Find flights
When to book
Airlines
FAQs

Cheap flights from Chicago to Singapore from S$ 468

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 23-9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
18 Jun — 25 Jun1
1 adult

Cheapflights Tip: The best prices from Chicago to Singapore Changi are usually found in February or October, booked 73 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 13 June 2025.

Round-trip from

S$ 1,429

One-way from

S$ 468

Popular in

December

Cheapest in

February

Average price

S$ 1,836
ANA
  • ANA
  • 28-7-10-8
  • 2 total stops
  • 47h 25m total
  • Chicago to Singapore
Air India
  • Air India
  • 23-9
  • 1 total stop
  • 42h 30m total
  • Chicago to Singapore
Highest demand for flights based on searches. 11% potential increase in price (S$ 241 potential increase over avg. return price).
Cheapest flight prices on average. 4% potential price decrease (S$ 87 potential savings vs. average return price).
Average for round-trip flights in June 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 13 June 2025.

Mon 28-717:45ORD - SIN
1 stop23h 55mANA
Sun 10-822:10SIN - ORD
1 stop23h 30mANA
Deal found 12-6S$ 1,429
Sat 9-812:15ORD - SIN
1 stop30h 00mAir India
Sun 17-823:00SIN - ORD
2 stops48h 15mAir India
Deal found 11-6S$ 1,430
Mon 21-701:30ORD - SIN
1 stop39h 40mMultiple Airlines
Tue 29-709:10SIN - ORD
1 stop42h 44mMultiple Airlines
Deal found 12-6S$ 1,431
Tue 19-812:30ORD - SIN
1 stop27h 30mKorean Air
Thu 28-801:10SIN - ORD
2 stops44h 14mKorean Air
Deal found 11-6S$ 1,434
Wed 2-720:03ORD - SIN
2 stops46h 02mAir Canada
Tue 8-701:45SIN - ORD
2 stops26h 09mAir Canada
Deal found 11-6S$ 1,436
Sun 6-711:25ORD - SIN
2 stops41h 20mIndiGo
Tue 22-719:45SIN - ORD
2 stops35h 10mIndiGo
Deal found 11-6S$ 1,438
Tue 22-716:50ORD - SIN
1 stop24h 25mUnited Airlines
Tue 29-708:45SIN - ORD
1 stop29h 14mUnited Airlines
Deal found 11-6S$ 1,440
Mon 15-909:30MDW - SIN
2 stops25h 10mDelta
Mon 29-907:30SIN - MDW
2 stops27h 14mDelta
Deal found 12-6S$ 1,458
Thu 18-908:55ORD - SIN
2 stops25h 45mDelta
Tue 23-907:30SIN - ORD
2 stops27h 22mDelta
Deal found 12-6S$ 1,458
Tue 8-711:25ORD - SIN
1 stop32h 20mTurkish Airlines
Tue 22-705:10SIN - ORD
1 stop41h 30mTurkish Airlines
Deal found 12-6S$ 1,476
Mon 4-816:00ORD - SIN
1 stop24h 30mCathay Pacific
Mon 29-901:50SIN - ORD
1 stop25h 35mCathay Pacific
Deal found 12-6S$ 1,485
Mon 11-817:54ORD - SIN
2 stops29h 41mChina Airlines
Tue 19-813:45SIN - ORD
2 stops45h 19mChina Airlines
Deal found 12-6S$ 1,493

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 June 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

Mon 28-7

17:45-06:40

1 stop23h 55m

Singapore Changi

Sun 10-8

22:10-08:40

1 stop23h 30m

S$ 1,429

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 9-8

12:15-07:15

1 stop30h 00m

Singapore Changi

Sun 17-8

23:00-10:15

2 stops48h 15m

S$ 1,430

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 21-7

01:30-06:10

1 stop39h 40m

Singapore Changi

Tue 29-7

09:10-14:54

1 stop42h 44m

S$ 1,431

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 20-8

12:30-23:40

1 stop22h 10m

Singapore Changi

Thu 28-8

01:10-08:24

2 stops44h 14m

S$ 1,434

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 2-7

20:03-07:05

2 stops46h 02m

Singapore Changi

Tue 8-7

01:45-14:54

2 stops26h 09m

S$ 1,436

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 9-8

23:45-17:20

2 stops28h 35m

Singapore Changi

Sun 17-8

19:45-22:00

2 stops39h 15m

S$ 1,439

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 22-7

16:50-06:15

1 stop24h 25m

Singapore Changi

Tue 29-7

08:45-00:59

1 stop29h 14m

S$ 1,440

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 15-9

09:30-23:40

2 stops25h 10m

Singapore Changi

Wed 15-10

07:30-21:44

2 stops27h 14m

S$ 1,458

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 8-7

11:25-08:45

1 stop32h 20m

Singapore Changi

Tue 22-7

05:10-09:40

1 stop41h 30m

S$ 1,476

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 11-8

17:54-12:35

2 stops29h 41m

Singapore Changi

Tue 19-8

13:45-22:04

2 stops45h 19m

S$ 1,493

Flights are sorted by cheapest return flights first.

Deals found on 11-6

Showing 1-10 of 37 results
1
2
3
4

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 9 June 2025.

The best time to book flights from Chicago to Singapore is 73 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 13 June 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.

Rainfall in Singapore by month

Plan your trip to Singapore by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Singapore ranges from 150.0 - 269.0 inches per month. December is typically the wettest month, when rainfall can reach 269.0 mm. July is typically the driest time to visit Singapore when rainfall is around 150.0 mm.

Temperature in Singapore by month

Plan your trip to Singapore by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Singapore, use this chart to help with planning. For those seeking warmer temperatures, March is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of December, when temperatures are typically at their lowest (around 26.0 C).

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 June 2025.
See what other customers who have flown with EVA Air, Korean Air and Japan Airlines from Chicago to Singapore have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

8.0

Overall

8.4

Boarding

8.4

Food

8.1

Crew

8.6

Comfort

8.3

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

Entertainment

8.0

Overall

8.4

Boarding

8.4

Food

8.1

Crew

8.6

Comfort

8.3

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

Entertainment

8.0

Overall

8.4

Boarding

8.4

Food

8.1

Crew

8.6

Comfort

8.3

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

Entertainment

8.0

Overall

8.4

Boarding

8.4

Food

8.1

Crew

8.6

Comfort

8.3

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

Entertainment

8.0

Overall

8.4

Boarding

8.4

Food

8.1

Crew

8.6

Comfort

8.3

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount
8.3
Very Good

Entertainment

8.0

Overall

8.4

Boarding

8.4

Food

8.1

Crew

8.6

Comfort

8.3

Reviews

1 / 20
10.0
Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

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.

  • 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$ 1,429. Other airlines that can offer you cheap pricing are Air India, from S$ 1,430, and Korean Air, from S$ 1,434. You may be able to fly from Chicago to Singapore for 3% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Singapore one-way?

    To fly one-way, consider booking your trip with Air India, which is currently one of the cheapest options available, starting at S$ 468. IndiGo flights start at S$ 553 while deals on Japan Airlines start at S$ 618 one-way.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 13 June 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 1,070AverageS$ 2,183FlexibilityNo cancel feeOn-time69%
Search United Airlines 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.