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 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 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.

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

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

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 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

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

8:10 am - 1:05 pm

MDW

SIN

38h 55m3 stops

2:25 pm - 12:25 pm

SIN

MDW

36h 00m2 stops

$1,249Multiple Airlines

Wed, Feb 4 - Mon, Feb 16

11:30 pm - 12:05 pm

ORD

SIN

22h 35m1 stop

3:45 pm - 7:35 pm

SIN

ORD

41h 50m1 stop

$1,251EVA Air

Tue, Jan 6 - Sun, Jan 18

11:10 am - 1:05 pm

MDW

SIN

35h 55m3 stops

2:00 am - 11:55 pm

SIN

MDW

34h 55m2 stops

$1,257Multiple Airlines

Wed, Mar 4 - Sat, Mar 28

3:35 pm - 1:05 pm

ORD

SIN

31h 30m2 stops

2:25 pm - 10:35 pm

SIN

ORD

46h 10m3 stops

$1,263Multiple Airlines

Thu, Jan 22 - Thu, Jan 29

6:14 pm - 12:10 am

MDW

SIN

39h 56m2 stops

10:30 pm - 5:55 pm

SIN

MDW

33h 25m2 stops

$1,265Delta

Mon, Jan 19 - Tue, Feb 3

8:10 am - 1:05 pm

MDW

SIN

38h 55m3 stops

2:25 pm - 2:55 pm

SIN

MDW

38h 30m3 stops

$1,268Multiple Airlines

Wed, Feb 4 - Mon, Feb 16

7:20 am - 5:00 am

ORD

SIN

32h 40m2 stops

1:10 am - 6:41 pm

SIN

ORD

30h 31m2 stops

$1,275Delta

Mon, May 25 - Mon, Jun 8

9:55 am - 5:15 am

ORD

SIN

30h 20m2 stops

7:00 am - 4:58 am

SIN

ORD

34h 58m2 stops

$1,277Air Canada

Sun, May 31 - Tue, Jun 16

9:00 am - 5:15 am

ORD

SIN

31h 15m2 stops

10:10 pm - 9:00 am

SIN

ORD

47h 50m2 stops

$1,280Air Canada

Fri, May 15 - Mon, May 25

6:02 am - 6:35 pm

ORD

SIN

23h 33m1 stop

8:40 pm - 12:08 pm

SIN

ORD

28h 28m2 stops

$1,291United Airlines

Fri, Jun 12 - Sat, Jun 27

Air Canada flights from Chicago to Singapore

Our best Air Canada deals on Chicago to Singapore flight tickets

Air Canada

May 31

ORD9:55 amChicago O'Hare Intl

30h 20m

2 stops

SIN5:15 amSingapore Changi

Jun 16

SIN7:00 amSingapore Changi

34h 58m

2 stops

ORD4:58 amChicago O'Hare Intl

$1,277

Find similar

Air Canada

May 15

ORD9:00 amChicago O'Hare Intl

31h 15m

2 stops

SIN5:15 amSingapore Changi

May 25

SIN10:10 pmSingapore Changi

47h 50m

2 stops

ORD9:00 amChicago O'Hare Intl

$1,280

Find similar

Air Canada

May 30

ORD3:40 pmChicago O'Hare Intl

30h 35m

2 stops

SIN11:15 amSingapore Changi

Jun 14

SIN11:55 pmSingapore Changi

33h 13m

2 stops

ORD8:08 pmChicago O'Hare Intl

$1,281

Find similar

Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets

Delta

Jan 19

MDW6:14 pmChicago Midway

39h 56m

2 stops

SIN12:10 amSingapore Changi

Feb 3

SIN10:30 pmSingapore Changi

33h 25m

2 stops

MDW5:55 pmChicago Midway

$1,265

Find similar

Delta

May 25

ORD7:20 amChicago O'Hare Intl

32h 40m

2 stops

SIN5:00 amSingapore Changi

Jun 8

SIN1:10 amSingapore Changi

30h 31m

2 stops

ORD6:41 pmChicago O'Hare Intl

$1,275

Find similar

Delta

Mar 26

MDW6:25 amChicago Midway

33h 35m

2 stops

SIN5:00 amSingapore Changi

Apr 6

SIN10:30 pmSingapore Changi

31h 25m

2 stops

MDW4:55 pmChicago Midway

$1,289

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 2/4

8:10 am-1:05 pm

3 stops38h 55m

Singapore Changi

Mon 2/16

2:25 pm-12:25 pm

2 stops36h 00m

$1,249

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 1/6

11:30 pm-12:05 pm

1 stop22h 35m

Singapore Changi

Sun 1/18

3:45 pm-7:35 pm

1 stop41h 50m

$1,251

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 3/4

11:10 am-1:05 pm

3 stops35h 55m

Singapore Changi

Sat 3/28

2:00 am-11:55 pm

2 stops34h 55m

$1,257

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 1/22

3:35 pm-1:05 pm

2 stops31h 30m

Singapore Changi

Thu 1/29

