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Cheap flights from Chicago to Singapore from S$ 592

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 15-8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
23 Apr — 30 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 18 April 2025.

Round-trip from

S$ 1,258

One-way from

S$ 592

Popular in

December

Cheapest in

February

Average price

S$ 1,347
Air India
  • Air India
  • 11-5-18-5
  • 2 total stops
  • 66h 25m total
  • Chicago to Singapore
Cathay Pacific
  • Cathay Pacific
  • 15-8
  • 1 total stop
  • 24h 30m total
  • Chicago to Singapore
Highest demand for flights based on searches. 9% potential increase in price (S$ 217 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 18 April 2025.

Sun 11-512:00ORD - SIN
1 stop42h 30mAir India
Sun 18-520:30SIN - ORD
1 stop23h 55mAir India
Deal found 17-4S$ 1,258
Wed 8-1015:35ORD - SIN
2 stops50h 30mAir Canada
Tue 28-1010:00SIN - ORD
1 stop41h 39mAir Canada
Deal found 17-4S$ 1,259
Sun 7-916:00ORD - SIN
1 stop24h 30mCathay Pacific
Sat 20-901:50SIN - ORD
1 stop25h 35mCathay Pacific
Deal found 17-4S$ 1,273
Fri 2-516:00ORD - SIN
1 stop24h 30mMultiple Airlines
Wed 14-520:45SIN - ORD
2 stops49h 05mMultiple Airlines
Deal found 17-4S$ 1,318
Sat 9-823:45ORD - SIN
1 stop44h 00mTurkish Airlines
Sun 17-810:15SIN - ORD
1 stop36h 25mTurkish Airlines
Deal found 17-4S$ 1,333
Sat 1-1112:05ORD - SIN
1 stop23h 05mKorean Air
Sun 9-1101:30SIN - ORD
1 stop21h 00mKorean Air
Deal found 17-4S$ 1,376
Wed 22-1001:05ORD - SIN
1 stop40h 05mJapan Airlines
Sun 2-1122:25SIN - ORD
1 stop23h 00mJapan Airlines
Deal found 17-4S$ 1,421
Tue 7-1000:30ORD - SIN
1 stop22h 30mEVA Air
Tue 28-1013:15SIN - ORD
1 stop20h 20mEVA Air
Deal found 17-4S$ 1,423
Thu 15-515:55ORD - SIN
2 stops25h 50mUnited Airlines
Thu 22-520:40SIN - ORD
1 stop21h 49mUnited Airlines
Deal found 17-4S$ 1,434
Mon 5-517:45ORD - SIN
1 stop23h 55mANA
Mon 12-522:10SIN - ORD
2 stops34h 29mANA
Deal found 17-4S$ 1,438
Mon 5-506:04MDW - SIN
2 stops28h 36mDelta
Mon 12-522:30SIN - MDW
2 stops35h 58mDelta
Deal found 17-4S$ 1,452
Mon 5-508:50ORD - SIN
2 stops31h 10mDelta
Sun 11-501:10SIN - ORD
2 stops35h 49mDelta
Deal found 17-4S$ 1,452

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 18 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

Sun 11-5

12:00-19:30

1 stop42h 30m

Singapore Changi

Sun 18-5

20:30-07:25

1 stop23h 55m

S$ 1,258

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 8-10

15:35-07:05

2 stops50h 30m

Singapore Changi

Tue 28-10

10:00-14:39

1 stop41h 39m

S$ 1,259

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 7-9

16:00-05:30

1 stop24h 30m

Singapore Changi

Sat 20-9

01:50-14:25

1 stop25h 35m

S$ 1,273

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 2-5

16:00-05:30

1 stop24h 30m

Singapore Changi

Wed 14-5

20:45-08:50

2 stops49h 05m

S$ 1,318

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

Tue 7-10

00:30-12:00

1 stop22h 30m

Singapore Changi

Tue 28-10

13:15-20:35

1 stop20h 20m

S$ 1,423

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 12-10

01:05-17:30

1 stop27h 25m

Singapore Changi

Thu 16-10

08:05-15:45

1 stop20h 40m

S$ 1,425

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 15-5

15:55-06:45

2 stops25h 50m

Singapore Changi

Thu 22-5

20:40-05:29

1 stop21h 49m

S$ 1,434

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 5-5

17:45-06:40

1 stop23h 55m

Singapore Changi

Mon 12-5

22:10-19:39

2 stops34h 29m

S$ 1,438

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 5-5

06:04-23:40

2 stops28h 36m

Singapore Changi

Mon 12-5

22:30-21:28

2 stops35h 58m

S$ 1,452

Flights are sorted by cheapest return flights first.

Deals found on 17-4

Showing 1-10 of 33 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 11 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 18 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 18 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.

Comfort

8.3

Boarding

8.4

Crew

8.6

Food

8.1

Entertainment

8.0

Overall

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.

Comfort

8.3

Boarding

8.4

Crew

8.6

Food

8.1

Entertainment

8.0

Overall

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.

Comfort

8.3

Boarding

8.4

Crew

8.6

Food

8.1

Entertainment

8.0

Overall

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.

Comfort

8.3

Boarding

8.4

Crew

8.6

Food

8.1

Entertainment

8.0

Overall

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.
8.3
Very Good

Comfort

8.3

Boarding

8.4

Crew

8.6

Food

8.1

Entertainment

8.0

Overall

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.

Comfort

8.3

Boarding

8.4

Crew

8.6

Food

8.1

Entertainment

8.0

Overall

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$ 1,258. Other airlines that can offer you cheap pricing are Air Canada, from S$ 1,259, and Cathay Pacific, from S$ 1,273. You may be able to fly from Chicago to Singapore for 18% 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$ 592. Etihad Airways flights start at S$ 690 while deals on Air India start at S$ 714 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.

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 18 April 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 1,097AverageS$ 2,237FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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Can Cheapflights find flights from Chicago to Singapore with no change fees?

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