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Cheap flights from Chicago to Singapore from S$ 536

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 21-4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
3 Apr — 10 Apr1
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 29 March 2025.

Round-trip from

S$ 1,278

One-way from

S$ 536

Popular in

December

Cheapest in

February

Average price

S$ 1,427
Air Canada
  • Air Canada
  • 18-5-22-5
  • 3 total stops
  • 75h 53m total
  • Chicago to Singapore
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Air India
  • Air India
  • 21-4
  • 1 total stop
  • 30h 30m total
  • Chicago to Singapore
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Highest demand for flights based on searches. 9% potential increase in price (S$ 224 potential increase over avg. return price).
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Cheapest flight prices on average. 4% potential price decrease (S$ 89 potential savings vs. average return price).
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Average for round-trip flights in March 2025
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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 29 March 2025.

Sun 18-515:35ORD - SIN
1 stop26h 30mAir Canada
Thu 22-509:10SIN - ORD
1 stop42h 33mAir Canada
Deal found 27-3S$ 1,278
Wed 16-412:00ORD - SIN
1 stop30h 30mAir India
Wed 23-409:00SIN - ORD
1 stop35h 25mAir India
Deal found 28-3S$ 1,319
Sat 9-823:45ORD - SIN
1 stop29h 10mTurkish Airlines
Sun 17-810:15SIN - ORD
1 stop36h 25mTurkish Airlines
Deal found 28-3S$ 1,329
Sat 29-315:40ORD - SIN
1 stop24h 50mCathay Pacific
Thu 3-401:50SIN - ORD
1 stop25h 35mCathay Pacific
Deal found 28-3S$ 1,350
Tue 6-512:00ORD - SIN
1 stop40h 45mMultiple Airlines
Mon 12-503:40SIN - ORD
2 stops40h 02mMultiple Airlines
Deal found 29-3S$ 1,365
Tue 9-900:30ORD - SIN
1 stop24h 20mEVA Air
Tue 30-913:10SIN - ORD
1 stop20h 35mEVA Air
Deal found 27-3S$ 1,433
Mon 12-506:30ORD - SIN
1 stop22h 55mUnited Airlines
Mon 19-509:00SIN - ORD
1 stop23h 39mUnited Airlines
Deal found 28-3S$ 1,456
Thu 24-407:10ORD - SIN
2 stops28h 35mANA
Mon 28-422:10SIN - ORD
1 stop23h 30mANA
Deal found 27-3S$ 1,459
Thu 11-912:10ORD - SIN
1 stop23h 10mJapan Airlines
Mon 29-901:55SIN - ORD
2 stops30h 39mJapan Airlines
Deal found 27-3S$ 1,462
Wed 16-410:15ORD - SIN
1 stop39h 35mEthiopian Air
Tue 22-402:00SIN - ORD
2 stops43h 15mEthiopian Air
Deal found 28-3S$ 1,479
Sun 7-918:50MDW - SIN
2 stops39h 50mDelta
Tue 16-901:10SIN - MDW
2 stops30h 18mDelta
Deal found 27-3S$ 1,483
Tue 6-518:25ORD - SIN
2 stops40h 15mDelta
Mon 12-501:10SIN - ORD
2 stops33h 20mDelta
Deal found 29-3S$ 1,490

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 29 March 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

Sun 18-5

08:45-07:05

2 stops33h 20m

Singapore Changi

Thu 22-5

09:10-14:43

1 stop42h 33m

S$ 1,278

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 16-4

12:00-07:30

1 stop30h 30m

Singapore Changi

Wed 23-4

09:00-07:25

1 stop35h 25m

S$ 1,319

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 9-8

23:45-17:55

1 stop29h 10m

Singapore Changi

Sun 17-8

10:15-09:40

1 stop36h 25m

S$ 1,329

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 14-4

16:00-05:30

1 stop24h 30m

Singapore Changi

Tue 22-4

01:50-14:25

1 stop25h 35m

S$ 1,362

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 27-4

12:00-10:50

3 stops33h 50m

Singapore Changi

Sun 4-5

04:50-05:45

3 stops37h 55m

S$ 1,429

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 9-9

00:30-13:50

1 stop24h 20m

Singapore Changi

Tue 30-9

13:10-20:45

1 stop20h 35m

S$ 1,433

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 12-5

06:30-18:25

1 stop22h 55m

Singapore Changi

Mon 19-5

09:00-19:39

1 stop23h 39m

S$ 1,456

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 24-4

07:10-00:45

2 stops28h 35m

Singapore Changi

Mon 28-4

22:10-08:40

1 stop23h 30m

S$ 1,459

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 11-9

12:10-00:20

1 stop23h 10m

Singapore Changi

Mon 29-9

01:55-19:34

2 stops30h 39m

S$ 1,462

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 16-4

10:15-14:50

1 stop39h 35m

Singapore Changi

Tue 22-4

02:00-08:15

2 stops43h 15m

S$ 1,479

Flights are sorted by cheapest return flights first.

Deals found on 28-3

Showing 1-10 of 34 results
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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 21 March 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 29 March 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 29 March 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.
EVA Air
8.4
Very Good
1,169 reviews
Check prices

Entertainment

8.0

Crew

8.6

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.
EVA Air
8.4
Very Good
1,169 reviews
EVA Air
8.4
Very Good
1,169 reviews
Check prices

Entertainment

8.0

Crew

8.6

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.
Korean Air
8.4
Very Good
1,050 reviews
EVA Air
8.4
Very Good
1,169 reviews
Check prices

Entertainment

8.0

Crew

8.6

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.
Japan Airlines
8.3
Very Good
1,440 reviews
EVA Air
8.4
Very Good
1,169 reviews
Check prices

Entertainment

8.0

Crew

8.6

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.
ANA
8.3
Very Good
829 reviews
EVA Air
8.4
Very Good
1,169 reviews
Check prices

Entertainment

8.0

Crew

8.6

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.
Emirates
8.0
Very Good
3,192 reviews
EVA Air
8.4
Very Good
1,169 reviews
Check prices

Entertainment

8.0

Crew

8.6

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

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$ 1,278. Other airlines that can offer you cheap pricing are Air India, from S$ 1,319, and Turkish Airlines, from S$ 1,329. You may be able to fly from Chicago to Singapore for 20% 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$ 536. Turkish Airlines flights start at S$ 759 while deals on Cathay Pacific start at S$ 799 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

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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 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 29 March 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 1,121AverageS$ 2,286FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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

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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.

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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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