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Cheap flights from Singapore to Chicago from S$ 606

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 25-9. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — CHI
24 Aug — 31 Aug1
1 adult

Cheap flight deals from Singapore to Chicago

Keep the following information in mind while searching for Singapore to Chicago flight deals. Data was last updated 19 August 2025.

Round-trip from

S$ 1,016

One-way from

S$ 606

Popular in

January

Cheapest in

October

Average price

S$ 1,599
Air Canada
  • Air Canada
  • 31-1-16-2
  • 3 total stops
  • 64h 36m total
  • Singapore to Chicago
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25-9
  • 25-9
  • 2 total stops
  • 35h 23m total
  • Singapore to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (S$ 184 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (S$ 51 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2025
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Find flight deals from Singapore to Chicago

Cheapest flights from Singapore to Chicago
Explore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 19 August 2025.

Sat 13-900:20SIN - ORD
2 stops35h 23mMultiple Airlines
Sun 21-906:30ORD - SIN
2 stops27h 50mMultiple Airlines
Deal found 17-8S$ 1,039
Tue 18-1121:00SIN - ORD
2 stops31h 41mAir Canada
Wed 3-1208:00ORD - SIN
2 stops32h 55mAir Canada
Deal found 18-8S$ 1,048
Sat 13-900:20SIN - ORD
2 stops35h 23mMultiple Airlines
Sun 28-906:30ORD - SIN
2 stops27h 50mMultiple Airlines
Deal found 17-8S$ 1,052
Sat 18-1009:10SIN - ORD
1 stop23h 54mAir Canada
Sun 26-1015:40ORD - SIN
1 stop26h 20mAir Canada
Deal found 18-8S$ 1,054
Thu 13-1121:00SIN - ORD
2 stops33h 44mAir Canada
Sun 30-1112:50ORD - SIN
2 stops28h 10mAir Canada
Deal found 19-8S$ 1,056
Sun 14-906:15SIN - ORD
1 stop21h 40mANA
Sun 21-917:45ORD - SIN
1 stop23h 55mANA
Deal found 17-8S$ 1,059
Thu 13-1106:35SIN - ORD
1 stop21h 15mANA
Sun 30-1116:25ORD - SIN
1 stop24h 30mANA
Deal found 19-8S$ 1,060
Mon 27-1021:00SIN - ORD
2 stops30h 41mAir Canada
Thu 13-1108:45ORD - SIN
2 stops32h 15mAir Canada
Deal found 17-8S$ 1,075
Sun 14-906:15SIN - ORD
1 stop21h 40mANA
Sun 28-917:45ORD - SIN
1 stop23h 55mANA
Deal found 17-8S$ 1,078
Sun 5-1009:10SIN - ORD
1 stop20h 32mAir Canada
Sun 19-1013:27ORD - SIN
2 stops28h 38mAir Canada
Deal found 19-8S$ 1,079
Sat 15-1108:50SIN - ORD
2 stops37h 10mAir Canada
Sun 30-1115:40ORD - SIN
1 stop25h 20mAir Canada
Deal found 18-8S$ 1,083
Tue 9-922:10SIN - ORD
1 stop30h 00mANA
Sun 14-912:40ORD - SIN
1 stop39h 35mANA
Deal found 17-8S$ 1,084

Cheapflights Fare Finder

 
Customise your flight search to find flights from Singapore to Chicago 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 19 August 2025.
Use the filters below to find and compare flights from Singapore to Chicago that are best for you.

Fly from

Singapore

Fly to

Chicago

Route

Depart

Return

Price

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sat 31-1

08:50-14:41

1 stop19h 51m

Chicago O'Hare Intl

Mon 16-2

20:15-07:00

2 stops44h 45m

S$ 1,016

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 2-2

22:20-17:28

2 stops57h 08m

Chicago O'Hare Intl

Wed 18-2

15:40-07:00

1 stop25h 20m

S$ 1,020

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 1-2

22:20-19:30

2 stops35h 10m

Chicago O'Hare Intl

Tue 17-2

07:15-00:55

2 stops27h 40m

S$ 1,021

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sat 13-9

00:20-22:43

2 stops35h 23m

Chicago O'Hare Intl

Sun 21-9

06:30-23:20

2 stops27h 50m

S$ 1,039

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 18-11

21:00-14:41

2 stops31h 41m

Chicago O'Hare Intl

Wed 3-12

08:00-06:55

2 stops32h 55m

S$ 1,048

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sat 13-9

00:20-22:43

2 stops35h 23m

Chicago O'Hare Intl

Sun 28-9

06:30-23:20

2 stops27h 50m

S$ 1,052

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 14-11

08:50-14:41

1 stop19h 51m

Chicago O'Hare Intl

Sun 30-11

08:45-07:00

2 stops32h 15m

S$ 1,054

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sat 18-10

09:10-12:32

2 stops40h 22m

Chicago O'Hare Intl

Sun 26-10

15:40-07:00

1 stop26h 20m

S$ 1,054

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 31-10

08:50-17:10

2 stops45h 20m

Chicago O'Hare Intl

Sat 8-11

08:45-07:00

2 stops56h 15m

S$ 1,054

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 15-9

22:30-12:28

2 stops26h 58m

Chicago Midway

Fri 26-9

09:35-05:00

2 stops30h 25m

S$ 1,252

Flights are sorted by cheapest return flights first.

