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

Taipei City (TPE) was the most common stop: 25% of momondo users choosing 1-stop flights on this route connected there.

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.

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 49% 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 connection time from Chicago to Singapore?

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

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

Etihad Airways, Cathay Pacific, and Delta are the most popular carriers operating from Chicago to Singapore Changi

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.

$434 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.

3:40 pm - 5:15 amORD Chicago O'Hare Intl-SIN Singapore Changi

24h 35m1 stop Vancouver Intl

7:00 am - 2:43 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

20h 43m1 stop Vancouver Intl

$766Air Canada

Thu, Sep 10 - Thu, Sep 24

11:05 am - 5:15 amORD Chicago O'Hare Intl-SIN Singapore Changi

29h 10m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl

7:00 am - 2:43 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

20h 43m1 stop Vancouver Intl

$768Air Canada

Thu, Sep 10 - Thu, Sep 24

8:40 am - 7:00 amORD Chicago O'Hare Intl-SIN Singapore Changi

32h 20m2 stops Calgary Vancouver Intl

11:10 pm - 9:59 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

36h 49m2 stops Incheon Intl Toronto Pearson Intl

$831Multiple Airlines

Thu, Nov 19 - Mon, Nov 30

8:40 am - 7:00 amORD Chicago O'Hare Intl-SIN Singapore Changi

56h 20m2 stops Calgary Vancouver Intl

11:10 pm - 9:59 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

36h 49m2 stops Incheon Intl Toronto Pearson Intl

$831Multiple Airlines

Wed, Nov 11 - Mon, Nov 30

4:00 pm - 3:40 pmORD Chicago O'Hare Intl-SIN Singapore Changi

34h 40m1 stop Hong Kong Intl

1:45 am - 1:55 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

25h 10m1 stop Hong Kong Intl

$897Cathay Pacific

Thu, Sep 10 - Wed, Sep 23

4:00 pm - 3:05 pmORD Chicago O'Hare Intl-SIN Singapore Changi

34h 05m1 stop Hong Kong Intl

6:00 pm - 1:55 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

32h 55m1 stop Hong Kong Intl

$897Cathay Pacific

Wed, Sep 2 - Wed, Sep 30

9:55 am - 12:45 amORD Chicago O'Hare Intl-SIN Singapore Changi

25h 50m2 stops Toronto Pearson Intl Tokyo Narita

6:15 am - 8:12 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

26h 57m2 stops Tokyo Narita Montreal Pierre Elliott Trudeau Intl

$901ANA

Mon, Sep 7 - Mon, Sep 14

3:40 pm - 5:15 amORD Chicago O'Hare Intl-SIN Singapore Changi

24h 35m1 stop Vancouver Intl

6:15 am - 8:12 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

26h 57m2 stops Tokyo Narita Montreal Pierre Elliott Trudeau Intl

$918ANA

Fri, Aug 28 - Tue, Sep 15

12:10 pm - 11:55 pmORD Chicago O'Hare Intl-SIN Singapore Changi

22h 45m1 stop Incheon Intl

10:00 pm - 9:30 amSIN Singapore Changi-ORD Chicago O'Hare Intl

24h 30m1 stop Incheon Intl

$924Korean Air

Wed, Sep 23 - Sun, Oct 4

12:10 pm - 5:00 amORD Chicago O'Hare Intl-SIN Singapore Changi

27h 50m1 stop Incheon Intl

7:30 am - 9:30 amSIN Singapore Changi-ORD Chicago O'Hare Intl

39h 00m1 stop Incheon Intl

$924Korean Air

Thu, Sep 24 - Sun, Oct 4

Cheap last minute flights

Enter your travel dates to find the best prices.

