How long is the flight from Chicago to Singapore?

Cathay Pacific, Etihad Airways, and Delta can get you from Chicago to Singapore in just under 30h 40m. Your travel time can differ by up to 20h 20m. The distance from Chicago to Singapore is about 15039 km. Both multi-stop and direct flights can be found to your destination and back.

What are the cheapest airlines flying from Chicago to Singapore round-trip?

Cheapflights users have booked flights from Chicago to Singapore round-trip from S$ 2,025. Another airline that can offer you cheap pricing is JetBlue.

In terms of precipitation, rainfall in Singapore ranges from 150.0 - 269.0 inches per month. December is typically the wettest month, when rainfall can reach 269.0 mm. July is typically the driest time to visit Singapore when rainfall is around 150.0 mm.

If weather is an important factor for your trip to Singapore, use this chart to help with planning. For those seeking warmer temperatures, March is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of December, when temperatures are typically at their lowest (around 26.0 C).

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

When flying from Chicago to Singapore, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What airport do you fly into for flights to Singapore from Chicago?

For a flight from Chicago to Singapore, you will be flying into Changi. Singapore Changi (SIN) is just 16.9 km from the centre vof the city. Changi is the only Singapore airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Singapore Changi from Chicago on a regular basis.

Can I find deals for flights from Chicago to Singapore that include hotel bookings?

Yes. In addition to deals on Chicago to Singapore flights, Cheapflights offers holiday packages that include both flights and hotel.

How can I find direct flights from Chicago to Singapore?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Singapore.

Can I find deals for business class flights from Chicago to Singapore?

Yes. Cheapflights offers flight deals from Chicago to Singapore 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$ 478+ Cheap Flights from Chicago to Singapore

Cheap flight deals from Chicago to Singapore

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

Cheapest flights from Chicago to Singapore
Explore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 September 2026.

Tue 27-1015:30 -

1 stop26h 30m

Tue 10-1108:40 -

1 stop19h 57m

Deal found 5-9S$ 1,004

Mon 14-915:40 -

2 stops48h 35m

Thu 19-1108:40 -

1 stop19h 57m

Deal found 6-9S$ 1,010

Thu 5-1107:05 -

2 stops33h 55m

Thu 12-1108:40 -

2 stops25h 12m

Deal found 7-9S$ 1,013

Mon 19-1020:25 -

1 stop24h 15m

Mon 26-1019:25 -

1 stop26h 30m

Deal found 6-9S$ 1,015

Thu 29-1015:30 -

1 stop26h 30m

Mon 2-1121:00 -

2 stops36h 59m

Deal found 6-9S$ 1,019

Wed 11-1108:49 -

1 stop32h 11m

Mon 30-1123:10 -

2 stops34h 51m

Deal found 7-9S$ 1,025

Mon 19-1008:49 -

2 stops26h 56m

Mon 2-1121:00 -

2 stops31h 37m

Deal found 6-9S$ 1,034

Tue 8-908:43 -

2 stops31h 32m

Mon 14-906:15 -

2 stops38h 36m

Deal found 7-9S$ 1,040

Mon 7-920:00 -

1 stop24h 40m

Thu 17-921:00 -

1 stop31h 40m

Deal found 5-9S$ 1,042

Tue 22-917:11 -

2 stops46h 49m

Mon 5-1007:30 -

2 stops42h 17m

Deal found 8-9S$ 1,183

Mon 19-1006:04 -

2 stops33h 56m

Sun 1-1122:30 -

2 stops30h 47m

Deal found 7-9S$ 1,373

Sun 1-1116:19 -

2 stops41h 56m

Mon 9-1122:30 -

2 stops27h 29m

Deal found 5-9S$ 1,380

Best flights from Chicago to Singapore
Discover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 10 September 2026.

