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$353+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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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 November 3, 2025.

This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1611:50 amORD - SIN
1 stop30h 55mTurkish Airlines
Sat 11/2210:25 amSIN - ORD
1 stop37h 40mTurkish Airlines
Deal found 11/2$898
This FlightHub deal was found by Cheapflights users on 11/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/31:30 pmORD - SIN
1 stop27h 30mAir India
Mon 2/1611:00 pmSIN - ORD
2 stops50h 30mAir India
Deal found 11/1$899
This CrystalTravel deal was found by Cheapflights users on 11/2. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/32:35 pmORD - SIN
1 stop32h 30mCathay Pacific
Mon 2/161:25 amSIN - ORD
1 stop25h 30mCathay Pacific
Deal found 11/2$918
This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1311:50 amORD - SIN
1 stop39h 45mTurkish Airlines
Sun 11/1610:25 amSIN - ORD
1 stop46h 00mTurkish Airlines
Deal found 11/2$919
This oojo deal was found by Cheapflights users on 11/3. 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.
Sun 11/1611:50 amORD - SIN
1 stop30h 55mTurkish Airlines
Wed 11/1911:25 pmSIN - ORD
1 stop24h 40mTurkish Airlines
Deal found 11/3$925
This KAYAK deal was found by Cheapflights users on 11/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:50 amORD - SIN
1 stop32h 10mTurkish Airlines
Thu 2/195:15 amSIN - ORD
1 stop27h 10mTurkish Airlines
Deal found 11/2$926
This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/142:35 pmORD - SIN
1 stop25h 05mCathay Pacific
Mon 11/171:25 amSIN - ORD
1 stop25h 30mCathay Pacific
Deal found 11/2$927
This Ovago deal was found by Cheapflights users on 11/2. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/162:35 pmORD - SIN
1 stop25h 05mCathay Pacific
Tue 11/256:00 pmSIN - ORD
1 stop32h 55mCathay Pacific
Deal found 11/2$937
This KAYAK deal was found by Cheapflights users on 11/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/162:35 pmORD - SIN
1 stop25h 05mCathay Pacific
Wed 11/267:40 amSIN - ORD
1 stop19h 15mCathay Pacific
Deal found 11/2$939
This oojo deal was found by Cheapflights users on 11/2. 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.
Wed 11/192:35 pmORD - SIN
1 stop25h 05mCathay Pacific
Wed 11/267:40 amSIN - ORD
1 stop19h 15mCathay Pacific
Deal found 11/2$940
This KAYAK deal was found by Cheapflights users on 11/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:50 amORD - SIN
1 stop30h 55mTurkish Airlines
Sun 2/1510:25 amSIN - ORD
1 stop46h 00mTurkish Airlines
Deal found 11/2$948
This Delta deal was found by Cheapflights users on 11/2. 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.
Tue 11/185:34 pmMDW - SIN
2 stops36h 51mDelta
Tue 11/2510:40 amSIN - MDW
2 stops27h 00mDelta
Deal found 11/2$1,138

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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$898
(FlightHub)

One-way from

$353
(oojo)

Popular in

December

Cheapest in

February

Average price

$1,131
Provider with most accurate pricing for Chicago (CHI)-Singapore Changi flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Singapore Changi flights.
Search Deals
From Chicago (CHI) to Singapore
Search Deals
One-way flight from Chicago (CHI) to Singapore
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($208 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($66 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 3, 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

