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$ 723 on Cathay Pacific. Other airlines that offer cheap prices include IndiGo from S$ 792 and Korean Air from S$ 815 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 Japan Airlines 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$ 1,222.

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$ 1,590 per person but you can even find prices for as low as S$ 1,139. The most expensive prices can be found in the month of August. Opting for a February flight can save you 23% 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$ 1,801+ Flights from Singapore to Chicago

Cheap flight deals from Singapore to Chicago

Round-trip from	S$ 1,163
One-way from	S$ 621
Popular in	August
Cheapest in	February
Average price	S$ 1,356

Air Canada
24-6-23-7
3 total stops
88h 41m total
Singapore to Chicago

Search Deals

29-5
3 total stops
57h 57m total
Singapore to Chicago

Search Deals

Highest demand for flights based on searches. 8% potential increase in price (S$ 204 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (S$ 47 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 12 April 2025.

Mon 27-1021:00SIN - ORD

2 stops30h 39mAir Canada

Thu 13-1107:20ORD - SIN

2 stops34h 35mAir Canada

Deal found 11-4S$ 1,121

Sat 12-420:05SIN - ORD

1 stop31h 20mCathay Pacific

Fri 25-416:00ORD - SIN

1 stop39h 35mCathay Pacific

Deal found 11-4S$ 1,200

Fri 5-1210:10SIN - ORD

1 stop26h 27mUnited Airlines

Mon 5-122:00ORD - SIN

1 stop32h 15mUnited Airlines

Deal found 11-4S$ 1,228

Sun 26-1001:30SIN - ORD

1 stop21h 00mKorean Air

Thu 13-1111:05ORD - SIN

1 stop23h 05mKorean Air

Deal found 11-4S$ 1,230

Mon 1-1201:30SIN - ORD

2 stops32h 17mDelta

Mon 5-107:30ORD - SIN

2 stops31h 30mDelta

Deal found 11-4S$ 1,271

Tue 24-620:30SIN - ORD

1 stop23h 55mAir India

Wed 23-712:00ORD - SIN

1 stop30h 30mAir India

Deal found 11-4S$ 1,348

Mon 12-515:10SIN - ORD

2 stops27h 55mMultiple Airlines

Sat 17-519:59ORD - SIN

2 stops27h 01mMultiple Airlines

Deal found 11-4S$ 1,356

Fri 6-608:05SIN - ORD

1 stop20h 55mJapan Airlines

Tue 10-601:30ORD - SIN

1 stop27h 00mJapan Airlines

Deal found 11-4S$ 1,468

Sun 25-503:10SIN - ORD

1 stop24h 55mQatar Airways

Mon 2-616:44ORD - SIN

2 stops34h 01mQatar Airways

Deal found 10-4S$ 1,530

Mon 26-523:30SIN - ORD

1 stop26h 20mSWISS

Mon 2-620:15ORD - SIN

2 stops31h 50mSWISS

Deal found 10-4S$ 1,591

Tue 24-615:10SIN - ORD

2 stops27h 35mEVA Air

Tue 22-700:30ORD - SIN

1 stop24h 20mEVA Air

Deal found 11-4S$ 1,595

Fri 6-608:05SIN - ORD

2 stops24h 51mAmerican Airlines

Tue 10-601:30ORD - SIN

1 stop27h 00mAmerican Airlines

Deal found 11-4S$ 1,600

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 12 April 2025.

