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Cheap flights from Singapore to Chicago from S$ 751

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 14-9. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — CHI
21 Apr — 28 Apr1
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
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 22 March 2026.

Tue 5-520:35
SIN
-
ORD
1 stop33h 24m
United Airlines
Wed 13-506:20
ORD
-
SIN
1 stop23h 15m
United Airlines
Deal found 21-3S$ 1,031
Sun 3-520:35
SIN
-
ORD
1 stop22h 45m
United Airlines
Sun 10-521:51
ORD
-
SIN
1 stop31h 44m
United Airlines
Deal found 20-3S$ 1,032
Mon 4-520:35
SIN
-
ORD
1 stop31h 19m
United Airlines
Sun 10-521:51
ORD
-
SIN
1 stop31h 44m
United Airlines
Deal found 17-3S$ 1,042
Sun 3-509:00
SIN
-
ORD
1 stop28h 59m
Lufthansa
Sun 10-506:20
ORD
-
SIN
1 stop23h 15m
Lufthansa
Deal found 19-3S$ 1,064
Mon 20-422:00
SIN
-
ORD
2 stops38h 58m
Delta
Sat 25-408:15
ORD
-
SIN
2 stops55h 45m
Delta
Deal found 20-3S$ 1,087
Thu 25-611:05
SIN
-
ORD
2 stops25h 02m
Multiple Airlines
Tue 4-817:45
ORD
-
SIN
1 stop23h 55m
Multiple Airlines
Deal found 18-3S$ 1,097
Mon 3-801:55
SIN
-
ORD
2 stops32h 55m
Japan Airlines
Sat 15-809:45
ORD
-
SIN
2 stops55h 25m
Japan Airlines
Deal found 22-3S$ 1,196
Sat 2-501:55
SIN
-
ORD
2 stops35h 04m
Multiple Airlines
Sun 10-514:00
ORD
-
SIN
1 stop30h 40m
Multiple Airlines
Deal found 19-3S$ 1,202
Wed 2-921:50
SIN
-
ORD
1 stop22h 30m
Multiple Airlines
Thu 17-917:55
ORD
-
SIN
2 stops26h 10m
Multiple Airlines
Deal found 19-3S$ 1,209
Tue 5-513:45
SIN
-
MDW
2 stops28h 55m
Multiple Airlines
Sat 9-518:10
MDW
-
SIN
2 stops29h 25m
Multiple Airlines
Deal found 18-3S$ 1,534
Sun 7-615:20
SIN
-
MDW
2 stops27h 35m
Multiple Airlines
Sun 9-820:35
MDW
-
SIN
2 stops26h 20m
Multiple Airlines
Deal found 21-3S$ 1,541
Sun 7-622:00
SIN
-
MDW
2 stops27h 00m
Delta
Sun 9-817:10
MDW
-
SIN
2 stops37h 05m
Delta
Deal found 22-3S$ 1,547

Find flight deals from Singapore to Chicago

Keep the following information in mind while searching for Singapore to Chicago flight deals. Data was last updated 22 March 2026.

Round-trip from

S$ 1,031

One-way from

S$ 751

Popular in

January

Cheapest in

February

Average price

S$ 1,420
United Airlines
  • United Airlines
  • 5-5-13-5
  • 2 total stops
  • 56h 39m total
  • Singapore to Chicago
Search Deals
United Airlines
  • United Airlines
  • 14-9
  • 1 total stop
  • 24h 37m total
  • Singapore to Chicago
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (S$ 41 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (S$ 56 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 22 March 2026.
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 - ORD

SINORD

Singapore Changi

Tue 21-4

07:30-23:58

2 stops29h 28m

Chicago O'Hare Intl

Wed 29-4

07:15-23:55

2 stops27h 40m

S$ 1,241

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 5-5

09:00-23:44

2 stops27h 44m

Chicago O'Hare Intl

Wed 13-5

06:20-18:35

1 stop23h 15m

S$ 1,314
Fastest return journey

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 6-5

20:35-10:20

2 stops26h 45m

Chicago O'Hare Intl

Wed 13-5

06:20-18:35

1 stop23h 15m

S$ 1,317

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 3-9

22:00-16:45

2 stops31h 45m

Chicago O'Hare Intl

Fri 18-9

18:00-23:55

2 stops40h 55m

S$ 1,365

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 1-5

20:35-19:04

2 stops35h 29m

Chicago O'Hare Intl

Fri 8-5

06:20-18:35

1 stop23h 15m

S$ 1,367

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 1-5

19:40-21:12

3 stops38h 32m

Chicago O'Hare Intl

Fri 8-5

14:00-09:40

1 stop30h 40m

S$ 1,540

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Fri 1-5

13:45-05:40

2 stops28h 55m

Chicago Midway

Fri 8-5

11:00-12:35

2 stops36h 35m

S$ 1,582

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 15-4

01:25-23:58

2 stops35h 33m

Chicago O'Hare Intl

Thu 23-4

19:09-23:55

2 stops39h 46m

S$ 1,623

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 16-4

22:00-09:40

1 stop24h 40m

Chicago O'Hare Intl

Mon 20-4

12:20-05:00

1 stop27h 40m

S$ 1,627

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 16-4

19:40-15:05

1 stop32h 25m

Chicago O'Hare Intl

Mon 20-4

16:36-15:45

2 stops34h 09m

S$ 1,636

Flights are sorted by cheapest return flights first.

Deals found on 20-3

Showing 1-10 of 44 resultsSorted by cheapest first
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5

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

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 22 March 2026.
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
8.5
Very Good
1,381 reviews
Check prices

Overall

8.5

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?
EVA Air
8.5
Very Good
1,381 reviews
EVA Air
8.5
Very Good
1,381 reviews
Check prices

Overall

8.5

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?
ANA
8.4
Very Good
1,138 reviews
EVA Air
8.5
Very Good
1,381 reviews
Check prices

Overall

8.5

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?
Cathay Pacific
7.6
Good
1,222 reviews
EVA Air
8.5
Very Good
1,381 reviews
Check prices

Overall

8.5

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?
United Airlines
7.4
Good
9,459 reviews
EVA Air
8.5
Very Good
1,381 reviews
Check prices

Overall

8.5

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?

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?

    Delta and United Airlines can get you from Singapore to Chicago in just under 27h 44m. Your travel time can differ by up to 1h 44m. 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

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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 2 airlines flying from Singapore to Chicago

Discover the top 2 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 22 March 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 884AverageS$ 1,380FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Japan AirlinesCheapestS$ 890AverageS$ 1,492FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights

Fly with Cheapflights

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

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Why should you use Cheapflights to find cheap flight tickets from Singapore to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Singapore to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Singapore to Chicago with no change fees?

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

Can Cheapflights notify me if prices for flights from Singapore to Chicago become cheaper?

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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