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Cheap flights from Chicago to Singapore from S$ 555

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 9-9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
12 Sep — 19 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Singapore

Enter your travel dates to find the best prices.

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 13 August 2026.

Thu 10-915:40 -
1 stop24h 35m
Thu 24-907:00 -
1 stop20h 43m
Deal found 11-8S$ 991
Tue 29-915:40 -
1 stop24h 35m
Tue 6-1007:00 -
2 stops35h 01m
Deal found 10-8S$ 1,028
Tue 27-1015:30 -
1 stop26h 30m
Tue 10-1108:40 -
1 stop19h 57m
Deal found 10-8S$ 1,032
Thu 24-915:40 -
1 stop24h 35m
Thu 1-1007:00 -
1 stop20h 43m
Deal found 10-8S$ 1,034
Tue 27-1009:29 -
2 stops25h 41m
Tue 10-1110:40 -
2 stops26h 16m
Deal found 12-8S$ 1,197
Mon 7-909:24 -
2 stops30h 36m
Sun 13-901:25 -
2 stops34h 19m
Deal found 11-8S$ 1,198
Mon 24-806:05 -
2 stops33h 55m
Tue 15-901:25 -
2 stops34h 19m
Deal found 10-8S$ 1,240
Sun 27-919:13 -
2 stops39h 42m
Sun 4-1007:30 -
2 stops28h 14m
Deal found 12-8S$ 1,250
Mon 7-909:24 -
2 stops30h 36m
Sun 13-907:30 -
2 stops28h 14m
Deal found 12-8S$ 1,304
Wed 12-809:59 -
2 stops30h 01m
Sun 13-922:00 -
2 stops37h 44m
Deal found 9-8S$ 1,322
Wed 30-906:05 -
2 stops33h 55m
Wed 7-1022:00 -
2 stops31h 19m
Deal found 12-8S$ 1,389
Sat 15-806:11 -
2 stops57h 49m
Mon 14-907:30 -
2 stops28h 14m
Deal found 9-8S$ 1,394

Find 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 13 August 2026.

Round-trip from

S$ 991

One-way from

S$ 555

Popular in

December

Cheapest in

April

Average price

S$ 1,609
Air Canada
  • Air Canada
  • 10-9-24-9
  • 2 total stops
  • 45h 18m total
  • Chicago to Singapore
Search Deals
Etihad Airways
  • Etihad Airways
  • 9-9
  • 1 total stop
  • 24h 15m total
  • Chicago to Singapore
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (S$ 178 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (S$ 112 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

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 13 August 2026.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Thu 10-9

15:40-05:15

1 stop24h 35m

Singapore Changi

Thu 24-9

07:00-14:43

1 stop20h 43m

S$ 1,033

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Thu 17-9

16:15-15:40

1 stop34h 25m

Singapore Changi

Mon 21-9

20:05-13:55

1 stop30h 50m

S$ 1,184

ChicagoSingapore

MDW Chicago Midway - SIN Singapore Changi

MDWSIN

Chicago Midway

Tue 27-10

09:29-00:10

2 stops25h 41m

Singapore Changi

Tue 10-11

10:40-22:56

2 stops26h 16m

S$ 1,197

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Tue 19-1

19:55-00:10

2 stops38h 15m

Singapore Changi

Sun 24-1

01:35-23:50

2 stops36h 15m

S$ 1,240

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Mon 1-2

11:45-09:55

1 stop32h 10m

Singapore Changi

Mon 8-2

23:15-18:20

1 stop33h 05m

S$ 1,242

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Tue 19-1

20:15-08:45

1 stop22h 30m

Singapore Changi

Sun 24-1

04:35-10:00

1 stop43h 25m

S$ 1,242

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Tue 20-10

07:35-23:55

2 stops27h 20m

Singapore Changi

Fri 6-11

10:40-08:53

2 stops36h 13m

S$ 1,268

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Sat 24-10

17:30-05:00

2 stops46h 30m

Singapore Changi

Tue 3-11

22:30-20:52

2 stops36h 22m

S$ 1,271

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Sun 7-2

14:35-13:05

1 stop32h 30m

Singapore Changi

Thu 11-2

08:40-04:56

2 stops34h 16m

S$ 1,349

ChicagoSingapore

ORD Chicago O'Hare Intl - SIN Singapore Changi

ORDSIN

Chicago O'Hare Intl

Mon 7-9

12:10-05:00

1 stop27h 50m

Singapore Changi

Tue 15-9

01:25-14:29

2 stops26h 04m

S$ 1,384

Flights are sorted by cheapest return flights first.

