How long is the flight from Singapore to Chicago?

Air Canada, Etihad Airways, and United Airlines can get you from Singapore to Chicago in just under 20h 44m. Your travel time can differ by up to 5h 46m. The distance between Singapore and Chicago is about 15039 km. This flight may include one or multiple stops.

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.

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 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$ 623+ Cheap Flights from Singapore to Chicago

Cheap flight deals from Singapore to Chicago

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

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 5 September 2026.

Thu 15-1007:00 -

1 stop26h 06m

Wed 28-1008:40 -

2 stops33h 20m

Deal found 4-9S$ 951

Tue 13-1007:00 -

1 stop20h 43m

Tue 20-1015:40 -

1 stop24h 35m

Deal found 30-8S$ 986

Sun 18-1007:00 -

1 stop20h 43m

Thu 29-1015:30 -

1 stop26h 30m

Deal found 3-9S$ 987

Sat 3-1007:00 -

1 stop20h 43m

Sun 18-1015:40 -

1 stop24h 35m

Deal found 1-9S$ 1,000

Sun 18-1007:00 -

1 stop20h 43m

Sun 25-1008:49 -

1 stop33h 11m

Deal found 3-9S$ 1,016

Sat 3-1007:00 -

1 stop26h 06m

Sun 18-1008:49 -

1 stop31h 26m

Deal found 1-9S$ 1,030

Sun 20-901:25 -

2 stops34h 19m

Tue 29-909:59 -

2 stops24h 56m

Deal found 4-9S$ 1,437

Tue 20-1022:00 -

2 stops33h 00m

Tue 27-1009:29 -

2 stops30h 31m

Deal found 5-9S$ 1,438

Mon 9-1122:30 -

2 stops27h 29m

Fri 27-1106:00 -

2 stops28h 10m

Deal found 4-9S$ 1,577

Sun 18-1013:55 -

2 stops29h 10m

Thu 29-1015:55 -

2 stops32h 10m

Deal found 2-9S$ 1,589

Fri 16-1013:55 -

2 stops28h 55m

Fri 23-1016:05 -

2 stops32h 00m

Deal found 1-9S$ 1,590

Thu 1-1013:55 -

2 stops29h 10m

Thu 15-1015:55 -

2 stops31h 35m

Deal found 31-8S$ 1,606

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 5 September 2026.

Thu 15-1007:00 -

1 stop26h 06m

Wed 28-1008:40 -

2 stops33h 20m

Deal found 4-9S$ 951

Thu 5-1119:25 -

1 stop26h 30m

Mon 9-1113:10 -

1 stop30h 25m

Deal found 30-8S$ 1,164

Thu 5-1122:20 -

1 stop20h 44m

Mon 9-1106:00 -

1 stop24h 15m

Deal found 2-9S$ 1,305

Thu 1-1009:45 -

1 stop41h 10m

Thu 8-1016:15 -

1 stop43h 30m

Deal found 3-9S$ 1,349

Sun 20-901:25 -

2 stops34h 19m

Tue 29-909:59 -

2 stops24h 56m

Deal found 4-9S$ 1,437

Sun 18-1013:55 -

2 stops29h 10m

Thu 29-1015:55 -

2 stops32h 10m

Deal found 3-9S$ 1,589

Wed 4-1103:15 -

1 stop25h 15m

Mon 9-1114:31 -

2 stops28h 14m

Deal found 1-9S$ 1,627

Mon 21-907:30 -

2 stops26h 26m

Tue 29-907:00 -

2 stops33h 00m

Deal found 4-9S$ 1,437

Thu 1-1008:45 -

2 stops28h 14m

Thu 15-1021:40 -

1 stop31h 55m

Deal found 31-8S$ 1,563

Tue 20-1022:00 -

2 stops33h 00m

Tue 27-1009:29 -

2 stops30h 31m

Deal found 5-9S$ 1,438

Fri 16-1013:55 -

2 stops28h 55m

Fri 23-1016:05 -

2 stops32h 00m

Deal found 1-9S$ 1,590

Fri 16-1008:45 -

1 stop25h 52m

Thu 29-1006:00 -

1 stop25h 15m

Deal found 2-9S$ 1,566

Thu 15-1011:10 -

3 stops34h 25m

Wed 28-1014:10 -

3 stops30h 40m

Deal found 4-9S$ 1,598

Mon 9-1122:30 -

2 stops27h 29m

Fri 27-1106:00 -

2 stops28h 10m

Deal found 4-9S$ 1,577

Thu 1-1013:55 -

2 stops29h 10m

Thu 15-1015:55 -

2 stops31h 35m

Deal found 31-8S$ 1,606

Thu 15-1013:55 -

2 stops29h 10m

Wed 28-1010:30 -

2 stops37h 35m

Deal found 4-9S$ 1,642

Sun 18-1013:55 -

2 stops29h 10m

Sun 25-1018:30 -

2 stops29h 35m

Deal found 3-9S$ 1,660

Wed 16-913:55 -

2 stops28h 55m

Sat 19-918:00 -

2 stops29h 30m

Deal found 2-9S$ 1,698

Sat 3-1013:55 -

2 stops34h 30m

Sun 18-1018:10 -

2 stops29h 20m

Deal found 1-9S$ 1,725

Find flight deals from Singapore to Chicago

Round-trip from	S$ 951
One-way from	S$ 623
Popular in	August
Cheapest in	September
Average price	S$ 1,091

