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

Taipei City (TPE) was the most common stop: 19% 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 Hong Kong (HKG) offer the lowest average round-trip price of $865.

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 48% of people opting to fly with this airline when traveling to Singapore. Keep in mind that there are 10 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 46m.

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

Delta is the most popular carrier operating from Chicago to Singapore Changi

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.

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 May 2026, there are 10 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.

$468 Cheap Flights from Chicago to Singapore in 2026

Q: 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 $1,559 to $1,270. The lowest price recently found on this route was $1,144.

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6:30 am - 11:55 pm

ORD

SIN

28h 25m

2 stops

7:30 am - 9:58 pm

SIN

ORD

27h 28m

2 stops

$1,144Delta

Fri, Jul 10 - Wed, Aug 12

6:00 am - 9:15 pm

ORD

SIN

26h 15m

2 stops

3:15 am - 3:05 pm

SIN

ORD

24h 50m

1 stop

$1,146Qatar Airways

Fri, Aug 21 - Mon, Sep 7

7:20 pm - 9:15 pm

ORD

SIN

36h 55m

1 stop

7:40 pm - 3:05 pm

SIN

ORD

32h 25m

1 stop

$1,152Qatar Airways

Thu, Aug 20 - Sat, Sep 12

7:00 am - 11:55 pm

ORD

SIN

27h 55m

2 stops

10:40 am - 8:30 am

SIN

ORD

35h 50m

1 stop

$1,153Delta

Sat, Aug 1 - Sat, Dec 5

7:20 pm - 10:15 am

ORD

SIN

25h 55m

2 stops

3:15 am - 3:05 pm

SIN

ORD

24h 50m

1 stop

$1,155Qatar Airways

Sat, Aug 22 - Thu, Sep 10

6:10 am - 6:35 pm

ORD

SIN

23h 25m

1 stop

6:15 am - 12:59 am

SIN

ORD

31h 44m

2 stops

$1,157United Airlines

Tue, Jul 7 - Wed, Aug 12

6:22 pm - 11:55 pm

ORD

SIN

40h 33m

2 stops

1:25 am - 9:58 pm

SIN

ORD

33h 33m

2 stops

$1,158Delta

Tue, Jul 7 - Tue, Aug 11

9:30 pm - 6:35 pm

ORD

SIN

32h 05m

2 stops

11:05 am - 1:15 am

SIN

ORD

27h 10m

2 stops

$1,159United Airlines

Tue, Jul 7 - Tue, Jul 14

8:45 am - 12:45 am

ORD

SIN

27h 00m

2 stops

7:00 am - 2:43 pm

SIN

ORD

20h 43m

1 stop

$1,162Air Canada

Mon, Aug 24 - Thu, Sep 17

6:05 am - 5:00 am

MDW

SIN

33h 55m

2 stops

10:00 pm - 3:38 pm

SIN

MDW

30h 38m

2 stops

$1,163Delta

Sat, Aug 29 - Fri, Sep 4

Air Canada flights from Chicago to Singapore

Our best Air Canada deals on Chicago to Singapore flight tickets

Air Canada

Aug 24

ORD8:45 amChicago O'Hare Intl

27h 00m

2 stops

SIN12:45 amSingapore Changi

Sep 17

SIN7:00 amSingapore Changi

20h 43m

1 stop

ORD2:43 pmChicago O'Hare Intl

$1,162

Air Canada

Nov 24

ORD3:40 pmChicago O'Hare Intl

64h 15m

2 stops

SIN9:55 pmSingapore Changi

Nov 29

SIN8:50 amSingapore Changi

19h 51m

1 stop

ORD2:41 pmChicago O'Hare Intl

$1,178

Air Canada

Jun 4

ORD8:40 amChicago O'Hare Intl

31h 35m

2 stops

SIN5:15 amSingapore Changi

Jun 11

SIN7:00 amSingapore Changi

23h 05m

2 stops

ORD5:05 pmChicago O'Hare Intl

$1,201

Korean Air flights from Chicago to Singapore

Our best Korean Air deals on Chicago to Singapore flight tickets

Korean Air

Sep 18

MDW9:49 amChicago Midway

30h 11m

2 stops

SIN5:00 amSingapore Changi

Sep 22

SIN10:00 pmSingapore Changi

27h 34m

2 stops

MDW12:34 pmChicago Midway

$1,603

Korean Air

Sep 17

MDW9:30 amChicago Midway

25h 25m

2 stops

SIN11:55 pmSingapore Changi

Sep 20

SIN1:25 amSingapore Changi

24h 09m

2 stops

MDW12:34 pmChicago Midway

$1,628

Korean Air

Jun 19

MDW9:54 amChicago Midway

30h 06m

2 stops

SIN5:00 amSingapore Changi

Jul 24

SIN10:00 pmSingapore Changi

27h 38m

2 stops

MDW12:38 pmChicago Midway

$1,784

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 7/10

6:30 am-11:55 pm

2 stops28h 25m

Singapore Changi

Wed 8/12

7:30 am-9:58 pm

2 stops27h 28m

$1,144

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 8/21

6:00 am-9:15 pm

2 stops26h 15m

Singapore Changi

Mon 9/7

3:15 am-3:05 pm

1 stop24h 50m

$1,146

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 8/20

