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Cheap flights from Chicago to Singapore from S$ 554

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 18-11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
13 Aug — 20 Aug1
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 14 July 2026.

Sat 15-815:40
ORD
-
SIN
2 stops33h 50m
Air Canada
Tue 8-906:15
SIN
-
ORD
2 stops26h 57m
Air Canada
Deal found 13-7S$ 1,249
Fri 25-908:40
ORD
-
SIN
2 stops31h 35m
Air Canada
Sun 4-1020:50
SIN
-
ORD
2 stops30h 53m
Air Canada
Deal found 13-7S$ 1,252
Fri 14-809:59
MDW
-
SIN
2 stops30h 01m
Delta
Tue 8-907:30
SIN
-
MDW
2 stops28h 15m
Delta
Deal found 13-7S$ 1,253
Fri 14-805:30
ORD
-
SIN
2 stops34h 30m
Delta
Thu 10-907:30
SIN
-
ORD
2 stops27h 03m
Delta
Deal found 13-7S$ 1,253
Fri 28-816:00
ORD
-
SIN
1 stop24h 30m
Cathay Pacific
Thu 3-901:45
SIN
-
ORD
1 stop25h 35m
Cathay Pacific
Deal found 13-7S$ 1,256
Sun 9-815:40
ORD
-
SIN
1 stop24h 35m
Air Canada
Sun 6-922:00
SIN
-
ORD
2 stops35h 05m
Air Canada
Deal found 13-7S$ 1,257
Thu 13-816:00
ORD
-
SIN
1 stop24h 30m
Cathay Pacific
Thu 20-809:45
SIN
-
ORD
1 stop41h 35m
Cathay Pacific
Deal found 13-7S$ 1,259
Tue 11-808:44
ORD
-
SIN
2 stops31h 31m
Air Canada
Thu 10-907:00
SIN
-
ORD
1 stop20h 43m
Air Canada
Deal found 13-7S$ 1,260
Thu 13-816:00
ORD
-
SIN
1 stop24h 30m
Cathay Pacific
Tue 8-918:00
SIN
-
ORD
1 stop33h 20m
Cathay Pacific
Deal found 13-7S$ 1,261
Mon 14-919:48
ORD
-
SIN
1 stop44h 27m
Air Canada
Wed 23-908:10
SIN
-
ORD
2 stops43h 33m
Air Canada
Deal found 13-7S$ 1,264
Wed 7-1015:40
ORD
-
SIN
2 stops48h 35m
Air Canada
Wed 21-1022:50
SIN
-
ORD
2 stops34h 16m
Air Canada
Deal found 14-7S$ 1,268
Sun 20-921:10
ORD
-
SIN
1 stop23h 30m
Multiple Airlines
Sun 27-907:00
SIN
-
ORD
2 stops35h 31m
Multiple Airlines
Deal found 11-7S$ 1,270

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 14 July 2026.

Round-trip from

S$ 1,249

One-way from

S$ 554

Popular in

December

Cheapest in

April

Average price

S$ 1,810
Air Canada
  • Air Canada
  • 15-8-8-9
  • 4 total stops
  • 60h 47m total
  • Chicago to Singapore
Search Deals
Philippine Airlines
  • Philippine Airlines
  • 18-11
  • 1 total stop
  • 24h 25m total
  • Chicago to Singapore
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (S$ 246 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (S$ 130 potential savings vs. average return price).
Search Deals
Average for round-trip flights in July 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 14 July 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

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 25-9

12:10-23:55

1 stop22h 45m

Singapore Changi

Fri 2-10

07:30-09:30

1 stop39h 00m

S$ 1,284

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 21-8

06:05-05:00

2 stops33h 55m

Singapore Changi

Fri 28-8

07:30-22:36

2 stops28h 06m

S$ 1,299

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 23-8

09:59-05:00

2 stops30h 01m

Singapore Changi

Sat 29-8

22:00-22:36

2 stops37h 36m

S$ 1,299

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Fri 25-9

09:59-23:55

2 stops24h 56m

Singapore Changi

Sat 3-10

01:25-18:33

2 stops30h 08m

S$ 1,299

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 2-11

21:15-09:55

1 stop22h 40m

Singapore Changi

Sat 7-11

23:15-18:20

1 stop33h 05m

S$ 1,406

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 9-8

18:25-23:55

2 stops40h 30m

Singapore Changi

Mon 24-8

07:30-23:29

2 stops28h 59m

S$ 1,409

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 20-9

20:10-17:55

1 stop32h 45m

Singapore Changi

Wed 23-9

23:05-09:40

1 stop23h 35m

S$ 1,437

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 7-9

09:24-05:00

2 stops30h 36m

Singapore Changi

Sat 19-9

01:25-12:39

2 stops24h 14m

S$ 1,447

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 8-10

06:45-05:00

2 stops33h 15m

Singapore Changi

Sat 24-10

07:30-23:57

2 stops29h 27m

S$ 1,447

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 25-8

09:59-23:55

2 stops24h 56m

Singapore Changi

Mon 31-8

01:25-22:36

2 stops34h 11m

S$ 1,454

Flights are sorted by cheapest return flights first.

Deals found on 12-7

Showing 1-10 of 36 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$ 636). Flying from Chicago to Singapore in December is currently the most expensive (average of S$ 1,260). 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.

Doha (DOH) – chosen by Cheapflights users on 33% 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$ 906.

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 43 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 14 July 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
1,477 reviews
Check prices

Comfort

7.3

Overall

7.3

Boarding

7.6

Food

7.2

Crew

7.8

Entertainment

7.2

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
1,477 reviews
Etihad Airways
7.3
Good
1,477 reviews
Check prices

Comfort

7.3

Overall

7.3

Boarding

7.6

Food

7.2

Crew

7.8

Entertainment

7.2

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?

    Korean Air, Delta, and Turkish Airlines can get you from Chicago to Singapore in just under 22h 40m. Your travel time can differ by up to 11h 15m. 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$ 2,072. 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$ 636). Flying from Chicago to Singapore in December is currently the most expensive (average of S$ 1,260). 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 14 July 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 2,072AverageS$ 2,085FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
JetBlueCheapestS$ 2,848AverageS$ 2,848FlexibilityNo 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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