3:40 pm - 5:15 amORD Chicago O'Hare Intl-SIN Singapore Changi

48h 35m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl

7:00 am - 2:43 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

20h 43m1 stop Vancouver Intl

$885Air Canada

Sat, Aug 15 - Sat, Sep 12

8:49 am - 5:15 amORD Chicago O'Hare Intl-SIN Singapore Changi

31h 26m1 stop Vancouver Intl

7:00 am - 2:43 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

20h 43m1 stop Vancouver Intl

$891Air Canada

Sun, Aug 16 - Sat, Sep 12

8:49 am - 5:15 amORD Chicago O'Hare Intl-SIN Singapore Changi

31h 26m1 stop Vancouver Intl

7:00 am - 2:43 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

20h 43m1 stop Vancouver Intl

$903EVA Air

Sun, Aug 16 - Thu, Oct 22

3:40 pm - 5:15 amORD Chicago O'Hare Intl-SIN Singapore Changi

24h 35m1 stop Vancouver Intl

7:00 am - 4:45 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

22h 45m1 stop Vancouver Intl

$903Air China

Sun, Aug 16 - Tue, Oct 20

3:40 pm - 5:15 amORD Chicago O'Hare Intl-SIN Singapore Changi

24h 35m1 stop Vancouver Intl

7:00 am - 2:43 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

20h 43m1 stop Vancouver Intl

$903Multiple Airlines

Sun, Aug 16 - Thu, Sep 10

3:40 pm - 5:15 amORD Chicago O'Hare Intl-SIN Singapore Changi

24h 35m1 stop Vancouver Intl

6:15 am - 8:12 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

26h 57m2 stops Tokyo Narita Montreal Pierre Elliott Trudeau Intl

$918ANA

Sun, Aug 16 - Thu, Sep 10

8:49 am - 5:15 amORD Chicago O'Hare Intl-SIN Singapore Changi

31h 26m1 stop Vancouver Intl

6:15 am - 8:12 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

26h 57m2 stops Tokyo Narita Montreal Pierre Elliott Trudeau Intl

$918ANA

Sun, Aug 16 - Mon, Sep 14

8:28 am - 5:00 amORD Chicago O'Hare Intl-SIN Singapore Changi

31h 32m2 stops Minneapolis St Paul Incheon Intl

7:30 am - 11:29 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

28h 59m2 stops Incheon Intl Seattle/Tacoma Intl

$969Delta

Wed, Aug 12 - Wed, Aug 26

8:48 am - 5:00 amORD Chicago O'Hare Intl-SIN Singapore Changi

31h 12m2 stops Detroit Metropolitan Wayne County Incheon Intl

7:30 am - 8:55 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

26h 25m2 stops Incheon Intl Atlanta Hartsfield-Jackson

$969Delta

Wed, Aug 12 - Tue, Sep 1

12:30 am - 11:55 amORD Chicago O'Hare Intl-SIN Singapore Changi

22h 25m1 stop Taipei City Taiwan Taoyuan Intl

3:20 pm - 8:45 pmSIN Singapore Changi-ORD Chicago O'Hare Intl

42h 25m1 stop Taipei City Taiwan Taoyuan Intl

$1,167EVA Air

Sat, Aug 15 - Fri, Sep 11

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Air Canada flights from Chicago to Singapore

