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$404+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Apr 27 — May 41
Sun 4/27
Sun 5/4
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 April 22, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$954
(Gotogate)

One-way from

$404
(Gurufare)

Popular in

December

Cheapest in

February

Average price

$1,042
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. 9% potential increase in price ($126 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($48 potential savings vs. average RT price).
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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 22, 2025.

This StudentUniverse deal was found by Cheapflights users on 4/22. 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 StudentUniverse is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/192:40 pmORD - SIN
1 stop31h 15mCathay Pacific
Sat 11/298:15 pmSIN - ORD
1 stop30h 45mCathay Pacific
Deal found 4/22$950
This Gotogate deal was found by Cheapflights users on 4/22. 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.
Mon 5/54:00 pmORD - SIN
1 stop24h 30mMultiple Airlines
Mon 5/197:45 pmSIN - ORD
2 stops35h 10mMultiple Airlines
Deal found 4/22$954
This Air Canada deal was found by Cheapflights users on 4/22. 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.
Wed 11/193:35 pmORD - SIN
2 stops50h 20mAir Canada
Sat 11/2910:00 amSIN - ORD
2 stops24h 25mAir Canada
Deal found 4/22$960
This FlightHub deal was found by Cheapflights users on 4/22. 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.
Sat 8/911:45 pmORD - SIN
1 stop44h 00mTurkish Airlines
Sun 8/1710:15 amSIN - ORD
1 stop36h 25mTurkish Airlines
Deal found 4/22$1,016
This oojo deal was found by Cheapflights users on 4/21. 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.
Wed 5/141:55 pmORD - SIN
1 stop30h 45mEtihad Airways
Tue 5/279:10 pmSIN - ORD
1 stop24h 35mEtihad Airways
Deal found 4/21$1,046
This oojo deal was found by Cheapflights users on 4/21. 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.
Mon 8/1812:00 pmORD - SIN
1 stop44h 45mAir India
Sat 8/2311:00 pmSIN - ORD
1 stop45h 25mAir India
Deal found 4/21$1,082
This oojo deal was found by Cheapflights users on 4/21. 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.
Wed 10/11:05 amORD - SIN
1 stop27h 25mJapan Airlines
Tue 10/79:50 pmSIN - ORD
1 stop24h 15mJapan Airlines
Deal found 4/21$1,083
This oojo deal was found by Cheapflights users on 4/21. 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.
Tue 5/612:30 amORD - SIN
1 stop24h 20mEVA Air
Tue 5/201:10 pmSIN - ORD
1 stop20h 50mEVA Air
Deal found 4/21$1,085
This KAYAK deal was found by Cheapflights users on 4/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/215:45 pmORD - SIN
1 stop23h 55mANA
Mon 8/46:15 amSIN - ORD
1 stop21h 40mANA
Deal found 4/21$1,089
This United Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 4/227:52 pmORD - SIN
1 stop33h 33mUnited Airlines
Tue 4/2911:05 amSIN - ORD
1 stop41h 05mUnited Airlines
Deal found 4/21$1,094
This Korean Air deal was found by Cheapflights users on 4/21. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1911:05 amORD - SIN
1 stop23h 05mKorean Air
Tue 11/251:30 amSIN - ORD
1 stop21h 00mKorean Air
Deal found 4/21$1,097
This Delta deal was found by Cheapflights users on 4/22. 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.
Mon 5/510:20 amMDW - SIN
2 stops29h 40mDelta
Mon 5/1910:30 pmSIN - MDW
2 stops33h 15mDelta
Deal found 4/22$1,108

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 April 22, 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