Tue 24-609:10SIN - ORD

1 stop42h 39mAir Canada

Wed 23-720:03ORD - SIN

2 stops46h 02mAir Canada

Deal found 11-4S$ 1,163

Mon 12-509:00SIN - ORD

1 stop23h 39mUnited Airlines

Sat 17-520:30ORD - SIN

1 stop32h 55mUnited Airlines

Deal found 11-4S$ 1,228

Tue 24-620:30SIN - ORD

1 stop23h 55mAir India

Wed 23-712:00ORD - SIN

1 stop30h 30mAir India

Deal found 11-4S$ 1,348

Mon 12-515:10SIN - ORD

2 stops27h 55mMultiple Airlines

Sat 17-519:59ORD - SIN

2 stops27h 01mMultiple Airlines

Deal found 11-4S$ 1,356

Mon 23-601:50SIN - ORD

1 stop25h 35mCathay Pacific

Wed 23-716:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 11-4S$ 1,405

Fri 6-608:05SIN - ORD

1 stop20h 55mJapan Airlines

Tue 10-601:30ORD - SIN

1 stop27h 00mJapan Airlines

Deal found 11-4S$ 1,468

Sun 25-503:10SIN - ORD

1 stop24h 55mQatar Airways

Mon 2-616:44ORD - SIN

2 stops34h 01mQatar Airways

Deal found 10-4S$ 1,530

Mon 26-523:30SIN - ORD

1 stop26h 20mSWISS

Mon 2-620:15ORD - SIN

2 stops31h 50mSWISS

Deal found 11-4S$ 1,590

Tue 24-615:10SIN - ORD

2 stops27h 35mEVA Air

Tue 22-700:30ORD - SIN

1 stop24h 20mEVA Air

Deal found 11-4S$ 1,595

Fri 6-608:05SIN - ORD

2 stops24h 51mAmerican Airlines

Tue 10-601:30ORD - SIN

1 stop27h 00mAmerican Airlines

Deal found 11-4S$ 1,600

Mon 23-601:10SIN - ORD

2 stops35h 53mDelta

Wed 23-719:59ORD - SIN

2 stops38h 41mDelta

Deal found 11-4S$ 1,606

Fri 6-601:40SIN - ORD

1 stop27h 05mEmirates

Wed 11-614:07ORD - SIN

2 stops59h 53mEmirates

Deal found 11-4S$ 2,046

Last-minute flights from Singapore to Chicago
Discover last-minute flight deals from Singapore to Chicago. Data last updated 12 April 2025 and is based on user searches.

Fri 11-400:50SIN - ORD

1 stop27h 55mEmirates

Fri 25-420:35ORD - SIN

1 stop29h 25mEmirates

Deal found 11-4S$ 2,544

Sat 12-420:05SIN - ORD

1 stop31h 20mCathay Pacific

Fri 25-416:00ORD - SIN

1 stop39h 35mCathay Pacific

Deal found 11-4S$ 1,200

Mon 12-509:00SIN - ORD

1 stop23h 39mUnited Airlines

Sat 17-520:30ORD - SIN

1 stop32h 55mUnited Airlines

Deal found 11-4S$ 1,228

Mon 12-515:10SIN - ORD

2 stops27h 55mMultiple Airlines

Sat 17-519:59ORD - SIN

2 stops27h 01mMultiple Airlines

Deal found 11-4S$ 1,356

Mon 12-522:30SIN - MDW

2 stops35h 58mDelta

Sat 17-506:00MDW - SIN

2 stops34h 00mDelta

Deal found 12-4S$ 1,796

Mon 12-513:10SIN - ORD

1 stop20h 50mEVA Air

Fri 16-500:30ORD - SIN

1 stop22h 30mEVA Air

Deal found 11-4S$ 1,972

Sun 25-503:10SIN - ORD

1 stop24h 55mQatar Airways

Mon 2-616:44ORD - SIN

2 stops34h 01mQatar Airways

Deal found 10-4S$ 1,530

Sun 25-501:10SIN - ORD

2 stops35h 49mDelta

Mon 2-607:00ORD - SIN

2 stops33h 00mDelta

Deal found 10-4S$ 1,764

Sun 25-503:55SIN - ORD

3 stops39h 12mChina Southern

Mon 2-617:38ORD - SIN

2 stops44h 27mChina Southern

Deal found 10-4S$ 2,561

Mon 26-520:30SIN - ORD

1 stop23h 55mAir India

Mon 2-612:00ORD - SIN

1 stop44h 45mAir India

Deal found 10-4S$ 1,422

Mon 26-523:30SIN - ORD

1 stop26h 20mSWISS

Mon 2-620:15ORD - SIN

2 stops31h 50mSWISS

Deal found 11-4S$ 1,590

Mon 26-521:50SIN - ORD

2 stops34h 48mJapan Airlines

Sun 1-601:30ORD - SIN

1 stop27h 00mJapan Airlines

Deal found 10-4S$ 1,892

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 12 April 2025.

