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$ 796 on Cathay Pacific. Other airlines that offer cheap prices include EVA Air from S$ 1,072 and Korean Air from S$ 1,154 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 52% 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$ 1,367.

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$ 1,625 per person but you can even find prices for as low as S$ 1,153. 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$ 1,992+ Flights from Singapore to Chicago

Cheap flight deals from Singapore to Chicago

Round-trip from	S$ 1,219
One-way from	S$ 665
Popular in	August
Cheapest in	February
Average price	S$ 1,385

Korean Air
8-4-15-4
2 total stops
46h 30m total
Singapore to Chicago

Search Deals

15-5
2 total stops
40h 02m total
Singapore to Chicago

Search Deals

Highest demand for flights based on searches. 8% potential increase in price (S$ 202 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 March 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 25 March 2025.

Tue 8-422:30SIN - ORD

1 stop24h 10mKorean Air

Tue 15-412:20ORD - SIN

1 stop22h 20mKorean Air

Deal found 25-3S$ 1,219

Tue 24-609:10SIN - ORD

1 stop42h 39mAir Canada

Wed 23-720:03ORD - SIN

2 stops46h 02mAir Canada

Deal found 25-3S$ 1,237

Tue 22-420:40SIN - ORD

1 stop29h 12mUnited Airlines

Tue 29-415:35ORD - SIN

1 stop26h 10mUnited Airlines

Deal found 25-3S$ 1,240

Mon 23-601:50SIN - ORD

1 stop25h 35mCathay Pacific

Wed 23-716:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 25-3S$ 1,274

Mon 26-501:10SIN - ORD

2 stops35h 49mDelta

Mon 14-719:59ORD - SIN

2 stops38h 41mDelta

Deal found 25-3S$ 1,284

Thu 8-515:10SIN - ORD

2 stops27h 55mMultiple Airlines

Fri 16-519:59ORD - SIN

2 stops27h 01mMultiple Airlines

Deal found 24-3S$ 1,375

Fri 4-723:00SIN - ORD

1 stop45h 25mAir India

Wed 30-712:00ORD - SIN

1 stop42h 30mAir India

Deal found 24-3S$ 1,464

Tue 27-513:10SIN - ORD

1 stop20h 50mEVA Air

Sun 13-700:30ORD - SIN

1 stop24h 20mEVA Air

Deal found 25-3S$ 1,478

Thu 3-701:55SIN - ORD

1 stop27h 05mJapan Airlines

Wed 30-712:30ORD - SIN

1 stop22h 50mJapan Airlines

Deal found 24-3S$ 1,512

Thu 8-523:30SIN - ORD

1 stop29h 25mSWISS

Thu 29-518:05ORD - SIN

2 stops58h 00mSWISS

Deal found 24-3S$ 1,659

Fri 2-521:10SIN - ORD

2 stops38h 12mEtihad Airways

Mon 12-506:15ORD - SIN

2 stops38h 25mEtihad Airways

Deal found 24-3S$ 1,850

Sun 26-1003:55SIN - ORD

3 stops40h 30mChina Southern

Thu 13-1111:45ORD - SIN

3 stops49h 20mChina Southern

Deal found 24-3S$ 2,100

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 25 March 2025.

