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

Istanbul (IST) was the most common stop: 24% of momondo users choosing 1-stop flights on this route connected there.

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 43% of people opting to fly with this airline when traveling to Singapore. Keep in mind that there are 11 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 47m.

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 28m.

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

Philippine Airlines, Air India, and Delta are the most popular carriers operating from Chicago to Singapore Changi

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

Flights via San Francisco (SFO) offer the lowest average round-trip price of $792.

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 March 2026, there are 11 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.

$322 Cheap Flights from Chicago to Singapore in 2026

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Find the cheapest flights from Chicago to Singapore

Round-trip

One-way

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Cheap round-trip flights

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1:10 pm - 12:10 pm

ORD

SIN

34h 00m

1 stop

11:00 pm - 11:10 am

SIN

ORD

49h 10m

2 stops

$829Air India

lun., abr. 6 - lun., abr. 13

1:10 pm - 12:10 pm

ORD

SIN

34h 00m

1 stop

11:00 pm - 11:10 am

SIN

ORD

49h 10m

2 stops

$831Air India

lun., abr. 6 - vie., abr. 17

2:30 pm - 7:00 am

ORD

SIN

27h 30m

1 stop

11:00 pm - 11:10 am

SIN

ORD

49h 10m

2 stops

$833Air India

lun., mar. 23 - mié., may. 13

4:00 pm - 5:30 am

ORD

SIN

24h 30m

1 stop

1:45 am - 2:20 pm

SIN

ORD

25h 35m

1 stop

$836Cathay Pacific

mié., sep. 2 - jue., sep. 10

9:30 pm - 6:35 pm

ORD

SIN

32h 05m

1 stop

11:05 am - 3:25 pm

SIN

ORD

41h 20m

1 stop

$839United Airlines

dom., ago. 23 - lun., ago. 31

6:25 am - 6:35 pm

ORD

SIN

23h 10m

1 stop

9:00 am - 8:18 pm

SIN

ORD

24h 18m

1 stop

$840United Airlines

lun., mar. 30 - mié., abr. 1

6:00 am - 5:00 am

MDW

SIN

34h 00m

2 stops

10:00 pm - 4:12 pm

SIN

MDW

31h 12m

2 stops

$954Delta

lun., may. 4 - mar., may. 19

6:07 pm - 11:55 pm

MDW

SIN

40h 48m

2 stops

10:00 pm - 4:29 pm

SIN

MDW

31h 29m

2 stops

$959Delta

lun., abr. 6 - lun., abr. 13

9:00 pm - 12:35 pm

MDW

SIN

26h 35m

2 stops

1:45 pm - 5:50 am

SIN

MDW

29h 05m

2 stops

$1,306Multiple Airlines

mar., ago. 18 - lun., ago. 24

11:00 am - 12:35 pm

MDW

SIN

36h 35m

2 stops

1:45 pm - 5:40 am

SIN

MDW

28h 55m

2 stops

$1,307Multiple Airlines

vie., abr. 24 - mié., abr. 29

Korean Air flights from Chicago to Singapore

Our best Korean Air deals on Chicago to Singapore flight tickets

Korean Air

Sep 1

ORD12:10 pmChicago O'Hare Intl

22h 45m

1 stop

SIN11:55 pmSingapore Changi

Sep 25

SIN10:00 pmSingapore Changi

24h 30m

1 stop

ORD9:30 amChicago O'Hare Intl

$843

Korean Air

May 3

MDW9:29 amChicago Midway

30h 31m

2 stops

SIN5:00 amSingapore Changi

May 7

SIN7:30 amSingapore Changi

42h 12m

2 stops

MDW12:42 pmChicago Midway

$1,359

Korean Air

May 3

MDW9:29 amChicago Midway

30h 31m

2 stops

SIN5:00 amSingapore Changi

May 7

SIN7:30 amSingapore Changi

42h 12m

2 stops

MDW12:42 pmChicago Midway

$1,495

Turkish Airlines flights from Chicago to Singapore

Our best Turkish Airlines deals on Chicago to Singapore flight tickets

Turkish Airlines

Apr 17

ORD8:10 pmChicago O'Hare Intl

23h 35m

1 stop

SIN8:45 amSingapore Changi

May 5

SIN5:25 amSingapore Changi

25h 50m

1 stop

ORD6:15 pmChicago O'Hare Intl

$852

Turkish Airlines

Apr 24

ORD8:10 pmChicago O'Hare Intl

32h 45m

1 stop

SIN5:55 pmSingapore Changi

Apr 29

SIN11:20 amSingapore Changi

35h 20m

1 stop

ORD9:40 amChicago O'Hare Intl

$856

Turkish Airlines

Apr 23

ORD8:10 pmChicago O'Hare Intl

23h 35m

1 stop

SIN8:45 amSingapore Changi

Apr 30

SIN5:25 amSingapore Changi

41h 15m

1 stop

ORD9:40 amChicago O'Hare Intl

$862

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 4/6

1:10 pm-12:10 pm

1 stop34h 00m

Singapore Changi

lun. 4/13

11:00 pm-11:10 am

2 stops49h 10m

$829

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 4/6

1:10 pm-12:10 pm

1 stop34h 00m

Singapore Changi

vie. 4/17

11:00 pm-11:10 am

2 stops49h 10m

$831

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 3/23

2:30 pm-7:00 am

1 stop27h 30m

Singapore Changi

mié. 5/13

11:00 pm-11:10 am

2 stops49h 10m

$833

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

mié. 9/2

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

jue. 9/10

1:45 am-2:20 pm

1 stop25h 35m

$836

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

dom. 8/23

9:30 pm-6:35 pm

1 stop32h 05m

Singapore Changi

lun. 8/31

11:05 am-3:25 pm

