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$336+ 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 7/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
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 July 2, 2025.

Round-trip from

$1,051
(Japan Airlines)

One-way from

$336
(oojo)

Popular in

December

Cheapest in

February

Average price

$1,431
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 ($155 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 July 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 July 2, 2025.

This Japan Airlines deal was found by Cheapflights users on 7/1. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/121:05 amORD - SIN
1 stop40h 05mJapan Airlines
Sat 9/208:05 amSIN - ORD
1 stop38h 00mJapan Airlines
Deal found 7/1$1,051
This SmartFares deal was found by Cheapflights users on 6/30. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/154:00 pmORD - SIN
1 stop24h 30mCathay Pacific
Sat 8/301:50 amSIN - ORD
1 stop25h 35mCathay Pacific
Deal found 6/30$1,052
This Air Canada deal was found by Cheapflights users on 6/30. 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.
Sat 8/28:01 pmORD - SIN
2 stops46h 04mAir Canada
Sat 8/99:10 amSIN - ORD
2 stops40h 53mAir Canada
Deal found 6/30$1,053
This Mytrip deal was found by Cheapflights users on 7/1. 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.
Tue 8/53:18 pmORD - SIN
3 stops39h 37mMultiple Airlines
Fri 9/197:45 pmSIN - ORD
2 stops35h 10mMultiple Airlines
Deal found 7/1$1,056
This FlightHub deal was found by Cheapflights users on 7/1. 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.
Fri 9/511:25 amORD - SIN
2 stops40h 55mIndiGo
Tue 9/97:45 pmSIN - ORD
2 stops35h 10mIndiGo
Deal found 7/1$1,064
This KAYAK deal was found by Cheapflights users on 7/2. 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.
Fri 8/112:15 pmORD - SIN
1 stop30h 00mAir India
Sun 8/38:30 pmSIN - ORD
2 stops26h 45mAir India
Deal found 7/2$1,067
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Fri 8/291:30 amORD - SIN
1 stop27h 00mAmerican Airlines
Sun 9/78:05 amSIN - ORD
2 stops24h 52mAmerican Airlines
Deal found 6/30$1,080
This oojo deal was found by Cheapflights users on 7/1. 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 9/163:20 pmORD - SIN
2 stops32h 15mChina Airlines
Mon 9/222:00 amSIN - ORD
2 stops42h 03mChina Airlines
Deal found 7/1$1,083
This FlightHub deal was found by Cheapflights users on 7/1. 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.
Thu 9/411:00 amORD - SIN
2 stops29h 00mKorean Air
Wed 9/1010:30 pmSIN - ORD
1 stop24h 00mKorean Air
Deal found 7/1$1,090
This Gotogate deal was found by Cheapflights users on 7/1. 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.
Sun 8/1712:30 amORD - SIN
1 stop22h 30mEVA Air
Mon 9/11:10 pmSIN - ORD
1 stop20h 35mEVA Air
Deal found 7/1$1,098
This Turkish Airlines deal was found by Cheapflights users on 7/1. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/77:50 pmORD - SIN
1 stop33h 05mTurkish Airlines
Fri 9/1210:15 amSIN - ORD
1 stop36h 25mTurkish Airlines
Deal found 7/1$1,103
This Delta deal was found by Cheapflights users on 7/1. 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.
Tue 9/169:20 amMDW - SIN
2 stops30h 40mDelta
Mon 9/221:10 amSIN - MDW
2 stops24h 18mDelta
Deal found 7/1$1,140

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 July 2, 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

