Chicago. Data last updated 29 April 2025 and is based on user searches.

Fri 9-503:10SIN - ORD

1 stop24h 55mQatar Airways

Sat 17-519:20ORD - SIN

1 stop24h 40mQatar Airways

Deal found 29-4S$ 2,669

Fri 9-500:40SIN - MDW

2 stops27h 50mKLM

Sat 17-518:30MDW - SIN

2 stops32h 00mKLM

Deal found 29-4S$ 2,862

Mon 26-501:10SIN - ORD

2 stops35h 48mDelta

Tue 3-607:15ORD - SIN

2 stops27h 25mDelta

Deal found 29-4S$ 1,398

Mon 26-501:10SIN - MDW

2 stops24h 18mDelta

Tue 3-616:15MDW - SIN

2 stops42h 25mDelta

Deal found 29-4S$ 1,538

Mon 26-501:55SIN - ORD

2 stops24h 56mAmerican Airlines

Mon 2-601:30ORD - SIN

1 stop27h 00mAmerican Airlines

Deal found 29-4S$ 1,845

Mon 26-501:50SIN - ORD

1 stop25h 35mCathay Pacific

Tue 3-616:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 29-4S$ 1,864

Tue 27-508:45SIN - ORD

1 stop25h 23mUnited Airlines

Tue 3-609:00ORD - SIN

1 stop44h 25mUnited Airlines

Deal found 29-4S$ 1,239

Tue 27-515:10SIN - ORD

2 stops27h 30mEVA Air

Tue 3-617:58ORD - SIN

2 stops29h 02mEVA Air

Deal found 29-4S$ 1,382

Tue 27-514:00SIN - ORD

3 stops28h 25mMultiple Airlines

Tue 3-618:59ORD - SIN

2 stops28h 41mMultiple Airlines

Deal found 29-4S$ 1,448

Tue 27-523:30SIN - ORD

1 stop26h 20mSWISS

Tue 3-619:05ORD - SIN

2 stops40h 30mSWISS

Deal found 29-4S$ 1,618

Tue 27-508:05SIN - ORD

2 stops24h 33mJapan Airlines

Mon 2-601:30ORD - SIN

1 stop27h 00mJapan Airlines

Deal found 29-4S$ 1,899

One-way flights from Singapore to Chicago
Search for one-way flight options from Singapore to Chicago. Find affordable one-way fares based on user searches. Data last updated 29 April 2025.

Mon 12-513:50SIN - ORD

3 stops53h 52mMultiple Airlines

Deal found 28-4S$ 637

Wed 14-518:40SIN - MDW

2 stops31h 54mMultiple Airlines

Deal found 28-4S$ 722

Tue 22-719:45SIN - ORD

2 stops39h 15mIndiGo

Deal found 27-4S$ 829

Tue 6-522:30SIN - ORD

1 stop24h 10mKorean Air

Deal found 28-4S$ 864

Thu 15-507:30SIN - MDW

2 stops26h 58mDelta

Deal found 28-4S$ 869

Wed 14-501:10SIN - ORD

2 stops35h 48mDelta

Deal found 28-4S$ 869

Mon 21-701:50SIN - ORD

1 stop25h 35mCathay Pacific

Deal found 27-4S$ 875

Tue 6-515:10SIN - ORD

2 stops40h 10mEVA Air

Deal found 28-4S$ 883

Thu 8-502:00SIN - ORD

2 stops54h 10mChina Airlines

Deal found 28-4S$ 894

Fri 9-520:40SIN - ORD

1 stop35h 59mUnited Airlines

Deal found 28-4S$ 906

Mon 7-720:30SIN - ORD

1 stop23h 55mAir India

Deal found 28-4S$ 1,097

Thu 15-501:55SIN - ORD

1 stop20h 20mJapan Airlines

Deal found 28-4S$ 1,252

Cheapflights Fare Finder

Use the filters below to find and compare flights from Singapore to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 26-10

