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

To fly one-way, consider booking your trip with Air India, which is currently one of the cheapest options available, starting at $418. Turkish Airlines flights start at $590 while deals on Japan Airlines start at $601 one-way.

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

When booking a flight from Chicago to Singapore, you may want to consider flying on Air Canada, Finnair or EVA Air as they are the most popular for this route.

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

Travelers have found it’s best to book a flight 55 days in advance to save up to 42% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 55 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Singapore 1-2 weeks in advance for as low as $1,066, or $1,066 for flights within the next 24 hours.

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

The best pricing can be found in the month of February. Prices to Singapore from Chicago average $1,199. You can even find prices in February for less than $1,199, as users have found deals to Singapore from as low as $586. The month of December appears to be one of the more expensive times to travel to Singapore from Chicago. Flying in the targeted month can save you up to 44%.

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.

$1,156+ Flights from Chicago to Singapore

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Cheap flight deals from Chicago to Singapore

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$954 (Air Canada)
One-way from	$418 (FlightHub)
Popular in	December
Cheapest in	February
Average price	$1,044

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

Search Deals

One-way flight from Chicago (CHI) to Singapore

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($119 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($49 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in April 2025

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Find 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 April 1, 2025.

Sat 11/222:40 pmORD - SIN

1 stop31h 15mCathay Pacific

Sat 11/291:25 amSIN - ORD

1 stop25h 35mCathay Pacific

Deal found 3/31

$967

Fri 9/269:04 amORD - SIN

1 stop33h 01mAir Canada

Sun 10/51:45 amSIN - ORD

2 stops26h 10mAir Canada

Deal found 4/1

$969

Tue 4/112:00 pmORD - SIN

1 stop30h 30mAir India

Mon 4/79:00 amSIN - ORD

1 stop35h 25mAir India

Deal found 3/31

$987

Tue 5/1312:00 pmORD - SIN

3 stops32h 50mMultiple Airlines

Tue 5/208:55 amSIN - ORD

2 stops34h 47mMultiple Airlines

Deal found 3/31

$994

Mon 5/511:25 amORD - SIN

1 stop41h 30mTurkish Airlines

Tue 8/510:15 amSIN - ORD

1 stop36h 25mTurkish Airlines

Deal found 3/31

$1,001

Wed 8/2712:30 pmORD - SIN

1 stop27h 30mKorean Air

Wed 9/1010:30 pmSIN - ORD

1 stop24h 00mKorean Air

Deal found 3/31

$1,073

Wed 9/1712:30 amORD - SIN

1 stop24h 20mEVA Air

Thu 10/21:10 pmSIN - ORD

1 stop20h 35mEVA Air

Deal found 3/30

$1,082

Wed 4/99:50 pmORD - SIN

2 stops31h 35mUnited Airlines

Wed 4/168:40 pmSIN - ORD

2 stops25h 45mUnited Airlines

Deal found 3/31

$1,097

Tue 9/166:50 pmMDW - SIN

2 stops39h 50mDelta

Sun 9/2110:30 pmSIN - MDW

2 stops27h 02mDelta

Deal found 3/31

$1,106

Wed 4/99:40 amORD - SIN

2 stops30h 20mDelta

Tue 4/151:10 amSIN - ORD

2 stops35h 49mDelta

Deal found 3/31

$1,106

Mon 9/151:05 amORD - SIN

1 stop27h 25mAmerican Airlines

Mon 9/291:55 amSIN - ORD

2 stops25h 22mAmerican Airlines

Deal found 3/30

$1,108

Mon 9/151:05 amORD - SIN

1 stop27h 25mJapan Airlines

Tue 9/308:05 amSIN - ORD

2 stops29h 14mJapan Airlines

Deal found 3/30

$1,115

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 April 1, 2025.

