Which layover airport has the shortest connection time from Chicago to Singapore?

Incheon (ICN) has the shortest average layover time for this route: 1h 45m.

Which layover airport offers the lowest fares from Chicago to Singapore?

Flights via New Delhi (DEL) offer the lowest average round-trip price of $883.

What airlines fly to Singapore?

United Airlines, Cathay Pacific and Air Canada are the top three most popular airlines that fly to Singapore from Chicago according to our data. United Airlines is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Singapore. Keep in mind that there are 12 different airlines that fly to Singapore on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest travel time from Chicago to Singapore?

Flights connecting via Taipei City (TPE) have the shortest average one-way travel time: 22h 29m.

What is the cheapest airline that flies from Chicago to Singapore Changi?

Korean Air and Delta are the most popular carriers operating from Chicago to Singapore Changi

Which airport is the most popular layover for flights between Chicago and Singapore?

Taipei City (TPE) was the most common stop: 26% of momondo users choosing 1-stop flights on this route connected there.

When did momondo last update prices for flights from Chicago to Singapore Changi Airport?

Prices for flights from Chicago to Singapore Changi Airport refresh daily.

How many operators does momondo search for flights from Chicago to Singapore Changi Airport?

As of August 2026, there are 12 operators available to choose from for flights from Chicago to Singapore Changi Airport.

How old do you have to be to fly from Chicago to Singapore Changi Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Singapore Changi Airport.

What documentation or ID do you need to fly to Singapore Changi Airport?

The travel and health documents required for your trip to Singapore Changi Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Singapore Changi Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$427 Cheap Flights from Chicago to Singapore in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Singapore

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

4:15 pm - 11:45 am

ORD

SIN

30h 30m

1 stop

8:05 pm - 1:55 pm

SIN

ORD

30h 50m

1 stop

$793Cathay Pacific

Wed, Sep 16 - Mon, Sep 21

4:00 pm - 5:30 am

ORD

SIN

24h 30m

1 stop

8:05 pm - 1:55 pm

SIN

ORD

30h 50m

1 stop

$802Cathay Pacific

Mon, Sep 14 - Mon, Sep 21

3:40 pm - 11:15 am

ORD

SIN

30h 35m

2 stops

6:15 am - 8:12 pm

SIN

ORD

26h 57m

2 stops

$871Air Canada

Mon, Aug 31 - Mon, Sep 14

3:40 pm - 5:15 am

ORD

SIN

24h 35m

1 stop

7:00 am - 2:43 pm

SIN

ORD

20h 43m

1 stop

$882Air Canada

Tue, Sep 8 - Thu, Sep 17

7:48 pm - 5:15 am

ORD

SIN

44h 27m

1 stop

1:45 am - 2:43 pm

SIN

ORD

25h 58m

2 stops

$899Multiple Airlines

Mon, Sep 14 - Sun, Sep 20

2:00 pm - 9:40 am

ORD

SIN

30h 40m

1 stop

8:50 pm - 2:43 pm

SIN

ORD

30h 53m

2 stops

$899Multiple Airlines

Sun, Sep 13 - Sun, Sep 20

12:10 pm - 5:00 am

ORD

SIN

27h 50m

1 stop

1:25 am - 9:30 am

SIN

ORD

21h 05m

1 stop

$927Korean Air

Sun, Oct 4 - Sun, Oct 11

8:25 am - 5:00 am

ORD

SIN

31h 35m

2 stops

7:30 am - 9:55 pm

SIN

ORD

27h 25m

2 stops

$935Delta

Mon, Sep 14 - Mon, Sep 21

7:00 am - 5:00 am

ORD

SIN

33h 00m

2 stops

7:30 am - 9:33 pm

SIN

ORD

27h 03m

2 stops

$935Delta

Mon, Sep 14 - Wed, Sep 23

11:15 am - 5:00 am

ORD

SIN

27h 45m

1 stop

1:35 am - 8:30 am

SIN

ORD

20h 55m

1 stop

$1,113Korean Air

Sat, Nov 28 - Mon, Dec 28

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Cathay Pacific flights from Chicago to Singapore