Wed 30-916:15 -

1 stop33h 50m

Mon 5-1001:45 -

1 stop25h 10m

Deal found 4-9S$ 1,133

Tue 22-914:00 -

1 stop30h 40m

Fri 9-1021:00 -

1 stop31h 40m

Deal found 8-9S$ 1,145

Tue 22-913:00 -

2 stops51h 00m

Sun 4-1007:30 -

2 stops42h 09m

Deal found 8-9S$ 1,183

Mon 1-215:59 -

2 stops27h 36m

Mon 1-319:25 -

1 stop26h 30m

Deal found 6-9S$ 1,264

Wed 30-909:55 -

2 stops42h 50m

Tue 6-1021:50 -

2 stops38h 40m

Deal found 4-9S$ 1,365

Wed 30-909:29 -

2 stops25h 26m

Tue 6-1007:30 -

2 stops28h 03m

Deal found 4-9S$ 1,183

Tue 22-917:11 -

2 stops46h 49m

Mon 5-1007:30 -

2 stops42h 17m

Deal found 8-9S$ 1,183

Sun 4-1020:25 -

1 stop24h 15m

Sun 11-1020:50 -

2 stops30h 53m

Deal found 4-9S$ 1,349

Wed 6-107:40 -

2 stops35h 55m

Sun 25-421:00 -

1 stop24h 35m

Deal found 7-9S$ 1,431

Mon 4-115:27 -

2 stops28h 08m

Thu 4-219:25 -

2 stops36h 18m

Deal found 6-9S$ 1,428

Tue 27-1006:04 -

2 stops29h 11m

Tue 10-1122:30 -

2 stops27h 29m

Deal found 8-9S$ 1,373

Mon 4-113:10 -

1 stop30h 25m

Fri 5-219:25 -

2 stops36h 18m

Deal found 6-9S$ 1,514

Tue 24-1106:00 -

2 stops28h 15m

Mon 7-1222:30 -

2 stops27h 35m

Deal found 9-9S$ 1,373

Thu 21-114:55 -

2 stops39h 30m

Mon 25-101:40 -

2 stops29h 41m

Deal found 5-9S$ 1,373

Tue 27-1016:45 -

3 stops31h 20m

Tue 10-1114:25 -

2 stops29h 30m

Deal found 7-9S$ 1,708

Mon 1-207:00 -

2 stops27h 15m

Mon 1-322:30 -

2 stops39h 16m

Deal found 7-9S$ 1,373

Wed 30-909:29 -

2 stops25h 26m

Tue 6-1001:25 -

2 stops34h 08m

Deal found 4-9S$ 1,631

Wed 20-117:25 -

2 stops40h 50m

Sun 24-101:40 -

2 stops34h 30m

Deal found 5-9S$ 1,638

Find flight deals from Chicago to Singapore

Round-trip from	S$ 1,004
One-way from	S$ 478
Popular in	December
Cheapest in	November
Average price	S$ 1,231

Air Canada
27-10-10-11
2 total stops
46h 27m total
Chicago to Singapore

Search Deals

Etihad Airways
22-9-31-12
1 total stop
30h 40m total
Chicago to Singapore

Search Deals

Highest demand for flights based on searches. 6% potential increase in price (S$ 132 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 6% potential price decrease (S$ 108 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

ChicagoSingapore

MDW Chicago Midway - SIN Singapore Changi

MDWSIN

Chicago Midway

Wed 14-10

09:29-05:00

2 stops30h 31m

Singapore Changi

Wed 31-12

00:00-10:30

Nonstop0h 00m

S$ 604

ChicagoSingapore

MDW Chicago Midway - SIN Singapore Changi

MDWSIN

Chicago Midway

Tue 13-10

09:29-19:15

2 stops44h 46m

Singapore Changi

Wed 31-12

00:00-10:30

Nonstop0h 00m

S$ 604

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Wed 21-10

06:20-05:00

2 stops33h 40m

Singapore Changi

Wed 31-12

00:00-10:30

Nonstop0h 00m

S$ 604

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Tue 29-9

07:00-05:00

2 stops33h 00m

Singapore Changi

Wed 31-12

00:00-10:30

Nonstop0h 00m

S$ 604

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Tue 20-10

06:35-05:00

2 stops33h 25m

Singapore Changi

Wed 31-12

00:00-10:30

Nonstop0h 00m

S$ 604

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Mon 12-10

06:35-05:00

2 stops33h 25m

Singapore Changi

Wed 31-12

00:00-10:30

Nonstop0h 00m

S$ 604

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Sun 31-1

19:55-05:00

2 stops43h 05m

Singapore Changi

Wed 31-12

00:00-10:30

Nonstop0h 00m

S$ 604

ChicagoSingapore

MDW Chicago Midway - SIN Singapore Changi

MDWSIN

Chicago Midway

Mon 12-10

17:31-05:00

2 stops46h 29m

Singapore Changi

Wed 31-12

00:00-10:30

Nonstop0h 00m

S$ 618

ChicagoSingapore

MDW Chicago Midway - SIN Singapore Changi

MDWSIN

Chicago Midway

Mon 5-10

19:13-23:55

2 stops39h 42m

Singapore Changi

Wed 31-12

00:00-10:30

Nonstop0h 00m

S$ 618

ChicagoSingapore

MDW Chicago Midway - SIN Singapore Changi

MDWSIN

Chicago Midway

Sun 15-11

18:44-20:25

2 stops59h 41m

Singapore Changi

Wed 31-12

00:00-10:30

Nonstop0h 00m

S$ 618

Flights are sorted by cheapest return flights first.

