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Cheap flights from Singapore to Chicago from S$ 686

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 3-12. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — CHI
27 joulu — 3 tammi1
1 adult
1 adult, Economy, 0 bags

Find 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 27 marraskuu 2025.

ti 25-1108:50SIN - ORD
1 stop19h 51mAir Canada
ti 2-1215:40ORD - SIN
1 stop25h 20mAir Canada
Deal found 24-11S$ 1,110
to 27-1110:10SIN - ORD
1 stop32h 50mUnited Airlines
pe 28-1107:10ORD - SIN
1 stop23h 05mUnited Airlines
Deal found 26-11S$ 1,197
ma 22-1222:20SIN - ORD
1 stop21h 38mUnited Airlines
ke 7-106:47ORD - SIN
1 stop23h 28mUnited Airlines
Deal found 24-11S$ 1,199
la 13-1210:10SIN - ORD
1 stop24h 57mUnited Airlines
ma 5-106:15ORD - SIN
1 stop24h 00mUnited Airlines
Deal found 24-11S$ 1,496
ma 22-1221:00SIN - ORD
2 stops31h 41mAir Canada
ke 7-120:45ORD - SIN
2 stops44h 15mAir Canada
Deal found 24-11S$ 1,518
ti 25-1110:40SIN - MDW
2 stops27h 00mDelta
ti 2-1217:13MDW - SIN
2 stops40h 57mDelta
Deal found 24-11S$ 1,523
ma 22-1223:20SIN - ORD
2 stops34h 44mMultiple Airlines
ke 7-116:25ORD - SIN
1 stop24h 30mMultiple Airlines
Deal found 24-11S$ 1,564
ti 16-1210:10SIN - ORD
1 stop20h 50mUnited Airlines
ti 30-1216:20ORD - SIN
1 stop25h 40mUnited Airlines
Deal found 24-11S$ 1,595
la 13-1208:50SIN - ORD
2 stops37h 10mAir Canada
ma 5-115:35ORD - SIN
2 stops49h 25mAir Canada
Deal found 24-11S$ 1,636
ma 15-1201:40SIN - MDW
2 stops29h 04mMultiple Airlines
ti 30-1218:08MDW - SIN
2 stops32h 47mMultiple Airlines
Deal found 24-11S$ 2,695
ti 16-1222:30SIN - MDW
2 stops33h 30mDelta
ti 30-1206:00MDW - SIN
2 stops33h 00mDelta
Deal found 24-11S$ 3,240
to 18-1215:45SIN - MDW
2 stops27h 30mMultiple Airlines
la 3-119:00MDW - SIN
2 stops27h 05mMultiple Airlines
Deal found 26-11S$ 13,100

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 27 marraskuu 2025.

Round-trip from

S$ 1,199

One-way from

S$ 686

Popular in

January

Cheapest in

October

Average price

S$ 1,253
United Airlines
  • United Airlines
  • 22-12-7-1
  • 2 total stops
  • 45h 06m total
  • Singapore to Chicago
Search Deals
Etihad Airways
  • Etihad Airways
  • 3-12
  • 1 total stop
  • 26h 10m total
  • Singapore to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (S$ 285 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (S$ 70 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2025
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 27 marraskuu 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