Tue 5/138:40 amORD - SIN

2 stops33h 25mAir Canada

Tue 5/209:10 amSIN - ORD

1 stop42h 33mAir Canada

Deal found 3/30

$954

Wed 5/1411:25 amORD - SIN

1 stop41h 30mTurkish Airlines

Wed 5/2111:10 pmSIN - ORD

1 stop23h 30mTurkish Airlines

Deal found 3/30

$973

Thu 4/1712:00 pmORD - SIN

1 stop30h 30mAir India

Wed 4/238:30 pmSIN - ORD

1 stop23h 55mAir India

Deal found 3/30

$988

Thu 4/241:55 pmORD - SIN

2 stops32h 35mMultiple Airlines

Sun 5/119:10 pmSIN - ORD

1 stop24h 35mMultiple Airlines

Deal found 3/30

$990

Thu 4/174:00 pmORD - SIN

1 stop24h 30mCathay Pacific

Tue 4/221:50 amSIN - ORD

1 stop25h 35mCathay Pacific

Deal found 3/30

$1,016

Wed 8/2712:30 pmORD - SIN

1 stop27h 30mKorean Air

Wed 9/1010:30 pmSIN - ORD

1 stop24h 00mKorean Air

Deal found 3/31

$1,073

Wed 9/1712:30 amORD - SIN

1 stop24h 20mEVA Air

Thu 10/21:10 pmSIN - ORD

1 stop20h 35mEVA Air

Deal found 3/30

$1,082

Wed 5/146:30 amORD - SIN

1 stop22h 55mUnited Airlines

Wed 8/2711:05 amSIN - ORD

1 stop41h 15mUnited Airlines

Deal found 3/31

$1,092

Wed 9/241:05 amORD - SIN

1 stop27h 25mAmerican Airlines

Mon 10/68:05 amSIN - ORD

1 stop20h 40mAmerican Airlines

Deal found 3/30

$1,101

Tue 9/166:50 pmMDW - SIN

2 stops39h 50mDelta

Sun 9/2110:30 pmSIN - MDW

2 stops27h 02mDelta

Deal found 3/31

$1,106

Sun 8/1711:25 amORD - SIN

2 stops40h 55mIndiGo

Sat 8/237:45 pmSIN - ORD

2 stops35h 10mIndiGo

Deal found 3/29

$1,161

Mon 4/141:55 pmORD - SIN

1 stop30h 45mEtihad Airways

Mon 4/219:10 pmSIN - ORD

1 stop24h 35mEtihad Airways

Deal found 3/31

$1,205

Last-minute flights from Chicago to Singapore
Discover last-minute flight deals from Chicago to Singapore. Data last updated April 1, 2025 and is based on user searches.