Deals found on 19-8

Showing 1-10 of 36 results
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Best time to book a flight from Singapore to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Singapore 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 Singapore to Chicago

What is the cheapest time of day to fly from SG to CHI?

Find hourly flight availability from Singapore to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 19 August 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Singapore to Chicago as you normally would.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated 19 August 2025.
Read reviews from past customers who have flown with EVA Air, Japan Airlines, andCathay Pacific from Singapore to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
EVA Air
8.4
Very Good
1,232 reviews
Check prices

Crew

8.6

Food

8.1

Entertainment

8.0

Comfort

8.3

Boarding

8.4

Overall

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2025

BKK - TPE

I bought tickets for myself and my friend and had to argue with the checkin person to get our seats together for the return flights I purchased the tickets together weeks ahead of time and did not expect to have to ask for a supervisor to sit together very disappointed in booking through kayak
EVA Air
8.4
Very Good
1,232 reviews
EVA Air
8.4
Very Good
1,232 reviews
Check prices

Crew

8.6

Food

8.1

Entertainment

8.0

Comfort

8.3

Boarding

8.4

Overall

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2025

BKK - TPE

I bought tickets for myself and my friend and had to argue with the checkin person to get our seats together for the return flights I purchased the tickets together weeks ahead of time and did not expect to have to ask for a supervisor to sit together very disappointed in booking through kayak
Japan Airlines
8.3
Very Good
1,550 reviews
EVA Air
8.4
Very Good
1,232 reviews
Check prices

Crew

8.6

Food

8.1

Entertainment

8.0

Comfort

8.3

Boarding

8.4

Overall

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2025

BKK - TPE

I bought tickets for myself and my friend and had to argue with the checkin person to get our seats together for the return flights I purchased the tickets together weeks ahead of time and did not expect to have to ask for a supervisor to sit together very disappointed in booking through kayak
Cathay Pacific
7.6
Good
969 reviews
EVA Air
8.4
Very Good
1,232 reviews
Check prices

Crew

8.6

Food

8.1

Entertainment

8.0

Comfort

8.3

Boarding

8.4

Overall

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2025

BKK - TPE

I bought tickets for myself and my friend and had to argue with the checkin person to get our seats together for the return flights I purchased the tickets together weeks ahead of time and did not expect to have to ask for a supervisor to sit together very disappointed in booking through kayak
United Airlines
7.4
Good
8,922 reviews
EVA Air
8.4
Very Good
1,232 reviews
Check prices

Crew

8.6

Food

8.1

Entertainment

8.0

Comfort

8.3

Boarding

8.4

Overall

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2025

BKK - TPE

I bought tickets for myself and my friend and had to argue with the checkin person to get our seats together for the return flights I purchased the tickets together weeks ahead of time and did not expect to have to ask for a supervisor to sit together very disappointed in booking through kayak
Air Canada
7.1
Good
9,997 reviews
EVA Air
8.4
Very Good
1,232 reviews
Check prices

Crew

8.6

Food

8.1

Entertainment

8.0

Comfort

8.3

Boarding

8.4

Overall

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2025

BKK - TPE

I bought tickets for myself and my friend and had to argue with the checkin person to get our seats together for the return flights I purchased the tickets together weeks ahead of time and did not expect to have to ask for a supervisor to sit together very disappointed in booking through kayak

Related info for your journey

Find useful and relevant information for your journey from Singapore to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Singapore to Chicago?

    Air Canada and Delta can get you from Singapore to Chicago in just under 19h 51m. Your travel time can differ by up to 7h 07m. The distance between Singapore and Chicago is about 15039 km. This flight may include one or multiple stops.

  • Can I find deals for flights from Singapore to Chicago that include hotel bookings?

    Yes. In addition to deals on Singapore to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Singapore to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Singapore to Chicago.

  • Can I find deals for business class flights from Singapore to Chicago?

    Yes. Cheapflights offers flight deals from Singapore to Chicago 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 Singapore to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Singapore to O'Hare Intl flights
Singapore to Midway flights

Top 7 airlines flying from Singapore to Chicago

Discover the top 7 airlines that operate flights from Singapore to Chicago. 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 19 August 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 885AverageS$ 1,319FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Japan AirlinesCheapestS$ 891AverageS$ 1,562FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
Cathay PacificCheapestS$ 1,194AverageS$ 1,406FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
Korean AirCheapestS$ 1,230AverageS$ 2,607FlexibilityNo cancel feeOn-time81%
Search Korean Air flights
EVA AirCheapestS$ 1,298AverageS$ 1,507FlexibilityNo cancel feeOn-time74%
Search EVA Air flights
ANACheapestS$ 1,377AverageS$ 2,644FlexibilityNo cancel feeOn-time80%
Search ANA flights
Etihad AirwaysCheapestS$ 1,963AverageS$ 2,446FlexibilityNo cancel feeOn-time75%
Search Etihad Airways flights

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

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Yes! Cheapflights helps users easily find flights from Singapore to Chicago with no change fees.

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