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

Istanbul (IST) was the most common stop: 35% 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 San Francisco (SFO) have the shortest average one-way travel time: 22h 18m.

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

Flights via Hong Kong (HKG) offer the lowest average round-trip price of $813.

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

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

What airlines fly to Singapore?

United Airlines, Cathay Pacific and Turkish Airlines 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 42% of people opting to fly with this airline when traveling to Singapore. Keep in mind that there are 14 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?

San Francisco (SFO) has the shortest average layover time for this route: 1h 19m.

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 December 2025, there are 14 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.

$354 Cheap Flights from Chicago to Singapore in 2025/26

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11:10 am - 1:05 pm

MDW

SIN

35h 55m3 stops

2:25 pm - 12:25 pm

SIN

MDW

36h 00m2 stops

$1,274Multiple Airlines

mié., ene. 21 - mié., feb. 4

1:30 pm - 9:45 pm

ORD

SIN

42h 15m1 stop

8:20 am - 11:30 am

SIN

ORD

41h 10m2 stops

$1,286Air India

mié., dic. 17 - mar., dic. 23

6:47 am - 12:55 am

ORD

SIN

28h 08m2 stops

6:35 am - 1:50 pm

SIN

ORD

21h 15m1 stop

$1,287ANA

mar., ene. 6 - dom., ene. 18

10:10 pm - 8:15 pm

ORD

SIN

32h 05m1 stop

10:45 am - 3:10 pm

SIN

ORD

42h 25m1 stop

$1,289United Airlines

sáb., ene. 3 - mar., ene. 20

8:45 am - 8:00 am

ORD

SIN

33h 15m2 stops

10:20 pm - 5:44 am

SIN

ORD

21h 24m1 stop

$1,294United Airlines

sáb., ene. 3 - mar., ene. 20

6:14 pm - 12:10 am

MDW

SIN

39h 56m2 stops

1:35 am - 10:22 pm

SIN

MDW

34h 47m2 stops

$1,301Delta

vie., ene. 23 - jue., ene. 29

6:47 am - 12:55 am

ORD

SIN

28h 08m2 stops

6:35 am - 1:50 pm

SIN

ORD

21h 15m1 stop

$1,304United Airlines

mar., ene. 6 - dom., ene. 18

8:45 am - 6:55 am

ORD

SIN

32h 10m2 stops

10:45 am - 7:20 am

SIN

ORD

34h 35m1 stop

$1,309United Airlines

lun., dic. 15 - lun., dic. 22

7:35 pm - 8:15 pm

ORD

SIN

34h 40m1 stop

10:20 pm - 11:25 am

SIN

ORD

27h 05m1 stop

$1,312United Airlines

dom., dic. 14 - mar., dic. 23

8:45 am - 6:55 am

ORD

SIN

32h 10m2 stops

10:10 am - 8:00 pm

SIN

ORD

23h 50m2 stops

$1,315United Airlines

lun., dic. 15 - lun., dic. 22

Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets

Delta

Jan 23

MDW6:14 pmChicago Midway

39h 56m

2 stops

SIN12:10 amSingapore Changi

Jan 29

SIN1:35 amSingapore Changi

34h 47m

2 stops

MDW10:22 pmChicago Midway

$1,301

Find similar

Delta

Mar 20

MDW6:30 amChicago Midway

33h 30m

2 stops

SIN5:00 amSingapore Changi

Mar 28

SIN1:35 amSingapore Changi

33h 54m

2 stops

MDW10:29 pmChicago Midway

$1,314

Find similar

Delta

May 22

MDW6:00 amChicago Midway

34h 00m

2 stops

SIN5:00 amSingapore Changi

Jun 5

SIN1:10 amSingapore Changi

27h 15m

2 stops

MDW3:25 pmChicago Midway

$1,388

Find similar

Finnair flights from Chicago to Singapore

Our best Finnair deals on Chicago to Singapore flight tickets

Finnair

Apr 18

ORD9:30 pmChicago O'Hare Intl

32h 00m

1 stop

SIN6:30 pmSingapore Changi

May 8

SIN9:35 pmSingapore Changi

34h 49m

2 stops

ORD7:24 pmChicago O'Hare Intl

$1,461

Find similar

Finnair

Apr 17

ORD12:09 pmChicago O'Hare Intl

41h 21m

2 stops

SIN6:30 pmSingapore Changi

May 8

SIN9:35 pmSingapore Changi

34h 49m

2 stops

ORD7:24 pmChicago O'Hare Intl

$1,465

Find similar

Finnair

Apr 18

ORD5:10 pmChicago O'Hare Intl

36h 20m

2 stops

SIN6:30 pmSingapore Changi

May 6

SIN9:35 pmSingapore Changi

33h 15m

1 stop

ORD5:50 pmChicago O'Hare Intl

$1,505

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

mié. 1/21

11:10 am-1:05 pm

3 stops35h 55m

Singapore Changi

mié. 2/4

2:25 pm-12:25 pm

2 stops36h 00m

$1,274

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

mié. 12/17

1:30 pm-9:45 pm

1 stop42h 15m

Singapore Changi

mar. 12/23

8:20 am-11:30 am

2 stops41h 10m

$1,286

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

mar. 1/6

6:47 am-12:55 am

2 stops28h 08m

Singapore Changi

dom. 1/18

6:35 am-1:50 pm

1 stop21h 15m

$1,287

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

sáb. 1/3

10:10 pm-8:15 pm

1 stop32h 05m

Singapore Changi

mar. 1/20

10:45 am-3:10 pm

1 stop42h 25m

$1,289

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

sáb. 1/3

8:45 am-8:00 am

2 stops33h 15m

Singapore Changi

mar. 1/20

10:20 pm-5:44 am

1 stop21h 24m

$1,294

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

vie. 1/23

6:14 pm-12:10 am

2 stops39h 56m

Singapore Changi

jue. 1/29

1:35 am-10:22 pm

2 stops34h 47m

$1,301

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

mar. 1/6

6:47 am-12:55 am

2 stops28h 08m

Singapore Changi

dom. 1/18

6:35 am-1:50 pm

1 stop21h 15m

$1,304

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 12/15

8:45 am-6:55 am

2 stops32h 10m

Singapore Changi

lun. 12/22

10:45 am-7:20 am

1 stop34h 35m

$1,309

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

dom. 12/14

7:35 pm-8:15 pm

1 stop34h 40m

Singapore Changi

mar. 12/23

10:20 pm-11:25 am

1 stop27h 05m

$1,312

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 12/15

8:45 am-6:55 am

2 stops32h 10m

Singapore Changi

lun. 12/22

10:10 am-8:00 pm

2 stops23h 50m

$1,315

