How long is the flight from Singapore to Chicago?

United Airlines, Korean Air, and Delta can get you from Singapore to Chicago in just under 21h 30m. Your travel time can differ by up to 7h 50m. The distance between Singapore and Chicago is about 15039 km. This flight may include one or multiple stops. Find deals

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$ 665 on Air Canada. Other airlines that offer cheap prices include United Airlines from S$ 748 and Delta from S$ 824 one-way. 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).

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.

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$ 661+ Cheap Flights from Singapore to Chicago

Find flight deals from Singapore to Chicago

Enter your travel dates to find the best prices.

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 24 October 2025.

Thu 20-1108:50SIN - ORD

2 stops25h 10mAir Canada

Thu 27-1110:38ORD - SIN

2 stops30h 22mAir Canada

Deal found 23-10S$ 1,055

Thu 27-1108:50SIN - ORD

1 stop19h 51mAir Canada

Sun 30-1115:40ORD - SIN

1 stop25h 20mAir Canada

Deal found 22-10S$ 1,139

Thu 20-1108:50SIN - ORD

2 stops37h 10mAir Canada

Wed 25-215:40ORD - SIN

1 stop25h 20mAir Canada

Deal found 22-10S$ 1,143

Mon 24-1121:00SIN - ORD

2 stops33h 44mAir Canada

Wed 25-208:45ORD - SIN

2 stops32h 15mAir Canada

Deal found 22-10S$ 1,146

Mon 27-1021:00SIN - ORD

2 stops30h 41mAir Canada

Thu 13-1115:40ORD - SIN

1 stop25h 20mAir Canada

Deal found 23-10S$ 1,156

Sun 23-1108:50SIN - ORD

1 stop19h 51mAir Canada

Sat 6-1215:35ORD - SIN

2 stops49h 25mAir Canada

Deal found 22-10S$ 1,185

Mon 27-1010:10SIN - ORD

1 stop32h 52mUnited Airlines

Thu 13-1107:10ORD - SIN

1 stop23h 05mUnited Airlines

Deal found 23-10S$ 1,207

Tue 25-1122:20SIN - ORD

1 stop21h 42mUnited Airlines

Wed 25-206:25ORD - SIN

1 stop23h 50mUnited Airlines

Deal found 22-10S$ 1,211

Tue 28-1010:10SIN - ORD

1 stop26h 00mUnited Airlines

Fri 31-1006:15ORD - SIN

1 stop25h 00mUnited Airlines

Deal found 21-10S$ 1,212

Mon 24-1110:40SIN - MDW

2 stops27h 00mDelta

Wed 25-217:25MDW - SIN

2 stops37h 00mDelta

Deal found 22-10S$ 1,634

Sun 7-1222:30SIN - MDW

2 stops32h 04mDelta

Sun 14-1206:00MDW - SIN

2 stops33h 00mDelta

Deal found 23-10S$ 3,050

Sat 6-1222:30SIN - MDW

2 stops27h 25mDelta

Sat 13-1206:00MDW - SIN

2 stops33h 00mDelta

Deal found 21-10S$ 3,358

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 24 October 2025.

Wed 25-322:20SIN - ORD

1 stop27h 46mUnited Airlines

Thu 9-406:15ORD - SIN

1 stop23h 10mUnited Airlines

Deal found 23-10S$ 1,208

Wed 15-401:10SIN - ORD

1 stop21h 30mKorean Air

Mon 20-412:20ORD - SIN

1 stop27h 40mKorean Air

Deal found 23-10S$ 1,235

Wed 15-407:30SIN - ORD

2 stops29h 20mDelta

Thu 23-409:30ORD - SIN

2 stops30h 30mDelta

Deal found 23-10S$ 1,238

Tue 24-301:25SIN - ORD

1 stop25h 30mCathay Pacific

Thu 9-416:00ORD - SIN

1 stop39h 35mCathay Pacific

Deal found 23-10S$ 1,374

Mon 3-1113:15SIN - MDW

2 stops29h 45mMultiple Airlines

Thu 13-1117:25MDW - SIN

2 stops28h 40mMultiple Airlines

Deal found 20-10S$ 1,568

Thu 16-409:00SIN - ORD

1 stop29h 11mUnited Airlines

Mon 20-406:15ORD - SIN

1 stop23h 10mUnited Airlines

Deal found 23-10S$ 1,208

Thu 16-407:30SIN - ORD

2 stops29h 20mDelta

Mon 20-406:00ORD - SIN

2 stops28h 40mDelta

Deal found 21-10S$ 1,240

Mon 9-201:25SIN - ORD

1 stop25h 30mCathay Pacific

Fri 20-214:35ORD - SIN

1 stop31h 20mCathay Pacific

Deal found 23-10S$ 1,376

Fri 27-322:20SIN - ORD

1 stop20h 59mUnited Airlines

Thu 9-407:15ORD - SIN

2 stops28h 30mUnited Airlines

Deal found 23-10S$ 1,365

Sun 23-1101:35SIN - ORD

2 stops36h 24mDelta

Wed 25-211:25ORD - SIN

1 stop22h 45mDelta

Deal found 22-10S$ 1,381

Wed 15-401:10SIN - MDW

2 stops48h 57mDelta

Mon 20-409:20MDW - SIN

2 stops30h 40mDelta

Deal found 22-10S$ 1,413

Tue 10-210:40SIN - MDW

2 stops25h 06mDelta

Fri 20-206:00MDW - SIN

2 stops33h 00mDelta

Deal found 23-10S$ 1,553

Last-minute flights from Singapore to Chicago
Discover last-minute flight deals from Singapore to Chicago. Data last updated 24 October 2025 and is based on user searches.

