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Cheap flights from Chicago to Singapore from S$ 416

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 1-9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
18 May — 25 May1
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 18 April 2026.

Mon 1-613:10
ORD
-
SIN
1 stop34h 00m
Air India
Mon 8-623:00
SIN
-
ORD
2 stops49h 10m
Air India
Deal found 17-4S$ 1,132
Tue 25-806:50
ORD
-
SIN
2 stops27h 45m
Multiple Airlines
Wed 16-918:40
SIN
-
ORD
1 stop23h 20m
Multiple Airlines
Deal found 16-4S$ 1,162
Mon 1-613:10
ORD
-
SIN
1 stop43h 35m
Air India
Wed 10-623:00
SIN
-
ORD
2 stops49h 10m
Air India
Deal found 18-4S$ 1,169
Mon 24-813:10
ORD
-
SIN
1 stop34h 00m
Air India
Mon 14-923:00
SIN
-
ORD
2 stops49h 10m
Air India
Deal found 17-4S$ 1,192
Mon 27-413:15
ORD
-
SIN
1 stop43h 30m
Air India
Thu 28-513:10
SIN
-
ORD
2 stops35h 00m
Air India
Deal found 14-4S$ 1,193
Mon 1-613:10
ORD
-
SIN
1 stop34h 00m
Air India
Sun 14-608:25
SIN
-
ORD
2 stops39h 45m
Air India
Deal found 18-4S$ 1,204
Mon 24-813:10
ORD
-
SIN
1 stop29h 15m
Air India
Mon 7-923:00
SIN
-
ORD
2 stops49h 10m
Air India
Deal found 17-4S$ 1,224
Fri 15-513:10
ORD
-
SIN
1 stop43h 35m
Air India
Mon 25-523:00
SIN
-
ORD
2 stops49h 10m
Air India
Deal found 15-4S$ 1,227
Wed 3-613:10
ORD
-
SIN
1 stop43h 35m
Air India
Wed 8-723:00
SIN
-
ORD
2 stops49h 10m
Air India
Deal found 16-4S$ 1,230
Mon 24-813:10
ORD
-
SIN
1 stop29h 15m
Air India
Sun 13-913:10
SIN
-
ORD
2 stops35h 00m
Air India
Deal found 17-4S$ 1,233
Wed 2-916:00
ORD
-
SIN
1 stop30h 45m
Cathay Pacific
Wed 16-912:45
SIN
-
ORD
1 stop38h 10m
Cathay Pacific
Deal found 18-4S$ 1,239
Thu 23-416:15
ORD
-
SIN
1 stop24h 15m
Cathay Pacific
Tue 19-520:05
SIN
-
ORD
1 stop30h 50m
Cathay Pacific
Deal found 17-4S$ 1,242

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 18 April 2026.

Round-trip from

S$ 1,132

One-way from

S$ 416

Popular in

December

Cheapest in

September

Average price

S$ 1,314
Air India
  • Air India
  • 1-6-8-6
  • 3 total stops
  • 83h 10m total
  • Chicago to Singapore
Search Deals
1-9
  • 1-9
  • 2 total stops
  • 35h 05m total
  • Chicago to Singapore
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (S$ 217 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (S$ 120 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 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 18 April 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 - SIN

ORDSIN

Chicago O'Hare Intl

Thu 10-9

06:00-18:35

1 stop23h 35m

Singapore Changi

Thu 17-9

20:35-05:01

1 stop21h 26m

S$ 1,449

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 14-9

16:20-06:15

1 stop24h 55m

Singapore Changi

Thu 17-9

08:45-21:47

1 stop26h 02m

S$ 1,450

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 26-8

05:00-18:35

2 stops24h 35m

Singapore Changi

Thu 10-9

20:35-05:01

1 stop21h 26m

S$ 1,455

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 19-8

15:48-06:15

2 stops25h 27m

Singapore Changi

Mon 7-9

20:35-11:30

1 stop27h 55m

S$ 1,455

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 21-8

06:00-18:35

1 stop23h 35m

Singapore Changi

Tue 15-9

20:35-05:01

1 stop21h 26m

S$ 1,514

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 21-8

06:00-05:00

2 stops34h 00m

Singapore Changi

Thu 10-9

07:30-21:34

2 stops27h 04m

S$ 1,530

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 11-5

19:20-16:15

1 stop31h 55m

Singapore Changi

Sun 17-5

01:05-16:50

1 stop28h 45m

S$ 1,551

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 9-5

21:56-18:35

2 stops31h 39m

Singapore Changi

Mon 18-5

09:00-23:28

2 stops27h 28m

S$ 1,614

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 20-8

19:20-10:15

2 stops25h 55m

Singapore Changi

Mon 21-9

03:15-15:05

1 stop24h 50m

S$ 1,654

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 10-5

18:06-23:55

2 stops40h 49m

Singapore Changi

Sun 17-5

22:00-20:26

2 stops35h 26m

S$ 1,666

Flights are sorted by cheapest return flights first.

Deals found on 13-4

Showing 1-10 of 41 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

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 10 April 2026.

The best time to book flights from Chicago to Singapore is 6 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, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of S$ 625). Flying from Chicago to Singapore in July is currently the most expensive (average of S$ 1,112). 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?

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 60% 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$ 890.

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 San Francisco (SFO) have the shortest average one-way travel time for one-stop routes: 22h 05m.

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 17m.

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 April 2026.
Check out reviews from past customers who have flown with Etihad Airways and 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.
Etihad Airways
7.3
Good
1,431 reviews
Check prices

Comfort

7.3

Overall

7.3

Food

7.2

Boarding

7.6

Entertainment

7.2

Crew

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

LIS - AUH

Roomy seats, very comfortable. Nice to have blankets and pillows too.
Etihad Airways
7.3
Good
1,431 reviews
Etihad Airways
7.3
Good
1,431 reviews
Check prices

Comfort

7.3

Overall

7.3

Food

7.2

Boarding

7.6

Entertainment

7.2

Crew

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

LIS - AUH

Roomy seats, very comfortable. Nice to have blankets and pillows too.
Turkish Airlines
7.3
Good
4,306 reviews
Etihad Airways
7.3
Good
1,431 reviews
Check prices

Comfort

7.3

Overall

7.3

Food

7.2

Boarding

7.6

Entertainment

7.2

Crew

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

LIS - AUH

Roomy seats, very comfortable. Nice to have blankets and pillows too.

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 India and Delta can get you from Chicago to Singapore in just under 34h. Your travel time can differ by up to . The distance from Chicago to Singapore is about 15039 km.

  • 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$ 1,810. 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$ 625). Flying from Chicago to Singapore in July is currently the most expensive (average of S$ 1,112). 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 18 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 1,810AverageS$ 2,049FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
JetBlueCheapestS$ 2,798AverageS$ 2,798FlexibilityNo cancel feeOn-time62%
Search JetBlue flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Singapore from Chicago today with Cheapflights!

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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