Our best Cathay Pacific deals on Chicago to Singapore flight tickets

Cathay Pacific

Sep 16

ORD4:15 pmChicago O'Hare Intl

30h 30m

1 stop

SIN11:45 amSingapore Changi

Sep 21

SIN8:05 pmSingapore Changi

30h 50m

1 stop

ORD1:55 pmChicago O'Hare Intl

$793

Cathay Pacific

Sep 14

ORD4:00 pmChicago O'Hare Intl

24h 30m

1 stop

SIN5:30 amSingapore Changi

Sep 21

SIN8:05 pmSingapore Changi

30h 50m

1 stop

ORD1:55 pmChicago O'Hare Intl

$802

Cathay Pacific

Sep 7

ORD4:00 pmChicago O'Hare Intl

30h 45m

1 stop

SIN11:45 amSingapore Changi

Sep 16

SIN6:00 pmSingapore Changi

32h 55m

1 stop

ORD1:55 pmChicago O'Hare Intl

$829

Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets

Delta

Sep 14

MDW5:10 pmChicago Midway

37h 05m

2 stops

SIN7:15 pmSingapore Changi

Sep 20

SIN1:25 amSingapore Changi

34h 19m

2 stops

MDW10:44 pmChicago Midway

$935

Delta

Sep 6

MDW9:24 amChicago Midway

30h 36m

2 stops

SIN5:00 amSingapore Changi

Sep 14

SIN1:25 amSingapore Changi

24h 14m

2 stops

MDW12:39 pmChicago Midway

$938

Delta

Aug 4

MDW9:59 amChicago Midway

30h 01m

2 stops

SIN5:00 amSingapore Changi

Aug 18

SIN7:30 amSingapore Changi

39h 29m

2 stops

MDW9:59 amChicago Midway

$940

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 9/16

4:15 pm-11:45 am

1 stop30h 30m

Singapore Changi

Mon 9/21

8:05 pm-1:55 pm

1 stop30h 50m

$793

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/14

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Mon 9/21

8:05 pm-1:55 pm

1 stop30h 50m

$802

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 8/31

3:40 pm-11:15 am

2 stops30h 35m

Singapore Changi

Mon 9/14

6:15 am-8:12 pm

2 stops26h 57m

$871

Quickest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 9/8

3:40 pm-5:15 am

1 stop24h 35m

Singapore Changi

Thu 9/17

7:00 am-2:43 pm

1 stop20h 43m

$882

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/14

7:48 pm-5:15 am

1 stop44h 27m

Singapore Changi

Sun 9/20

1:45 am-2:43 pm

2 stops25h 58m

$899

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 9/13

2:00 pm-9:40 am

1 stop30h 40m

Singapore Changi

Sun 9/20

8:50 pm-2:43 pm

2 stops30h 53m

$899

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 10/4

12:10 pm-5:00 am

1 stop27h 50m

Singapore Changi

Sun 10/11

1:25 am-9:30 am

1 stop21h 05m

$927

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/14

8:25 am-5:00 am

2 stops31h 35m

Singapore Changi

Mon 9/21

7:30 am-9:55 pm

2 stops27h 25m

$935

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/14

7:00 am-5:00 am

2 stops33h 00m

Singapore Changi

Wed 9/23

7:30 am-9:33 pm

2 stops27h 03m

$935

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 11/28

11:15 am-5:00 am

1 stop27h 45m

Singapore Changi

Mon 12/28

1:35 am-8:30 am

1 stop20h 55m

$1,113

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Singapore

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the typical price of a round-trip flight between Chicago and Singapore?

Prices are currently low for flights on this route.

Typical prices usually range from $1,128 to $1,344.
The lowest price recently found on this route was $793.

What is the cheapest month to fly to Singapore?

The month of September is, on average, the cheapest month to fly to Singapore from Chicago, with most prices found around $907. If you aren’t able to travel to Singapore during the month of September, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $942.

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

You are more likely to see cheaper flights to Singapore from Chicago when booking week ahead of your departure date. In general, you can expect to find flights to Singapore for around $1,154 when searching week out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Singapore from Chicago for as low as $938 on momondo.

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 12% on your flight if you consider stops on a Chicago to Singapore flight.

How have Chicago to Singapore flight prices changed over time?

As of August 2026, prices for Chicago to Singapore flights are approximately 26% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Singapore

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Singapore according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Singapore (CHI to SIN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Singapore

Fastest flight time	22h 25m
Direct flights	None

The fastest flight from Chicago to Singapore takes 22h 25m

There are no direct flights from Chicago to Singapore. There are no popular flight routes from Chicago to Singapore.

Search flight deals

Frequently asked questions about flying from Chicago to Singapore

How far is Chicago to Singapore Changi by plane?
Singapore Changi is 9361.7 mi away from Chicago. By plane, this route typically takes 22h 25m.
When did momondo last update prices for flights from Chicago to Singapore Changi Airport?
Prices for flights from Chicago to Singapore Changi Airport refresh daily.
How many operators does momondo search for flights from Chicago to Singapore Changi Airport?
As of August 2026, there are 12 operators available to choose from for flights from Chicago to Singapore Changi Airport.
How old do you have to be to fly from Chicago to Singapore Changi Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Singapore Changi Airport.
What documentation or ID do you need to fly to Singapore Changi Airport?
The travel and health documents required for your trip to Singapore Changi Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Singapore Changi Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Chicago to Singapore?
momondo data reveals that the most frequently booked airline on the route from Chicago to Singapore is United Airlines, representing 24% of all bookings. The subsequent popular airlines are Turkish Airlines at 15%, Cathay Pacific at 12%, and Air Canada at 8%.

Best airlines flying from Chicago to Singapore

Compare and see reviews for airlines that fly from Chicago to Singapore with momondo

Airline	Rating	Free Cancellation	Price
ANA	PriceFrom $689	Free Cancellation	Rating 8.3 1,288 reviews	Search ANA flights
Cathay Pacific	PriceFrom $698	Free Cancellation	Rating 7.6 1,436 reviews	Search Cathay Pacific flights
United Airlines	PriceFrom $705	Free Cancellation	Rating 7.4 10,063 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom $721	Free Cancellation	Rating 7.4 4,460 reviews	Search Turkish Airlines flights
Japan Airlines	PriceFrom $770	Free Cancellation	Rating 8.3 1,889 reviews	Search Japan Airlines flights
Korean Air	PriceFrom $792	Free Cancellation	Rating 8.4 1,223 reviews	Search Korean Air flights
Etihad Airways	PriceFrom $829	Free Cancellation	Rating 7.3 1,499 reviews	Search Etihad Airways flights
Air Canada	PriceFrom $884	Free Cancellation	Rating 7.1 11,415 reviews	Search Air Canada flights
Delta	PriceFrom $949	Free Cancellation	Rating 7.8 8,499 reviews	Search Delta flights
Qatar Airways	PriceFrom $963	Free Cancellation	Rating 7.4 3,739 reviews	Search Qatar Airways flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Singapore?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Singapore for you.

Can I find flights from Chicago to Singapore with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Singapore from Chicago with this policy.

How can momondo help me find flights from Chicago to Singapore?

Once you have performed a search for Chicago to Singapore flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Singapore right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Singapore now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Singapore and let you know when they change.