How long is the flight from Chicago to Singapore?

There are many flights that can get you from Chicago to Singapore in 23h 33m. Fly via Delta or United Airlines to get the fastest option. Airlines will cover a distance of 9345 mi. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from Chicago to Singapore round-trip?

According to our current data, Air India ($675), Cathay Pacific ($701), and United Airlines ($709) offers the cheapest pricing from Chicago to Singapore. You may be able to fly from Chicago to Singapore for 40% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Chicago to Singapore one-way?

To fly one-way, consider booking your trip with Cathay Pacific, which is currently one of the cheapest options available, starting at $370. United Airlines flights start at $446 while deals on Turkish Airlines start at $476 one-way.

In terms of precipitation, rainfall in Singapore ranges from 5.9 - 10.6 inches per month. December is typically the wettest month, when rainfall can reach 10.6 in. July is typically the driest time to visit Singapore when rainfall is around 5.9 in.

If weather is an important factor for your trip to Singapore, use this chart to help with planning. For those seeking warmer temperatures, March is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of December, when temperatures are typically at their lowest (around 78.8 F).

What are the most popular airlines that fly from Chicago to Singapore?

Before booking your flight from Chicago to Singapore check out the most popular airlines for this route: United Airlines, Cathay Pacific or Turkish Airlines.

Where are the most common layover locations when flying from Chicago to Singapore?

Of the flights from Chicago to Singapore that have layovers, most of them stop in Hong Kong.

Where are the least popular layover locations for Chicago to Singapore flights?

Of the flights from Chicago to Singapore that have layovers, the fewest flights stop in Istanbul.

What are some popular things to do or see while on a layover in Hong Kong?

The majority of Hong Kong visitors spend their time at Hong Kong Disneyland, Shatin Baptist Church, and Fa Yeun Street Market. Travelers on a layover in Hong Kong can visit Hong Kong Disneyland, Shatin Baptist Church, and Fa Yeun Street Market, by traveling 7.8 mi, 18.3 mi, and 16.2 mi, respectively after landing at Hong Kong Intl.

Most accurate provider : When it comes to deals on Chicago-Singapore flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Singapore flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Singapore flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago-Singapore flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Singapore flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly into for flights to Singapore from Chicago?

Located just 10.5 mi from the city center, Singapore Changi is the airport most travelers will use when flying to Singapore from Chicago. Booking flights from Chicago to Changi (SIN) should be relatively easy as there are 0 daily inbound flights from Chicago from 14 different airlines.

Can I find deals for flights from Chicago to Singapore that include hotel bookings?

Yes. In addition to deals on Chicago to Singapore flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chicago to Singapore?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Singapore.

Can I find deals for business class flights from Chicago to Singapore?

Yes. Cheapflights offers flight deals from Chicago to Singapore by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$354+ Flights from Chicago to Singapore

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

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Cheapflights Tip: The best prices from Chicago to Singapore Changi are usually found in February or September, booked 23 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Chicago to Singapore

Cheapest flights from Chicago to Singapore
Explore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

