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 has the shortest connection time from Chicago to Singapore?

Incheon (ICN) has the shortest average layover time for this route: 1h 47m.

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

Etihad Airways, 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: 21% of momondo users choosing 1-stop flights on this route connected there.

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 EVA Air 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 51% 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.

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 July 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.

$432 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 - 2:30 pm

ORD

SIN

33h 50m

2 stops

6:15 am - 8:12 pm

SIN

ORD

26h 57m

2 stops

$966Air Canada

Sat, Aug 15 - Tue, Sep 8

3:40 pm - 5:15 am

ORD

SIN

24h 35m

1 stop

7:00 am - 2:36 pm

SIN

ORD

20h 36m

1 stop

$968Air Canada

Fri, Aug 21 - Tue, Aug 25

9:59 am - 5:00 am

MDW

SIN

30h 01m

2 stops

7:30 am - 10:45 pm

SIN

MDW

28h 15m

2 stops

$969Delta

Fri, Aug 14 - Tue, Sep 8

5:30 am - 5:00 am

ORD

SIN

34h 30m

2 stops

7:30 am - 9:33 pm

SIN

ORD

27h 03m

2 stops

$969Delta

Fri, Aug 14 - Thu, Sep 10

8:40 am - 7:00 am

ORD

SIN

32h 20m

2 stops

8:40 am - 5:10 pm

SIN

ORD

46h 30m

2 stops

$970Air Canada

Thu, Nov 19 - Thu, Nov 26

4:00 pm - 5:30 am

ORD

SIN

24h 30m

1 stop

1:45 am - 2:20 pm

SIN

ORD

25h 35m

1 stop

$971Cathay Pacific

Fri, Aug 28 - Thu, Sep 3

3:40 pm - 5:15 am

ORD

SIN

24h 35m

1 stop

10:00 pm - 8:05 pm

SIN

ORD

35h 05m

2 stops

$972Air Canada

Sun, Aug 9 - Sun, Sep 6

4:00 pm - 3:05 pm

ORD

SIN

34h 05m

1 stop

6:00 pm - 2:20 pm

SIN

ORD

33h 20m

1 stop

$973Cathay Pacific

Thu, Aug 13 - Thu, Aug 20

4:00 pm - 5:30 am

ORD

SIN

24h 30m

1 stop

6:00 pm - 2:20 pm

SIN

ORD

33h 20m

1 stop

$975Cathay Pacific

Thu, Aug 13 - Tue, Sep 8

6:05 am - 5:00 am

MDW

SIN

33h 55m

2 stops

7:30 am - 10:36 pm

SIN

MDW

28h 06m

2 stops

$1,004Delta

Fri, Aug 21 - Fri, Aug 28

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ANA flights from Chicago to Singapore