Thu 1/8

6:50 pm-8:45 am

1 stop23h 55m

Singapore Changi

Sat 2/28

3:15 am-2:30 pm

1 stop25h 15m

$1,050

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 3/13

8:05 pm-8:45 am

1 stop23h 40m

Singapore Changi

Fri 3/20

3:15 am-3:45 pm

1 stop25h 30m

$1,090

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 1/4

6:50 pm-2:55 pm

1 stop30h 05m

Singapore Changi

Wed 3/4

8:15 pm-2:30 pm

1 stop32h 15m

$1,128

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 1/15

6:50 pm-6:35 pm

2 stops33h 45m

Singapore Changi

Sun 1/25

3:15 am-2:30 pm

1 stop25h 15m

$1,134

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Wed 1/21

6:00 am-12:10 am

2 stops28h 10m

Singapore Changi

Mon 2/2

10:30 pm-12:48 pm

2 stops28h 18m

$1,138

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Mon 2/23

6:00 am-5:00 am

2 stops33h 00m

Singapore Changi

Mon 3/9

10:40 am-9:56 am

2 stops36h 16m

$1,144

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 4/7

8:20 pm-12:25 pm

2 stops27h 05m

Singapore Changi

Mon 4/13

1:50 am-2:25 pm

1 stop25h 35m

$1,152

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 1/3

6:50 pm-2:55 pm

1 stop30h 05m

Singapore Changi

Thu 3/5

8:15 pm-2:30 pm

1 stop32h 15m

$1,168

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 11/19

7:10 am-8:15 pm

1 stop23h 05m

Singapore Changi

Fri 11/28

10:10 am-7:40 pm

1 stop23h 30m

$1,174

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 11/24

7:10 am-8:15 pm

1 stop23h 05m

Singapore Changi

Fri 11/28

10:10 am-7:40 pm

1 stop23h 30m

$1,174

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 39 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 $661). Flying from Chicago to Singapore in June is currently the most expensive (average of $1,199). 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 November 3, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 25% on flights from Chicago to Singapore by exploring options for tickets at noon.

What is the cheapest day to fly from Chicago to Singapore?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Singapore. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Singapore flight should consider departing on Monday at noon when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 3, 2025.
Read reviews from past customers who have flown EVA Air, Cathay Pacific, and United Airlines from Chicago to Singapore. 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
1,270 reviews

Crew

8.6

Overall

8.4

Boarding

8.4

Comfort

8.3

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.
EVA Air
8.4
Very good
1,270 reviews
EVA Air
8.4
Very good
1,270 reviews

Crew

8.6

Overall

8.4

Boarding

8.4

Comfort

8.3

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.
Cathay Pacific
7.6
Good
1,048 reviews
EVA Air
8.4
Very good
1,270 reviews

Crew

8.6

Overall

8.4

Boarding

8.4

Comfort

8.3

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.
United Airlines
7.4
Good
8,996 reviews
EVA Air
8.4
Very good
1,270 reviews

Crew

8.6

Overall

8.4

Boarding

8.4

Comfort

8.3

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.
Turkish Airlines
7.3
Good
4,040 reviews
EVA Air
8.4
Very good
1,270 reviews

Crew

8.6

Overall

8.4

Boarding

8.4

Comfort

8.3

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.
Air Canada
7.1
Good
10,397 reviews
EVA Air
8.4
Very good
1,270 reviews

Crew

8.6

Overall

8.4

Boarding

8.4

Comfort

8.3

Food

8.1

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2025

TPE - YYZ

All was well. Despite the flight being delayed a few minutes, passengers were made sure to be informed and updated on the status of the delay.

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.

  • How long is the flight from Chicago to Singapore?

    There are many flights that can get you from Chicago to Singapore in 23h 55m. Fly via Qatar Airways or Delta to get the fastest option. Airlines will cover a distance of 9345 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $353. Turkish Airlines flights start at $444 while deals on Delta start at $645 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 $661). Flying from Chicago to Singapore in June is currently the most expensive (average of $1,199). 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 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air IndiaCheapest$675Average$921FlexibilityNo cancel feeOn-timeN/A
Cathay PacificCheapest$701Average$883FlexibilityNo cancel feeOn-time72%
United AirlinesCheapest$709Average$1,293FlexibilityNo cancel feeOn-time69%
Turkish AirlinesCheapest$744Average$910FlexibilityNo cancel feeOn-time77%
Japan AirlinesCheapest$791Average$1,081FlexibilityNo cancel feeOn-time79%
Qatar AirwaysCheapest$850Average$1,204FlexibilityNo cancel feeOn-time68%
Air CanadaCheapest$884Average$1,340FlexibilityNo cancel feeOn-time67%
Etihad AirwaysCheapest$909Average$1,236FlexibilityNo cancel feeOn-time75%
Korean AirCheapest$940Average$1,400FlexibilityNo cancel feeOn-time81%
ANACheapest$1,024Average$1,427FlexibilityNo cancel feeOn-time80%

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