Tue 8-422:30SIN - ORD

1 stop24h 10mKorean Air

Tue 15-412:20ORD - SIN

1 stop22h 20mKorean Air

Deal found 25-3S$ 1,219

Tue 24-609:10SIN - ORD

1 stop42h 39mAir Canada

Wed 23-720:03ORD - SIN

2 stops46h 02mAir Canada

Deal found 25-3S$ 1,237

Tue 22-420:40SIN - ORD

1 stop29h 12mUnited Airlines

Tue 29-415:35ORD - SIN

1 stop26h 10mUnited Airlines

Deal found 25-3S$ 1,240

Mon 23-601:50SIN - ORD

1 stop25h 35mCathay Pacific

Wed 23-716:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 25-3S$ 1,274

Mon 26-501:10SIN - ORD

2 stops35h 49mDelta

Mon 14-719:59ORD - SIN

2 stops38h 41mDelta

Deal found 25-3S$ 1,284

Thu 8-515:10SIN - ORD

2 stops27h 55mMultiple Airlines

Fri 16-519:59ORD - SIN

2 stops27h 01mMultiple Airlines

Deal found 24-3S$ 1,375

Fri 4-723:00SIN - ORD

1 stop45h 25mAir India

Wed 30-712:00ORD - SIN

1 stop42h 30mAir India

Deal found 24-3S$ 1,464

Tue 27-513:10SIN - ORD

1 stop20h 50mEVA Air

Sun 13-700:30ORD - SIN

1 stop24h 20mEVA Air

Deal found 25-3S$ 1,478

Thu 3-701:55SIN - ORD

1 stop27h 05mJapan Airlines

Wed 30-712:30ORD - SIN

1 stop22h 50mJapan Airlines

Deal found 24-3S$ 1,512

Thu 8-523:30SIN - ORD

1 stop29h 25mSWISS

Thu 29-518:05ORD - SIN

2 stops58h 00mSWISS

Deal found 24-3S$ 1,659

Fri 2-521:10SIN - ORD

2 stops38h 12mEtihad Airways

Mon 12-506:15ORD - SIN

2 stops38h 25mEtihad Airways

Deal found 24-3S$ 1,850

Mon 23-601:55SIN - ORD

2 stops24h 25mAmerican Airlines

Tue 22-701:30ORD - SIN

1 stop27h 00mAmerican Airlines

Deal found 25-3S$ 2,234

Last-minute flights from Singapore to Chicago
Discover last-minute flight deals from Singapore to Chicago. Data last updated 25 March 2025 and is based on user searches.

Sun 30-301:50SIN - ORD

1 stop25h 35mCathay Pacific

Fri 4-416:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 24-3S$ 1,726

Sun 30-303:55SIN - ORD

3 stops39h 38mChina Southern

Fri 4-417:30ORD - SIN

2 stops30h 00mChina Southern

Deal found 24-3S$ 15,818

Mon 31-309:00SIN - ORD

1 stop33h 08mUnited Airlines

Fri 4-421:50ORD - SIN

2 stops31h 35mUnited Airlines

Deal found 24-3S$ 1,640

Mon 31-323:00SIN - ORD

1 stop45h 25mAir India

Fri 4-412:00ORD - SIN

1 stop42h 30mAir India

Deal found 24-3S$ 1,680

Mon 31-319:10SIN - ORD

3 stops47h 36mMultiple Airlines

Fri 4-408:09ORD - SIN

3 stops33h 56mMultiple Airlines

Deal found 24-3S$ 1,912

Fri 4-401:10SIN - ORD

2 stops35h 49mDelta

Wed 16-406:45ORD - SIN

2 stops27h 55mDelta

Deal found 24-3S$ 3,839

Sun 6-407:30SIN - ORD

2 stops38h 04mDelta

Thu 17-406:35ORD - SIN

2 stops33h 25mDelta

Deal found 24-3S$ 3,540

Mon 7-403:10SIN - ORD

2 stops29h 17mQatar Airways

Tue 15-419:20ORD - SIN

2 stops27h 05mQatar Airways

Deal found 25-3S$ 2,304

Tue 8-422:30SIN - ORD

1 stop24h 10mKorean Air

Tue 15-412:20ORD - SIN

1 stop22h 20mKorean Air

Deal found 25-3S$ 1,219

Tue 8-423:00SIN - ORD

2 stops45h 03mMultiple Airlines

Tue 15-412:00ORD - SIN

1 stop30h 30mMultiple Airlines

Deal found 25-3S$ 1,458

Tue 8-413:10SIN - ORD

2 stops40h 55mEVA Air

Mon 14-400:30ORD - SIN

1 stop22h 30mEVA Air

Deal found 25-3S$ 1,579

Mon 21-401:50SIN - ORD

1 stop25h 35mCathay Pacific

Tue 29-416:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 25-3S$ 1,350

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 25 March 2025.