Our best Air Canada deals on Chicago to Singapore flight tickets

Air Canada

Sep 10

ORD3:40 pmChicago O'Hare Intl

24h 35m

1 stop

SIN5:15 amSingapore Changi

Sep 24

SIN7:00 amSingapore Changi

20h 43m

1 stop

ORD2:43 pmChicago O'Hare Intl

$766

Air Canada

Sep 10

ORD11:05 amChicago O'Hare Intl

29h 10m

2 stops

SIN5:15 amSingapore Changi

Sep 24

SIN7:00 amSingapore Changi

20h 43m

1 stop

ORD2:43 pmChicago O'Hare Intl

$768

Air Canada

Sep 10

ORD3:40 pmChicago O'Hare Intl

24h 35m

1 stop

SIN5:15 amSingapore Changi

Sep 24

SIN7:00 amSingapore Changi

20h 43m

1 stop

ORD2:43 pmChicago O'Hare Intl

$774

Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets

Delta

Oct 27

MDW6:04 amChicago Midway

33h 56m

2 stops

SIN5:00 amSingapore Changi

Nov 9

SIN1:35 amSingapore Changi

35h 21m

2 stops

MDW10:56 pmChicago Midway

$935

Delta

Sep 22

MDW7:13 pmChicago Midway

39h 42m

2 stops

SIN11:55 pmSingapore Changi

Oct 6

SIN7:30 amSingapore Changi

28h 03m

2 stops

MDW10:33 pmChicago Midway

$940

Delta

Sep 27

MDW7:13 pmChicago Midway

39h 42m

2 stops

SIN11:55 pmSingapore Changi

Oct 4

SIN10:00 pmSingapore Changi

27h 39m

2 stops

MDW12:39 pmChicago Midway

$941

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Thu 9/10

3:40 pm-5:15 am

1 stop24h 35m

Singapore Changi

Thu 9/24

7:00 am-2:43 pm

1 stop20h 43m

$766

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Thu 9/10

11:05 am-5:15 am

2 stops29h 10m

Singapore Changi

Thu 9/24

7:00 am-2:43 pm

1 stop20h 43m

$768

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Thu 11/19

8:40 am-7:00 am

2 stops32h 20m

Singapore Changi

Mon 11/30

11:10 pm-9:59 pm

2 stops36h 49m

$831

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Wed 11/11

8:40 am-7:00 am

2 stops56h 20m

Singapore Changi

Mon 11/30

11:10 pm-9:59 pm

2 stops36h 49m

$831

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Thu 9/10

4:00 pm-3:40 pm

1 stop34h 40m

Singapore Changi

Wed 9/23

1:45 am-1:55 pm

1 stop25h 10m

$897

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Wed 9/2

4:00 pm-3:05 pm

1 stop34h 05m

Singapore Changi

Wed 9/30

6:00 pm-1:55 pm

1 stop32h 55m

$897

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Mon 9/7

9:55 am-12:45 am

2 stops25h 50m

Singapore Changi

Mon 9/14

6:15 am-8:12 pm

2 stops26h 57m

$901

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Fri 8/28

3:40 pm-5:15 am

1 stop24h 35m

Singapore Changi

Tue 9/15

6:15 am-8:12 pm

2 stops26h 57m

$918

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Wed 9/23

12:10 pm-11:55 pm

1 stop22h 45m

Singapore Changi

Sun 10/4

10:00 pm-9:30 am

1 stop24h 30m

$924

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Thu 9/24

12:10 pm-5:00 am

1 stop27h 50m

Singapore Changi

Sun 10/4

7:30 am-9:30 am

1 stop39h 00m

$924

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 $973 to $1,455.
The lowest price recently found on this route was $766.

What is the cheapest month to fly to Singapore?

The month of January is, on average, the cheapest month to fly to Singapore from Chicago, with most prices found around $940. If you aren’t able to travel to Singapore during the month of January, then flying in September 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 $1,143 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 10% 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 30m
Direct flights	None

The fastest flight from Chicago to Singapore takes 22h 30m

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 30m.
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 11%, 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 1,294 reviews	Search ANA flights
United Airlines	PriceFrom $705	Free Cancellation	Rating 7.4 10,103 reviews	Search United Airlines flights
Cathay Pacific	PriceFrom $709	Free Cancellation	Rating 7.6 1,448 reviews	Search Cathay Pacific flights
Turkish Airlines	PriceFrom $721	Free Cancellation	Rating 7.4 4,480 reviews	Search Turkish Airlines flights
Japan Airlines	PriceFrom $770	Free Cancellation	Rating 8.3 1,897 reviews	Search Japan Airlines flights
Korean Air	PriceFrom $792	Free Cancellation	Rating 8.4 1,221 reviews	Search Korean Air flights
Etihad Airways	PriceFrom $829	Free Cancellation	Rating 7.3 1,502 reviews	Search Etihad Airways flights
Air Canada	PriceFrom $920	Free Cancellation	Rating 7.1 11,462 reviews	Search Air Canada flights
Delta	PriceFrom $949	Free Cancellation	Rating 7.8 8,504 reviews	Search Delta flights
Qatar Airways	PriceFrom $963	Free Cancellation	Rating 7.4 3,740 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.