How long is the flight from Singapore to Chicago?

Air Canada, Korean Air, and Delta can get you from Singapore to Chicago in just under 19h 51m. Your travel time can differ by up to 6h. The distance between Singapore and Chicago is about 15039 km. This flight may include one or multiple stops. Find deals

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. Find deals

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). 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 Japan Airlines, United Airlines or EVA Air as they are the most popular for this route.

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.

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$ 618+ Flights from Singapore to Chicago

Cheap flight deals from Singapore to Chicago

Enter your travel dates to find the best prices.

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 2 January 2026.

Thu 22-108:50SIN - ORD

1 stop19h 51mAir Canada

Wed 4-215:35ORD - SIN

1 stop25h 25mAir Canada

Deal found 1-1S$ 1,179

Tue 17-210:40SIN - ORD

2 stops24h 50mKorean Air

Wed 18-211:25ORD - SIN

1 stop43h 00mKorean Air

Deal found 30-12S$ 1,179

Tue 17-222:20SIN - ORD

1 stop21h 59mUnited Airlines

Wed 18-209:01ORD - SIN

1 stop32h 59mUnited Airlines

Deal found 30-12S$ 1,200

Wed 28-102:20SIN - ORD

1 stop19h 15mJapan Airlines

Thu 5-210:35ORD - SIN

1 stop24h 15mJapan Airlines

Deal found 30-12S$ 1,204

Sun 15-210:40SIN - MDW

2 stops25h 51mDelta

Sun 22-218:40MDW - SIN

2 stops39h 30mDelta

Deal found 1-1S$ 1,412

Thu 29-114:25SIN - MDW

2 stops36h 15mMultiple Airlines

Thu 5-208:15MDW - SIN

2 stops38h 50mMultiple Airlines

Deal found 30-12S$ 1,484

Sun 15-222:30SIN - ORD

1 stop24h 10mKorean Air

Sun 22-211:25ORD - SIN

1 stop43h 00mKorean Air

Deal found 1-1S$ 1,202

Wed 17-620:40SIN - ORD

1 stop21h 18mUnited Airlines

Thu 2-716:17ORD - SIN

1 stop37h 18mUnited Airlines

Deal found 1-1S$ 1,208

Tue 10-210:10SIN - ORD

1 stop27h 04mUnited Airlines

Fri 20-217:00ORD - SIN

1 stop25h 00mUnited Airlines

Deal found 1-1S$ 1,208

Tue 10-210:40SIN - MDW

2 stops37h 13mDelta

Fri 20-206:00MDW - SIN

2 stops33h 00mDelta

Deal found 1-1S$ 1,770

Tue 10-214:25SIN - MDW

2 stops36h 15mMultiple Airlines

Fri 20-216:55MDW - SIN

3 stops41h 45mMultiple Airlines

Deal found 1-1S$ 2,496

Sat 14-222:30SIN - MDW

2 stops38h 01mDelta

Sat 21-216:13MDW - SIN

2 stops38h 12mDelta

Deal found 31-12S$ 2,334

Sat 14-214:25SIN - MDW

3 stops38h 30mMultiple Airlines

Sat 21-211:10MDW - SIN

2 stops35h 55mMultiple Airlines

Deal found 31-12S$ 2,757

Sun 10-522:30SIN - MDW

2 stops30h 55mDelta

Mon 18-506:00MDW - SIN

2 stops28h 40mDelta

Deal found 1-1S$ 5,663

Sat 28-214:25SIN - MDW

2 stops35h 40mMultiple Airlines

Wed 11-307:05MDW - SIN

2 stops41h 00mMultiple Airlines

Deal found 1-1S$ 7,823

Sun 10-501:10SIN - MDW

2 stops24h 20mKorean Air

Mon 18-509:20MDW - SIN

2 stops25h 20mKorean Air

Deal found 1-1S$ 10,346

Last-minute flights from Singapore to Chicago
Discover last-minute flight deals from Singapore to Chicago. Data last updated 2 January 2026 and is based on user searches.