Sat 12/2710:10 pmORD - SIN

1 stop32h 05mUnited Airlines

Thu 1/110:10 amSIN - ORD

1 stop28h 59mUnited Airlines

Deal found 12/26

$1,294

Tue 12/3010:10 pmORD - SIN

2 stops42h 50mAir Canada

Fri 1/98:50 amSIN - ORD

1 stop19h 51mAir Canada

Deal found 12/26

$1,510

Wed 12/3110:00 amORD - SIN

2 stops31h 00mAir Canada

Wed 1/76:35 amSIN - ORD

2 stops40h 38mAir Canada

Deal found 12/26

$1,564

Wed 12/311:30 pmORD - SIN

1 stop27h 30mAir India

Tue 1/68:00 pmSIN - ORD

2 stops29h 30mAir India

Deal found 12/26

$1,670

Wed 12/311:30 pmORD - SIN

1 stop27h 30mMultiple Airlines

Wed 1/71:10 amSIN - ORD

2 stops59h 32mMultiple Airlines

Deal found 12/26

$1,686

Wed 12/311:30 pmORD - SIN

1 stop27h 30mMultiple Airlines

Fri 1/91:10 amSIN - ORD

2 stops59h 32mMultiple Airlines

Deal found 12/26

$1,688

Wed 12/311:30 pmORD - SIN

1 stop42h 15mAir India

Sun 1/48:00 pmSIN - ORD

2 stops29h 30mAir India

Deal found 12/26

$1,695

Wed 12/316:50 pmORD - SIN

1 stop23h 55mJetBlue

Sat 1/33:15 amSIN - ORD

1 stop25h 15mJetBlue

Deal found 12/26

$1,723

Wed 12/311:30 pmORD - SIN

1 stop42h 15mAir India

Mon 1/511:00 pmSIN - ORD

2 stops50h 30mAir India

Deal found 12/26

$1,761

Mon 12/293:55 pmMDW - SIN

2 stops30h 10mMultiple Airlines

Wed 12/313:45 pmSIN - MDW

2 stops34h 30mMultiple Airlines

Deal found 12/27

$2,248

Wed 12/313:29 pmMDW - SIN

2 stops27h 31mMultiple Airlines

Sat 1/31:40 amSIN - MDW

2 stops28h 40mMultiple Airlines

Deal found 12/26

$4,372

Best flights from Chicago to Singapore
Discover carefully curated flight deals from Chicago to Singapore that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 28, 2025.

