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Cheap flights from Singapore to Chicago from S$ 650

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 7-12. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — CHI
7 Dec — 14 Dec1
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 7 November 2025.

Fri 14-1122:20SIN - ORD
1 stop28h 04mUnited Airlines
Sat 14-218:17ORD - SIN
1 stop35h 58mUnited Airlines
Deal found 5-11S$ 1,207
Fri 7-1110:10SIN - ORD
1 stop28h 49mUnited Airlines
Sun 23-1118:25ORD - SIN
1 stop23h 35mUnited Airlines
Deal found 5-11S$ 1,208
Wed 5-1110:10SIN - ORD
1 stop20h 45mUnited Airlines
Thu 6-1119:35ORD - SIN
1 stop34h 40mUnited Airlines
Deal found 4-11S$ 1,210
Sat 8-1122:20SIN - ORD
1 stop21h 44mUnited Airlines
Sun 23-1116:17ORD - SIN
1 stop25h 43mUnited Airlines
Deal found 7-11S$ 1,211
Tue 18-1108:50SIN - ORD
1 stop19h 51mAir Canada
Mon 1-1221:10ORD - SIN
2 stops43h 50mAir Canada
Deal found 7-11S$ 1,228
Fri 14-1108:45SIN - ORD
2 stops36h 50mMultiple Airlines
Wed 18-218:50ORD - SIN
1 stop32h 55mMultiple Airlines
Deal found 5-11S$ 1,305
Thu 13-1101:25SIN - ORD
1 stop25h 30mMultiple Airlines
Tue 17-214:00ORD - SIN
2 stops39h 10mMultiple Airlines
Deal found 5-11S$ 1,317
Mon 17-1101:25SIN - ORD
1 stop25h 30mCathay Pacific
Mon 1-1214:35ORD - SIN
1 stop38h 40mCathay Pacific
Deal found 7-11S$ 1,332
Fri 14-1108:45SIN - ORD
2 stops36h 50mMultiple Airlines
Fri 20-213:30ORD - SIN
1 stop27h 30mMultiple Airlines
Deal found 5-11S$ 1,351
Fri 14-1108:45SIN - ORD
2 stops36h 50mMultiple Airlines
Mon 16-218:50ORD - SIN
1 stop32h 55mMultiple Airlines
Deal found 5-11S$ 1,361
Thu 13-1101:25SIN - ORD
1 stop25h 30mCathay Pacific
Sat 14-214:35ORD - SIN
1 stop25h 05mCathay Pacific
Deal found 5-11S$ 1,365
Fri 7-1115:45SIN - MDW
2 stops27h 30mMultiple Airlines
Sun 23-1117:25MDW - SIN
2 stops28h 40mMultiple Airlines
Deal found 5-11S$ 1,589

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 7 November 2025.

Round-trip from

S$ 1,207

One-way from

S$ 650

Popular in

January

Cheapest in

October

Average price

S$ 1,259
United Airlines
  • United Airlines
  • 10-2-20-2
  • 2 total stops
  • 50h 54m total
  • Singapore to Chicago
Search Deals
7-12
  • 7-12
  • 3 total stops
  • 44h 35m total
  • Singapore to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (S$ 236 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (S$ 59 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 7 November 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 16-4

20:40-06:27

1 stop22h 47m

Chicago O'Hare Intl

Mon 20-4

21:05-18:25

1 stop32h 20m

S$ 1,207

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 22-4

20:40-20:25

1 stop36h 45m

Chicago O'Hare Intl

Thu 7-5

06:02-18:25

1 stop23h 23m

S$ 1,207

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 21-4

20:40-06:27

1 stop22h 47m

Chicago O'Hare Intl

Wed 6-5

14:25-06:45

1 stop27h 20m

S$ 1,207

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 21-4

01:50-14:25

1 stop25h 35m

Chicago O'Hare Intl

Thu 7-5

16:00-12:25

1 stop31h 25m

S$ 1,225

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 15-4

01:10-09:40

1 stop21h 30m

Chicago O'Hare Intl

Mon 20-4

12:20-23:40

1 stop22h 20m

S$ 1,236

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 22-4

06:15-19:50

2 stops26h 35m

Chicago O'Hare Intl

Thu 7-5

15:40-07:05

1 stop26h 25m

S$ 1,281

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 20-4

01:10-09:40

1 stop21h 30m

Chicago O'Hare Intl

Wed 6-5

07:30-05:00

2 stops32h 30m

S$ 1,370

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 21-4

01:10-23:50

2 stops35h 40m

Chicago O'Hare Intl

Thu 7-5

07:10-05:00

2 stops32h 50m

S$ 1,377

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Thu 16-4

07:30-13:07

2 stops42h 37m

Chicago Midway

Mon 20-4

09:20-23:40

2 stops25h 20m

S$ 1,412

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 16-4

13:10-21:00

1 stop20h 50m

Chicago O'Hare Intl

Sun 19-4

00:30-12:00

1 stop22h 30m

S$ 1,426

Flights are sorted by cheapest return flights first.

Deals found on 5-11

Showing 1-10 of 34 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$ 907). Flying from Singapore to Chicago in May is currently the most expensive (average of S$ 1,498). 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 7 November 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 7 November 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
1,272 reviews
Check prices

Crew

8.6

Food

8.1

Overall

8.4

Boarding

8.4

Comfort

8.3

Entertainment

8.0

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
1,272 reviews
EVA Air
8.4
Very Good
1,272 reviews
Check prices

Crew

8.6

Food

8.1

Overall

8.4

Boarding

8.4

Comfort

8.3

Entertainment

8.0

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
1,003 reviews
EVA Air
8.4
Very Good
1,272 reviews
Check prices

Crew

8.6

Food

8.1

Overall

8.4

Boarding

8.4

Comfort

8.3

Entertainment

8.0

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
Japan Airlines
8.3
Very Good
1,604 reviews
EVA Air
8.4
Very Good
1,272 reviews
Check prices

Crew

8.6

Food

8.1

Overall

8.4

Boarding

8.4

Comfort

8.3

Entertainment

8.0

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
1,055 reviews
EVA Air
8.4
Very Good
1,272 reviews
Check prices

Crew

8.6

Food

8.1

Overall

8.4

Boarding

8.4

Comfort

8.3

Entertainment

8.0

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
9,007 reviews
EVA Air
8.4
Very Good
1,272 reviews
Check prices

Crew

8.6

Food

8.1

Overall

8.4

Boarding

8.4

Comfort

8.3

Entertainment

8.0

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, Cathay Pacific, and Korean Air can get you from Singapore to Chicago in just under 21h 30m. Your travel time can differ by up to 4h 05m. The distance between Singapore and Chicago is about 15039 km. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Singapore to Chicago one-way?

    One-way options have recently been found by users for as low as S$ 718 on Etihad Airways. Other airlines that offer cheap prices include United Airlines from S$ 746 and Delta from S$ 822 one-way.

  • 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$ 907). Flying from Singapore to Chicago in May is currently the most expensive (average of S$ 1,498). 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 7 November 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 900AverageS$ 1,316FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Japan AirlinesCheapestS$ 906AverageS$ 1,519FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
ANACheapestS$ 1,073AverageS$ 2,650FlexibilityNo cancel feeOn-time80%
Search ANA flights
EVA AirCheapestS$ 1,320AverageS$ 1,523FlexibilityNo cancel feeOn-time74%
Search EVA Air flights

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

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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.

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