Sat 25-1013:10SIN - MDW

2 stops28h 50mMultiple Airlines

Sun 9-1117:25MDW - SIN

2 stops28h 40mMultiple Airlines

Deal found 21-10S$ 1,570

Mon 27-1021:00SIN - ORD

2 stops30h 41mAir Canada

Thu 13-1115:40ORD - SIN

1 stop25h 20mAir Canada

Deal found 23-10S$ 1,156

Mon 27-1010:10SIN - ORD

1 stop32h 52mUnited Airlines

Thu 13-1107:10ORD - SIN

1 stop23h 05mUnited Airlines

Deal found 23-10S$ 1,207

Tue 28-1010:10SIN - ORD

1 stop26h 00mUnited Airlines

Fri 31-1006:15ORD - SIN

1 stop25h 00mUnited Airlines

Deal found 21-10S$ 1,212

Mon 3-1113:15SIN - MDW

2 stops29h 45mMultiple Airlines

Thu 13-1117:25MDW - SIN

2 stops28h 40mMultiple Airlines

Deal found 20-10S$ 1,568

Thu 20-1108:50SIN - ORD

2 stops25h 10mAir Canada

Thu 27-1110:38ORD - SIN

2 stops30h 22mAir Canada

Deal found 23-10S$ 1,055

Thu 20-1108:50SIN - ORD

2 stops37h 10mAir Canada

Wed 25-215:40ORD - SIN

1 stop25h 20mAir Canada

Deal found 22-10S$ 1,143

Sun 23-1108:50SIN - ORD

1 stop19h 51mAir Canada

Sat 6-1215:35ORD - SIN

2 stops49h 25mAir Canada

Deal found 22-10S$ 1,185

Mon 24-1121:00SIN - ORD

2 stops31h 41mAir Canada

Wed 25-215:40ORD - SIN

1 stop25h 20mAir Canada

Deal found 22-10S$ 1,146

Mon 24-1110:40SIN - MDW

2 stops27h 00mDelta

Wed 25-217:25MDW - SIN

2 stops37h 00mDelta

Deal found 22-10S$ 1,634

Tue 25-1122:20SIN - ORD

1 stop21h 42mUnited Airlines

Wed 25-206:25ORD - SIN

1 stop23h 50mUnited Airlines

Deal found 22-10S$ 1,211

Thu 27-1108:50SIN - ORD

1 stop19h 51mAir Canada

Sun 30-1115:40ORD - SIN

1 stop25h 20mAir Canada

Deal found 22-10S$ 1,139

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 24 October 2025.

Thu 29-119:40SIN - ORD

2 stops36h 45mIndiGo

Deal found 23-10S$ 661

Tue 18-1108:50SIN - ORD

2 stops37h 10mAir Canada

Deal found 23-10S$ 665

Sun 2-1121:00SIN - ORD

2 stops31h 41mAir Canada

Deal found 22-10S$ 668

Mon 17-1121:00SIN - ORD

2 stops33h 44mAir Canada

Deal found 22-10S$ 669

Sat 22-1111:15SIN - ORD

2 stops45h 10mIndiGo

Deal found 23-10S$ 678

Sat 6-1220:15SIN - ORD

3 stops47h 45mMultiple Airlines

Deal found 22-10S$ 686

Sun 8-222:20SIN - ORD

2 stops35h 10mAir Canada

Deal found 22-10S$ 687

Wed 29-1004:15SIN - ORD

2 stops41h 20mMultiple Airlines

Deal found 22-10S$ 688

Sun 19-409:10SIN - ORD

1 stop42h 33mAir Canada

Deal found 23-10S$ 690

Sat 22-1108:50SIN - ORD

2 stops37h 10mAir Canada

Deal found 21-10S$ 691

Thu 30-1013:35SIN - ORD

2 stops56h 00mMultiple Airlines

Deal found 22-10S$ 695

Tue 28-1001:10SIN - MDW

2 stops59h 15mMultiple Airlines

Deal found 22-10S$ 700

Cheap flight deals from Singapore to Chicago

Round-trip from	S$ 1,055
One-way from	S$ 661
Popular in	January
Cheapest in	October
Average price	S$ 1,194

Air Canada
20-11-27-11
3 total stops
50h 30m total
Singapore to Chicago

Search Deals

IndiGo
29-1
2 total stops
36h 45m total
Singapore to Chicago

Search Deals

Highest demand for flights based on searches. 11% potential increase in price (S$ 233 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease (S$ 59 potential savings vs. average return price).