Mon 5/5

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Mon 5/19

7:45 pm-5:55 pm

2 stops35h 10m

$954

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 9/7

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Sat 9/20

1:50 am-2:25 pm

1 stop25h 35m

$970

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 5/31

8:01 pm-7:05 am

2 stops46h 04m

Singapore Changi

Sat 6/7

9:10 am-12:45 pm

2 stops40h 35m

$1,001

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/9

11:45 pm-8:45 am

1 stop44h 00m

Singapore Changi

Sun 8/17

10:15 am-9:40 am

1 stop36h 25m

$1,016

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 5/14

1:55 pm-9:40 am

1 stop30h 45m

Singapore Changi

Tue 5/27

9:10 pm-8:45 am

1 stop24h 35m

$1,046

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 8/18

12:00 pm-9:45 pm

1 stop44h 45m

Singapore Changi

Sat 8/23

11:00 pm-7:25 am

1 stop45h 25m

$1,082

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 10/1

1:05 am-5:30 pm

1 stop27h 25m

Singapore Changi

Tue 10/7

9:50 pm-9:05 am

1 stop24h 15m

$1,083

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 5/6

12:30 am-1:50 pm

1 stop24h 20m

Singapore Changi

Tue 5/20

1:10 pm-9:00 pm

1 stop20h 50m

$1,085

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 7/21

5:45 pm-6:40 am

1 stop23h 55m

Singapore Changi

Mon 8/4

6:15 am-2:55 pm

1 stop21h 40m

$1,089

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 5/5

10:20 am-5:00 am

2 stops29h 40m

Singapore Changi

Mon 5/19

10:30 pm-6:45 pm

2 stops33h 15m

$1,108

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/20

Showing 1-10 of 37 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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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.

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 April 18, 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 April 22, 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 April 22, 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
1,179 reviews

Comfort

8.3

Entertainment

8.0

Overall

8.4

Crew

8.6

Food

8.1

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Gary,Apr 2025

DPS - TPE

The staff was excellent. Kind, courteous, and overall just hospitable. Definitely recommend
EVA Air
8.4
Very good
1,179 reviews
EVA Air
8.4
Very good
1,179 reviews

Comfort

8.3

Entertainment

8.0

Overall

8.4

Crew

8.6

Food

8.1

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Gary,Apr 2025

DPS - TPE

The staff was excellent. Kind, courteous, and overall just hospitable. Definitely recommend
Korean Air
8.4
Very good
1,062 reviews
EVA Air
8.4
Very good
1,179 reviews

Comfort

8.3

Entertainment

8.0

Overall

8.4

Crew

8.6

Food

8.1

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Gary,Apr 2025

DPS - TPE

The staff was excellent. Kind, courteous, and overall just hospitable. Definitely recommend
Japan Airlines
8.3
Very good
1,450 reviews
EVA Air
8.4
Very good
1,179 reviews

Comfort

8.3

Entertainment

8.0

Overall

8.4

Crew

8.6

Food

8.1

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Gary,Apr 2025

DPS - TPE

The staff was excellent. Kind, courteous, and overall just hospitable. Definitely recommend
China Airlines
8.3
Very good
727 reviews
EVA Air
8.4
Very good
1,179 reviews

Comfort

8.3

Entertainment

8.0

Overall

8.4

Crew

8.6

Food

8.1

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Gary,Apr 2025

DPS - TPE

The staff was excellent. Kind, courteous, and overall just hospitable. Definitely recommend
ANA
8.3
Very good
847 reviews
EVA Air
8.4
Very good
1,179 reviews

Comfort

8.3

Entertainment

8.0

Overall

8.4

Crew

8.6

Food

8.1

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Gary,Apr 2025

DPS - TPE

The staff was excellent. Kind, courteous, and overall just hospitable. Definitely recommend

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, Cathay Pacific ($997), Air Canada ($1,001), and Etihad Airways ($1,046) offers the cheapest pricing from Chicago to Singapore. You may be able to fly from Chicago to Singapore for 15% 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 $404. IndiGo flights start at $492 while deals on Air India start at $530 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. Istanbul follows Hong Kong 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 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.

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

    If you're on a layover in Istanbul and looking for things to do, consider visiting Taksim Square, Sultan Ahmet Camii, or 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 $32 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 Taipei City.

  • 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$736Average$925FlexibilityNo cancel feeOn-time77%
Japan AirlinesCheapest$741Average$845FlexibilityNo cancel feeOn-time79%
Cathay PacificCheapest$821Average$1,014FlexibilityNo cancel feeOn-time72%
United AirlinesCheapest$885Average$1,331FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$895Average$1,253FlexibilityNo cancel feeOn-time67%
Korean AirCheapest$985Average$1,400FlexibilityNo cancel feeOn-time81%
EVA AirCheapest$1,074Average$1,322FlexibilityNo cancel feeOn-time74%
ANACheapest$1,086Average$1,687FlexibilityNo cancel feeOn-time80%
Qatar AirwaysCheapest$1,189Average$1,232FlexibilityNo cancel feeOn-time68%
FinnairCheapest$1,203Average$1,349FlexibilityNo cancel feeOn-time76%

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