Wed 2/48:10 amMDW - SIN

3 stops38h 55mMultiple Airlines

Mon 2/162:25 pmSIN - MDW

2 stops36h 00mMultiple Airlines

Deal found 12/26

$1,249

Mon 1/196:14 pmMDW - SIN

2 stops39h 56mDelta

Tue 2/310:30 pmSIN - MDW

2 stops33h 25mDelta

Deal found 12/26

$1,265

Fri 6/126:02 amORD - SIN

1 stop23h 33mUnited Airlines

Sat 6/278:40 pmSIN - ORD

2 stops28h 28mUnited Airlines

Deal found 12/26

$1,291

Wed 3/411:10 amMDW - SIN

3 stops35h 55mMultiple Airlines

Sat 3/282:00 amSIN - MDW

2 stops34h 55mMultiple Airlines

Deal found 12/26

$1,257

Thu 3/266:25 amMDW - SIN

2 stops33h 35mDelta

Mon 4/610:30 pmSIN - MDW

2 stops31h 25mDelta

Deal found 12/26

$1,289

Fri 6/56:02 amORD - SIN

1 stop23h 33mUnited Airlines

Thu 6/188:40 pmSIN - ORD

1 stop21h 18mUnited Airlines

Deal found 12/26

$1,317

Mon 4/206:10 pmMDW - SIN

2 stops29h 25mMultiple Airlines

Thu 4/301:45 pmSIN - MDW

2 stops28h 55mMultiple Airlines

Deal found 12/27

$1,283

Fri 3/277:20 pmMDW - SIN

2 stops44h 40mDelta

Sun 4/510:30 pmSIN - MDW

2 stops37h 01mDelta

Deal found 12/27

$1,291

Sat 4/113:20 pmMDW - SIN

2 stops32h 15mMultiple Airlines

Sat 4/181:45 pmSIN - MDW

2 stops29h 05mMultiple Airlines

Deal found 12/27

$1,296

Thu 3/266:25 amMDW - SIN

2 stops33h 35mDelta

Fri 4/31:10 amSIN - MDW

2 stops27h 15mDelta

Deal found 12/27

$1,302

Mon 2/93:40 pmMDW - SIN

3 stops31h 25mMultiple Airlines

Sun 3/82:25 pmSIN - MDW

2 stops33h 40mMultiple Airlines

Deal found 12/27

$1,296

Sat 3/711:25 amORD - SIN

1 stop27h 35mDelta

Sat 3/281:35 amSIN - ORD

2 stops28h 14mDelta

Deal found 12/28

$1,310

Fri 5/159:30 amORD - SIN

2 stops30h 30mDelta

Mon 5/2510:30 pmSIN - ORD

2 stops31h 14mDelta

Deal found 12/27

$1,332

Mon 3/93:05 pmORD - SIN

3 stops33h 00mMultiple Airlines

Mon 3/232:25 pmSIN - ORD

2 stops29h 14mMultiple Airlines

Deal found 12/27

$1,339

Wed 1/712:50 pmORD - SIN

3 stops32h 25mMultiple Airlines

Fri 2/67:40 pmSIN - ORD

2 stops32h 50mMultiple Airlines

Deal found 12/27

$1,353

Fri 6/1912:30 pmORD - SIN

1 stop22h 10mDelta

Sat 7/41:10 amSIN - ORD

1 stop21h 30mDelta

Deal found 12/26

$1,360

Mon 4/63:05 pmORD - SIN

3 stops44h 30mMultiple Airlines

Thu 4/162:00 amSIN - ORD

2 stops34h 55mMultiple Airlines

Deal found 12/26

$1,372

Mon 6/17:20 amORD - SIN

2 stops32h 40mDelta

Tue 6/167:30 amSIN - ORD

2 stops29h 17mDelta

Deal found 12/26

$1,375

Tue 5/267:20 amORD - SIN

2 stops32h 40mDelta

Mon 6/81:10 amSIN - ORD

2 stops30h 31mDelta

Deal found 12/26

$1,375

Last-minute flights from Chicago to Singapore
Discover last-minute flight deals from Chicago to Singapore. Data last updated December 28, 2025 and is based on user searches.

Sat 12/2710:10 pmORD - SIN

1 stop32h 05mUnited Airlines

Thu 1/110:10 amSIN - ORD

1 stop28h 59mUnited Airlines

Deal found 12/26

$1,294

Fri 1/26:15 amORD - SIN

1 stop35h 45mUnited Airlines

Mon 1/1210:10 amSIN - ORD

1 stop25h 22mUnited Airlines

Deal found 12/26

$1,244

Fri 1/26:15 amORD - SIN

1 stop35h 45mUnited Airlines

Wed 1/710:20 pmSIN - ORD

1 stop21h 24mUnited Airlines

Deal found 12/26

$1,299

Fri 1/26:15 amORD - SIN

1 stop35h 45mUnited Airlines

Tue 1/610:10 amSIN - ORD

2 stops26h 49mUnited Airlines

Deal found 12/26

$1,303

Sat 1/310:10 pmORD - SIN

1 stop32h 05mUnited Airlines

Wed 1/2110:45 amSIN - ORD

1 stop42h 25mUnited Airlines

Deal found 12/26

$1,289

Mon 1/53:35 pmORD - SIN

2 stops33h 15mMultiple Airlines

Mon 2/210:55 amSIN - ORD

3 stops34h 40mMultiple Airlines

Deal found 12/27

$1,282

Tue 1/611:30 pmORD - SIN

1 stop22h 35mEVA Air

Sun 1/183:45 pmSIN - ORD

1 stop41h 50mEVA Air

Deal found 12/26

$1,251

Tue 1/63:35 pmORD - SIN

2 stops29h 40mMultiple Airlines

Sat 2/72:30 pmSIN - ORD

3 stops34h 52mMultiple Airlines

Deal found 12/27

$1,274

Tue 1/64:25 pmORD - SIN

2 stops38h 30mMultiple Airlines

Fri 2/68:45 amSIN - ORD

2 stops36h 50mMultiple Airlines

Deal found 12/27

$1,302

Mon 1/196:14 pmMDW - SIN

2 stops39h 56mDelta

Tue 2/310:30 pmSIN - MDW

2 stops33h 25mDelta

Deal found 12/26

$1,265

Thu 1/223:35 pmORD - SIN

2 stops31h 30mMultiple Airlines

Thu 1/292:25 pmSIN - ORD

3 stops46h 10mMultiple Airlines

Deal found 12/26

$1,263

Sun 1/253:40 pmMDW - SIN

3 stops31h 25mMultiple Airlines

Sat 1/312:00 amSIN - MDW

2 stops35h 45mMultiple Airlines

Deal found 12/26

$1,372

One-way flights from Chicago to Singapore
Search for one-way flight options from Chicago to Singapore. Find affordable one-way fares based on user searches. Data last updated December 28, 2025.

