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$527+ 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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
jan. 26 — feb. 21
zo 1/26
zo 2/2
1 adult, Economy
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The best prices from Chicago to Singapore Changi are usually found in February or October, booked 50 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 januari 21, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$799
(oojo)

One-way from

$530
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$1,132
Provider with most accurate pricing for Chicago (CHI)-Singapore Changi flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Singapore Changi flights.
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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. 7% potential increase in price ($100 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($45 potential savings vs. average RT price).
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Average for round-trip flights in January 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 januari 21, 2025.

This oojo deal was found by Cheapflights users on 1/21. 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.
ma 2/2411:55 amORD - SIN
1 stop39h 40mTurkish Airlines
ma 3/311:25 pmSIN - ORD
1 stop24h 45mTurkish Airlines
Deal found 1/21$799
This CrystalTravel deal was found by Cheapflights users on 1/20. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 2/92:40 pmORD - SIN
1 stop25h 00mCathay Pacific
wo 3/51:25 amSIN - ORD
1 stop25h 35mCathay Pacific
Deal found 1/20$858
This Etihad Airways deal was found by Cheapflights users on 1/19. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 3/192:10 pmORD - SIN
1 stop30h 25mEtihad Airways
za 3/297:25 pmSIN - ORD
1 stop26h 30mEtihad Airways
Deal found 1/19$908
This Gotogate deal was found by Cheapflights users on 1/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 3/411:25 amORD - SIN
1 stop43h 00mKorean Air
ma 3/241:30 amSIN - ORD
1 stop21h 10mKorean Air
Deal found 1/21$910
This CheapTickets.ch deal was found by Cheapflights users on 1/20. 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 CheapTickets.ch is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 3/65:00 amORD - SIN
2 stops25h 15mSWISS
do 3/1310:20 pmSIN - ORD
2 stops23h 58mSWISS
Deal found 1/20$955
This United Airlines deal was found by Cheapflights users on 1/21. 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.
di 3/43:40 pmORD - SIN
2 stops26h 20mUnited Airlines
di 3/2510:20 pmSIN - ORD
1 stop20h 57mUnited Airlines
Deal found 1/21$961
This Kissandfly.com deal was found by Cheapflights users on 1/20. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 3/66:15 amORD - SIN
1 stop24h 00mLufthansa
do 3/1310:10 amSIN - ORD
2 stops24h 18mLufthansa
Deal found 1/20$963
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 2/1710:35 amORD - SIN
1 stop30h 05mAmerican Airlines
di 3/42:20 amSIN - ORD
2 stops25h 21mAmerican Airlines
Deal found 1/20$975
This Travelocity deal was found by Cheapflights users on 1/20. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 3/61:10 pmORD - SIN
1 stop30h 25mMultiple Airlines
zo 3/235:10 pmSIN - ORD
2 stops29h 15mMultiple Airlines
Deal found 1/20$989
This FlightHub deal was found by Cheapflights users on 1/19. 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.
wo 5/1412:00 pmORD - SIN
1 stop42h 05mAir India
ma 5/268:20 amSIN - ORD
1 stop36h 05mAir India
Deal found 1/19$992
This CheapOair deal was found by Cheapflights users on 1/21. 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.
za 2/88:25 pmORD - SIN
2 stops38h 25mJapan Airlines
zo 2/168:15 amSIN - ORD
1 stop37h 20mJapan Airlines
Deal found 1/21$1,062
This Ovago deal was found by Cheapflights users on 1/20. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 3/167:50 pmORD - SIN
1 stop30h 05mQatar Airways
di 3/183:15 amSIN - ORD
1 stop25h 15mQatar Airways
Deal found 1/20$1,063

Find flights from Chicago to Singapore within your budget

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 januari 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

ma 2/24

11:55 am-5:35 pm

1 stop39h 40m

Singapore Changi

ma 3/3

11:25 pm-10:10 am

1 stop24h 45m

$799

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

zo 2/9

2:40 pm-5:40 am

1 stop25h 00m

Singapore Changi

wo 3/5

1:25 am-1:00 pm

1 stop25h 35m

$858

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

wo 3/19

2:10 pm-9:35 am

1 stop30h 25m

Singapore Changi

ma 3/31

8:55 pm-8:55 am

1 stop25h 00m

$908

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

di 3/4

11:25 am-8:25 pm

1 stop43h 00m

Singapore Changi

ma 3/24

1:30 am-9:40 am

1 stop21h 10m

$910

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

do 3/6

5:00 am-8:15 pm

2 stops25h 15m

Singapore Changi

do 3/13

10:20 pm-9:18 am

2 stops23h 58m

$955

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

di 3/4

3:40 pm-8:00 am

2 stops26h 20m

Singapore Changi

di 3/25

10:10 am-8:07 pm

1 stop22h 57m

$961

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

do 3/6

6:15 am-8:15 pm

1 stop24h 00m

Singapore Changi

do 3/13

10:10 am-9:28 pm

2 stops24h 18m

$963

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

ma 2/17

10:35 am-6:40 am

1 stop30h 05m

Singapore Changi

di 3/4

2:20 am-1:41 pm

2 stops25h 21m

$975

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

do 3/6

1:10 pm-9:35 am

1 stop30h 25m

Singapore Changi

zo 3/23

5:10 pm-9:25 am

2 stops29h 15m

$989

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

wo 5/14

12:00 pm-7:05 pm

1 stop42h 05m

Singapore Changi

ma 5/26

8:20 am-7:25 am

1 stop36h 05m

$992

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 36 results
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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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Singapore flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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.