2:25 pm-10:35 pm

3 stops46h 10m

$1,263

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 1/19

6:14 pm-12:10 am

2 stops39h 56m

Singapore Changi

Tue 2/3

10:30 pm-5:55 pm

2 stops33h 25m

$1,265

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 2/4

8:10 am-1:05 pm

3 stops38h 55m

Singapore Changi

Mon 2/16

2:25 pm-2:55 pm

3 stops38h 30m

$1,268

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 5/25

7:20 am-5:00 am

2 stops32h 40m

Singapore Changi

Mon 6/8

1:10 am-6:41 pm

2 stops30h 31m

$1,275

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 5/31

9:55 am-5:15 am

2 stops30h 20m

Singapore Changi

Tue 6/16

7:00 am-4:58 am

2 stops34h 58m

$1,277

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 5/15

9:00 am-5:15 am

2 stops31h 15m

Singapore Changi

Mon 5/25

10:10 pm-9:00 am

2 stops47h 50m

$1,280

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 6/12

6:02 am-6:35 pm

1 stop23h 33m

Singapore Changi

Sat 6/27

8:40 pm-12:08 pm

2 stops28h 28m

$1,291

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 $849.

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 $1,147 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 $1,063 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 December 2025, prices for Chicago to Singapore flights are approximately 12% 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 33m
Direct flights	None

The fastest flight from Chicago to Singapore takes 23h 33m

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 28% of all bookings. The subsequent popular airlines are Turkish Airlines at 27%, 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
Air India	PriceFrom $675	Free Cancellation	Rating 5.5 2,958 reviews	Search Air India flights
Cathay Pacific	PriceFrom $701	Free Cancellation	Rating 7.6 1,106 reviews	Search Cathay Pacific flights
United Airlines	PriceFrom $709	Free Cancellation	Rating 7.4 9,113 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom $770	Free Cancellation	Rating 7.3 4,126 reviews	Search Turkish Airlines flights
Japan Airlines	PriceFrom $791	Free Cancellation	Rating 8.3 1,662 reviews	Search Japan Airlines flights
Etihad Airways	PriceFrom $830	Free Cancellation	Rating 7.4 1,339 reviews	Search Etihad Airways flights
Qatar Airways	PriceFrom $850	Free Cancellation	Rating 7.4 3,697 reviews	Search Qatar Airways flights
Air Canada	PriceFrom $884	Free Cancellation	Rating 7.1 10,562 reviews	Search Air Canada flights
Korean Air	PriceFrom $940	Free Cancellation	Rating 8.4 1,184 reviews	Search Korean Air flights
ANA	PriceFrom $1,024	Free Cancellation	Rating 8.4 1,049 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

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Tue 1/27

Tue 2/3

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Singapore

Fly your favorite airline to Singapore

Cheap flights from Chicago to Singapore from $354

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 4/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Singapore

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Air Canada flights from Chicago to Singapore

Our best Air Canada deals on Chicago to Singapore flight tickets

Delta flights from Chicago to Singapore

Our best Delta deals on Chicago to Singapore flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Singapore that are best for you.

See travel insights to Singapore from

How to get the cheapest flight ticket from Chicago to Singapore

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 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 December 2025, prices for Chicago to Singapore flights are approximately 12% 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, Korean Air, 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