Mon 4/271:10 pmORD - SIN

1 stop41h 20mAir India

Deal found 12/28

$354

Sun 2/151:30 pmORD - SIN

1 stop39h 25mAir India

Deal found 12/26

$359

Fri 5/11:10 pmORD - SIN

1 stop29h 20mAir India

Deal found 12/26

$367

Tue 2/108:20 pmORD - SIN

2 stops47h 55mIndiGo

Deal found 12/27

$413

Tue 4/2812:20 pmORD - SIN

1 stop22h 20mKorean Air

Deal found 12/26

$425

Tue 4/288:10 pmORD - SIN

2 stops32h 35mIndiGo

Deal found 12/26

$430

Wed 1/215:40 pmORD - SIN

1 stop22h 55mJapan Airlines

Deal found 12/26

$436

Tue 2/1011:25 amORD - SIN

1 stop22h 45mKorean Air

Deal found 12/27

$438

Sat 2/2811:50 amORD - SIN

2 stops39h 30mIndiGo

Deal found 12/26

$444

Thu 2/266:25 amORD - SIN

1 stop23h 50mUnited Airlines

Deal found 12/25

$446

Tue 1/272:35 pmORD - SIN

1 stop31h 20mCathay Pacific

Deal found 12/27

$449

Sun 3/298:20 pmORD - SIN

2 stops33h 15mUnited Airlines

Deal found 12/26

$452

Find flight deals from Chicago to Singapore

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$1,249 (China Airlines)
One-way from	$354 (oojo)
Popular in	December
Cheapest in	February
Average price	$1,913

Provider with most accurate pricing for Chicago (CHI)-Singapore Changi flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago (CHI)-Singapore Changi flights.

Search Deals

From Chicago (CHI) to Singapore Changi

Search Deals

One-way flight from Chicago (CHI) to Singapore Changi

Search Deals

Highest demand for flights based on searches. 15% potential increase in price ($210 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 6% potential price decrease ($71 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

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

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

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

Mon 4/20

6:10 pm-12:35 pm

2 stops29h 25m

Singapore Changi

Thu 4/30

1:45 pm-5:40 am

2 stops28h 55m

$1,283

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Thu 3/26

6:25 am-5:00 am

2 stops33h 35m

Singapore Changi

Mon 4/6

10:30 pm-4:55 pm

2 stops31h 25m

$1,289

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

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 3/27

7:20 pm-5:00 am

2 stops44h 40m

Singapore Changi

Sun 4/5

10:30 pm-10:31 pm

2 stops37h 01m

$1,291

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 4/11

3:20 pm-12:35 pm

2 stops32h 15m

Singapore Changi

Sat 4/18

1:45 pm-5:50 am

2 stops29h 05m

$1,296

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/9

3:40 pm-1:05 pm

3 stops31h 25m

Singapore Changi

Sun 3/8

2:25 pm-10:05 am

2 stops33h 40m

$1,296

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Thu 3/26

6:25 am-5:00 am

2 stops33h 35m

Singapore Changi

Fri 4/3

1:10 am-3:25 pm

2 stops27h 15m

$1,302

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 37 results

Compare providers for flights from Chicago to Singapore

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Singapore in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
AranGrant	Price Accuracy2 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Chicago-Singapore flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Singapore flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Singapore flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Chicago-Singapore flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Singapore flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Singapore

Have a flexible travel schedule? Discover the best time to fly to Singapore from Chicago with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Singapore

How far ahead should I book a flight from Chicago to Singapore?