Travel insights for flights from Chicago to Singapore

Get recent, data-driven insights about flights from Chicago to Singapore including ideal travel times, pricing trends, and more.

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 January 17, 2025.

The best time to book flights from Chicago to Singapore is 50 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 januari 21, 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 januari 21, 2025.
Get a feel of what it's like to fly with Turkish Airlines, Korean Air and SWISS 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.
Korean Air
8.5
Very good
1,039 reviews

Crew

8.7

Overall

8.5

Boarding

8.5

Entertainment

8.2

Food

8.1

Comfort

8.3

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

Korean Air
8.5
Very good
1,039 reviews
Korean Air
8.5
Very good
1,039 reviews

Crew

8.7

Overall

8.5

Boarding

8.5

Entertainment

8.2

Food

8.1

Comfort

8.3

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

EVA Air
8.4
Very good
1,255 reviews
Korean Air
8.5
Very good
1,039 reviews

Crew

8.7

Overall

8.5

Boarding

8.5

Entertainment

8.2

Food

8.1

Comfort

8.3

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

ANA
8.4
Very good
852 reviews
Korean Air
8.5
Very good
1,039 reviews

Crew

8.7

Overall

8.5

Boarding

8.5

Entertainment

8.2

Food

8.1

Comfort

8.3

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

Japan Airlines
8.3
Very good
1,449 reviews
Korean Air
8.5
Very good
1,039 reviews

Crew

8.7

Overall

8.5

Boarding

8.5

Entertainment

8.2

Food

8.1

Comfort

8.3

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

Emirates
8.1
Very good
3,360 reviews
Korean Air
8.5
Very good
1,039 reviews

Crew

8.7

Overall

8.5

Boarding

8.5

Entertainment

8.2

Food

8.1

Comfort

8.3

Reviews

1 / 10

Flight was short, so we did not get food, but that is expected. Only have entertainment a fair rating because no wifi is provided onboard. Good flight overall.

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 12 different airlines.

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

    According to our current data, Turkish Airlines ($799), Cathay Pacific ($858), and Etihad Airways ($908) offers the cheapest pricing from Chicago to Singapore. You may be able to fly from Chicago to Singapore for 34% 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 Turkish Airlines, which is currently one of the cheapest options available, starting at $539. JetBlue flights start at $568 while deals on IndiGo start at $575 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 Istanbul. Hong Kong follows Istanbul in terms of the most common layover location on Chicago to Singapore flights.

  • What are some popular things to do or see while on a layover in Istanbul?

    The majority of Istanbul visitors spend their time at Taksim Square, Sultan Ahmet Camii, and Beyazit Meydani. Travelers on a layover in Istanbul can visit Taksim Square, Sultan Ahmet Camii, and Beyazit Meydani, by traveling 20.8 mi, 22.3 mi, and 21.7 mi, respectively after landing at Istanbul. Travelers in need of a car in Istanbul can rent one for about $28 per day.

  • What are some popular points of interest to see during a layover in Hong Kong?

    If you're on a layover in Hong Kong and looking for things to do, consider visiting Hong Kong Disneyland, Ocean Park, or Shatin Baptist Church. Travelers on a layover in Hong Kong can visit Hong Kong Disneyland, Ocean Park, and Shatin Baptist Church, by traveling 7.8 mi, 16.9 mi, and 18.3 mi, respectively after landing at Hong Kong Intl. Travelers in need of a car in Hong Kong can rent one for about $116 per day.

  • 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 San Francisco. Chicago to Singapore flights stopping in Taipei City are the next rarest.

  • 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 januari 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Japan AirlinesCheapest$741Average$845FlexibilityNo cancel feeOn-time79%
Turkish AirlinesCheapest$744Average$992FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$840Average$1,556FlexibilityNo cancel feeOn-time69%
Cathay PacificCheapest$864Average$1,029FlexibilityNo cancel feeOn-time72%
Singapore AirlinesCheapest$1,065Average$1,582FlexibilityNo cancel feeOn-time81%
EVA AirCheapest$1,081Average$1,359FlexibilityNo cancel feeOn-time74%
Qatar AirwaysCheapest$1,189Average$1,234FlexibilityNo cancel feeOn-time68%
American AirlinesCheapest$1,200Average$1,280FlexibilityNo cancel feeOn-time71%
Korean AirCheapest$1,223Average$1,436FlexibilityNo cancel feeOn-time81%
DeltaCheapest$1,241Average$1,418FlexibilityNo cancel feeOn-timeN/A
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