Tue 4/112:00 pmORD - SIN

1 stop30h 30mAir India

Mon 4/79:00 amSIN - ORD

1 stop35h 25mAir India

Deal found 3/31

$987

Tue 4/14:00 pmORD - SIN

1 stop24h 30mCathay Pacific

Sun 4/61:50 amSIN - ORD

1 stop25h 35mCathay Pacific

Deal found 3/31

$1,206

Sun 4/612:30 amORD - SIN

1 stop22h 30mEVA Air

Mon 5/121:10 pmSIN - ORD

1 stop20h 50mEVA Air

Deal found 3/30

$1,130

Mon 4/712:00 pmORD - SIN

1 stop42h 30mMultiple Airlines

Sun 5/112:45 amSIN - ORD

2 stops52h 35mMultiple Airlines

Deal found 3/30

$1,063

Mon 4/710:36 amMDW - SIN

2 stops24h 04mMultiple Airlines

Sun 5/111:10 amSIN - MDW

2 stops24h 18mMultiple Airlines

Deal found 3/30

$1,736

Mon 4/75:30 pmORD - SIN

2 stops30h 00mChina Southern

Sun 5/113:55 amSIN - ORD

3 stops39h 12mChina Southern

Deal found 3/30

$1,808

Mon 4/711:25 amORD - SIN

1 stop41h 30mTurkish Airlines

Fri 4/1810:15 amSIN - ORD

1 stop36h 25mTurkish Airlines

Deal found 3/31

$5,307

Wed 4/96:30 amORD - SIN

1 stop22h 55mUnited Airlines

Wed 4/169:00 amSIN - ORD

2 stops27h 02mUnited Airlines

Deal found 3/31

$1,097

Wed 4/99:40 amORD - SIN

2 stops30h 20mDelta

Tue 4/151:10 amSIN - ORD

2 stops35h 49mDelta

Deal found 3/31

$1,106

Wed 4/910:36 amMDW - SIN

2 stops29h 24mDelta

Wed 4/1610:30 pmSIN - MDW

2 stops32h 29mDelta

Deal found 3/31

$1,481

Wed 4/99:50 pmORD - SIN

2 stops31h 35mUnited Airlines

Wed 4/168:40 pmSIN - ORD

2 stops25h 45mUnited Airlines

Deal found 3/31

$1,097

Sun 4/1312:00 pmORD - SIN

1 stop40h 45mMultiple Airlines

Fri 4/252:30 amSIN - ORD

2 stops40h 34mMultiple Airlines

Deal found 3/31

$1,042

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 April 1, 2025.