Fri 9/12

1:05 am-6:10 am

1 stop40h 05m

Singapore Changi

Sat 9/20

8:05 am-9:05 am

1 stop38h 00m

$1,051

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 8/15

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Sat 8/30

1:50 am-2:25 pm

1 stop25h 35m

$1,052

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/2

8:01 pm-7:05 am

2 stops46h 04m

Singapore Changi

Sat 8/9

9:10 am-1:03 pm

2 stops40h 53m

$1,053

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 8/5

3:18 pm-7:55 pm

3 stops39h 37m

Singapore Changi

Fri 9/19

7:45 pm-5:55 pm

2 stops35h 10m

$1,056

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 9/5

11:25 am-5:20 pm

2 stops40h 55m

Singapore Changi

Tue 9/9

7:45 pm-5:55 pm

2 stops35h 10m

$1,064

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 8/1

12:15 pm-7:15 am

1 stop30h 00m

Singapore Changi

Sun 8/3

8:30 pm-10:15 am

2 stops26h 45m

$1,067

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 8/29

1:30 am-5:30 pm

1 stop27h 00m

Singapore Changi

Sun 9/7

8:05 am-7:57 pm

2 stops24h 52m

$1,080

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 9/16

3:20 pm-12:35 pm

2 stops32h 15m

Singapore Changi

Mon 9/22

2:00 am-7:03 am

2 stops42h 03m

$1,083

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 9/4

11:00 am-5:00 am

2 stops29h 00m

Singapore Changi

Wed 9/10

10:30 pm-9:30 am

1 stop24h 00m

$1,090

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 8/17

12:30 am-12:00 pm

1 stop22h 30m

Singapore Changi

Mon 9/1

1:10 pm-8:45 pm

1 stop20h 35m

$1,098

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 23 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 27, 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, October is the cheapest month in which you can book a flight from Chicago to Singapore (average of $1,008). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,674). 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 July 2, 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.

How much does it cost to fly round-trip from Chicago to Singapore?

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 July 2, 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. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
EVA Air
8.4
Very good
1,214 reviews

Entertainment

8.0

Food

8.1

Boarding

8.4

Overall

8.4

Crew

8.6

Comfort

8.3

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
1,214 reviews
EVA Air
8.4
Very good
1,214 reviews

Entertainment

8.0

Food

8.1

Boarding

8.4

Overall

8.4

Crew

8.6

Comfort

8.3

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
1,101 reviews
EVA Air
8.4
Very good
1,214 reviews

Entertainment

8.0

Food

8.1

Boarding

8.4

Overall

8.4

Crew

8.6

Comfort

8.3

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
1,505 reviews
EVA Air
8.4
Very good
1,214 reviews

Entertainment

8.0

Food

8.1

Boarding

8.4

Overall

8.4

Crew

8.6

Comfort

8.3

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
Delta
8.0
Very good
7,983 reviews
EVA Air
8.4
Very good
1,214 reviews

Entertainment

8.0

Food

8.1

Boarding

8.4

Overall

8.4

Crew

8.6

Comfort

8.3

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
Cathay Pacific
7.6
Good
922 reviews
EVA Air
8.4
Very good
1,214 reviews

Entertainment

8.0

Food

8.1

Boarding

8.4

Overall

8.4

Crew

8.6

Comfort

8.3

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, Japan Airlines ($1,051), Cathay Pacific ($1,052), and Air Canada ($1,053) offers the cheapest pricing from Chicago to Singapore. You may be able to fly from Chicago to Singapore for 8% 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 $336. Cathay Pacific flights start at $352 while deals on IndiGo start at $436 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, October is the cheapest month in which you can book a flight from Chicago to Singapore (average of $1,008). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,674). 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$730Average$883FlexibilityNo cancel feeOn-time77%
Japan AirlinesCheapest$783Average$856FlexibilityNo cancel feeOn-time79%
Cathay PacificCheapest$812Average$996FlexibilityNo cancel feeOn-time72%
Qatar AirwaysCheapest$850Average$1,299FlexibilityNo cancel feeOn-time68%
United AirlinesCheapest$871Average$1,268FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$872Average$1,253FlexibilityNo cancel feeOn-time67%
Korean AirCheapest$970Average$1,400FlexibilityNo cancel feeOn-time81%
ANACheapest$1,089Average$1,427FlexibilityNo cancel feeOn-time80%
EVA AirCheapest$1,100Average$1,414FlexibilityNo cancel feeOn-time74%
FinnairCheapest$1,203Average$1,349FlexibilityNo cancel feeOn-time76%

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