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$509+ Cheap flights from Chicago (CHI) to Singapore

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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Chicago to Singapore

Keep the following information in mind while searching for Chicago to Singapore flight deals. Data was last updated May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$970
(Air Canada)

One-way from

$509
(oojo)

Popular in

December

Cheapest in

February

Average price

$1,201
Provider with most accurate pricing for Chicago (CHI)-Singapore Changi flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Singapore Changi flights.
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From Chicago (CHI) to Singapore
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One-way flight from Chicago (CHI) to Singapore
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Highest demand for flights based on searches. 9% potential increase in price ($125 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($48 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Chicago to Singapore

Cheapest flights from Chicago to Singapore
Explore the most affordable flight options available from Chicago to Singapore. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Air Canada deal was found by Cheapflights users on 4/30. 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.
Fri 10/33:35 pmORD - SIN
1 stop26h 30mAir Canada
Thu 10/161:45 amSIN - ORD
2 stops26h 10mAir Canada
Deal found 4/30$970
This Turkish Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 12/318:20 pmORD - SIN
1 stop31h 15mTurkish Airlines
Tue 1/2010:05 amSIN - ORD
1 stop38h 05mTurkish Airlines
Deal found 4/30$978
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/34:00 pmORD - SIN
1 stop24h 30mMultiple Airlines
Mon 5/191:30 pmSIN - ORD
2 stops30h 12mMultiple Airlines
Deal found 5/1$998
This StudentUniverse deal was found by Cheapflights users on 4/29. 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 StudentUniverse is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/54:00 pmORD - SIN
1 stop24h 30mCathay Pacific
Sat 5/101:50 amSIN - ORD
1 stop25h 35mCathay Pacific
Deal found 4/29$1,002
This oojo deal was found by Cheapflights users on 4/29. 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.
Mon 5/51:55 pmORD - SIN
1 stop30h 45mEtihad Airways
Tue 7/89:10 pmSIN - ORD
1 stop24h 35mEtihad Airways
Deal found 4/29$1,016
This oojo deal was found by Cheapflights users on 4/30. 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.
Tue 9/91:05 amORD - SIN
1 stop27h 25mJapan Airlines
Wed 9/248:05 amSIN - ORD
1 stop20h 40mJapan Airlines
Deal found 4/30$1,074
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 5/66:30 amORD - SIN
1 stop22h 55mUnited Airlines
Thu 5/89:00 amSIN - ORD
1 stop27h 27mUnited Airlines
Deal found 4/30$1,094
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/27:10 amORD - SIN
2 stops28h 35mANA
Tue 10/76:15 amSIN - ORD
1 stop21h 40mANA
Deal found 4/29$1,097
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/91:05 amORD - SIN
1 stop27h 25mAmerican Airlines
Wed 9/248:05 amSIN - ORD
2 stops24h 40mAmerican Airlines
Deal found 4/30$1,103
This Delta deal was found by Cheapflights users on 4/29. 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.
Mon 5/58:50 amORD - SIN
2 stops31h 10mDelta
Wed 6/41:10 amSIN - ORD
2 stops32h 11mDelta
Deal found 4/29$1,108
This Delta deal was found by Cheapflights users on 4/30. 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.
Sun 9/76:15 pmMDW - SIN
2 stops40h 25mDelta
Sun 9/2110:30 pmSIN - MDW
2 stops33h 06mDelta
Deal found 4/30$1,113
This Gurufare deal was found by Cheapflights users on 4/29. 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.
Sun 8/3112:30 amORD - SIN
1 stop22h 30mEVA Air
Mon 9/81:10 pmSIN - ORD
1 stop20h 35mEVA Air
Deal found 4/29$1,116

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Singapore 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 May 1, 2025.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.

