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?

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: 26% 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.

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.

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 50% 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.

$416 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 am

ORD

SIN

24h 35m

1 stop

6:15 am - 8:12 pm

SIN

ORD

26h 57m

2 stops

$964Air Canada

Sun, Sep 6 - Wed, Sep 16

7:46 pm - 5:15 am

ORD

SIN

44h 29m

2 stops

6:15 am - 7:51 am

SIN

ORD

38h 36m

2 stops

$966Air Canada

Sat, Aug 22 - Wed, Sep 9

4:00 pm - 7:05 pm

ORD

SIN

38h 05m

1 stop

6:15 am - 8:12 pm

SIN

ORD

26h 57m

2 stops

$967Multiple Airlines

Mon, Sep 7 - Mon, Sep 14

4:39 pm - 7:15 pm

MDW

SIN

37h 36m

2 stops

7:30 am - 10:44 pm

SIN

MDW

28h 14m

2 stops

$969Delta

Sun, Sep 6 - Wed, Sep 23

9:10 pm - 9:40 am

ORD

SIN

23h 30m

1 stop

10:50 pm - 8:06 pm

SIN

ORD

34h 16m

2 stops

$969Multiple Airlines

Wed, Sep 2 - Wed, Sep 30

4:00 pm - 7:05 pm

ORD

SIN

38h 05m

1 stop

6:15 am - 10:15 am

SIN

ORD

41h 00m

2 stops

$970Multiple Airlines

Mon, Sep 7 - Wed, Sep 16

4:00 pm - 5:30 am

ORD

SIN

24h 30m

1 stop

6:15 am - 2:43 pm

SIN

ORD

45h 28m

2 stops

$971Multiple Airlines

Mon, Sep 7 - Mon, Sep 14

12:10 pm - 7:15 pm

ORD

SIN

42h 05m

1 stop

1:25 am - 9:30 am

SIN

ORD

21h 05m

1 stop

$973Korean Air

Wed, Sep 30 - Mon, Oct 5

9:55 am - 12:45 am

ORD

SIN

25h 50m

2 stops

6:15 am - 8:12 pm

SIN

ORD

26h 57m

2 stops

$983ANA

Thu, Sep 10 - Thu, Sep 17

9:59 am - 5:00 am

MDW

SIN

30h 01m

2 stops

10:40 am - 10:25 pm

SIN

MDW

24h 45m

2 stops

$984Delta

Mon, Oct 12 - Mon, Oct 26

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Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets

Delta

Sep 6

MDW4:39 pmChicago Midway

37h 36m

2 stops

SIN7:15 pmSingapore Changi

Sep 23

SIN7:30 amSingapore Changi

28h 14m

2 stops

MDW10:44 pmChicago Midway

$969

Delta

Oct 12

MDW9:59 amChicago Midway

30h 01m

2 stops

SIN5:00 amSingapore Changi

Oct 26

SIN10:40 amSingapore Changi

24h 45m

2 stops

MDW10:25 pmChicago Midway

$984

Delta

Sep 6

MDW4:39 pmChicago Midway

37h 36m

2 stops

SIN7:15 pmSingapore Changi

Sep 13

SIN7:30 amSingapore Changi

28h 14m

2 stops

MDW10:44 pmChicago Midway

$1,004

Air Canada flights from Chicago to Singapore

Our best Air Canada deals on Chicago to Singapore flight tickets

Air Canada

Sep 6

ORD3:40 pmChicago O'Hare Intl

24h 35m

1 stop

SIN5:15 amSingapore Changi

Sep 16

SIN6:15 amSingapore Changi

26h 57m

2 stops

ORD8:12 pmChicago O'Hare Intl

$964

Air Canada

Aug 22

ORD7:46 pmChicago O'Hare Intl

44h 29m

2 stops

SIN5:15 amSingapore Changi

Sep 9

SIN6:15 amSingapore Changi

38h 36m

2 stops

ORD7:51 amChicago O'Hare Intl

$966

Air Canada

Sep 14

ORD7:48 pmChicago O'Hare Intl

44h 27m

1 stop

SIN5:15 amSingapore Changi

Sep 23

SIN8:10 amSingapore Changi

43h 33m

2 stops

ORD2:43 pmChicago O'Hare Intl

$977

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 9/6

3:40 pm-5:15 am

1 stop24h 35m

Singapore Changi

Wed 9/16

6:15 am-8:12 pm

2 stops26h 57m

$964

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/22

7:46 pm-5:15 am

2 stops44h 29m

Singapore Changi

Wed 9/9

6:15 am-7:51 am

2 stops38h 36m

$966

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/7

4:00 pm-7:05 pm

1 stop38h 05m

Singapore Changi

Mon 9/14

6:15 am-8:12 pm

2 stops26h 57m

$967

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 9/6

4:39 pm-7:15 pm

2 stops37h 36m

Singapore Changi

Wed 9/23

7:30 am-10:44 pm

2 stops28h 14m

$969

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 9/2

9:10 pm-9:40 am

1 stop23h 30m

Singapore Changi

Wed 9/30

10:50 pm-8:06 pm

2 stops34h 16m

$969

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/7

4:00 pm-7:05 pm

1 stop38h 05m

Singapore Changi

Wed 9/16

6:15 am-10:15 am

2 stops41h 00m

$970

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/7

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Mon 9/14

6:15 am-2:43 pm

2 stops45h 28m

$971

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 9/30

12:10 pm-7:15 pm

1 stop42h 05m

Singapore Changi

Mon 10/5

1:25 am-9:30 am

1 stop21h 05m

$973

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 9/10

9:55 am-12:45 am

2 stops25h 50m

Singapore Changi

Thu 9/17

6:15 am-8:12 pm

2 stops26h 57m

$983

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 10/12

9:59 am-5:00 am

2 stops30h 01m

Singapore Changi

Mon 10/26

10:40 am-10:25 pm

2 stops24h 45m

$984

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 $1,128 to $1,344.
The lowest price recently found on this route was $964.

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 $907. If you aren’t able to travel to Singapore during the month of September, then flying in January 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 $1,154 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 9% 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	22h 20m
Direct flights	None

The fastest flight from Chicago to Singapore takes 22h 20m

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 20m.
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 25% of all bookings. The subsequent popular airlines are Turkish Airlines at 14%, Cathay Pacific at 11%, 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 1,283 reviews	Search ANA flights
Cathay Pacific	PriceFrom $698	Free Cancellation	Rating 7.6 1,431 reviews	Search Cathay Pacific flights
United Airlines	PriceFrom $705	Free Cancellation	Rating 7.4 10,042 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom $721	Free Cancellation	Rating 7.4 4,451 reviews	Search Turkish Airlines flights
Japan Airlines	PriceFrom $770	Free Cancellation	Rating 8.3 1,880 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 1,490 reviews	Search Etihad Airways flights
Air Canada	PriceFrom $884	Free Cancellation	Rating 7.1 11,391 reviews	Search Air Canada flights
Delta	PriceFrom $949	Free Cancellation	Rating 7.8 8,483 reviews	Search Delta flights
Qatar Airways	PriceFrom $963	Free Cancellation	Rating 7.3 3,743 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.