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 February is, on average, the cheapest month to fly to Singapore from Chicago, with most prices found around $801. If you aren’t able to travel to Singapore during the month of February, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $848.

What is the cheapest day to depart on your flight to Singapore?

The cheapest day to depart from Chicago to Singapore is on a Tuesday when prices can be found for as low as $1,166. The most expensive day to fly to Singapore is Friday, with ticket prices averaging around $1,365.

What is the cheapest time of day to depart on your flight to Singapore?

At noon is the cheapest time of day to fly from Chicago to Singapore when you can find flight prices for as low as $1,148. Flying to Singapore at noon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $1,434 on average. Flights to Singapore from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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 weeks ahead of your departure date. In general, you can expect to find flights to Singapore for around $1,151 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 $1,077 on momondo.

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 63% 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 December 2025, prices for Chicago to Singapore flights are approximately 11% 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	24h 30m
Direct flights	None

The fastest flight from Chicago to Singapore takes 24h 30m

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 33m.
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 December 2025, there are 14 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 25%, Cathay Pacific at 15%, and EVA Air 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
Air India	PriceFrom $675	Free Cancellation	Rating 5.5 2,947 reviews	Search Air India flights
Cathay Pacific	PriceFrom $701	Free Cancellation	Rating 7.6 1,093 reviews	Search Cathay Pacific flights
United Airlines	PriceFrom $709	Free Cancellation	Rating 7.4 9,092 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom $742	Free Cancellation	Rating 7.3 4,088 reviews	Search Turkish Airlines flights
Japan Airlines	PriceFrom $791	Free Cancellation	Rating 8.3 1,651 reviews	Search Japan Airlines flights
Etihad Airways	PriceFrom $830	Free Cancellation	Rating 7.4 1,330 reviews	Search Etihad Airways flights
Qatar Airways	PriceFrom $850	Free Cancellation	Rating 7.4 3,676 reviews	Search Qatar Airways flights
Air Canada	PriceFrom $884	Free Cancellation	Rating 7.1 10,515 reviews	Search Air Canada flights
Korean Air	PriceFrom $918	Free Cancellation	Rating 8.4 1,183 reviews	Search Korean Air flights
ANA	PriceFrom $1,024	Free Cancellation	Rating 8.4 1,020 reviews	Search ANA 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 $372

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 1/23. 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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Big names and deals

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Filter for what you want

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Find the cheapest flights from Chicago to Singapore

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Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets

Finnair flights from Chicago to Singapore

Our best Finnair deals on Chicago to Singapore flight tickets

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See travel insights to Singapore from

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

What is the cheapest month to fly to Singapore?

What is the cheapest day to depart on your flight to Singapore?

The cheapest day to depart from Chicago to Singapore is on a Tuesday when prices can be found for as low as $1,166. The most expensive day to fly to Singapore is Friday, with ticket prices averaging around $1,365.

What is the cheapest time of day to depart on your flight to Singapore?

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

Can stopping save me money on Chicago to Singapore flights?

You could potentially save up to 63% 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 December 2025, prices for Chicago to Singapore flights are approximately 11% more expensive when compared to flights at the same time last year.

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

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

What airlines fly to Singapore?

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

Istanbul (IST) was the most common stop: 35% 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 $813.

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

Flights connecting via San Francisco (SFO) have the shortest average one-way travel time: 22h 18m.

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

San Francisco (SFO) has the shortest average layover time for this route: 1h 19m.

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

How far is Chicago to Singapore Changi by plane?

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

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

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

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

What is the most popular airline 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?

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

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

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

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

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