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$ 631 on Japan Airlines. Other airlines that offer cheap prices include American Airlines from S$ 635 and Korean Air from S$ 846 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$ 1,184.

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

April is one of the best times of the year to fly to Chicago from Singapore. Prices for April average S$ 1,490 per person but you can even find prices for as low as S$ 1,156. The most expensive prices can be found in the month of January. Opting for a April flight can save you 24% on your journey compared to booking in January

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$ 1,373+ Flights from Singapore to Chicago

Cheap flight deals from Singapore to Chicago

Round-trip from	S$ 868
One-way from	S$ 631
Popular in	January
Cheapest in	April
Average price	S$ 1,535

Japan Airlines
24-6-22-7
3 total stops
75h 58m total
Singapore to Chicago

Search Deals

Japan Airlines
26-7
2 total stops
38h 53m total
Singapore to Chicago

Search Deals

Highest demand for flights based on searches. 5% potential increase in price (S$ 111 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 June 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 13 June 2025.

Sun 22-601:55SIN - ORD

2 stops32h 13mJapan Airlines

Tue 22-701:30ORD - SIN

1 stop27h 00mJapan Airlines

Deal found 11-6S$ 868

Mon 27-1010:10SIN - ORD

1 stop26h 00mUnited Airlines

Thu 13-1107:10ORD - SIN

1 stop23h 05mUnited Airlines

Deal found 11-6S$ 877

Tue 7-1022:10SIN - ORD

1 stop23h 30mANA

Mon 13-1011:50ORD - SIN

1 stop23h 55mANA

Deal found 12-6S$ 1,039

Fri 20-611:05SIN - ORD

2 stops25h 54mMultiple Airlines

Sat 5-717:45ORD - SIN

1 stop23h 55mMultiple Airlines

Deal found 11-6S$ 1,087

Mon 27-1021:00SIN - ORD

2 stops30h 39mAir Canada

Thu 13-1115:40ORD - SIN

1 stop26h 15mAir Canada

Deal found 11-6S$ 1,171

Wed 11-620:05SIN - ORD

1 stop31h 20mCathay Pacific

Mon 23-616:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 11-6S$ 1,284

Sun 22-601:55SIN - ORD

2 stops29h 40mBritish Airways

Tue 8-708:25ORD - SIN

2 stops32h 45mBritish Airways

Deal found 12-6S$ 1,324

Sat 13-1215:45SIN - ORD

2 stops27h 19mEVA Air

Mon 5-118:50ORD - SIN

2 stops29h 40mEVA Air

Deal found 11-6S$ 1,327

Sun 22-601:55SIN - ORD

2 stops25h 20mAmerican Airlines

Wed 23-710:00ORD - SIN

2 stops25h 20mAmerican Airlines

Deal found 11-6S$ 1,343

Fri 12-1202:00SIN - ORD

2 stops41h 04mChina Airlines

Mon 5-117:10ORD - SIN

2 stops29h 55mChina Airlines

Deal found 12-6S$ 1,345

Fri 21-1100:05SIN - ORD

1 stop26h 40mSWISS

Thu 27-1121:05ORD - SIN

2 stops30h 45mSWISS

Deal found 11-6S$ 1,617

Sat 22-1111:00SIN - MDW

2 stops39h 32mDelta

Thu 27-1117:59MDW - SIN

2 stops40h 11mDelta

Deal found 11-6S$ 2,053

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 13 June 2025.

