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$367+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Singapore Changi are usually found in February or October, booked 73 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Chicago to Singapore

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Singapore (SIN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated junio 12, 2025.

Round-trip from

$1,116
(KAYAK)

One-way from

$367
(oojo)

Popular in

December

Cheapest in

February

Average price

$1,434
From Chicago (CHI) to Singapore Changi
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One-way flight from Chicago (CHI) to Singapore Changi
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Highest demand for flights based on searches. 11% potential increase in price ($147 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($53 potential savings vs. average RT price).
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Average for round-trip flights in June 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 junio 12, 2025.

This KAYAK deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/285:45 pmORD - SIN
1 stop23h 55mANA
dom. 8/1010:10 pmSIN - ORD
1 stop23h 30mANA
Deal found 6/12$1,116
This oojo deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/912:15 pmORD - SIN
1 stop30h 00mAir India
dom. 8/1711:00 pmSIN - ORD
2 stops48h 15mAir India
Deal found 6/11$1,117
This Mytrip deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/211:30 amORD - SIN
1 stop39h 40mMultiple Airlines
mar. 7/299:10 amSIN - ORD
1 stop42h 44mMultiple Airlines
Deal found 6/12$1,118
This FlightHub deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/2012:30 pmORD - SIN
1 stop22h 10mKorean Air
jue. 8/281:10 amSIN - ORD
2 stops44h 14mKorean Air
Deal found 6/11$1,120
This Air Canada deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/28:03 pmORD - SIN
2 stops46h 02mAir Canada
mar. 7/81:45 amSIN - ORD
2 stops26h 09mAir Canada
Deal found 6/11$1,122
This FlightHub deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/911:45 pmORD - SIN
2 stops28h 35mIndiGo
dom. 8/177:45 pmSIN - ORD
2 stops39h 15mIndiGo
Deal found 6/11$1,124
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/2212:46 pmORD - SIN
1 stop28h 29mUnited Airlines
lun. 7/288:45 amSIN - ORD
1 stop27h 28mUnited Airlines
Deal found 6/12$1,125
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/159:30 amMDW - SIN
2 stops25h 10mDelta
mié. 10/157:30 amSIN - MDW
2 stops27h 14mDelta
Deal found 6/10$1,139
This FlightHub deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/811:25 amORD - SIN
1 stop32h 20mTurkish Airlines
mar. 7/225:10 amSIN - ORD
1 stop41h 30mTurkish Airlines
Deal found 6/12$1,153
This oojo deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/115:54 pmORD - SIN
2 stops29h 41mChina Airlines
mar. 8/191:45 pmSIN - ORD
2 stops45h 19mChina Airlines
Deal found 6/12$1,166
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/246:20 pmORD - SIN
2 stops41h 00mJapan Airlines
mié. 8/61:55 amSIN - ORD
2 stops35h 04mJapan Airlines
Deal found 6/11$1,174
This EVA Air deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/1712:30 amORD - SIN
1 stop24h 20mEVA Air
lun. 9/11:10 pmSIN - ORD
1 stop20h 35mEVA Air
Deal found 6/10$1,199

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Singapore that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.

