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Cheap flights from Chicago to Singapore from S$ 535

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 27-4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
8 May — 15 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 8 April 2026.

Thu 12-1115:40
ORD
-
SIN
1 stop25h 20m
Air Canada
Tue 1-1208:50
SIN
-
ORD
2 stops34h 12m
Air Canada
Deal found 7-4S$ 1,189
Wed 2-919:54
ORD
-
SIN
2 stops44h 21m
Air Canada
Wed 9-906:15
SIN
-
ORD
2 stops38h 36m
Air Canada
Deal found 7-4S$ 1,226
Sun 20-919:45
ORD
-
SIN
2 stops68h 30m
Air Canada
Sun 27-907:00
SIN
-
ORD
2 stops35h 05m
Air Canada
Deal found 7-4S$ 1,236
Mon 16-1114:30
ORD
-
SIN
1 stop26h 30m
Air India
Wed 25-1123:00
SIN
-
ORD
2 stops50h 30m
Air India
Deal found 3-4S$ 1,242
Sun 18-1020:40
ORD
-
SIN
2 stops67h 35m
Air Canada
Sat 24-1007:00
SIN
-
ORD
2 stops35h 05m
Air Canada
Deal found 7-4S$ 1,247
Sun 15-1114:30
ORD
-
SIN
1 stop26h 30m
Air India
Sat 21-1123:00
SIN
-
ORD
2 stops50h 30m
Air India
Deal found 5-4S$ 1,277
Thu 23-420:10
ORD
-
SIN
1 stop32h 45m
Turkish Airlines
Thu 14-510:25
SIN
-
ORD
1 stop36h 15m
Turkish Airlines
Deal found 6-4S$ 1,280
Wed 11-1114:30
ORD
-
SIN
1 stop28h 45m
Air India
Mon 30-1123:00
SIN
-
ORD
2 stops50h 30m
Air India
Deal found 3-4S$ 1,281
Tue 1-917:25
MDW
-
SIN
2 stops36h 50m
Delta
Tue 8-922:00
SIN
-
MDW
2 stops27h 30m
Delta
Deal found 3-4S$ 1,480
Sun 6-909:30
MDW
-
SIN
2 stops30h 30m
Delta
Mon 14-901:25
SIN
-
MDW
2 stops33h 21m
Delta
Deal found 3-4S$ 1,545
Mon 27-409:29
MDW
-
SIN
2 stops30h 31m
Delta
Tue 12-501:25
SIN
-
MDW
2 stops32h 44m
Delta
Deal found 3-4S$ 1,673
Wed 23-920:30
MDW
-
SIN
2 stops27h 05m
Multiple Airlines
Thu 1-1013:45
SIN
-
MDW
2 stops34h 10m
Multiple Airlines
Deal found 3-4S$ 1,710

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 8 April 2026.

Round-trip from

S$ 1,226

One-way from

S$ 535

Popular in

December

Cheapest in

September

Average price

S$ 1,162
Air Canada
  • Air Canada
  • 2-9-9-9
  • 4 total stops
  • 82h 57m total
  • Chicago to Singapore
Search Deals
Etihad Airways
  • Etihad Airways
  • 27-4
  • 1 total stop
  • 31h 50m total
  • Chicago to Singapore
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (S$ 237 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (S$ 123 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 8 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

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 25-8

08:40-06:15

1 stop32h 35m

Singapore Changi

Tue 1-9

11:05-15:25

1 stop41h 20m

S$ 1,462
Fastest return journey

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 1-9

16:45-06:15

2 stops24h 30m

Singapore Changi

Tue 8-9

08:45-18:32

1 stop22h 47m

S$ 1,464

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 6-5

21:51-18:35

1 stop31h 44m

Singapore Changi

Wed 13-5

09:00-21:03

1 stop25h 03m

S$ 1,464

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 4-5

23:00-18:35

2 stops30h 35m

Singapore Changi

Mon 11-5

09:00-20:39

1 stop24h 39m

S$ 1,470

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 1-9

17:25-19:15

2 stops36h 50m

Singapore Changi

Tue 8-9

22:00-12:30

2 stops27h 30m

S$ 1,480

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 25-8

09:30-23:55

2 stops25h 25m

Singapore Changi

Tue 1-9

07:30-23:47

2 stops29h 17m

S$ 1,480

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 24-8

09:30-23:55

2 stops25h 25m

Singapore Changi

Wed 16-9

07:30-21:45

2 stops27h 15m

S$ 1,480

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 6-5

07:15-23:55

2 stops27h 40m

Singapore Changi

Wed 13-5

07:30-21:50

2 stops27h 20m

S$ 1,480

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 21-8

06:00-18:35

1 stop23h 35m

Singapore Changi

Tue 25-8

08:45-22:58

1 stop27h 13m

S$ 1,528

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 24-4

06:25-18:35

1 stop23h 10m

Singapore Changi

Tue 5-5

09:00-20:24

2 stops24h 24m

S$ 1,534

Flights are sorted by cheapest return flights first.

Deals found on 3-4

Showing 1-10 of 44 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 3 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, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of S$ 849). Flying from Chicago to Singapore in December is currently the most expensive (average of S$ 1,543). 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$ 899.

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 8 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
1,428 reviews
Check prices

Food

7.2

Comfort

7.3

Entertainment

7.2

Crew

7.8

Boarding

7.6

Overall

7.3

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
1,428 reviews
Etihad Airways
7.3
Good
1,428 reviews
Check prices

Food

7.2

Comfort

7.3

Entertainment

7.2

Crew

7.8

Boarding

7.6

Overall

7.3

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
4,300 reviews
Etihad Airways
7.3
Good
1,428 reviews
Check prices

Food

7.2

Comfort

7.3

Entertainment

7.2

Crew

7.8

Boarding

7.6

Overall

7.3

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?

    United Airlines and Delta can get you from Chicago to Singapore in just under 32h 35m. Your travel time can differ by up to 4h 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$ 1,828. 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, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of S$ 849). Flying from Chicago to Singapore in December is currently the most expensive (average of S$ 1,543). 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 8 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 1,828AverageS$ 2,070FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
JetBlueCheapestS$ 2,827AverageS$ 2,827FlexibilityNo 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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