Tue 24-621:50SIN - ORD

2 stops36h 18mJapan Airlines

Tue 22-701:30ORD - SIN

1 stop39h 40mJapan Airlines

Deal found 11-6S$ 868

Mon 27-1010:10SIN - ORD

1 stop26h 00mUnited Airlines

Thu 13-1107:10ORD - SIN

1 stop23h 05mUnited Airlines

Deal found 11-6S$ 877

Tue 7-1022:10SIN - ORD

1 stop23h 30mANA

Mon 13-1011:50ORD - SIN

1 stop23h 55mANA

Deal found 12-6S$ 1,039

Mon 27-1021:00SIN - ORD

2 stops30h 39mAir Canada

Thu 13-1115:40ORD - SIN

1 stop26h 15mAir Canada

Deal found 11-6S$ 1,171

Fri 11-715:10SIN - ORD

2 stops27h 30mMultiple Airlines

Fri 18-720:42ORD - SIN

2 stops26h 18mMultiple Airlines

Deal found 11-6S$ 1,334

Mon 23-601:55SIN - ORD

2 stops25h 20mAmerican Airlines

Wed 23-710:00ORD - SIN

2 stops25h 20mAmerican Airlines

Deal found 12-6S$ 1,343

Mon 6-1001:50SIN - ORD

1 stop25h 35mCathay Pacific

Mon 13-1016:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 12-6S$ 1,372

Sun 6-713:10SIN - ORD

1 stop21h 00mEVA Air

Fri 11-700:30ORD - SIN

1 stop22h 30mEVA Air

Deal found 12-6S$ 1,457

Mon 6-1002:00SIN - ORD

2 stops41h 21mChina Airlines

Mon 13-1008:00ORD - SIN

2 stops51h 35mChina Airlines

Deal found 12-6S$ 1,546

Fri 21-1100:05SIN - ORD

1 stop26h 40mSWISS

Thu 27-1121:05ORD - SIN

2 stops30h 45mSWISS

Deal found 11-6S$ 1,617

Mon 23-613:00SIN - ORD

3 stops34h 15mAir India

Tue 8-712:15ORD - SIN

1 stop30h 00mAir India

Deal found 13-6S$ 1,688

Sun 6-718:55SIN - ORD

3 stops36h 00mIndiGo

Sat 12-719:50ORD - SIN

2 stops32h 55mIndiGo

Deal found 12-6S$ 1,795

Last-minute flights from Singapore to Chicago
Discover last-minute flight deals from Singapore to Chicago. Data last updated 13 June 2025 and is based on user searches.

Mon 16-601:10SIN - MDW

2 stops24h 19mMultiple Airlines

Wed 20-809:31MDW - SIN

2 stops25h 09mMultiple Airlines

Deal found 12-6S$ 2,440

Tue 17-606:15SIN - ORD

2 stops26h 56mANA

Wed 20-808:50ORD - SIN

2 stops26h 55mANA

Deal found 12-6S$ 1,096

Tue 17-622:30SIN - MDW

2 stops26h 59mDelta

Wed 20-809:31MDW - SIN

2 stops25h 09mDelta

Deal found 12-6S$ 2,148

Wed 18-613:25SIN - ORD

1 stop38h 00mCathay Pacific

Fri 27-616:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 11-6S$ 1,516

Thu 19-601:45SIN - ORD

2 stops31h 16mAir Canada

Wed 20-818:00ORD - SIN

2 stops48h 05mAir Canada

Deal found 12-6S$ 2,271

Fri 20-620:40SIN - ORD

1 stop27h 52mUnited Airlines

Wed 20-806:15ORD - SIN

1 stop23h 10mUnited Airlines

Deal found 12-6S$ 881

Fri 20-611:05SIN - ORD

2 stops25h 54mMultiple Airlines

Sat 5-717:45ORD - SIN

1 stop23h 55mMultiple Airlines

Deal found 11-6S$ 1,087

Fri 20-613:10SIN - ORD

1 stop20h 50mEVA Air

Fri 4-700:30ORD - SIN

1 stop22h 30mEVA Air

Deal found 11-6S$ 1,450

Sun 22-601:55SIN - ORD

2 stops32h 13mJapan Airlines

Tue 22-701:30ORD - SIN

1 stop27h 00mJapan Airlines

Deal found 11-6S$ 868

Sun 22-601:55SIN - ORD

2 stops29h 40mBritish Airways

Tue 8-708:25ORD - SIN

2 stops32h 45mBritish Airways

Deal found 12-6S$ 1,324

Sun 22-601:55SIN - ORD

2 stops25h 20mAmerican Airlines

Wed 23-710:00ORD - SIN

2 stops25h 20mAmerican Airlines

Deal found 11-6S$ 1,343

Sun 22-602:00SIN - ORD

2 stops43h 15mEthiopian Air

Tue 8-710:15ORD - SIN

1 stop39h 35mEthiopian Air

Deal found 12-6S$ 1,873

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 13 June 2025.