Fly from

Chicago

Fly to

Singapore

Route

Depart

Return

Price

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 7/28

5:45 pm-6:40 am

1 stop23h 55m

Singapore Changi

dom. 8/10

10:10 pm-8:40 am

1 stop23h 30m

$1,116

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

sáb. 8/9

12:15 pm-7:15 am

1 stop30h 00m

Singapore Changi

dom. 8/17

11:00 pm-10:15 am

2 stops48h 15m

$1,117

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 7/21

1:30 am-6:10 am

1 stop39h 40m

Singapore Changi

mar. 7/29

9:10 am-2:54 pm

1 stop42h 44m

$1,118

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

mié. 8/20

12:30 pm-11:40 pm

1 stop22h 10m

Singapore Changi

jue. 8/28

1:10 am-8:24 am

2 stops44h 14m

$1,120

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

mié. 7/2

8:03 pm-7:05 am

2 stops46h 02m

Singapore Changi

mar. 7/8

1:45 am-2:54 pm

2 stops26h 09m

$1,122

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

sáb. 8/9

11:45 pm-5:20 pm

2 stops28h 35m

Singapore Changi

dom. 8/17

7:45 pm-10:00 pm

2 stops39h 15m

$1,124

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

mar. 7/22

12:46 pm-6:15 am

1 stop28h 29m

Singapore Changi

lun. 7/28

8:45 am-11:13 pm

1 stop27h 28m

$1,125

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

lun. 9/15

9:30 am-11:40 pm

2 stops25h 10m

Singapore Changi

mié. 10/15

7:30 am-9:44 pm

2 stops27h 14m

$1,139

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

mar. 7/8

11:25 am-8:45 am

1 stop32h 20m

Singapore Changi

mar. 7/22

5:10 am-9:40 am

1 stop41h 30m

$1,153

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

lun. 8/11

5:54 pm-12:35 pm

2 stops29h 41m

Singapore Changi

mar. 8/19

1:45 pm-10:04 pm

2 stops45h 19m

$1,166

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 34 results
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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?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Singapore. Price data was last updated on June 9, 2025.

The best time to book flights from Chicago to Singapore is 73 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 $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 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 junio 12, 2025.

It’s typically best to fly out from Chicago to Singapore at noon. Doing so could potentially save you 20% 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?

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.

Travelers seeking maximum savings on their Chicago to Singapore flight should consider departing on Wednesday 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.

Rainfall in Singapore by month

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

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

Get insights into the airlines that provide service to Singapore. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Singapore. Reviews last updated junio 12, 2025.
Get a feel of what it's like to fly with EVA Air, Korean Air and Japan Airlines from Chicago to Singapore by reading reviews from past customers. 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
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
EVA Air
8.4
Very good
1,202 reviews
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
Korean Air
8.4
Very good
1,088 reviews
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
Japan Airlines
8.3
Very good
1,489 reviews
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
China Airlines
8.3
Very good
738 reviews
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
ANA
8.3
Very good
882 reviews
EVA Air
8.4
Very good
1,202 reviews

Boarding

8.4

Comfort

8.3

Food

8.1

Overall

8.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

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?

    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 11 different airlines.

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

    According to our current data, ANA ($1,116), Air India ($1,117), and Korean Air ($1,120) offers the cheapest pricing from Chicago to Singapore. You may be able to fly from Chicago to Singapore for 3% 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 Air India, which is currently one of the cheapest options available, starting at $367. IndiGo flights start at $432 while deals on Japan Airlines start at $483 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 Ocean Park. Travelers on a layover in Hong Kong can visit Hong Kong Disneyland, Shatin Baptist Church, and Ocean Park, by traveling 7.8 mi, 18.3 mi, and 16.9 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 $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

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Alternative routes for Chicago to Singapore

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Singapore flights
Midway to Singapore flights
St. Louis to Singapore flights
Evansville to Singapore flights

Top 10 airlines flying from Chicago to Singapore

Discover the top 10 airlines that operate flights from Chicago to Singapore. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$730Average$890FlexibilityNo cancel feeOn-time77%
Japan AirlinesCheapest$783Average$856FlexibilityNo cancel feeOn-time79%
Cathay PacificCheapest$819Average$1,002FlexibilityNo cancel feeOn-time72%
Qatar AirwaysCheapest$850Average$1,299FlexibilityNo cancel feeOn-time68%
United AirlinesCheapest$876Average$1,283FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$895Average$1,253FlexibilityNo cancel feeOn-time67%
Korean AirCheapest$970Average$1,400FlexibilityNo cancel feeOn-time81%
EVA AirCheapest$1,083Average$1,383FlexibilityNo cancel feeOn-time74%
ANACheapest$1,086Average$1,656FlexibilityNo cancel feeOn-time80%
FinnairCheapest$1,203Average$1,349FlexibilityNo cancel feeOn-time76%

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