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$451+ Cheap flights from Singapore to Chicago (CHI)

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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
SIN — CHI
abr. 22 — abr. 291
mar. 4/22
mar. 4/29
1 adult, Economy
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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 abril 17, 2025.

Round-trip from

$874
(Air Canada)

One-way from

$451
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$1,067
From Singapore to Chicago (CHI)
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One-way flight from Singapore to Chicago (CHI)
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Highest demand for flights based on searches. 8% potential increase in price ($114 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Singapore to Chicago

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 abril 17, 2025.

This Air Canada deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/279:00 pmSIN - ORD
2 stops30h 39mAir Canada
jue. 11/1311:20 amORD - SIN
2 stops30h 35mAir Canada
Deal found 4/17$856
This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/219:00 amSIN - ORD
1 stop27h 27mUnited Airlines
dom. 5/43:35 pmORD - SIN
1 stop26h 10mUnited Airlines
Deal found 4/16$938
This oojo deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/262:00 amSIN - ORD
2 stops40h 04mMultiple Airlines
jue. 11/135:10 pmORD - SIN
2 stops29h 55mMultiple Airlines
Deal found 4/17$939
This oojo deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/261:30 amSIN - ORD
1 stop21h 00mKorean Air
jue. 11/1311:05 amORD - SIN
1 stop27h 55mKorean Air
Deal found 4/17$947
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/261:30 amSIN - ORD
2 stops32h 42mDelta
lun. 11/246:00 amORD - SIN
2 stops28h 10mDelta
Deal found 4/17$977
This Turkish Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/1310:15 amSIN - ORD
1 stop44h 40mTurkish Airlines
sáb. 7/57:50 pmORD - SIN
1 stop23h 40mTurkish Airlines
Deal found 4/16$1,027
This oojo deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/122:00 amSIN - ORD
2 stops41h 04mChina Airlines
lun. 1/56:50 pmORD - SIN
2 stops39h 50mChina Airlines
Deal found 4/17$1,030
This oojo deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/249:00 amSIN - ORD
1 stop35h 25mAir India
mié. 7/2312:00 pmORD - SIN
1 stop30h 30mAir India
Deal found 4/16$1,035
This Trip.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/211:10 pmSIN - ORD
1 stop20h 50mEVA Air
sáb. 5/312:30 amORD - SIN
1 stop22h 30mEVA Air
Deal found 4/16$1,055
This Gurufare deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/121:25 amSIN - ORD
1 stop25h 35mCathay Pacific
lun. 1/52:40 pmORD - SIN
1 stop35h 05mCathay Pacific
Deal found 4/17$1,063
This Gotogate deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/138:05 amSIN - ORD
1 stop20h 55mJapan Airlines
sáb. 6/281:30 amORD - SIN
1 stop39h 40mJapan Airlines
Deal found 4/16$1,118
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/137:30 amSIN - MDW
2 stops38h 14mDelta
sáb. 7/57:21 pmMDW - SIN
2 stops39h 19mDelta
Deal found 4/16$1,231

Cheapflights Fare Finder

Customize 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 2,558,603 searches. Data last updated abril 17, 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

mar. 6/24

9:10 am-2:49 pm

1 stop42h 39m

Chicago O'Hare Intl

mié. 7/23

8:03 pm-7:05 am

2 stops46h 02m

$874

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

dom. 5/4

9:00 am-5:08 pm

1 stop21h 08m

Chicago O'Hare Intl

mar. 5/13

6:30 am-6:25 pm

1 stop22h 55m

$941

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

sáb. 5/31

3:10 pm-5:40 am

2 stops27h 30m

Chicago O'Hare Intl

sáb. 6/7

7:51 pm-12:00 pm

2 stops27h 09m

$1,020

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

vie. 6/13

10:15 am-5:55 pm

1 stop44h 40m

Chicago O'Hare Intl

sáb. 7/5

7:50 pm-8:30 am

1 stop23h 40m

$1,027

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

mar. 6/24

9:00 am-7:25 am

1 stop35h 25m

Chicago O'Hare Intl

mié. 7/23

12:00 pm-7:30 am

1 stop30h 30m

$1,035

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

lun. 6/23

1:50 am-2:25 pm

1 stop25h 35m

Chicago O'Hare Intl

mié. 7/23

4:00 pm-5:30 am

1 stop24h 30m

$1,105

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

vie. 6/13

8:05 am-4:00 pm

1 stop20h 55m

Chicago O'Hare Intl

sáb. 6/28

1:30 am-6:10 am

1 stop39h 40m

$1,118

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

mar. 6/24

3:10 pm-5:45 am

2 stops27h 35m

Chicago O'Hare Intl

mar. 7/22

12:30 am-1:50 pm

1 stop24h 20m

$1,187

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

dom. 5/4

1:10 am-11:59 pm

2 stops35h 49m

Chicago O'Hare Intl

dom. 5/11

5:30 am-5:00 am

2 stops34h 30m

$1,217

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

vie. 6/13

7:30 am-8:44 am

2 stops38h 14m

Chicago Midway

sáb. 7/5

7:21 pm-11:40 pm

2 stops39h 19m

$1,231

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 36 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 round-trip 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, August is the cheapest month in which you can book a flight from Singapore to Chicago (average of $245). Flying from Singapore to Chicago in March is currently the most expensive (average of $321). 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 abril 17, 2025.

When flying from Singapore to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 abril 17, 2025.
Get a feel of what it's like to fly with EVA Air, Korean Air and Japan Airlines from Singapore to Chicago by reading reviews from past customers. 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
1,177 reviews

Crew

8.6

Entertainment

8.0

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.
EVA Air
8.4
Very good
1,177 reviews
EVA Air
8.4
Very good
1,177 reviews

Crew

8.6

Entertainment

8.0

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.
Korean Air
8.4
Very good
1,064 reviews
EVA Air
8.4
Very good
1,177 reviews

Crew

8.6

Entertainment

8.0

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.
Japan Airlines
8.3
Very good
1,447 reviews
EVA Air
8.4
Very good
1,177 reviews

Crew

8.6

Entertainment

8.0

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.
ANA
8.3
Very good
845 reviews
EVA Air
8.4
Very good
1,177 reviews

Crew

8.6

Entertainment

8.0

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.
China Airlines
8.2
Very good
729 reviews
EVA Air
8.4
Very good
1,177 reviews

Crew

8.6

Entertainment

8.0

Overall

8.4

Comfort

8.3

Food

8.1

Boarding

8.4

Reviews

1 / 20
6.0
Good

Anonymous,Feb 2025

SFO - TPE

Inside plane was clean and chair was comfortable, but flight attendants serving coffee without giving me cream and sugar, even I ask he escape my request.

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.

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

    To fly one-way, consider booking your trip with Cathay Pacific, which is currently one of the cheapest options available, starting at $618. Korean Air flights start at $631 while deals on China Airlines start at $636 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 vacation 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, August is the cheapest month in which you can book a flight from Singapore to Chicago (average of $245). Flying from Singapore to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Singapore?

Book flights to Singapore if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top 3 airlines flying from Singapore to Chicago

Discover the top 3 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 2,558,603 searches. Data last updated abril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$802Average$1,407FlexibilityNo cancel feeOn-time69%
Cathay PacificCheapest$882Average$1,287FlexibilityNo cancel feeOn-time72%
EVA AirCheapest$981Average$1,083FlexibilityNo cancel feeOn-time74%

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