Cheap flights from Chicago to Singapore from S$ 436

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 26-2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
18 Oct — 25 Oct1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from Chicago to Singapore Changi are usually found in September or February, booked 4 days in advance, depart on a Tuesday or Monday and return on a Tuesday

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 18 September 2025.

Round-trip from

S$ 884

One-way from

S$ 436

Popular in

December

Cheapest in

September

Average price

S$ 1,027
Korean Air
  • Korean Air
  • 27-10-9-11
  • 2 total stops
  • 46h 55m total
  • Chicago to Singapore
26-2
  • 26-2
  • 2 total stops
  • 33h 35m total
  • Chicago to Singapore
Highest demand for flights based on searches. 13% potential increase in price (S$ 288 potential increase over avg. return price).
Cheapest flight prices on average. 6% potential price decrease (S$ 109 potential savings vs. average return price).
Average for round-trip flights in September 2025

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 18 September 2025.

Mon 27-1012:15ORD - SIN
1 stop22h 55mKorean Air
Sun 9-1122:30SIN - ORD
1 stop24h 00mKorean Air
Deal found 16-9S$ 884
Mon 29-916:00ORD - SIN
1 stop24h 30mCathay Pacific
Sun 5-1013:25SIN - ORD
1 stop38h 00mCathay Pacific
Deal found 16-9S$ 906
Wed 22-1016:00ORD - SIN
1 stop39h 35mCathay Pacific
Sun 2-1120:15SIN - ORD
1 stop30h 40mCathay Pacific
Deal found 16-9S$ 920
Wed 22-1016:00ORD - SIN
1 stop24h 30mCathay Pacific
Sun 26-1001:25SIN - ORD
1 stop25h 30mCathay Pacific
Deal found 15-9S$ 921
Mon 3-1114:35ORD - SIN
1 stop31h 20mCathay Pacific
Tue 11-1120:15SIN - ORD
1 stop30h 40mCathay Pacific
Deal found 16-9S$ 923
Wed 22-1016:00ORD - SIN
1 stop31h 25mCathay Pacific
Tue 28-1001:25SIN - ORD
1 stop25h 30mCathay Pacific
Deal found 16-9S$ 932
Tue 30-916:00ORD - SIN
1 stop24h 30mCathay Pacific
Sun 5-1012:45SIN - ORD
1 stop38h 40mCathay Pacific
Deal found 16-9S$ 933
Fri 3-1012:10ORD - SIN
1 stop42h 45mKorean Air
Mon 6-1022:30SIN - ORD
1 stop24h 00mKorean Air
Deal found 15-9S$ 938
Thu 23-1016:00ORD - SIN
1 stop34h 25mCathay Pacific
Thu 30-1016:45SIN - ORD
1 stop34h 10mCathay Pacific
Deal found 16-9S$ 987
Wed 22-1009:20MDW - SIN
2 stops25h 20mDelta
Mon 27-1010:40SIN - MDW
2 stops38h 48mDelta
Deal found 15-9S$ 1,454
Thu 23-1009:20MDW - SIN
2 stops25h 20mDelta
Thu 30-1010:40SIN - MDW
2 stops38h 48mDelta
Deal found 16-9S$ 1,518
Wed 22-1009:20MDW - SIN
2 stops25h 20mDelta
Sun 2-1122:30SIN - MDW
2 stops33h 55mDelta
Deal found 15-9S$ 1,576

Cheapflights Fare Finder

 
Customise 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 200,618 searches. Data last updated 18 September 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