7:20 pm-9:15 pm

1 stop36h 55m

Singapore Changi

Sat 9/12

7:40 pm-3:05 pm

1 stop32h 25m

$1,152

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/1

7:00 am-11:55 pm

2 stops27h 55m

Singapore Changi

Sat 12/5

10:40 am-8:30 am

1 stop35h 50m

$1,153

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/22

7:20 pm-10:15 am

2 stops25h 55m

Singapore Changi

Thu 9/10

3:15 am-3:05 pm

1 stop24h 50m

$1,155

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 7/7

6:10 am-6:35 pm

1 stop23h 25m

Singapore Changi

Wed 8/12

6:15 am-12:59 am

2 stops31h 44m

$1,157

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 7/7

6:22 pm-11:55 pm

2 stops40h 33m

Singapore Changi

Tue 8/11

1:25 am-9:58 pm

2 stops33h 33m

$1,158

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 7/7

9:30 pm-6:35 pm

2 stops32h 05m

Singapore Changi

Tue 7/14

11:05 am-1:15 am

2 stops27h 10m

$1,159

Quickest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 8/24

8:45 am-12:45 am

2 stops27h 00m

Singapore Changi

Thu 9/17

7:00 am-2:43 pm

1 stop20h 43m

$1,162

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 8/29

6:05 am-5:00 am

2 stops33h 55m

Singapore Changi

Fri 9/4

10:00 pm-3:38 pm

2 stops30h 38m

$1,163

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 week ahead of your departure date. In general, you can expect to find flights to Singapore for around $1,155 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 $970 on momondo.

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 1% 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 May 2026, prices for Chicago to Singapore flights are approximately 15% 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 55m
Direct flights	None

The fastest flight from Chicago to Singapore takes 22h 55m

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 55m.
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 May 2026, there are 10 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 16%, 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
Cathay Pacific	PriceFrom $692	Free Cancellation	Rating 7.6 1,346 reviews	Search Cathay Pacific flights
United Airlines	PriceFrom $709	Free Cancellation	Rating 7.4 9,751 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom $770	Free Cancellation	Rating 7.4 4,396 reviews	Search Turkish Airlines flights
Japan Airlines	PriceFrom $814	Free Cancellation	Rating 8.3 1,827 reviews	Search Japan Airlines flights
Etihad Airways	PriceFrom $829	Free Cancellation	Rating 7.3 1,445 reviews	Search Etihad Airways flights
ANA	PriceFrom $860	Free Cancellation	Rating 8.3 1,216 reviews	Search ANA flights
Air Canada	PriceFrom $872	Free Cancellation	Rating 7.1 11,092 reviews	Search Air Canada flights
Delta	PriceFrom $949	Free Cancellation	Rating 7.9 8,424 reviews	Search Delta flights
EVA Air	PriceFrom $1,101	Free Cancellation	Rating 8.5 1,459 reviews	Search EVA Air flights
British Airways	PriceFrom $1,909	Free Cancellation	Rating 6.7 8,007 reviews	Search British 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.

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.

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Cheap flights from Chicago to Singapore from $468

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 8/11. 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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Cheap round-trip flights

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Air Canada flights from Chicago to Singapore

Our best Air Canada deals on Chicago to Singapore flight tickets

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

What is the cheapest month to fly to Singapore?

How far in advance should I book a flight from Chicago 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

Frequently asked questions about flying from Chicago to Singapore

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.

Fly to other destinations from Chicago

According to popular flight searches on momondo this year

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According to popular flight searches on momondo this year