Sat 26-721:50SIN - ORD

2 stops38h 53mJapan Airlines

Deal found 11-6S$ 631

Tue 26-801:55SIN - ORD

2 stops27h 53mAmerican Airlines

Deal found 11-6S$ 635

Fri 5-914:35SIN - MDW

3 stops45h 34mMultiple Airlines

Deal found 11-6S$ 710

Thu 4-900:20SIN - ORD

2 stops36h 11mMultiple Airlines

Deal found 11-6S$ 736

Wed 3-901:10SIN - ORD

1 stop21h 20mKorean Air

Deal found 11-6S$ 846

Wed 3-901:10SIN - MDW

2 stops30h 27mDelta

Deal found 11-6S$ 864

Sun 30-1122:30SIN - ORD

2 stops39h 17mDelta

Deal found 11-6S$ 864

Sun 30-1101:25SIN - ORD

1 stop25h 35mCathay Pacific

Deal found 11-6S$ 874

Mon 7-723:10SIN - ORD

1 stop23h 30mTurkish Airlines

Deal found 11-6S$ 899

Wed 16-720:40SIN - ORD

1 stop21h 59mUnited Airlines

Deal found 12-6S$ 902

Sat 9-800:50SIN - ORD

1 stop27h 55mEmirates

Deal found 12-6S$ 1,286

Tue 19-823:30SIN - ORD

1 stop26h 20mSWISS

Deal found 11-6S$ 1,289

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 22-6

01:55-21:08

2 stops32h 13m

Chicago O'Hare Intl

Tue 22-7

01:30-17:30

1 stop27h 00m

S$ 868

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 20-6

20:40-11:32

1 stop27h 52m

Chicago O'Hare Intl

Wed 20-8

12:53-06:15

1 stop28h 22m

S$ 881

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 20-6

11:05-23:59

2 stops25h 54m

Chicago O'Hare Intl

Sat 5-7

17:45-06:40

1 stop23h 55m

S$ 1,087

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 17-6

06:15-20:11

2 stops26h 56m

Chicago O'Hare Intl

Wed 20-8

08:50-00:45

2 stops26h 55m

S$ 1,096

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 17-7

09:10-14:54

1 stop42h 44m

Chicago O'Hare Intl

Tue 29-7

08:48-00:45

2 stops26h 57m

S$ 1,265

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 22-6

01:55-18:35

2 stops29h 40m

Chicago O'Hare Intl

Tue 8-7

08:25-06:10

2 stops32h 45m

S$ 1,324

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 22-6

01:55-14:15

2 stops25h 20m

Chicago O'Hare Intl

Wed 23-7

10:00-00:20

2 stops25h 20m

S$ 1,343

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 20-6

13:10-21:00

1 stop20h 50m

Chicago O'Hare Intl

Fri 4-7

00:30-12:00

1 stop22h 30m

S$ 1,450

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 18-6

13:25-14:25

1 stop38h 00m

Chicago O'Hare Intl

Fri 27-6

16:00-05:30

1 stop24h 30m

S$ 1,516

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 20-6

19:45-17:55

2 stops35h 10m

Chicago O'Hare Intl

Sat 5-7

19:50-17:45

2 stops32h 55m

S$ 1,705

Flights are sorted by cheapest return flights first.

Deals found on 11-6

Showing 1-10 of 32 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

Read through reviews of airlines operating flights from Singapore to Chicago, such as EVA Air, Korean Air and Japan Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

EVA Air

8.4

Very Good

1,202 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

EVA Air

8.4

Very Good

1,202 reviews

EVA Air

8.4

Very Good

1,202 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

Korean Air

8.4

Very Good

1,091 reviews

EVA Air

8.4

Very Good

1,202 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

Japan Airlines

8.3

Very Good

1,490 reviews

EVA Air

8.4

Very Good

1,202 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

China Airlines

8.3

Very Good

738 reviews

EVA Air

8.4

Very Good

1,202 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

ANA

8.3

Very Good

882 reviews

EVA Air

8.4

Very Good

1,202 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

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$ 631 on Japan Airlines. Other airlines that offer cheap prices include American Airlines from S$ 635 and Korean Air from S$ 846 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

Complete your trip

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Chicago O'Hare Intl Airport car hire

Chicago Midway Airport car hire

Chicago Greater Rockford Airport car hire

Downtown car hire

O'Hare car hire

Rogers Park car hire

Near North Side car hire

Lincoln Park car hire

Logan Square car hire

Hyde Park car hire

Northalsted car hire

Top 7 airlines flying from Singapore to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Japan Airlines	CheapestS$ 889	AverageS$ 1,566	FlexibilityNo cancel fee	On-time79%	Search Japan Airlines flights
United Airlines	CheapestS$ 1,061	AverageS$ 1,415	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Cathay Pacific	CheapestS$ 1,191	AverageS$ 1,432	FlexibilityNo cancel fee	On-time72%	Search Cathay Pacific flights
Korean Air	CheapestS$ 1,227	AverageS$ 2,601	FlexibilityNo cancel fee	On-time81%	Search Korean Air flights
EVA Air	CheapestS$ 1,284	AverageS$ 1,546	FlexibilityNo cancel fee	On-time74%	Search EVA Air flights
ANA	CheapestS$ 1,377	AverageS$ 2,088	FlexibilityNo cancel fee	On-time80%	Search ANA flights
Etihad Airways	CheapestS$ 1,958	AverageS$ 2,440	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$ 631

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 26-7. 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 13 June 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 13 June 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 13 June 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 13 June 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

Read through reviews of airlines operating flights from Singapore to Chicago, such as EVA Air, Korean Air and Japan Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

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 13 June 2025.