Deals found on 8-9

Showing 1-10 of 39 resultsSorted by cheapest first

Best time to book a flight from Chicago to Singapore

Have a flexible travel schedule? Discover the best time to fly to Singapore from Chicago with our price prediction graph.

CHI-SIN

ORD-SIN

MDW-SIN

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 Chicago to Singapore

CHI-SIN

ORD-SIN

MDW-SIN

What is the cheapest month to book a flight from Chicago to Singapore?

Currently, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of S$ 1,188). Flying from Chicago to Singapore in December is currently the most expensive (average of S$ 2,403). 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.

How much does it cost for a return flight from Chicago to Singapore?

Airfare is below average for this route at the moment.

Chicago to Singapore flights typically cost between S$ 1,136 and S$ 1,507 in October.
The cheapest return price found within the last 5 days was S$ 1,004 on Air Canada (27 Oct–10 Nov).

What’s the top stopover airport for flights from Chicago to Singapore?

Doha (DOH) – chosen by Cheapflights users on 33% of one-stop itineraries from Chicago to Singapore on Cheapflights.

What’s the cheapest stopover airport for flights from Chicago to Singapore?

Hong Kong (HKG) is the most affordable one-stop option, with an average return flight price of S$ 1,066.

What’s the fastest stopover option from Chicago to Singapore?

Flights via Incheon (ICN) have the shortest average one-way travel time for one-stop routes: 22h 25m.

Which airport typically offers the quickest stopover for flights from Chicago to Singapore?

Flights via Taipei City (TPE) offer the fastest connection on this route, with an average stopover time of 2h 05m.

How far ahead should I book a flight from Chicago to Singapore?

The best time to book flights from Chicago to Singapore is 41 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Singapore

Check out reviews from past customers who have flown with Etihad Airways from Chicago to Singapore to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Etihad Airways

7.3

Good

1,534 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Tom,May 2026

JFK - AUH

Everything was good except the lie flat bed. The bed has a gap and is uncomfortable to lie on. The hostesses were great; the food service was reasonable and the connecting flight services and the baggage service were good. Entertainment service was also good.

Etihad Airways

7.3

Good

1,534 reviews

Etihad Airways

7.3

Good

1,534 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Tom,May 2026

JFK - AUH

Related info for your journey

What airport do you fly into for flights to Singapore from Chicago?
For a flight from Chicago to Singapore, you will be flying into Changi. Singapore Changi (SIN) is just 16.9 km from the centre vof the city. Changi is the only Singapore airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Singapore Changi from Chicago on a regular basis.
How long is the flight from Chicago to Singapore?
Cathay Pacific, Etihad Airways, and Delta can get you from Chicago to Singapore in just under 30h 40m. Your travel time can differ by up to 20h 20m. The distance from Chicago to Singapore is about 15039 km. Both multi-stop and direct flights can be found to your destination and back.
What are the cheapest airlines flying from Chicago to Singapore round-trip?
Cheapflights users have booked flights from Chicago to Singapore round-trip from S$ 2,025. Another airline that can offer you cheap pricing is JetBlue.
Can I find deals for flights from Chicago to Singapore that include hotel bookings?
Yes. In addition to deals on Chicago to Singapore flights, Cheapflights offers holiday packages that include both flights and hotel.
How can I find direct flights from Chicago to Singapore?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Singapore.
Can I find deals for business class flights from Chicago to Singapore?
Yes. Cheapflights offers flight deals from Chicago to Singapore 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 Chicago to Singapore?
Currently, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of S$ 1,188). Flying from Chicago to Singapore in December is currently the most expensive (average of S$ 2,403). 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

Complete your trip

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Alternative routes for Chicago to Singapore

St. Louis to Singapore flights

Top 2 airlines flying from Chicago to Singapore

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestS$ 2,025	AverageS$ 2,038	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
JetBlue	CheapestS$ 2,783	AverageS$ 2,783	FlexibilityNo cancel fee	On-time62%	Search JetBlue flights

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How does Cheapflights help users find flights from Chicago to Singapore?

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 Singapore from Chicago today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Chicago to Singapore?

Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to Singapore for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Chicago to Singapore with no change fees?

