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Cheap flights from Chicago to Singapore from S$ 428

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 30-7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
9 Jul — 16 Jul1
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 4 July 2025.

Round-trip from

S$ 1,339

One-way from

S$ 428

Popular in

December

Cheapest in

February

Average price

S$ 1,823
Japan Airlines
  • Japan Airlines
  • 12-9-20-9
  • 2 total stops
  • 78h 05m total
  • Chicago to Singapore
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Air India
  • Air India
  • 30-7
  • 1 total stop
  • 44h 30m total
  • Chicago to Singapore
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (S$ 250 potential increase over avg. return price).
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Cheapest flight prices on average. 4% potential price decrease (S$ 86 potential savings vs. average return price).
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Average for round-trip flights in July 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 4 July 2025.

Sun 2-1111:05ORD - SIN
1 stop23h 05mMultiple Airlines
Sun 9-1121:00SIN - ORD
2 stops31h 41mMultiple Airlines
Deal found 2-7S$ 1,348
Fri 15-816:00ORD - SIN
1 stop24h 30mCathay Pacific
Sat 30-801:50SIN - ORD
1 stop25h 35mCathay Pacific
Deal found 2-7S$ 1,353
Fri 1-812:15ORD - SIN
1 stop30h 00mAir India
Sun 3-820:30SIN - ORD
2 stops26h 45mAir India
Deal found 2-7S$ 1,359
Sat 6-923:45ORD - SIN
1 stop29h 10mTurkish Airlines
Thu 11-910:15SIN - ORD
1 stop44h 40mTurkish Airlines
Deal found 1-7S$ 1,380
Sat 30-809:50ORD - SIN
2 stops25h 30mAmerican Airlines
Sun 7-908:05SIN - ORD
1 stop20h 40mAmerican Airlines
Deal found 4-7S$ 1,386
Sun 17-800:30ORD - SIN
1 stop22h 30mEVA Air
Mon 1-913:10SIN - ORD
1 stop20h 35mEVA Air
Deal found 3-7S$ 1,395
Wed 16-712:30ORD - SIN
1 stop42h 25mKorean Air
Wed 23-707:30SIN - ORD
2 stops37h 55mKorean Air
Deal found 2-7S$ 1,399
Sat 16-819:50ORD - SIN
2 stops32h 30mIndiGo
Sat 23-819:45SIN - ORD
2 stops35h 10mIndiGo
Deal found 2-7S$ 1,409
Mon 18-809:15MDW - SIN
2 stops25h 25mDelta
Sun 24-801:10SIN - MDW
2 stops30h 27mDelta
Deal found 4-7S$ 1,452
Tue 19-809:15MDW - SIN
2 stops30h 45mKorean Air
Thu 28-801:10SIN - MDW
2 stops24h 18mKorean Air
Deal found 2-7S$ 1,515
Tue 5-809:25MDW - SIN
2 stops25h 15mMultiple Airlines
Tue 19-801:10SIN - MDW
2 stops24h 18mMultiple Airlines
Deal found 3-7S$ 1,517

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 4 July 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

Fri 12-9

01:05-06:10

1 stop40h 05m

Singapore Changi

Sat 20-9

08:05-09:05

1 stop38h 00m

S$ 1,339

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 2-8

20:01-07:05

2 stops46h 04m

Singapore Changi

Sat 9-8

09:10-13:03

2 stops40h 53m

S$ 1,341

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 5-8

15:18-19:55

3 stops39h 37m

Singapore Changi

Fri 19-9

19:45-17:55

2 stops35h 10m

S$ 1,345

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 15-8

16:00-05:30

1 stop24h 30m

Singapore Changi

Sat 30-8

01:50-14:25

1 stop25h 35m

S$ 1,353

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 5-9

11:25-17:20

2 stops40h 55m

Singapore Changi

Tue 9-9

19:45-17:55

2 stops35h 10m

S$ 1,355

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 1-8

12:15-07:15

1 stop30h 00m

Singapore Changi

Sun 3-8

20:30-10:15

2 stops26h 45m

S$ 1,359

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 8-10

00:30-13:50

1 stop24h 20m

Singapore Changi

Mon 13-10

13:10-20:45

1 stop20h 35m

S$ 1,378

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 16-9

15:20-12:35

2 stops32h 15m

Singapore Changi

Mon 22-9

02:00-07:03

2 stops42h 03m

S$ 1,380

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 30-8

09:50-00:20

2 stops25h 30m

Singapore Changi

Sun 7-9

08:05-15:45

1 stop20h 40m

S$ 1,386

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 16-7

12:30-19:55

1 stop42h 25m

Singapore Changi

Wed 23-7

07:30-08:25

2 stops37h 55m

S$ 1,399

Flights are sorted by cheapest return flights first.

Deals found on 2-7

Showing 1-10 of 23 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 27 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 4 July 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.

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 4 July 2025.
Check out reviews from past customers who have flown with EVA Air, Korean Air, andJapan 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.
EVA Air
8.4
Very Good
1,215 reviews
Check prices

Boarding

8.4

Entertainment

8.0

Crew

8.6

Food

8.1

Overall

8.4

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
EVA Air
8.4
Very Good
1,215 reviews
EVA Air
8.4
Very Good
1,215 reviews
Check prices

Boarding

8.4

Entertainment

8.0

Crew

8.6

Food

8.1

Overall

8.4

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
Korean Air
8.4
Very Good
1,100 reviews
EVA Air
8.4
Very Good
1,215 reviews
Check prices

Boarding

8.4

Entertainment

8.0

Crew

8.6

Food

8.1

Overall

8.4

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
Japan Airlines
8.3
Very Good
1,505 reviews
EVA Air
8.4
Very Good
1,215 reviews
Check prices

Boarding

8.4

Entertainment

8.0

Crew

8.6

Food

8.1

Overall

8.4

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
China Airlines
8.3
Very Good
744 reviews
EVA Air
8.4
Very Good
1,215 reviews
Check prices

Boarding

8.4

Entertainment

8.0

Crew

8.6

Food

8.1

Overall

8.4

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
Delta
8.0
Very Good
7,982 reviews
EVA Air
8.4
Very Good
1,215 reviews
Check prices

Boarding

8.4

Entertainment

8.0

Crew

8.6

Food

8.1

Overall

8.4

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$ 1,339. Other airlines that can offer you cheap pricing are Air Canada, from S$ 1,341, and Cathay Pacific, from S$ 1,353. You may be able to fly from Chicago to Singapore for 8% 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$ 428. Cathay Pacific flights start at S$ 461 while deals on IndiGo start at S$ 555 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 4 July 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 1,065AverageS$ 2,172FlexibilityNo 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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