Search Deals

Average for round-trip flights in October 2025

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 25-3

22:20-13:06

1 stop27h 46m

Chicago O'Hare Intl

Thu 9-4

06:15-18:25

1 stop23h 10m

S$ 1,208

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 16-4

09:00-01:11

1 stop29h 11m

Chicago O'Hare Intl

Mon 20-4

06:15-18:25

1 stop23h 10m

S$ 1,208

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 15-4

01:10-09:40

1 stop21h 30m

Chicago O'Hare Intl

Mon 20-4

12:20-05:00

1 stop27h 40m

S$ 1,235

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 15-4

07:30-23:50

2 stops29h 20m

Chicago O'Hare Intl

Thu 23-4

09:30-05:00

2 stops30h 30m

S$ 1,238

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 16-4

07:30-23:50

2 stops29h 20m

Chicago O'Hare Intl

Mon 20-4

06:00-23:40

2 stops28h 40m

S$ 1,240

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 27-3

22:20-06:19

1 stop20h 59m

Chicago O'Hare Intl

Thu 9-4

07:15-00:45

2 stops28h 30m

S$ 1,365

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 24-3

01:25-13:55

1 stop25h 30m

Chicago O'Hare Intl

Thu 9-4

16:00-20:35

1 stop39h 35m

S$ 1,374

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 9-2

01:25-12:55

1 stop25h 30m

Chicago O'Hare Intl

Fri 20-2

14:35-11:55

1 stop31h 20m

S$ 1,376

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 23-11

01:35-23:59

2 stops36h 24m

Chicago O'Hare Intl

Wed 25-2

11:25-00:10

1 stop22h 45m

S$ 1,381

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Wed 15-4

01:10-13:07

2 stops48h 57m

Chicago Midway

Mon 20-4

09:20-05:00

2 stops30h 40m

S$ 1,413

Flights are sorted by cheapest return flights first.

Deals found on 23-10

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$ 903). Flying from Singapore to Chicago in May is currently the most expensive (average of S$ 1,491). 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.

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

One of the essential ways to save on airfare from Singapore to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 23% on airfare.

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

1,258 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2025

BKK - TPE

I bought tickets for myself and my friend and had to argue with the checkin person to get our seats together for the return flights I purchased the tickets together weeks ahead of time and did not expect to have to ask for a supervisor to sit together very disappointed in booking through kayak

EVA Air

8.4

Very Good

1,258 reviews

EVA Air

8.4

Very Good

1,258 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2025

BKK - TPE

ANA

8.4

Very Good

991 reviews

EVA Air

8.4

Very Good

1,258 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2025

BKK - TPE

Japan Airlines

8.3

Very Good

1,589 reviews

EVA Air

8.4

Very Good

1,258 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2025

BKK - TPE

Cathay Pacific

7.6

Good

1,038 reviews

EVA Air

8.4

Very Good

1,258 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2025

BKK - TPE

United Airlines

7.4

Good

8,994 reviews

EVA Air

8.4

Very Good

1,258 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2025

BKK - TPE

Related info for your journey

How long is the flight from Singapore to Chicago?
United Airlines, Korean Air, and Delta can get you from Singapore to Chicago in just under 21h 30m. Your travel time can differ by up to 7h 50m. The distance between Singapore and Chicago is about 15039 km. This flight may include one or multiple stops.
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$ 665 on Air Canada. Other airlines that offer cheap prices include United Airlines from S$ 748 and Delta from S$ 824 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.
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$ 903). Flying from Singapore to Chicago in May is currently the most expensive (average of S$ 1,491). 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

Chicago car hire

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
United Airlines	CheapestS$ 896	AverageS$ 1,310	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Japan Airlines	CheapestS$ 902	AverageS$ 1,544	FlexibilityNo cancel fee	On-time79%	Search Japan Airlines flights
ANA	CheapestS$ 1,068	AverageS$ 2,637	FlexibilityNo cancel fee	On-time80%	Search ANA flights
Cathay Pacific	CheapestS$ 1,208	AverageS$ 1,486	FlexibilityNo cancel fee	On-time72%	Search Cathay Pacific flights
Korean Air	CheapestS$ 1,246	AverageS$ 2,641	FlexibilityNo cancel fee	On-time81%	Search Korean Air flights
EVA Air	CheapestS$ 1,312	AverageS$ 1,492	FlexibilityNo cancel fee	On-time74%	Search EVA Air flights
Etihad Airways	CheapestS$ 1,987	AverageS$ 2,476	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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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$ 661

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 29-1. Fares are subject to change and may not be available on all flights or dates of travel.

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 24 October 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 24 October 2025.

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 24 October 2025.

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?

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 24 October 2025.

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?

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?

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 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 24 October 2025.