Thu 29-509:45SIN - ORD

3 stops57h 57mMultiple Airlines

Deal found 11-4S$ 621

Wed 21-501:50SIN - ORD

1 stop25h 35mCathay Pacific

Deal found 10-4S$ 723

Wed 30-703:45SIN - MDW

2 stops42h 00mMultiple Airlines

Deal found 11-4S$ 763

Sun 8-619:45SIN - ORD

2 stops35h 10mIndiGo

Deal found 11-4S$ 792

Mon 5-501:10SIN - ORD

1 stop21h 30mKorean Air

Deal found 11-4S$ 815

Thu 22-522:30SIN - MDW

2 stops26h 58mDelta

Deal found 10-4S$ 837

Thu 17-407:30SIN - ORD

2 stops38h 05mDelta

Deal found 11-4S$ 843

Thu 17-409:00SIN - ORD

1 stop33h 08mUnited Airlines

Deal found 11-4S$ 899

Sat 14-613:10SIN - ORD

1 stop20h 50mEVA Air

Deal found 10-4S$ 1,033

Mon 7-720:30SIN - ORD

1 stop23h 55mAir India

Deal found 11-4S$ 1,115

Thu 31-709:10SIN - ORD

1 stop42h 39mAir Canada

Deal found 11-4S$ 1,122

Wed 30-701:55SIN - ORD

1 stop27h 05mJapan Airlines

Deal found 11-4S$ 1,377

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

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$ 1,163

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 12-5

09:00-19:39

1 stop23h 39m

Chicago O'Hare Intl

Sat 17-5

20:30-18:25

1 stop32h 55m

S$ 1,228

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 24-6

20:30-07:25

1 stop23h 55m

Chicago O'Hare Intl

Wed 23-7

12:00-07:30

1 stop30h 30m

S$ 1,348

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 12-5

15:10-06:05

2 stops27h 55m

Chicago O'Hare Intl

Sat 17-5

19:59-12:00

2 stops27h 01m

S$ 1,356

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 23-6

01:50-14:25

1 stop25h 35m

Chicago O'Hare Intl

Wed 23-7

16:00-05:30

1 stop24h 30m

S$ 1,405

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 6-6

08:05-16:00

1 stop20h 55m

Chicago O'Hare Intl

Tue 10-6

01:30-17:30

1 stop27h 00m

S$ 1,468

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 25-5

03:10-15:05

1 stop24h 55m

Chicago O'Hare Intl

Mon 2-6

16:44-15:45

2 stops34h 01m

S$ 1,530

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 26-5

23:30-12:50

1 stop26h 20m

Chicago O'Hare Intl

Mon 2-6

20:15-17:05

2 stops31h 50m

S$ 1,590

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 24-6

15:10-05:45

2 stops27h 35m

Chicago O'Hare Intl

Tue 22-7

00:30-13:50

1 stop24h 20m

S$ 1,595

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 6-6

08:05-19:56

2 stops24h 51m

Chicago O'Hare Intl

Tue 10-6

01:30-17:30

1 stop27h 00m

S$ 1,600

Flights are sorted by cheapest return flights first.

Deals found on 11-4

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

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

1,172 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

EVA Air

8.4

Very Good

1,172 reviews

EVA Air

8.4

Very Good

1,172 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

Korean Air

8.4

Very Good

1,060 reviews

EVA Air

8.4

Very Good

1,172 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

Japan Airlines

8.3

Very Good

1,440 reviews

EVA Air

8.4

Very Good

1,172 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

ANA

8.3

Very Good

837 reviews

EVA Air

8.4

Very Good

1,172 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

Emirates

8.0

Very Good

3,197 reviews

EVA Air

8.4

Very Good

1,172 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

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$ 723 on Cathay Pacific. Other airlines that offer cheap prices include IndiGo from S$ 792 and Korean Air from S$ 815 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 6 airlines flying from Singapore to Chicago

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestS$ 1,095	AverageS$ 1,624	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Cathay Pacific	CheapestS$ 1,229	AverageS$ 1,512	FlexibilityNo cancel fee	On-time72%	Search Cathay Pacific flights
Korean Air	CheapestS$ 1,267	AverageS$ 2,685	FlexibilityNo cancel fee	On-time81%	Search Korean Air flights
EVA Air	CheapestS$ 1,301	AverageS$ 1,518	FlexibilityNo cancel fee	On-time74%	Search EVA Air flights
ANA	CheapestS$ 1,422	AverageS$ 1,985	FlexibilityNo cancel fee	On-time80%	Search ANA flights
Japan Airlines	CheapestS$ 1,475	AverageS$ 1,698	FlexibilityNo cancel fee	On-time79%	Search Japan Airlines 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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Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

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$ 621

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 29-5. 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 12 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 12 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 12 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 12 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

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 6 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 12 April 2025.