Sun 11-108:15SIN - ORD

2 stops29h 29mJapan Airlines

Fri 16-117:40ORD - SIN

1 stop22h 55mJapan Airlines

Deal found 31-12S$ 1,574

Sun 11-108:50SIN - ORD

1 stop19h 51mMultiple Airlines

Fri 16-117:40ORD - SIN

1 stop22h 55mMultiple Airlines

Deal found 31-12S$ 1,712

Wed 21-102:20SIN - ORD

2 stops33h 03mJapan Airlines

Wed 4-206:00ORD - SIN

2 stops45h 25mJapan Airlines

Deal found 1-1S$ 1,251

Wed 21-100:05SIN - ORD

1 stop26h 40mSWISS

Wed 4-216:10ORD - SIN

1 stop35h 50mSWISS

Deal found 1-1S$ 1,859

Thu 22-108:50SIN - ORD

1 stop19h 51mAir Canada

Wed 4-215:35ORD - SIN

1 stop25h 25mAir Canada

Deal found 1-1S$ 1,179

Thu 22-120:00SIN - ORD

2 stops29h 30mAir India

Wed 4-213:30ORD - SIN

1 stop27h 30mAir India

Deal found 1-1S$ 1,377

Wed 28-102:20SIN - ORD

1 stop19h 15mJapan Airlines

Thu 5-210:35ORD - SIN

1 stop24h 15mJapan Airlines

Deal found 30-12S$ 1,204

Thu 29-119:40SIN - ORD

2 stops36h 45mIndiGo

Thu 5-220:20ORD - SIN

2 stops31h 00mIndiGo

Deal found 30-12S$ 1,195

Thu 29-108:50SIN - ORD

1 stop19h 51mAir Canada

Thu 5-215:35ORD - SIN

2 stops29h 40mAir Canada

Deal found 30-12S$ 1,217

Thu 29-114:25SIN - MDW

2 stops36h 15mMultiple Airlines

Thu 5-208:15MDW - SIN

2 stops38h 50mMultiple Airlines

Deal found 30-12S$ 1,484

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 2 January 2026.

Wed 25-210:50SIN - MDW

3 stops50h 51mMultiple Airlines

Deal found 30-12S$ 618

Tue 24-202:20SIN - ORD

1 stop19h 15mJapan Airlines

Deal found 30-12S$ 703

Sat 21-204:15SIN - ORD

2 stops41h 20mMultiple Airlines

Deal found 1-1S$ 717

Sun 22-222:25SIN - ORD

1 stop23h 10mJapan Airlines

Deal found 1-1S$ 741

Sat 17-108:15SIN - ORD

1 stop19h 30mJapan Airlines

Deal found 1-1S$ 748

Wed 11-210:40SIN - ORD

1 stop36h 00mKorean Air

Deal found 31-12S$ 749

Wed 11-210:10SIN - ORD

1 stop22h 38mUnited Airlines

Deal found 2-1S$ 753

Wed 25-210:40SIN - MDW

2 stops37h 14mDelta

Deal found 30-12S$ 754

Wed 11-210:40SIN - ORD

2 stops37h 34mDelta

Deal found 31-12S$ 754

Fri 16-102:20SIN - ORD

2 stops31h 16mMultiple Airlines

Deal found 1-1S$ 768

Mon 12-108:15SIN - ORD

2 stops26h 24mAmerican Airlines

Deal found 1-1S$ 769

Fri 16-100:40SIN - MDW

3 stops52h 40mMultiple Airlines

Deal found 31-12S$ 920

Find flight deals from Singapore to Chicago

Round-trip from	S$ 1,156
One-way from	S$ 618
Popular in	January
Cheapest in	April
Average price	S$ 2,269

Air Canada
5-2-18-2
2 total stops
45h 16m total
Singapore to Chicago

Search Deals

25-2
3 total stops
50h 51m total
Singapore to Chicago

Search Deals

Highest demand for flights based on searches. 15% potential increase in price (S$ 332 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 5% potential price decrease (S$ 97 potential savings vs. average return price).