The best time to book flights from Chicago to Singapore is 23 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Singapore?

Currently, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of $662). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,314). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to SIN?

It’s typically best to fly out from Chicago to Singapore at noon. Doing so could potentially save you 25% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Chicago to Singapore?

Travelers seeking maximum savings on their Chicago to Singapore flight should consider departing on Monday at noon when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

What’s the top layover airport for flights from Chicago to Singapore?

Hong Kong (HKG) – chosen by Cheapflights users on 25% of 1-stop itineraries from Chicago to Singapore on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Singapore?

Hong Kong (HKG) is the most affordable 1-stop option, with an average round-trip price of $882.

What’s the fastest layover option from Chicago to Singapore?

Flights via Taipei City (TPE) have the shortest average one-way travel time for 1-stop routes: 22h 30m.

Which airport typically offers the quickest layover for flights from Chicago to Singapore?

Flights via Taipei City (TPE) offer the fastest connection on this route, with an average layover time of 2h 30m.

Reviews of airlines servicing Singapore

Get a feel of what it's like to fly with EVA Air, Cathay Pacific, and United Airlines from Chicago to Singapore by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

EVA Air

8.5

Very good

1,304 reviews

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

EVA Air

8.5

Very good

1,304 reviews

EVA Air

8.5

Very good

1,304 reviews

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Cathay Pacific

7.6

Good

1,106 reviews

EVA Air

8.5

Very good

1,304 reviews

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

United Airlines

7.4

Good

9,113 reviews

EVA Air

8.5

Very good

1,304 reviews

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Turkish Airlines

7.3

Good

4,125 reviews

EVA Air

8.5

Very good

1,304 reviews

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Air Canada

7.1

Good

10,562 reviews

EVA Air

8.5

Very good

1,304 reviews

Reviews

1 / 20

10.0

Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Related info for your journey

What airport do you fly into for flights to Singapore from Chicago?
Located just 10.5 mi from the city center, Singapore Changi is the airport most travelers will use when flying to Singapore from Chicago. Booking flights from Chicago to Changi (SIN) should be relatively easy as there are 0 daily inbound flights from Chicago from 14 different airlines.
How long is the flight from Chicago to Singapore?
There are many flights that can get you from Chicago to Singapore in 23h 33m. Fly via Delta or United Airlines to get the fastest option. Airlines will cover a distance of 9345 mi. Both multi-stop and nonstop flights can be found to your destination and back.
What are the cheapest airlines flying from Chicago to Singapore round-trip?
According to our current data, Air India ($675), Cathay Pacific ($701), and United Airlines ($709) offers the cheapest pricing from Chicago to Singapore. You may be able to fly from Chicago to Singapore for 40% less than the average price by searching for these airlines.
What are the cheapest airlines to fly from Chicago to Singapore one-way?
To fly one-way, consider booking your trip with Cathay Pacific, which is currently one of the cheapest options available, starting at $370. United Airlines flights start at $446 while deals on Turkish Airlines start at $476 one-way.
Where are the most common layover locations when flying from Chicago to Singapore?
Of the flights from Chicago to Singapore that have layovers, most of them stop in Hong Kong.
What are some popular things to do or see while on a layover in Hong Kong?
The majority of Hong Kong visitors spend their time at Hong Kong Disneyland, Shatin Baptist Church, and Fa Yeun Street Market. Travelers on a layover in Hong Kong can visit Hong Kong Disneyland, Shatin Baptist Church, and Fa Yeun Street Market, by traveling 7.8 mi, 18.3 mi, and 16.2 mi, respectively after landing at Hong Kong Intl.
Where are the least popular layover locations for Chicago to Singapore flights?
Of the flights from Chicago to Singapore that have layovers, the fewest flights stop in Istanbul.
Can I find deals for flights from Chicago to Singapore that include hotel bookings?
Yes. In addition to deals on Chicago to Singapore flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Singapore?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Singapore.
Can I find deals for business class flights from Chicago to Singapore?
Yes. Cheapflights offers flight deals from Chicago to Singapore by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago to Singapore?
Currently, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of $662). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,314). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 10 airlines flying from Chicago to Singapore

