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Cheap flights from Chicago to Singapore from S$ 696

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 8-7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
4 May — 11 May1
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 April 2025.

Round-trip from

S$ 1,269

One-way from

S$ 696

Popular in

December

Cheapest in

February

Average price

S$ 1,368
Air Canada
  • Air Canada
  • 20-5-3-6
  • 3 total stops
  • 62h 19m total
  • Chicago to Singapore
Cathay Pacific
  • Cathay Pacific
  • 8-7
  • 1 total stop
  • 24h 30m total
  • Chicago to Singapore
Highest demand for flights based on searches. 9% potential increase in price (S$ 215 potential increase over avg. return price).
Cheapest flight prices on average. 4% potential price decrease (S$ 83 potential savings vs. average return price).
Average for round-trip flights in April 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 29 April 2025.

Mon 5-516:00ORD - SIN
1 stop24h 30mMultiple Airlines
Mon 19-510:20SIN - ORD
3 stops38h 16mMultiple Airlines
Deal found 29-4S$ 1,268
Tue 20-515:35ORD - SIN
1 stop26h 30mAir Canada
Tue 3-609:10SIN - ORD
2 stops35h 49mAir Canada
Deal found 28-4S$ 1,269
Fri 21-1114:40ORD - SIN
1 stop31h 15mCathay Pacific
Sat 29-1101:25SIN - ORD
1 stop25h 35mCathay Pacific
Deal found 28-4S$ 1,305
Sat 9-823:45ORD - SIN
1 stop44h 00mTurkish Airlines
Sun 17-810:15SIN - ORD
1 stop36h 25mTurkish Airlines
Deal found 28-4S$ 1,333
Thu 1-512:00ORD - SIN
1 stop30h 30mAir India
Thu 15-509:00SIN - ORD
1 stop35h 25mAir India
Deal found 27-4S$ 1,365
Tue 29-415:50ORD - SIN
2 stops25h 55mUnited Airlines
Tue 6-509:00SIN - ORD
1 stop21h 08mUnited Airlines
Deal found 28-4S$ 1,436
Mon 5-510:20MDW - SIN
2 stops29h 40mDelta
Sun 18-501:10SIN - MDW
2 stops33h 18mDelta
Deal found 29-4S$ 1,454
Mon 5-520:10ORD - SIN
2 stops38h 30mDelta
Sun 18-501:10SIN - ORD
2 stops35h 49mDelta
Deal found 29-4S$ 1,454
Sat 6-901:05ORD - SIN
1 stop27h 25mJapan Airlines
Sun 21-921:50SIN - ORD
1 stop24h 15mJapan Airlines
Deal found 28-4S$ 1,486
Fri 10-1000:30ORD - SIN
1 stop24h 20mEVA Air
Fri 24-1013:10SIN - ORD
1 stop20h 35mEVA Air
Deal found 28-4S$ 1,521
Mon 7-719:50ORD - SIN
2 stops32h 30mIndiGo
Thu 10-719:45SIN - ORD
2 stops35h 10mIndiGo
Deal found 28-4S$ 1,525
Fri 2-507:00ORD - SIN
2 stops34h 40mANA
Mon 5-511:05SIN - ORD
2 stops30h 59mANA
Deal found 29-4S$ 1,576

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 April 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

Tue 20-5

15:35-07:05

1 stop26h 30m

Singapore Changi

Tue 3-6

09:10-07:59

2 stops35h 49m

S$ 1,269

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 9-8

23:45-08:45

1 stop44h 00m

Singapore Changi

Sun 17-8

10:15-09:40

1 stop36h 25m

S$ 1,333

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 5-7

16:00-12:25

1 stop31h 25m

Singapore Changi

Tue 15-7

01:50-14:25

1 stop25h 35m

S$ 1,361

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 12-5

15:55-06:45

2 stops25h 50m

Singapore Changi

Thu 15-5

09:00-18:55

2 stops22h 55m

S$ 1,441

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 7-9

17:59-23:40

2 stops40h 41m

Singapore Changi

Sun 21-9

22:30-12:32

2 stops27h 02m

S$ 1,461

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 8-6

08:37-07:05

2 stops33h 28m

Singapore Changi

Sun 15-6

09:10-06:12

3 stops34h 02m

S$ 1,482

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 6-9

01:05-17:30

1 stop27h 25m

Singapore Changi

Sun 21-9

21:50-09:05

1 stop24h 15m

S$ 1,486

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 12-6

12:00-07:30

1 stop30h 30m

Singapore Changi

Thu 19-6

20:30-07:25

1 stop23h 55m

S$ 1,497

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 7-9

19:55-23:40

2 stops38h 45m

Singapore Changi

Sat 20-9

01:10-12:39

2 stops24h 29m

S$ 1,520

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 10-10

00:30-13:50

1 stop24h 20m

Singapore Changi

Fri 24-10

13:10-20:45

1 stop20h 35m

S$ 1,521

Flights are sorted by cheapest return flights first.

Deals found on 27-4

Showing 1-10 of 35 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 25 April 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 April 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 April 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.

Food

8.1

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

Food

8.1

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

Food

8.1

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

Food

8.1

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop
8.3
Very Good

Food

8.1

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

Food

8.1

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

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$ 1,269. Other airlines that can offer you cheap pricing are Turkish Airlines, from S$ 1,333, and Cathay Pacific, from S$ 1,361. You may be able to fly from Chicago to Singapore for 17% 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 Cathay Pacific, which is currently one of the cheapest options available, starting at S$ 696. Delta flights start at S$ 815 while deals on Air Canada start at S$ 902 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

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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.

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 April 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 1,097AverageS$ 2,238FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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

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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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