Our best ANA deals on Chicago to Singapore flight tickets

ANA

Oct 1

ORD3:40 pmChicago O'Hare Intl

24h 35m

1 stop

SIN5:15 amSingapore Changi

Oct 8

SIN6:15 amSingapore Changi

26h 57m

2 stops

ORD8:12 pmChicago O'Hare Intl

$978

ANA

Oct 2

ORD3:40 pmChicago O'Hare Intl

24h 35m

1 stop

SIN5:15 amSingapore Changi

Oct 7

SIN6:15 amSingapore Changi

26h 57m

2 stops

ORD8:12 pmChicago O'Hare Intl

$1,015

ANA

Oct 2

ORD3:40 pmChicago O'Hare Intl

24h 35m

1 stop

SIN5:15 amSingapore Changi

Oct 8

SIN6:15 amSingapore Changi

26h 57m

2 stops

ORD8:12 pmChicago O'Hare Intl

$1,030

Etihad Airways flights from Chicago to Singapore

Our best Etihad Airways deals on Chicago to Singapore flight tickets

Etihad Airways

Aug 13

ORD8:25 pmChicago O'Hare Intl

24h 15m

1 stop

SIN9:40 amSingapore Changi

Sep 8

SIN9:00 pmSingapore Changi

24h 35m

1 stop

ORD8:35 amChicago O'Hare Intl

$985

Etihad Airways

Aug 15

ORD8:25 pmChicago O'Hare Intl

24h 15m

1 stop

SIN9:40 amSingapore Changi

Sep 10

SIN9:00 pmSingapore Changi

24h 35m

1 stop

ORD8:35 amChicago O'Hare Intl

$1,023

Etihad Airways

Aug 12

ORD8:25 pmChicago O'Hare Intl

24h 15m

1 stop

SIN9:40 amSingapore Changi

Sep 10

SIN9:00 pmSingapore Changi

31h 40m

1 stop

ORD3:40 pmChicago O'Hare Intl

$1,032

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/15

3:40 pm-2:30 pm

2 stops33h 50m

Singapore Changi

Tue 9/8

6:15 am-8:12 pm

2 stops26h 57m

$966

Quickest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 8/21

3:40 pm-5:15 am

1 stop24h 35m

Singapore Changi

Tue 8/25

7:00 am-2:36 pm

1 stop20h 36m

$968

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 8/14

9:59 am-5:00 am

2 stops30h 01m

Singapore Changi

Tue 9/8

7:30 am-10:45 pm

2 stops28h 15m

$969

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 8/14

5:30 am-5:00 am

2 stops34h 30m

Singapore Changi

Thu 9/10

7:30 am-9:33 pm

2 stops27h 03m

$969

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 11/19

8:40 am-7:00 am

2 stops32h 20m

Singapore Changi

Thu 11/26

8:40 am-5:10 pm

2 stops46h 30m

$970

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 8/28

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Thu 9/3

1:45 am-2:20 pm

1 stop25h 35m

$971

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 8/9

3:40 pm-5:15 am

1 stop24h 35m

Singapore Changi

Sun 9/6

10:00 pm-8:05 pm

2 stops35h 05m

$972

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 8/13

4:00 pm-3:05 pm

1 stop34h 05m

Singapore Changi

Thu 8/20

6:00 pm-2:20 pm

1 stop33h 20m

$973

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 8/13

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Tue 9/8

6:00 pm-2:20 pm

1 stop33h 20m

$975

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 8/21

6:05 am-5:00 am

2 stops33h 55m

Singapore Changi

Fri 8/28

7:30 am-10:36 pm

2 stops28h 06m

$1,004

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?

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 $492. If you aren’t able to travel to Singapore during the month of January, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $587.

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 weeks ahead of your departure date. In general, you can expect to find flights to Singapore for around $1,162 when searching weeks 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 $951 on momondo.

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 5% 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 July 2026, prices for Chicago to Singapore flights are approximately 20% 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	21h 30m
Direct flights	None

The fastest flight from Chicago to Singapore takes 21h 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 21h 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 July 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 27% of all bookings. The subsequent popular airlines are Turkish Airlines at 14%, Cathay Pacific at 13%, and EVA Air at 7%.

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 1,271 reviews	Search ANA flights
Cathay Pacific	PriceFrom $698	Free Cancellation	Rating 7.6 1,413 reviews	Search Cathay Pacific flights
United Airlines	PriceFrom $709	Free Cancellation	Rating 7.4 9,993 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom $721	Free Cancellation	Rating 7.4 4,447 reviews	Search Turkish Airlines flights
Japan Airlines	PriceFrom $770	Free Cancellation	Rating 8.3 1,877 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 1,479 reviews	Search Etihad Airways flights
Air Canada	PriceFrom $884	Free Cancellation	Rating 7.1 11,347 reviews	Search Air Canada flights
Qatar Airways	PriceFrom $963	Free Cancellation	Rating 7.3 3,743 reviews	Search Qatar Airways flights
Delta	PriceFrom $999	Free Cancellation	Rating 7.8 8,472 reviews	Search Delta 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.