Air Canada
15-10-28-10
3 total stops
59h 26m total
Singapore to Chicago

Search Deals

Air Canada
15-9-31-12
2 total stops
26h 57m total
Singapore to Chicago

Search Deals

Highest demand for flights based on searches. 14% potential increase in price (S$ 329 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 8% potential price decrease (S$ 143 potential savings vs. average return price).

Search Deals

Average for round-trip flights in September 2026

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 19-11

08:40-17:10

2 stops46h 30m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 655

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Mon 14-9

06:15-07:51

2 stops38h 36m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 675

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Tue 13-10

09:05-23:43

3 stops51h 38m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 844

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Mon 14-9

13:55-05:05

2 stops28h 10m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 910

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Sun 11-10

13:55-06:05

2 stops29h 10m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 917

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Tue 22-9

13:55-05:05

2 stops28h 10m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 917

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Tue 2-3

02:00-05:45

2 stops41h 45m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 926

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Fri 16-10

13:55-05:50

2 stops28h 55m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 929

SingaporeChicago

SIN Singapore Changi - MDW Chicago Midway

SINMDW

Singapore Changi

Tue 12-1

14:25-12:25

2 stops36h 00m

Chicago Midway

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 931

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 15-10

07:00-20:06

1 stop26h 06m

Chicago O'Hare Intl

Wed 28-10

08:40-07:00

2 stops33h 20m

S$ 951

Flights are sorted by cheapest return flights first.

Deals found on 31-8

Showing 1-10 of 39 resultsSorted by cheapest first

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.

SIN-ORD

SIN-MDW

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

SG0-CHI

SIN-ORD

SIN-MDW

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown with EVA Air,Korean Air, 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

8.5

Very Good

1,522 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Padma,Aug 2026

TPE - SFO

Great but could not allow me to do online booking

EVA Air

8.5

Very Good

1,522 reviews

EVA Air

8.5

Very Good

1,522 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Padma,Aug 2026

TPE - SFO

Great but could not allow me to do online booking

Korean Air

8.4

Very Good

1,221 reviews

EVA Air

8.5

Very Good

1,522 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Padma,Aug 2026

TPE - SFO

Great but could not allow me to do online booking

Japan Airlines

8.3

Very Good

1,911 reviews

EVA Air

8.5

Very Good

1,522 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Padma,Aug 2026

TPE - SFO

Great but could not allow me to do online booking

United Airlines

7.4

Good

10,169 reviews

EVA Air

8.5

Very Good

1,522 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Padma,Aug 2026

TPE - SFO

Great but could not allow me to do online booking

Related info for your journey

How long is the flight from Singapore to Chicago?
Air Canada, Etihad Airways, and United Airlines can get you from Singapore to Chicago in just under 20h 44m. Your travel time can differ by up to 5h 46m. 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes

Complete your trip

Direct flights to United States

Flights by cabin class

Other flight options

Popular flights

Alternative routes for Singapore to Chicago

Singapore to O'Hare Intl flights

Singapore to Midway flights

Top 2 airlines flying from Singapore to Chicago

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestS$ 1,201	AverageS$ 1,507	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
EVA Air	CheapestS$ 1,313	AverageS$ 1,683	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.

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$ 623

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 15-9. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap 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 5 September 2026.

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 5 September 2026.

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 5 September 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 5 September 2026.

Last-minute flights from Singapore to ChicagoDiscover last-minute flight deals from Singapore to Chicago. Data last updated 5 September 2026 and is based on user searches.

Discover last-minute flight deals from Singapore to Chicago. Data last updated 5 September 2026 and is based on user searches.

One-way flights from Singapore to ChicagoSearch for one-way flight options from Singapore to Chicago. Find affordable one-way fares based on user searches. Data last updated 5 September 2026.

Search for one-way flight options from Singapore to Chicago. Find affordable one-way fares based on user searches. Data last updated 5 September 2026.

Find flight deals from Singapore to Chicago

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

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown with EVA Air,Korean Air, 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

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?

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.

Complete your trip

Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to United States

Book a non-stop flight to one of these other cities located in United States.

Search flights from Singapore to Chicago by cabin class

Find flights from Singapore to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Singapore and Chicago flights

Browse other Singapore and Chicago flight options. Last updated on 5 September 2026.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Top 2 airlines flying from Singapore to Chicago

Fly with Cheapflights

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 5 September 2026.

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 5 September 2026.

Last-minute flights from Singapore to Chicago
Discover last-minute flight deals from Singapore to Chicago. Data last updated 5 September 2026 and is based on user searches.

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 5 September 2026.