1 stop41h 20m

$839

Quickest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 3/30

6:25 am-6:35 pm

1 stop23h 10m

Singapore Changi

mié. 4/1

9:00 am-8:18 pm

1 stop24h 18m

$840

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

lun. 5/4

6:00 am-5:00 am

2 stops34h 00m

Singapore Changi

mar. 5/19

10:00 pm-4:12 pm

2 stops31h 12m

$954

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

lun. 4/6

6:07 pm-11:55 pm

2 stops40h 48m

Singapore Changi

lun. 4/13

10:00 pm-4:29 pm

2 stops31h 29m

$959

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

mar. 8/18

9:00 pm-12:35 pm

2 stops26h 35m

Singapore Changi

lun. 8/24

1:45 pm-5:50 am

2 stops29h 05m

$1,306

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

vie. 4/24

11:00 am-12:35 pm

2 stops36h 35m

Singapore Changi

mié. 4/29

1:45 pm-5:40 am

2 stops28h 55m

$1,307

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 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 $866. If you aren’t able to travel to Singapore during the month of September, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $881.

How far in advance should I book a flight 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 $1,138 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 $984 on momondo.

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 65% 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 March 2026, prices for Chicago to Singapore flights are approximately 1% more expensive 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	23h 15m
Direct flights	None

The fastest flight from Chicago to Singapore takes 23h 15m

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

Search flight deals

How far is Chicago to Singapore Changi by plane?
Singapore Changi is 9361.7 mi away from Chicago. By plane, this route typically takes 23h 15m.
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 March 2026, there are 11 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 31% of all bookings. The subsequent popular airlines are Turkish Airlines at 22%, Cathay Pacific at 17%, and EVA Air at 9%.

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 $698	Free Cancellation	Rating 8.4 1,120 reviews	Search ANA flights
Cathay Pacific	PriceFrom $698	Free Cancellation	Rating 7.6 1,202 reviews	Search Cathay Pacific flights
United Airlines	PriceFrom $709	Free Cancellation	Rating 7.4 9,412 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom $770	Free Cancellation	Rating 7.3 4,249 reviews	Search Turkish Airlines flights
Etihad Airways	PriceFrom $829	Free Cancellation	Rating 7.4 1,425 reviews	Search Etihad Airways flights
Korean Air	PriceFrom $858	Free Cancellation	Rating 8.4 1,202 reviews	Search Korean Air flights
Air Canada	PriceFrom $872	Free Cancellation	Rating 7.1 10,800 reviews	Search Air Canada flights
Japan Airlines	PriceFrom $981	Free Cancellation	Rating 8.3 1,730 reviews	Search Japan Airlines flights
EVA Air	PriceFrom $1,086	Free Cancellation	Rating 8.4 1,370 reviews	Search EVA Air flights
Delta	PriceFrom $1,139	Free Cancellation	Rating 7.9 8,277 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.

An easier way to manage your Singapore trip

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Cheap flights from Chicago to Singapore from $322

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 9/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Korean Air flights from Chicago to Singapore

Our best Korean Air deals on Chicago to Singapore flight tickets

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How to get the cheapest flight ticket from Chicago to Singapore

What is the cheapest month to fly to Singapore?

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

Can stopping save me money on Chicago to Singapore flights?

How have Chicago to Singapore flight prices changed over time?

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

What airlines fly to Singapore?

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

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

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

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

When to book flights from Chicago to Singapore

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

Direct flights

Best airlines flying from Chicago to Singapore

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

Why use momondo?

An easier way to manage your Singapore trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Singapore

Fly your favorite airline to Singapore

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Singapore

List of cabin classes available on flights landing in Singapore. Availability may vary depending on flight origin and airline.

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