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Cheap flights from Singapore to Chicago from S$ 626

SIN — CHI
18 Nov — 25 Nov1
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 stop19h 57m
Wed 25-1115:30 -
1 stop25h 30m
Deal found 16-10S$ 953
Thu 19-1108:40 -
1 stop19h 57m
Thu 26-1115:30 -
1 stop25h 30m
Deal found 16-10S$ 994
Thu 12-1120:20 -
2 stops32h 17m
Wed 25-1115:30 -
1 stop25h 30m
Deal found 16-10S$ 1,008
Thu 19-1108:40 -
1 stop25h 19m
Fri 27-1108:49 -
1 stop32h 11m
Deal found 15-10S$ 1,043
Sun 1-1102:20 -
1 stop21h 40m
Thu 5-1106:29 -
2 stops34h 11m
Deal found 19-10S$ 1,066
Tue 17-1108:15 -
1 stop37h 15m
Tue 24-1105:40 -
2 stops35h 00m
Deal found 18-10S$ 1,080
Tue 17-1110:30 -
1 stop36h 00m
Tue 24-1111:10 -
1 stop27h 50m
Deal found 18-10S$ 1,081

Find flight deals from Singapore to Chicago

Round-trip from

S$ 953

One-way from

S$ 626

Popular in

August

Cheapest in

September

Average price

S$ 1,351
Air Canada
  • Air Canada
  • 12-11-25-11
  • 2 total stops
  • 45h 27m total
  • Singapore to Chicago
Search Deals
Etihad Airways
  • Etihad Airways
  • 22-12-31-12
  • 1 total stop
  • 26h 10m total
  • Singapore to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (S$ 335 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (S$ 142 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2026
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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
Fastest return journey

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Fri 13-11

08:40-14:37

1 stop19h 57m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 631

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

Wed 23-12

01:40-23:59

2 stops36h 19m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 796

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Thu 18-3

01:40-23:46

2 stops35h 06m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 798

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Sun 29-11

20:15-14:30

1 stop32h 15m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 1,097

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Sat 9-1

21:20-07:30

2 stops48h 10m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 1,113

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Fri 27-11

03:15-14:30

1 stop25h 15m

Chicago O'Hare Intl

Wed 31-12

00:00-13:30

Nonstop0h 00m

S$ 1,129

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Wed 4-11

02:20-10:00

1 stop21h 40m

Chicago O'Hare Intl

Mon 9-11

06:29-06:40

2 stops34h 11m

S$ 1,134

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Tue 22-12

02:20-10:00

1 stop21h 40m

Chicago O'Hare Intl

Tue 5-1

13:30-06:40

1 stop27h 10m

S$ 1,134

SingaporeChicago

SIN Singapore Changi - ORD Chicago O'Hare Intl

SINORD

Singapore Changi

Fri 25-12

08:15-07:30

1 stop37h 15m

Chicago O'Hare Intl

Tue 5-1

13:30-17:25

1 stop37h 55m

S$ 1,146

Flights are sorted by cheapest return flights first.

Deals found on 18-10

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

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
1,550 reviews
Check prices

Boarding

8.4

Overall

8.5

Entertainment

8.0

Comfort

8.3

Crew

8.7

Food

8.1

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
1,550 reviews
EVA Air
8.5
Very Good
1,550 reviews
Check prices

Boarding

8.4

Overall

8.5

Entertainment

8.0

Comfort

8.3

Crew

8.7

Food

8.1

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
1,550 reviews
Check prices

Boarding

8.4

Overall

8.5

Entertainment

8.0

Comfort

8.3

Crew

8.7

Food

8.1

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
1,942 reviews
EVA Air
8.5
Very Good
1,550 reviews
Check prices

Boarding

8.4

Overall

8.5

Entertainment

8.0

Comfort

8.3

Crew

8.7

Food

8.1

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
10,388 reviews
EVA Air
8.5
Very Good
1,550 reviews
Check prices

Boarding

8.4

Overall

8.5

Entertainment

8.0

Comfort

8.3

Crew

8.7

Food

8.1

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?

    Japan Airlines and Turkish Airlines can get you from Singapore to Chicago in just under 21h 40m. Your travel time can differ by up to 15h 55m. 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$ 1,204AverageS$ 1,522FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
EVA AirCheapestS$ 1,492AverageS$ 1,700FlexibilityNo cancel feeOn-time74%
Search EVA Air flights

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