Search Deals

Average for round-trip flights in January 2026

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 22-1

08:50-14:41

1 stop19h 51m

Chicago O'Hare Intl

Wed 4-2

15:35-07:00

1 stop25h 25m

S$ 1,179

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 17-2

10:40-21:30

2 stops24h 50m

Chicago O'Hare Intl

Wed 18-2

11:25-20:25

1 stop43h 00m

S$ 1,179

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 17-2

22:20-06:19

1 stop21h 59m

Chicago O'Hare Intl

Wed 18-2

09:01-08:00

1 stop32h 59m

S$ 1,200

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 15-2

22:30-08:40

1 stop24h 10m

Chicago O'Hare Intl

Sun 22-2

11:25-20:25

1 stop43h 00m

S$ 1,202

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 28-1

02:20-07:35

1 stop19h 15m

Chicago O'Hare Intl

Thu 5-2

10:35-00:50

1 stop24h 15m

S$ 1,204

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 17-6

20:40-04:58

1 stop21h 18m

Chicago O'Hare Intl

Thu 2-7

16:17-18:35

1 stop37h 18m

S$ 1,208

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 10-2

10:10-23:14

1 stop27h 04m

Chicago O'Hare Intl

Fri 20-2

17:00-08:00

1 stop25h 00m

S$ 1,208

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Sun 15-2

10:40-22:31

2 stops25h 51m

Chicago Midway

Sun 22-2

18:40-00:10

2 stops39h 30m

S$ 1,412

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Thu 29-1

14:25-12:40

2 stops36h 15m

Chicago Midway

Thu 5-2

08:15-13:05

2 stops38h 50m

S$ 1,484

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Tue 10-2

10:40-09:53

2 stops37h 13m

Chicago Midway

Fri 20-2

06:00-05:00

2 stops33h 00m

S$ 1,770

Flights are sorted by cheapest return flights first.

Deals found on 30-12

Showing 1-10 of 33 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 month to book a flight from Singapore to Chicago?

Currently, June is the cheapest month in which you can book a flight from Singapore to Chicago (average of S$ 893). Flying from Singapore to Chicago in January is currently the most expensive (average of S$ 1,324). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown with EVA Air, ANA, andJapan Airlines from Singapore to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

EVA Air

8.4

Very Good

1,306 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

EVA Air

8.4

Very Good

1,306 reviews

EVA Air

8.4

Very Good

1,306 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

ANA

8.4

Very Good

1,055 reviews

EVA Air

8.4

Very Good

1,306 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Japan Airlines

8.3

Very Good

1,663 reviews

EVA Air

8.4

Very Good

1,306 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Cathay Pacific

7.6

Good

1,114 reviews

EVA Air

8.4

Very Good

1,306 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

United Airlines

7.4

Good

9,129 reviews

EVA Air

8.4

Very Good

1,306 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Related info for your journey

How long is the flight from Singapore to Chicago?
Air Canada, Korean Air, and Delta can get you from Singapore to Chicago in just under 19h 51m. Your travel time can differ by up to 6h. The distance between Singapore and Chicago is about 15039 km. This flight may include one or multiple stops.
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.
What is the cheapest month to book a flight from Singapore to Chicago?
Currently, June is the cheapest month in which you can book a flight from Singapore to Chicago (average of S$ 893). Flying from Singapore to Chicago in January is currently the most expensive (average of S$ 1,324). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Near North Side car hire

Rogers Park car hire

Lincoln Park car hire

Hyde Park car hire

Logan Square car hire

Northalsted car hire

Top 4 airlines flying from Singapore to Chicago

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestS$ 886	AverageS$ 1,321	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Japan Airlines	CheapestS$ 892	AverageS$ 1,541	FlexibilityNo cancel fee	On-time79%	Search Japan Airlines flights
ANA	CheapestS$ 1,056	AverageS$ 2,829	FlexibilityNo cancel fee	On-time80%	Search ANA flights
EVA Air	CheapestS$ 1,298	AverageS$ 1,508	FlexibilityNo cancel fee	On-time74%	Search EVA Air 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$ 618

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 25-2. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Singapore to Chicago

Best flights from Singapore to ChicagoDiscover 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 2 January 2026.

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 2 January 2026.

Find flight deals from Singapore to Chicago

Keep the following information in mind while searching for Singapore to Chicago flight deals. Data was last updated 2 January 2026.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

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 month to book a flight from Singapore to Chicago?

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown with EVA Air, ANA, andJapan Airlines from Singapore to Chicago. Users can see the overall rating for each airline as well as how each is rated 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.

How long is the flight from Singapore to Chicago?

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?

What is the cheapest month to book a flight 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 4 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

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 2 January 2026.