Airline	Cheapest	Average	Flexibility	On-time
Air India	Cheapest$675	Average$921	FlexibilityNo cancel fee	On-timeN/A
Cathay Pacific	Cheapest$701	Average$882	FlexibilityNo cancel fee	On-time72%
United Airlines	Cheapest$709	Average$1,228	FlexibilityNo cancel fee	On-time69%
Turkish Airlines	Cheapest$770	Average$976	FlexibilityNo cancel fee	On-time77%
Japan Airlines	Cheapest$791	Average$1,081	FlexibilityNo cancel fee	On-time79%
Etihad Airways	Cheapest$830	Average$1,172	FlexibilityNo cancel fee	On-time75%
Qatar Airways	Cheapest$850	Average$1,204	FlexibilityNo cancel fee	On-time68%
Air Canada	Cheapest$884	Average$1,340	FlexibilityNo cancel fee	On-time67%
Korean Air	Cheapest$940	Average$1,153	FlexibilityNo cancel fee	On-time81%
ANA	Cheapest$1,024	Average$1,426	FlexibilityNo cancel fee	On-time80%

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$354+ Cheap flights from Chicago (CHI) to Singapore (SIN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/27. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheapflights Tip: The best prices from Chicago to Singapore Changi are usually found in February or September, booked 23 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Chicago to Singapore

Cheapest flights from Chicago to SingaporeExplore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

Explore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

Find flight deals from Chicago to Singapore

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Compare providers for flights from Chicago to Singapore

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Singapore in December.

Best time to book a flight from Chicago to Singapore

Have a flexible travel schedule? Discover the best time to fly to Singapore from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Singapore

How far ahead should I book a flight from Chicago to Singapore?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Singapore. Price data was last updated on December 26, 2025.

What is the cheapest month to book a flight from Chicago to Singapore?

What is the cheapest time of day to fly from CHI to SIN?

Find hourly flight availability from Chicago to Singapore. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 28, 2025.

What is the cheapest day to fly from Chicago to Singapore?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Singapore. Price data was last updated on December 16, 2024.

What’s the top layover airport for flights from Chicago to Singapore?

Share of 1-stop round-trip flights from Chicago to Singapore chosen by Cheapflights users in the past 12 months, using the same layover each way.

What’s the cheapest layover airport for flights from Chicago to Singapore?

Average round-trip fare for 1-stop flights from Chicago to Singapore, chosen by Cheapflights users in the past 12 months, with the same layover each way.

What’s the fastest layover option from Chicago to Singapore?

Shortest average travel time for 1-stop one-way flights from Chicago to Singapore, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Which airport typically offers the quickest layover for flights from Chicago to Singapore?

Average layover duration for 1-stop one-way flights from Chicago to Singapore, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Reviews of airlines servicing Singapore

Get a feel of what it's like to fly with EVA Air, Cathay Pacific, and United Airlines from Chicago to Singapore by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Singapore. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Singapore from Chicago?

How long is the flight from Chicago to Singapore?

What are the cheapest airlines flying from Chicago to Singapore round-trip?

What are the cheapest airlines to fly from Chicago to Singapore one-way?

Where are the most common layover locations when flying from Chicago to Singapore?

What are some popular things to do or see while on a layover in Hong Kong?

Where are the least popular layover locations for Chicago to Singapore flights?

Can I find deals for flights from Chicago to Singapore that include hotel bookings?

How can I find direct flights from Chicago to Singapore?

Can I find deals for business class flights from Chicago to Singapore?

What is the cheapest month to book a flight from Chicago to Singapore?

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Alternative routes for Chicago to Singapore

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Top 10 airlines flying from Chicago to Singapore

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Cheapest flights from Chicago to Singapore
Explore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.