Thu 15-503:40SIN - ORD

2 stops40h 02mMultiple Airlines

Deal found 25-3S$ 665

Mon 5-501:50SIN - ORD

1 stop25h 35mCathay Pacific

Deal found 25-3S$ 796

Tue 6-513:10SIN - ORD

2 stops28h 53mEVA Air

Deal found 25-3S$ 1,072

Thu 15-501:10SIN - ORD

1 stop21h 30mKorean Air

Deal found 25-3S$ 1,154

Sun 6-701:10SIN - ORD

2 stops35h 34mDelta

Deal found 24-3S$ 1,390

Mon 7-720:40SIN - ORD

3 stops33h 06mUnited Airlines

Deal found 24-3S$ 1,476

Sun 6-703:55SIN - ORD

3 stops39h 10mChina Southern

Deal found 24-3S$ 2,288

Sun 20-405:10SIN - ORD

1 stop25h 45mTurkish Airlines

Deal found 23-3S$ 3,211

Sun 20-400:20SIN - ORD

2 stops48h 03mPhilippine Airlines

Deal found 23-3S$ 4,520

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 8-4

22:30-09:40

1 stop24h 10m

Chicago O'Hare Intl

Tue 15-4

12:20-23:40

1 stop22h 20m

S$ 1,219

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$ 1,237

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 22-4

20:40-12:52

1 stop29h 12m

Chicago O'Hare Intl

Tue 29-4

15:35-06:45

1 stop26h 10m

S$ 1,240

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$ 1,274

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 26-5

01:10-23:59

2 stops35h 49m

Chicago O'Hare Intl

Mon 14-7

19:59-23:40

2 stops38h 41m

S$ 1,284

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 8-5

15:10-06:05

2 stops27h 55m

Chicago O'Hare Intl

Fri 16-5

19:59-12:00

2 stops27h 01m

S$ 1,375

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 4-7

23:00-07:25

1 stop45h 25m

Chicago O'Hare Intl

Wed 30-7

12:00-19:30

1 stop42h 30m

S$ 1,464

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 27-5

13:10-21:00

1 stop20h 50m

Chicago O'Hare Intl

Sun 13-7

00:30-13:50

1 stop24h 20m

S$ 1,478

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 3-7

01:55-16:00

1 stop27h 05m

Chicago O'Hare Intl

Wed 30-7

12:30-00:20

1 stop22h 50m

S$ 1,512

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 8-5

23:30-15:55

1 stop29h 25m

Chicago O'Hare Intl

Thu 29-5

18:05-17:05

2 stops58h 00m

S$ 1,659

Flights are sorted by cheapest return flights first.

Deals found on 24-3

Showing 1-10 of 26 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

1,171 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

EVA Air

8.4

Very Good

1,171 reviews

EVA Air

8.4

Very Good

1,171 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Korean Air

8.4

Very Good

1,047 reviews

EVA Air

8.4

Very Good

1,171 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Japan Airlines

8.3

Very Good

1,440 reviews

EVA Air

8.4

Very Good

1,171 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Delta

8.0

Very Good

7,890 reviews

EVA Air

8.4

Very Good

1,171 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

KLM

7.8

Good

1,318 reviews

EVA Air

8.4

Very Good

1,171 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

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$ 796 on Cathay Pacific. Other airlines that offer cheap prices include EVA Air from S$ 1,072 and Korean Air from S$ 1,154 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$ 1,159	AverageS$ 1,637	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Cathay Pacific	CheapestS$ 1,244	AverageS$ 1,518	FlexibilityNo cancel fee	On-time72%	Search Cathay Pacific flights
Korean Air	CheapestS$ 1,283	AverageS$ 2,718	FlexibilityNo cancel fee	On-time81%	Search Korean Air flights
EVA Air	CheapestS$ 1,317	AverageS$ 1,536	FlexibilityNo cancel fee	On-time74%	Search EVA Air flights
ANA	CheapestS$ 1,439	AverageS$ 2,009	FlexibilityNo cancel fee	On-time80%	Search ANA flights
Japan Airlines	CheapestS$ 1,493	AverageS$ 1,726	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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

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$ 665

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.

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 25 March 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 25 March 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 25 March 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 25 March 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 25 March 2025.