Yes! Cheapflights helps users easily find flights from Chicago to Singapore with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Singapore become cheaper?

Of course! You can now track prices for flights from Chicago to Singapore and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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Cheap flights from Chicago to Singapore from S$ 478

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22-9. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Chicago to Singapore

Cheapest flights from Chicago to SingaporeExplore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 September 2026.

Explore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 September 2026.

Best flights from Chicago to SingaporeDiscover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 10 September 2026.

Discover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 10 September 2026.

Last-minute flights from Chicago to SingaporeDiscover last-minute flight deals from Chicago to Singapore. Data last updated 10 September 2026 and is based on user searches.

Discover last-minute flight deals from Chicago to Singapore. Data last updated 10 September 2026 and is based on user searches.

One-way flights from Chicago to SingaporeSearch for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated 10 September 2026.

Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated 10 September 2026.

Find flight deals from Chicago to Singapore

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One-way from

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Cheapest in

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Use the filters below to find and compare flights from Chicago to Singapore that are best for you.

Best time to book a flight from Chicago to Singapore

Have a flexible travel schedule? Discover the best time to fly to Singapore from Chicago with our price prediction graph.

Cheapflights Insights

What is the cheapest month to book a flight from Chicago to Singapore?

How much does it cost for a return flight from Chicago to Singapore?

Airfare is below average for this route at the moment.

Chicago to Singapore flights typically cost between S$ 1,136 and S$ 1,507 in October.The cheapest return price found within the last 5 days was S$ 1,004 on Air Canada (27 Oct–10 Nov).

What’s the top stopover airport for flights from Chicago to Singapore?

Share of one-stop return flights from Chicago to Singapore chosen by Cheapflights users in the past 12 months, using the same stopover each way.

Doha (DOH) – chosen by Cheapflights users on 33% of one-stop itineraries from Chicago to Singapore on Cheapflights.

What’s the cheapest stopover airport for flights from Chicago to Singapore?

Average return fare for one-stop flights from Chicago to Singapore, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

Hong Kong (HKG) is the most affordable one-stop option, with an average return flight price of S$ 1,066.

What’s the fastest stopover option from Chicago to Singapore?

Shortest average travel time for one-stop one-way flights from Chicago to Singapore, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.

Flights via Incheon (ICN) have the shortest average one-way travel time for one-stop routes: 22h 25m.

Which airport typically offers the quickest stopover for flights from Chicago to Singapore?

Average stopover duration for one-stop one-way flights from Chicago to Singapore, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Taipei City (TPE) offer the fastest connection on this route, with an average stopover time of 2h 05m.

How far ahead should I book a flight from Chicago to Singapore?

The best time to book flights from Chicago to Singapore is 41 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Singapore

Check out reviews from past customers who have flown with Etihad Airways from Chicago to Singapore to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What airport do you fly into for flights to Singapore from Chicago?

How long is the flight from Chicago to Singapore?

What are the cheapest airlines flying from Chicago to Singapore round-trip?

Can I find deals for flights from Chicago to Singapore that include hotel bookings?

How can I find direct flights from Chicago to Singapore?

Can I find deals for business class flights from Chicago to Singapore?

What is the cheapest month to book a flight from Chicago to Singapore?

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 Chicago to Singapore

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

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

Search flights from Chicago to Singapore by cabin class

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

Chicago and Singapore flights

Browse other Chicago and Singapore flight options. Last updated on 10 September 2026.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Other flights to Singapore

Explore flights to Singapore departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 10 September 2026.

Top 2 airlines flying from Chicago to Singapore

Fly with Cheapflights

How does Cheapflights help users find flights from Chicago to Singapore?

Why should you use Cheapflights to find cheap flight tickets from Chicago to Singapore?

Can Cheapflights find flights from Chicago to Singapore with no change fees?

Can Cheapflights notify me if prices for flights from Chicago to Singapore become cheaper?

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Travel Smart

Cheapest flights from Chicago to Singapore
Explore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 September 2026.

Best flights from Chicago to Singapore
Discover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 10 September 2026.

Last-minute flights from Chicago to Singapore
Discover last-minute flight deals from Chicago to Singapore. Data last updated 10 September 2026 and is based on user searches.

One-way flights from Chicago to Singapore
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated 10 September 2026.

Chicago to Singapore flights typically cost between S$ 1,136 and S$ 1,507 in October.
The cheapest return price found within the last 5 days was S$ 1,004 on Air Canada (27 Oct–10 Nov).