ti 12-5

09:10-14:49

1 stop42h 39m

Chicago O'Hare Intl

ke 27-5

20:00-07:05

2 stops46h 05m

S$ 1,197

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

ti 10-2

10:10-20:05

1 stop23h 55m

Chicago O'Hare Intl

pe 20-2

06:25-20:15

1 stop23h 50m

S$ 1,203

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

ke 28-1

10:10-23:14

1 stop27h 04m

Chicago O'Hare Intl

su 1-2

17:16-08:00

1 stop24h 44m

S$ 1,203

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

ma 11-5

06:15-09:54

2 stops40h 39m

Chicago O'Hare Intl

ti 26-5

13:10-07:05

2 stops28h 55m

S$ 1,213

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

su 10-5

20:40-15:02

1 stop31h 22m

Chicago O'Hare Intl

ma 25-5

06:00-00:45

2 stops29h 45m

S$ 1,357

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

ke 28-1

22:30-08:40

1 stop24h 10m

Chicago O'Hare Intl

su 1-2

07:30-00:10

2 stops26h 40m

S$ 1,366

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

su 10-5

13:25-14:25

1 stop38h 00m

Chicago O'Hare Intl

ma 25-5

16:00-12:25

1 stop31h 25m

S$ 1,371

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

ti 27-1

01:25-12:55

1 stop25h 30m

Chicago O'Hare Intl

su 1-2

14:35-11:55

1 stop31h 20m

S$ 1,373

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

su 10-5

01:50-14:25

1 stop25h 35m

Chicago O'Hare Intl

ti 26-5

16:00-05:30

1 stop24h 30m

S$ 1,373

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

su 18-1

22:30-17:55

2 stops33h 25m

Chicago Midway

la 24-1

17:00-00:10

2 stops41h 10m

S$ 1,405

Flights are sorted by cheapest return flights first.

Deals found on 26-11

Showing 1-10 of 32 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 month to book a flight from Singapore to Chicago?

Currently, June is the cheapest month in which you can book a flight from Singapore to Chicago (average of S$ 903). Flying from Singapore to Chicago in January is currently the most expensive (average of S$ 1,339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 27 marraskuu 2025.

One of the essential ways to save on airfare from Singapore to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 23% on airfare.

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 27 marraskuu 2025.
Read reviews from past customers who have flown with EVA Air, ANA, 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
8.4
Very Good
1,284 reviews
Check prices

Crew

8.6

Comfort

8.3

Boarding

8.4

Overall

8.4

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.
EVA Air
8.4
Very Good
1,284 reviews
EVA Air
8.4
Very Good
1,284 reviews
Check prices

Crew

8.6

Comfort

8.3

Boarding

8.4

Overall

8.4

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.
ANA
8.4
Very Good
1,010 reviews
EVA Air
8.4
Very Good
1,284 reviews
Check prices

Crew

8.6

Comfort

8.3

Boarding

8.4

Overall

8.4

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.
Japan Airlines
8.3
Very Good
1,630 reviews
EVA Air
8.4
Very Good
1,284 reviews
Check prices

Crew

8.6

Comfort

8.3

Boarding

8.4

Overall

8.4

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.
Cathay Pacific
7.6
Good
1,072 reviews
EVA Air
8.4
Very Good
1,284 reviews
Check prices

Crew

8.6

Comfort

8.3

Boarding

8.4

Overall

8.4

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.
United Airlines
7.4
Good
9,046 reviews
EVA Air
8.4
Very Good
1,284 reviews
Check prices

Crew

8.6

Comfort

8.3

Boarding

8.4

Overall

8.4

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

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, United Airlines, and Delta can get you from Singapore to Chicago in just under 23h 55m. Your travel time can differ by up to 18h 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.

  • What is the cheapest month to book a flight from Singapore to Chicago?

    Currently, June is the cheapest month in which you can book a flight from Singapore to Chicago (average of S$ 903). Flying from Singapore to Chicago in January is currently the most expensive (average of S$ 1,339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 4 airlines flying from Singapore to Chicago

Discover the top 4 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 27 marraskuu 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 896AverageS$ 1,310FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Japan AirlinesCheapestS$ 902AverageS$ 1,469FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
ANACheapestS$ 1,068AverageS$ 2,637FlexibilityNo cancel feeOn-time80%
Search ANA flights
EVA AirCheapestS$ 1,312AverageS$ 1,525FlexibilityNo cancel feeOn-time74%
Search EVA Air flights

Fly with Cheapflights

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

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Singapore today with Cheapflights!

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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