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Cheap flights from Singapore to Chicago from S$ 631

SIN — CHI
4 Dec — 11 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Singapore to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Singapore to Chicago

Thu 12-1108:40 -
1 stop25h 19m
Wed 25-1107:05 -
2 stops27h 40m
Deal found 3-11S$ 1,068
Wed 4-1102:20 -
1 stop21h 40m
Sun 8-1113:30 -
1 stop27h 10m
Deal found 31-10S$ 1,072
Tue 24-1110:30 -
2 stops25h 03m
Tue 8-1206:40 -
2 stops32h 20m
Deal found 2-11S$ 1,089
Tue 17-1106:35 -
2 stops27h 17m
Mon 23-1115:50 -
2 stops49h 10m
Deal found 4-11S$ 1,144
Tue 22-1208:15 -
1 stop39h 45m
Tue 5-109:33 -
2 stops49h 17m
Deal found 31-10S$ 1,165
Sat 26-1208:40 -
1 stop19h 57m
Thu 7-115:35 -
1 stop25h 25m
Deal found 2-11S$ 1,196
Tue 22-1208:40 -
2 stops29h 50m
Thu 7-115:35 -
1 stop25h 25m
Deal found 2-11S$ 1,204
Sat 26-1208:40 -
1 stop19h 57m
Wed 6-115:45 -
2 stops49h 15m
Deal found 2-11S$ 1,206
Tue 22-1208:40 -
2 stops29h 50m
Wed 6-115:45 -
2 stops49h 15m
Deal found 2-11S$ 1,214

Find flight deals from Singapore to Chicago

Round-trip from

S$ 1,051

One-way from

S$ 631

Popular in

August

Cheapest in

October

Average price

S$ 1,222
Korean Air
  • Korean Air
  • 29-1-8-2
  • 2 total stops
  • 43h 55m total
  • Singapore to Chicago
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Air Canada
  • Air Canada
  • 19-11-31-12
  • 1 total stop
  • 19h 57m total
  • Singapore to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (S$ 382 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease (S$ 147 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Singapore to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Sun 22-11

22:30-20:17

2 stops35h 47m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 721
Fastest return journey

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Mon 23-11

01:40-08:30

1 stop20h 50m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 721

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Fri 19-3

10:30-09:30

1 stop36h 00m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 722

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Fri 29-1

01:40-08:30

1 stop20h 50m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 724

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Sun 17-1

22:30-23:59

2 stops39h 29m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 730

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Fri 29-1

01:40-23:59

2 stops36h 19m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 730

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Tue 19-1

02:20-10:00

1 stop21h 40m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 731

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 21-1

22:25-10:00

1 stop25h 35m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 731

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Sun 28-2

02:20-10:00

1 stop21h 40m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 733

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Fri 15-1

08:15-07:30

1 stop37h 15m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 744

Flights are sorted by cheapest return flights first.

Deals found on 4-11

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
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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

Cheapflights Insights

Everything you need to know about your flight from Singapore to Chicago

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown with EVA Air,Korean Air, andJapan Airlines 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
8.5
Very Good
1,552 reviews
Check prices

Entertainment

8.0

Food

8.1

Overall

8.5

Comfort

8.3

Boarding

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Padma,Aug 2026

TPE - SFO

Great but could not allow me to do online booking
EVA Air
8.5
Very Good
1,552 reviews
EVA Air
8.5
Very Good
1,552 reviews
Check prices

Entertainment

8.0

Food

8.1

Overall

8.5

Comfort

8.3

Boarding

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Padma,Aug 2026

TPE - SFO

Great but could not allow me to do online booking
Korean Air
8.4
Very Good
1,218 reviews
EVA Air
8.5
Very Good
1,552 reviews
Check prices

Entertainment

8.0

Food

8.1

Overall

8.5

Comfort

8.3

Boarding

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Padma,Aug 2026

TPE - SFO

Great but could not allow me to do online booking
Japan Airlines
8.3
Very Good
1,964 reviews
EVA Air
8.5
Very Good
1,552 reviews
Check prices

Entertainment

8.0

Food

8.1

Overall

8.5

Comfort

8.3

Boarding

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Padma,Aug 2026

TPE - SFO

Great but could not allow me to do online booking
United Airlines
7.3
Good
10,463 reviews
EVA Air
8.5
Very Good
1,552 reviews
Check prices

Entertainment

8.0

Food

8.1

Overall

8.5

Comfort

8.3

Boarding

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Padma,Aug 2026

TPE - SFO

Great but could not allow me to do online booking

Related info for your journey

  • How long is the flight from Singapore to Chicago?

    Delta and Etihad Airways can get you from Singapore to Chicago in just under 26h 10m. Your travel time can differ by up to 9h 50m. 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

Alternative routes for Singapore to Chicago

Singapore to O'Hare Intl flights
Singapore to Midway flights

Top 2 airlines flying from Singapore to Chicago

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 1,214AverageS$ 1,523FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
EVA AirCheapestS$ 1,493AverageS$ 1,702FlexibilityNo cancel feeOn-time74%
Search EVA Air flights

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Not ready to book yet? You can track prices for flights from Singapore to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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