Thu 4/1012:00 pmORD - SIN

1 stop44h 45mAir India

Deal found 3/31

$418

Thu 5/812:00 pmORD - SIN

2 stops36h 35mMultiple Airlines

Deal found 3/31

$459

Thu 5/151:08 pmMDW - SIN

3 stops39h 37mMultiple Airlines

Deal found 3/31

$584

Wed 5/1411:25 amORD - SIN

1 stop41h 30mTurkish Airlines

Deal found 3/31

$590

Mon 7/211:30 amORD - SIN

1 stop27h 00mJapan Airlines

Deal found 3/30

$601

Wed 7/169:40 pmORD - SIN

1 stop31h 45mUnited Airlines

Deal found 3/31

$614

Tue 7/1512:30 pmORD - SIN

1 stop27h 30mKorean Air

Deal found 3/31

$618

Tue 7/226:00 amMDW - SIN

2 stops28h 40mDelta

Deal found 3/30

$621

Tue 7/156:00 amORD - SIN

2 stops28h 40mDelta

Deal found 3/31

$621

Wed 4/912:30 amORD - SIN

1 stop24h 20mEVA Air

Deal found 3/31

$626

Thu 4/108:52 amORD - SIN

2 stops33h 13mAir Canada

Deal found 3/31

$646

Sat 6/711:25 amORD - SIN

2 stops41h 20mIndiGo

Deal found 3/31

$667

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 9/26

9:04 am-7:05 am

1 stop33h 01m

Singapore Changi

Sun 10/5

1:45 am-2:55 pm

2 stops26h 10m

$969

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 5/13

12:00 pm-9:50 am

3 stops32h 50m

Singapore Changi

Tue 5/20

8:55 am-6:42 am

2 stops34h 47m

$994

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 5/5

11:25 am-5:55 pm

1 stop41h 30m

Singapore Changi

Tue 8/5

10:15 am-9:40 am

1 stop36h 25m

$1,001

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 4/20

12:00 pm-7:30 pm

1 stop42h 30m

Singapore Changi

Sun 4/27

11:00 pm-7:25 am

1 stop45h 25m

$1,030

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 8/27

12:30 pm-5:00 am

1 stop27h 30m

Singapore Changi

Wed 9/10

10:30 pm-9:30 am

1 stop24h 00m

$1,073

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 9/17

12:30 am-1:50 pm

1 stop24h 20m

Singapore Changi

Thu 10/2

1:10 pm-8:45 pm

1 stop20h 35m

$1,082

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 5/14

9:05 pm-6:25 pm

1 stop32h 20m

Singapore Changi

Thu 8/28

8:45 am-12:15 am

2 stops28h 30m

$1,097

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 9/24

1:05 am-5:30 pm

1 stop27h 25m

Singapore Changi

Tue 9/30

8:05 am-8:00 pm

2 stops24h 55m

$1,101

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 9/16

6:50 pm-11:40 pm

2 stops39h 50m

Singapore Changi

Sun 9/21

10:30 pm-12:32 pm

2 stops27h 02m

$1,106

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/15

1:05 am-5:30 pm

1 stop27h 25m

Singapore Changi

Mon 9/29

1:55 am-2:17 pm

2 stops25h 22m

$1,108

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 34 results

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

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 $1,011). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,684). 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 SG?

When flying from Chicago to Singapore, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Singapore by month

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.

Temperature in Singapore by month

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).

Reviews of airlines servicing Singapore

To help decide which airline to fly from Chicago to Singapore, see what other customers have to say about EVA Air, Korean Air and Japan Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

EVA Air

8.4

Very good

1,170 reviews

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

EVA Air

8.4

Very good

1,170 reviews

EVA Air

8.4

Very good

1,170 reviews

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

Korean Air

8.4

Very good

1,052 reviews

EVA Air

8.4

Very good

1,170 reviews

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

Japan Airlines

8.3

Very good

1,440 reviews

EVA Air

8.4

Very good

1,170 reviews

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

ANA

8.3

Very good

831 reviews

EVA Air

8.4

Very good

1,170 reviews

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

Emirates

8.0

Very good

3,192 reviews

EVA Air

8.4

Very good

1,170 reviews

Reviews

1 / 20

6.0

Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

Related info for your journey

What are the cheapest airlines to fly from Chicago to Singapore one-way?
To fly one-way, consider booking your trip with Air India, which is currently one of the cheapest options available, starting at $418. Turkish Airlines flights start at $590 while deals on Japan Airlines start at $601 one-way.
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 $1,011). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,684). 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
Turkish Airlines	Cheapest$740	Average$939	FlexibilityNo cancel fee	On-time77%
Japan Airlines	Cheapest$741	Average$845	FlexibilityNo cancel fee	On-time79%
Cathay Pacific	Cheapest$837	Average$1,004	FlexibilityNo cancel fee	On-time72%
United Airlines	Cheapest$885	Average$1,405	FlexibilityNo cancel fee	On-time69%
Air Canada	Cheapest$895	Average$1,253	FlexibilityNo cancel fee	On-time67%
Korean Air	Cheapest$985	Average$1,400	FlexibilityNo cancel fee	On-time81%
Singapore Airlines	Cheapest$1,065	Average$1,582	FlexibilityNo cancel fee	On-time81%
EVA Air	Cheapest$1,074	Average$1,319	FlexibilityNo cancel fee	On-time74%
ANA	Cheapest$1,135	Average$1,730	FlexibilityNo cancel fee	On-time80%
Qatar Airways	Cheapest$1,189	Average$1,248	FlexibilityNo cancel fee	On-time68%

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$400+ Cheap flights from Chicago (CHI) to Singapore

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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Singapore with Cheapflights

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Cheap flight deals from Chicago to Singapore

Keep the following information in mind while searching for Chicago to Singapore flight deals. Data was last updated April 1, 2025.

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Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find 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 April 1, 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 April 1, 2025.

Cheapflights Fare Finder

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

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

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 SG?

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 April 1, 2025.

Rainfall in Singapore by month

Plan your trip to Singapore by taking into account the average rainfall totals by month.

Temperature in Singapore by month

Plan your trip to Singapore by taking into account the average temperature totals by month.

Reviews of airlines servicing Singapore

To help decide which airline to fly from Chicago to Singapore, see what other customers have to say about EVA Air, Korean Air and Japan Airlines. You can also see how each airline compares 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 are the cheapest airlines to fly from Chicago to Singapore one-way?

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?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Singapore

See prices for flight routes from nearby airports that may be better suited for you.

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 April 1, 2025.