Wed 11-2

14:35-05:40

1 stop25h 05m

Singapore Changi

Sun 8-3

01:25-13:55

1 stop25h 30m

S$ 956

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 26-11

14:35-13:05

1 stop32h 30m

Singapore Changi

Tue 13-1

14:05-12:55

1 stop36h 50m

S$ 956

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 12-2

14:35-11:55

1 stop31h 20m

Singapore Changi

Tue 10-3

16:45-13:55

1 stop34h 10m

S$ 956

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 10-2

14:35-11:55

1 stop31h 20m

Singapore Changi

Tue 10-3

12:55-13:55

1 stop38h 00m

S$ 956

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 8-2

14:35-19:15

1 stop38h 40m

Singapore Changi

Sun 8-3

20:15-13:55

1 stop30h 40m

S$ 1,020

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 24-11

14:35-13:05

1 stop32h 30m

Singapore Changi

Thu 15-1

14:05-12:55

1 stop36h 50m

S$ 1,020

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9-2

14:35-05:40

1 stop25h 05m

Singapore Changi

Fri 6-3

14:05-12:55

1 stop36h 50m

S$ 1,020

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 11-11

14:35-13:05

1 stop32h 30m

Singapore Changi

Sat 15-11

16:45-12:55

1 stop34h 10m

S$ 1,020

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 8-2

14:35-05:40

1 stop25h 05m

Singapore Changi

Wed 11-3

01:25-13:55

1 stop25h 30m

S$ 1,020

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 12-2

14:35-05:40

1 stop25h 05m

Singapore Changi

Thu 12-3

18:00-13:55

1 stop32h 55m

S$ 1,020

Flights are sorted by cheapest return flights first.

Deals found on 17-9

Showing 1-10 of 42 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 return 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 return flight from Chicago to Singapore. Price data was last updated on 12 September 2025.

The best time to book flights from Chicago to Singapore is 4 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 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 18 September 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 27% on flights from Chicago to Singapore by exploring options for tickets in the afternoon.

What’s the top stopover airport for flights from Chicago to Singapore?

Share of one-stop return flights from Chicago to Singapore chosen by Cheapflights users in the past 12 months, using the same stopover each way.

Istanbul (IST) – chosen by Cheapflights users on 40% of one-stop itineraries from Chicago to Singapore on Cheapflights.

What’s the cheapest stopover airport for flights from Chicago to Singapore?

Average return fare for one-stop flights from Chicago to Singapore, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

San Francisco (SFO) is the most affordable one-stop option, with an average return flight price of S$ 894.

What’s the fastest stopover option from Chicago to Singapore?

Shortest average travel time for one-stop one-way flights from Chicago to Singapore, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.

Flights via Vancouver (YVR) have the shortest average one-way travel time for one-stop routes: 22h 30m.

Which airport typically offers the quickest stopover for flights from Chicago to Singapore?

Average stopover duration for one-stop one-way flights from Chicago to Singapore, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via San Francisco (SFO) offer the fastest connection on this route, with an average stopover time of 1h 41m.

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 18 September 2025.
Check out reviews from past customers who have flown with Turkish Airlines from Chicago to Singapore to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.3

Comfort

7.3

Crew

7.7

Food

7.4

Boarding

7.3

Entertainment

7.4

Reviews

1 / 20
2.0
Mediocre

Brian,Jul 2025

SEA - IST

Horrible check-in experience in Seattle. Was actually yelled at by a customer service rep and then he intentionally would put us in the back row to make sure our seats would not recline. When I complained to customer service they told me they did not find any issues with how we were treated. The sinks did not drain in the bathroom during the flight and my in-flight entertainment never worked during a 12 hour flight. They said they would reset 3 times but never did. Would never fly them again.

Overall

7.3

Comfort

7.3

Crew

7.7

Food

7.4

Boarding

7.3

Entertainment

7.4

Reviews

1 / 20
2.0
Mediocre

Brian,Jul 2025

SEA - IST

Horrible check-in experience in Seattle. Was actually yelled at by a customer service rep and then he intentionally would put us in the back row to make sure our seats would not recline. When I complained to customer service they told me they did not find any issues with how we were treated. The sinks did not drain in the bathroom during the flight and my in-flight entertainment never worked during a 12 hour flight. They said they would reset 3 times but never did. Would never fly them again.

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?

    For a flight from Chicago to Singapore, you will be flying into Changi. Singapore Changi (SIN) is just 16.9 km from the centre vof the city. Changi is the only Singapore airport and it handles 0 inbound flights from Chicago per day. 1 airline has flights to Singapore Changi from Chicago on a regular basis.

  • How long is the flight from Chicago to Singapore?

    Cathay Pacific and Delta can get you from Chicago to Singapore in just under 25h 05m. Your travel time can differ by up to 3h 05m. The distance from Chicago to Singapore is about 15039 km. Both multi-stop and direct flights can be found to your destination and back.

  • What is the cheapest airline to fly from Chicago to Singapore round-trip?

    Cheapflights users have booked flights from Chicago to Singapore round-trip from S$ 910. You may be able to fly from Chicago to Singapore for 36% less than the average price by searching for this airline.

  • 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 holiday 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.

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.

Top airline flying from Chicago to Singapore

Discover the top airline 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 200,618 searches. Data last updated 18 September 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 910AverageS$ 2,176FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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How does Cheapflights help users find flights from Chicago to Singapore?

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