Deals found on 12-8

Showing 1-10 of 30 resultsSorted by cheapest first
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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

What is the cheapest month to book a flight from Chicago to Singapore?

Currently, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of S$ 1,203). Flying from Chicago to Singapore in December is currently the most expensive (average of S$ 2,466). 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.

How much does it cost for a return flight from Chicago to Singapore?

Airfare is below average for this route at the moment.
Chicago to Singapore flights typically cost between S$ 1,245 and S$ 1,862 in September.
The cheapest return price found within the last 5 days was S$ 991 on Air Canada (10 Sept–24 Sept).

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.

Doha (DOH) – chosen by Cheapflights users on 27% 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$ 896.

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 Incheon (ICN) have the shortest average one-way travel time for one-stop routes: 22h 25m.

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.

How far ahead should I book a flight from Chicago to Singapore?

The best time to book flights from Chicago to Singapore is 19 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.

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 13 August 2026.
Check out reviews from past customers who have flown with Etihad Airways 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.
Etihad Airways
7.3
Good
1,502 reviews
Check prices

Comfort

7.3

Overall

7.3

Entertainment

7.2

Crew

7.8

Boarding

7.5

Food

7.1

Reviews

1 / 20
8.0
Excellent

Tom,May 2026

JFK - AUH

Everything was good except the lie flat bed. The bed has a gap and is uncomfortable to lie on. The hostesses were great; the food service was reasonable and the connecting flight services and the baggage service were good. Entertainment service was also good.
Etihad Airways
7.3
Good
1,502 reviews
Etihad Airways
7.3
Good
1,502 reviews
Check prices

Comfort

7.3

Overall

7.3

Entertainment

7.2

Crew

7.8

Boarding

7.5

Food

7.1

Reviews

1 / 20
8.0
Excellent

Tom,May 2026

JFK - AUH

Everything was good except the lie flat bed. The bed has a gap and is uncomfortable to lie on. The hostesses were great; the food service was reasonable and the connecting flight services and the baggage service were good. Entertainment service was also good.

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. 2 airlines have flights to Singapore Changi from Chicago on a regular basis.

  • How long is the flight from Chicago to Singapore?

    Air Canada, Cathay Pacific, and Delta can get you from Chicago to Singapore in just under 24h 35m. Your travel time can differ by up to 9h 50m. 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 are the cheapest airlines flying from Chicago to Singapore round-trip?

    Cheapflights users have booked flights from Chicago to Singapore round-trip from S$ 2,051. Another airline that can offer you cheap pricing is JetBlue.

  • 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.

  • What is the cheapest month to book a flight from Chicago to Singapore?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of S$ 1,203). Flying from Chicago to Singapore in December is currently the most expensive (average of S$ 2,466). 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

Browse thousands of different options on Cheapflights for your next trip

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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.
St. Louis to Singapore flights

Top 2 airlines flying from Chicago to Singapore

Discover the top 2 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 200,618 searches. Data last updated 13 August 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 2,051AverageS$ 2,063FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
JetBlueCheapestS$ 2,818AverageS$ 2,818FlexibilityNo cancel feeOn-time62%
Search JetBlue flights

Fly with Cheapflights

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

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Why should you use Cheapflights to find cheap flight tickets from Chicago to Singapore?

Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to Singapore for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Chicago to Singapore with no change fees?

Yes! Cheapflights helps users easily find flights from Chicago to Singapore with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Singapore become cheaper?

Of course! You can now track prices for flights from Chicago to Singapore and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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