Fly from

Chicago

Fly to

Singapore

Route

Depart

Return

Price

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 10/3

3:35 pm-7:05 am

1 stop26h 30m

Singapore Changi

Thu 10/16

1:45 am-2:55 pm

2 stops26h 10m

$970

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/9

11:45 pm-8:45 am

1 stop44h 00m

Singapore Changi

Sun 8/17

10:15 am-9:40 am

1 stop36h 25m

$1,016

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 7/8

4:00 pm-5:30 am

1 stop24h 30m

Singapore Changi

Mon 7/21

1:50 am-2:25 pm

1 stop25h 35m

$1,044

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 9/9

1:05 am-5:30 pm

1 stop27h 25m

Singapore Changi

Wed 9/24

8:05 am-3:45 pm

1 stop20h 40m

$1,074

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 10/17

12:00 pm-7:05 am

2 stops30h 05m

Singapore Changi

Fri 10/31

2:20 am-2:39 pm

2 stops25h 19m

$1,075

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 10/2

7:10 am-12:45 am

2 stops28h 35m

Singapore Changi

Tue 10/7

6:15 am-2:55 pm

1 stop21h 40m

$1,097

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/1

3:35 pm-6:15 am

2 stops25h 40m

Singapore Changi

Mon 9/8

8:45 am-5:08 pm

1 stop21h 23m

$1,098

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 9/9

1:05 am-5:30 pm

1 stop27h 25m

Singapore Changi

Wed 9/24

8:05 am-7:45 pm

2 stops24h 40m

$1,103

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 9/1

7:05 am-11:40 pm

2 stops27h 35m

Singapore Changi

Sun 9/7

1:10 am-9:53 pm

2 stops33h 43m

$1,108

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sun 9/7

6:15 pm-11:40 pm

2 stops40h 25m

Singapore Changi

Sun 9/21

10:30 pm-6:36 pm

2 stops33h 06m

$1,113

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 34 results
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Best time to book a flight from Chicago to Singapore

Have a flexible travel schedule? Discover the best time to fly to Singapore from Chicago 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 Chicago to Singapore

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

Currently, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of $1,011). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,684). 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 CHI to SG?

Find hourly flight availability from Chicago to Singapore. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

When flying from Chicago to Singapore, 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 Singapore by month

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

In terms of precipitation, rainfall in Singapore ranges from 5.9 - 10.6 inches per month. December is typically the wettest month, when rainfall can reach 10.6 in. July is typically the driest time to visit Singapore when rainfall is around 5.9 in.

Temperature in Singapore by month

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

If weather is an important factor for your trip to Singapore, use this chart to help with planning. For those seeking warmer temperatures, March is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of December, when temperatures are typically at their lowest (around 78.8 F).

Reviews of airlines servicing Singapore

Get insights into the airlines that provide service to Singapore. 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 Singapore. Reviews last updated May 1, 2025.
To help decide which airline to fly from Chicago to Singapore, see what other customers have to say about EVA Air, Korean Air and Japan Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
EVA Air
8.4
Very good
1,186 reviews

Overall

8.4

Crew

8.6

Comfort

8.3

Food

8.1

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop
EVA Air
8.4
Very good
1,186 reviews
EVA Air
8.4
Very good
1,186 reviews

Overall

8.4

Crew

8.6

Comfort

8.3

Food

8.1

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop
Korean Air
8.4
Very good
1,069 reviews
EVA Air
8.4
Very good
1,186 reviews

Overall

8.4

Crew

8.6

Comfort

8.3

Food

8.1

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop
Japan Airlines
8.3
Very good
1,464 reviews
EVA Air
8.4
Very good
1,186 reviews

Overall

8.4

Crew

8.6

Comfort

8.3

Food

8.1

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop
ANA
8.3
Very good
852 reviews
EVA Air
8.4
Very good
1,186 reviews

Overall

8.4

Crew

8.6

Comfort

8.3

Food

8.1

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop
Delta
8.0
Very good
7,934 reviews
EVA Air
8.4
Very good
1,186 reviews

Overall

8.4

Crew

8.6

Comfort

8.3

Food

8.1

Entertainment

8.0

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Dale,Apr 2025

SFO - TPE

Great experience. Check in process was excellent - both online and bag drop

Related info for your journey

Find useful and relevant information for your journey from Chicago to Singapore. 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 Chicago to Singapore one-way?

    To fly one-way, consider booking your trip with Air India, which is currently one of the cheapest options available, starting at $509. Cathay Pacific flights start at $544 while deals on IndiGo start at $601 one-way.

  • Can I find deals for flights from Chicago to Singapore that include hotel bookings?

    Yes. In addition to deals on Chicago to Singapore flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Singapore?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Singapore.

  • Can I find deals for business class flights from Chicago to Singapore?

    Yes. Cheapflights offers flight deals from Chicago to Singapore 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 Chicago to Singapore?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of $1,011). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,684). 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

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Alternative routes for Chicago to Singapore

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Chicago to Singapore

Discover the top 10 airlines that operate flights from Chicago to Singapore. 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$735Average$923FlexibilityNo cancel feeOn-time77%
Japan AirlinesCheapest$741Average$845FlexibilityNo cancel feeOn-time79%
Cathay PacificCheapest$821Average$1,005FlexibilityNo cancel feeOn-time72%
United AirlinesCheapest$885Average$1,322FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$895Average$1,253FlexibilityNo cancel feeOn-time67%
Korean AirCheapest$985Average$1,400FlexibilityNo cancel feeOn-time81%
EVA AirCheapest$1,051Average$1,318FlexibilityNo cancel feeOn-time74%
ANACheapest$1,086Average$1,687FlexibilityNo cancel feeOn-time80%
Qatar AirwaysCheapest$1,189Average$1,248FlexibilityNo cancel feeOn-time68%
FinnairCheapest$1,203Average$1,349FlexibilityNo cancel feeOn-time76%

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