01:30-09:30

1 stop21h 00m

Chicago O'Hare Intl

Thu 13-11

11:05-05:00

1 stop27h 55m

S$ 1,218

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 26-10

02:00-13:04

2 stops48h 04m

Chicago O'Hare Intl

Thu 13-11

10:00-00:40

2 stops48h 40m

S$ 1,232

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 26-10

01:30-09:30

1 stop21h 00m

Chicago O'Hare Intl

Thu 13-11

07:00-00:10

2 stops27h 10m

S$ 1,388

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 24-6

09:10-14:49

1 stop42h 39m

Chicago O'Hare Intl

Wed 23-7

20:03-07:05

2 stops46h 02m

S$ 1,428

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 24-6

20:05-14:25

1 stop31h 20m

Chicago O'Hare Intl

Wed 23-7

16:00-05:30

1 stop24h 30m

S$ 1,453

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 23-6

01:55-09:15

1 stop20h 20m

Chicago O'Hare Intl

Tue 22-7

01:30-17:30

1 stop27h 00m

S$ 1,478

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 25-6

15:10-05:40

2 stops27h 30m

Chicago O'Hare Intl

Sun 6-7

00:30-12:00

1 stop22h 30m

S$ 1,511

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 25-6

19:45-17:55

2 stops35h 10m

Chicago O'Hare Intl

Mon 7-7

23:45-17:20

2 stops28h 35m

S$ 1,538

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 13-8

23:00-07:25

1 stop45h 25m

Chicago O'Hare Intl

Sat 23-8

12:00-19:30

1 stop42h 30m

S$ 1,577

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 12-6

23:30-12:50

1 stop26h 20m

Chicago O'Hare Intl

Thu 19-6

19:05-21:55

2 stops37h 50m

S$ 1,614

Flights are sorted by cheapest return flights first.

Deals found on 28-4

Showing 1-10 of 36 results

Best time to book a flight from Singapore to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago 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

What is the cheapest time of day to fly from SG to CHI?

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

Rainfall in Chicago by month

In terms of precipitation, rainfall in Chicago 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 when rainfall is around 43.0 mm.

Temperature in Chicago by month

If weather is an important factor for your trip to Chicago, 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 Chicago

EVA Air

8.4

Very Good

1,186 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

EVA Air

8.4

Very Good

1,186 reviews

EVA Air

8.4

Very Good

1,186 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

Korean Air

8.4

Very Good

1,066 reviews

EVA Air

8.4

Very Good

1,186 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

Japan Airlines

8.3

Very Good

1,459 reviews

EVA Air

8.4

Very Good

1,186 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

China Airlines

8.3

Very Good

729 reviews

EVA Air

8.4

Very Good

1,186 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

ANA

8.3

Very Good

855 reviews

EVA Air

8.4

Very Good

1,186 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

Related info for your journey

What are the cheapest airlines to fly from Singapore to Chicago one-way?
One-way options have recently been found by users for as low as S$ 829 on IndiGo. Other airlines that offer cheap prices include Korean Air from S$ 864 and Delta from S$ 869 one-way.
Can I find deals for flights from Singapore to Chicago that include hotel bookings?
Yes. In addition to deals on Singapore to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.
How can I find direct flights from Singapore to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Singapore to Chicago.
Can I find deals for business class flights from Singapore to Chicago?
Yes. Cheapflights offers flight deals from Singapore to Chicago 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

Alternative routes for Singapore to Chicago

Singapore to O'Hare Intl flights

Singapore to Midway flights

Top 7 airlines flying from Singapore to Chicago

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestS$ 1,087	AverageS$ 1,613	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Cathay Pacific	CheapestS$ 1,221	AverageS$ 1,468	FlexibilityNo cancel fee	On-time72%	Search Cathay Pacific flights
Korean Air	CheapestS$ 1,258	AverageS$ 2,667	FlexibilityNo cancel fee	On-time81%	Search Korean Air flights
EVA Air	CheapestS$ 1,292	AverageS$ 1,507	FlexibilityNo cancel fee	On-time74%	Search EVA Air flights
ANA	CheapestS$ 1,412	AverageS$ 2,107	FlexibilityNo cancel fee	On-time80%	Search ANA flights
Japan Airlines	CheapestS$ 1,465	AverageS$ 1,693	FlexibilityNo cancel fee	On-time79%	Search Japan Airlines flights
Etihad Airways	CheapestS$ 2,008	AverageS$ 2,501	FlexibilityNo cancel fee	On-time75%	Search Etihad Airways flights

Fly with Cheapflights

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

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Singapore today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Singapore to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Singapore to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Singapore to Chicago with no change fees?

Yes! Cheapflights helps users easily find flights from Singapore to Chicago with no change fees.

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

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

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Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

Cheap flights from Singapore to Chicago from S$ 637

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 12-5. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Singapore to Chicago

Keep the following information in mind while searching for Singapore to Chicago flight deals. Data was last updated 29 April 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Singapore to Chicago

Cheapest flights from Singapore to ChicagoExplore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 April 2025.

Explore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 April 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Singapore to Chicago that are best for you.

Best time to book a flight from Singapore to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Singapore with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Singapore to Chicago

What is the cheapest time of day to fly from SG to CHI?

Find hourly flight availability from Singapore to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 29 April 2025.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

Related info for your journey

Find useful and relevant information for your journey from Singapore to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What are the cheapest airlines to fly from Singapore to Chicago one-way?

Can I find deals for flights from Singapore to Chicago that include hotel bookings?

How can I find direct flights from Singapore to Chicago?

Can I find deals for business class flights from Singapore to Chicago?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Singapore to Chicago

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

Top 7 airlines flying from Singapore to Chicago

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 Chicago?

Why should you use Cheapflights to find cheap flight tickets from Singapore to Chicago?

Can Cheapflights find flights from Singapore to Chicago with no change fees?

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

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Singapore to Chicago
Explore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 April 2025.