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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 9-10. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — CHI
17 Oct — 24 Oct1
1 adult
1 adult, Economy

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 17 September 2025.

Round-trip from

S$ 1,050

One-way from

S$ 606

Popular in

January

Cheapest in

October

Average price

S$ 1,243
Air Canada
  • Air Canada
  • 5-10-19-10
  • 3 total stops
  • 69h 05m total
  • Singapore to Chicago
Search Deals
9-10
  • 9-10
  • 2 total stops
  • 30h 00m total
  • Singapore to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (S$ 186 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (S$ 48 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 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 17 September 2025.

Sun 5-1009:10SIN - ORD
2 stops35h 51mAir Canada
Sun 19-1008:47ORD - SIN
2 stops33h 18mAir Canada
Deal found 13-9S$ 1,048
Sun 12-1009:10SIN - ORD
2 stops35h 48mAir Canada
Sun 19-1008:40ORD - SIN
2 stops33h 25mAir Canada
Deal found 14-9S$ 1,057
Sat 18-1009:10SIN - ORD
1 stop20h 32mAir Canada
Sat 25-1021:12ORD - SIN
2 stops44h 48mAir Canada
Deal found 14-9S$ 1,058
Fri 19-906:15SIN - ORD
1 stop21h 40mANA
Fri 26-917:45ORD - SIN
1 stop23h 55mANA
Deal found 14-9S$ 1,060
Sun 28-909:10SIN - ORD
2 stops35h 51mAir Canada
Sun 19-1008:51ORD - SIN
1 stop33h 14mAir Canada
Deal found 15-9S$ 1,078
Sat 11-1009:10SIN - ORD
2 stops40h 22mAir Canada
Sun 26-1008:45ORD - SIN
2 stops33h 15mAir Canada
Deal found 16-9S$ 1,080
Mon 13-1006:15SIN - ORD
1 stop39h 25mANA
Mon 20-1012:40ORD - SIN
1 stop29h 00mANA
Deal found 14-9S$ 1,082
Sun 28-922:10SIN - ORD
1 stop29h 45mANA
Sun 19-1017:45ORD - SIN
1 stop42h 00mANA
Deal found 15-9S$ 1,092
Sun 5-1022:10SIN - ORD
1 stop30h 00mANA
Sun 19-1017:45ORD - SIN
1 stop42h 00mANA
Deal found 15-9S$ 1,096
Sun 5-1022:30SIN - MDW
2 stops36h 44mDelta
Sun 19-1009:20MDW - SIN
2 stops30h 40mDelta
Deal found 15-9S$ 1,248
Sun 28-922:30SIN - MDW
2 stops32h 05mDelta
Sun 19-1006:00MDW - SIN
2 stops34h 00mDelta
Deal found 15-9S$ 1,387
Fri 24-1001:10SIN - MDW
2 stops34h 04mDelta
Thu 30-1009:35MDW - SIN
2 stops25h 35mDelta
Deal found 16-9S$ 1,395

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 17 September 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

Thu 18-12

10:10-01:09

1 stop28h 59m

Chicago O'Hare Intl

Tue 6-1

17:16-20:15

1 stop36h 59m

S$ 1,229

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 17-12

22:20-05:00

1 stop20h 40m

Chicago O'Hare Intl

Mon 12-1

06:47-20:15

1 stop23h 28m

S$ 1,229

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 19-10

20:40-05:25

1 stop21h 45m

Chicago O'Hare Intl

Sun 26-10

07:10-20:15

1 stop24h 05m

S$ 1,229

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 14-12

22:20-05:00

1 stop20h 40m

Chicago O'Hare Intl

Tue 13-1

06:47-20:15

1 stop23h 28m

S$ 1,229

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 14-12

22:20-05:00

1 stop20h 40m

Chicago O'Hare Intl

Mon 12-1

18:29-08:00

1 stop23h 31m

S$ 1,229

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sat 13-12

10:10-23:10

1 stop27h 00m

Chicago O'Hare Intl

Mon 5-1

12:45-08:00

1 stop29h 15m

S$ 1,239

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 22-10

01:10-09:30

1 stop21h 20m

Chicago O'Hare Intl

Thu 30-10

12:15-20:25

1 stop43h 10m

S$ 1,246

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Tue 10-2

10:40-09:56

2 stops37h 16m

Chicago Midway

Fri 20-2

17:59-00:10

2 stops40h 11m

S$ 1,248

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Sun 5-10

22:30-22:14

2 stops36h 44m

Chicago Midway

Sun 19-10

09:20-05:00

2 stops30h 40m

S$ 1,248

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 10-2

10:40-10:06

2 stops37h 26m

Chicago O'Hare Intl

Fri 20-2

17:45-00:10

2 stops40h 25m

S$ 1,248

Flights are sorted by cheapest return flights first.

Deals found on 16-9

Showing 1-10 of 33 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 17 September 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 17 September 2025.
Read reviews from past customers who have flown with EVA Air, ANA, 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
1,236 reviews
Check prices

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Crew

8.6

Overall

8.4

Food

8.1

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
1,236 reviews
EVA Air
8.4
Very Good
1,236 reviews
Check prices

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Crew

8.6

Overall

8.4

Food

8.1

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
ANA
8.4
Very Good
963 reviews
EVA Air
8.4
Very Good
1,236 reviews
Check prices

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Crew

8.6

Overall

8.4

Food

8.1

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
993 reviews
EVA Air
8.4
Very Good
1,236 reviews
Check prices

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Crew

8.6

Overall

8.4

Food

8.1

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
8,924 reviews
EVA Air
8.4
Very Good
1,236 reviews
Check prices

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Crew

8.6

Overall

8.4

Food

8.1

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
10,000 reviews
EVA Air
8.4
Very Good
1,236 reviews
Check prices

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Crew

8.6

Overall

8.4

Food

8.1

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?

    United Airlines and Delta can get you from Singapore to Chicago in just under 28h 59m. Your travel time can differ by up to 8h 17m. 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 17 September 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 881AverageS$ 1,288FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Japan AirlinesCheapestS$ 887AverageS$ 1,519FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
ANACheapestS$ 1,050AverageS$ 2,594FlexibilityNo cancel feeOn-time80%
Search ANA flights
Cathay PacificCheapestS$ 1,130AverageS$ 1,462FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
Korean AirCheapestS$ 1,225AverageS$ 2,596FlexibilityNo cancel feeOn-time81%
Search Korean Air flights
EVA AirCheapestS$ 1,293AverageS$ 1,467FlexibilityNo cancel feeOn-time74%
Search EVA Air flights
Etihad AirwaysCheapestS$ 1,954AverageS$ 2,435FlexibilityNo 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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