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$468+ Cheap flights from Chicago (CHI) to Singapore (SIN)

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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Jun 24 — Jul 11
Wed 6/24
Wed 7/1
1 adult, Economy
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Cheap 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 25, 2026.

This United Airlines deal was found by Cheapflights users on 5/22. 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.
Sun 7/127:10 am
ORD
-
SIN
2 stops28h 35m
United Airlines
Mon 7/206:15 am
SIN
-
ORD
2 stops30h 01m
United Airlines
Deal found 5/22$1,144
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Thu 5/286:13 am
ORD
-
SIN
1 stop23h 22m
United Airlines
Tue 6/98:35 pm
SIN
-
ORD
1 stop23h 41m
United Airlines
Deal found 5/21$1,145
This FlightHub deal was found by Cheapflights users on 5/24. 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 8/216:00 am
ORD
-
SIN
2 stops26h 15m
Qatar Airways
Mon 9/73:15 am
SIN
-
ORD
1 stop24h 50m
Qatar Airways
Deal found 5/24$1,146
This Gotogate deal was found by Cheapflights users on 5/21. 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.
Mon 7/65:45 pm
ORD
-
SIN
1 stop34h 30m
ANA
Mon 7/1310:00 pm
SIN
-
ORD
1 stop23h 40m
ANA
Deal found 5/21$1,148
This Delta deal was found by Cheapflights users on 5/22. 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 8/308:24 pm
ORD
-
SIN
2 stops38h 31m
Delta
Sun 10/2510:30 pm
SIN
-
ORD
2 stops27h 07m
Delta
Deal found 5/22$1,149
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Thu 5/285:00 am
ORD
-
SIN
2 stops24h 35m
United Airlines
Wed 6/108:45 am
SIN
-
ORD
1 stop25h 43m
United Airlines
Deal found 5/21$1,150
This KAYAK deal was found by Cheapflights users on 5/21. 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.
Tue 7/285:45 pm
ORD
-
SIN
1 stop23h 55m
ANA
Tue 8/186:15 am
SIN
-
ORD
1 stop21h 40m
ANA
Deal found 5/21$1,151
This Qatar Airways deal was found by Cheapflights users on 5/20. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:20 pm
ORD
-
SIN
1 stop36h 55m
Qatar Airways
Sat 9/127:40 pm
SIN
-
ORD
1 stop32h 25m
Qatar Airways
Deal found 5/20$1,152
This Air Canada deal was found by Cheapflights users on 5/23. 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.
Thu 10/158:40 am
ORD
-
SIN
2 stops31h 35m
Air Canada
Mon 10/2611:10 pm
SIN
-
ORD
2 stops52h 31m
Air Canada
Deal found 5/23$1,153
This Delta deal was found by Cheapflights users on 5/20. 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.
Sat 8/226:40 am
ORD
-
SIN
2 stops28h 15m
Delta
Thu 9/101:25 am
SIN
-
ORD
1 stop21h 05m
Delta
Deal found 5/20$1,154
This Qatar Airways deal was found by Cheapflights users on 5/20. 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 Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:20 pm
ORD
-
SIN
2 stops25h 55m
Qatar Airways
Wed 9/163:15 am
SIN
-
ORD
1 stop24h 50m
Qatar Airways
Deal found 5/20$1,155
This KAYAK deal was found by Cheapflights users on 5/20. 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.
Mon 7/135:45 pm
ORD
-
SIN
1 stop23h 55m
ANA
Tue 8/186:15 am
SIN
-
ORD
1 stop21h 40m
ANA
Deal found 5/20$1,156

Find flight deals from Chicago to Singapore

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Singapore (SIN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,144
(United Airlines)

One-way from

$468
(Expedia)

Popular in

December

Cheapest in

September

Average price

$1,296
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 Changi
Search Deals
One-way flight from Chicago (CHI) to Singapore Changi
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($176 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($82 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 25, 2026.
Use the filters below to find and compare flights from Chicago to Singapore that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/22

9:20 am-5:00 am

2 stops30h 40m

Singapore Changi

Sun 9/13

10:00 pm-9:30 am

1 stop24h 30m

$1,150
Quickest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/22

7:20 pm-10:15 am

2 stops25h 55m

Singapore Changi

Sun 9/13

3:15 am-3:05 pm

1 stop24h 50m

$1,155

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 8/21

7:20 pm-10:15 am

2 stops25h 55m

Singapore Changi

Thu 9/10

3:15 am-3:05 pm

1 stop24h 50m

$1,155

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/22

7:20 pm-10:15 am

2 stops25h 55m

Singapore Changi

Mon 9/14

3:15 am-3:05 pm

1 stop24h 50m

$1,155

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Sat 8/29

6:05 am-5:00 am

2 stops33h 55m

Singapore Changi

Fri 9/4

10:00 pm-3:38 pm

2 stops30h 38m

$1,163

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 8/20

6:00 am-9:15 pm

2 stops26h 15m

Singapore Changi

Mon 9/7

3:15 am-3:05 pm

1 stop24h 50m

$1,179

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 8/20

6:00 am-9:15 pm

2 stops26h 15m

Singapore Changi

Thu 9/10

3:15 am-3:05 pm

1 stop24h 50m

$1,179

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 8/20

6:00 am-9:15 pm

2 stops26h 15m

Singapore Changi

Wed 9/9

7:40 pm-3:05 pm

1 stop32h 25m

$1,179

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 8/22

7:20 pm-10:15 am

2 stops25h 55m

Singapore Changi

Sat 9/12

3:15 am-3:05 pm

1 stop24h 50m

$1,195

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 7/22

6:10 am-6:35 pm

1 stop23h 25m

Singapore Changi

Wed 8/12

6:15 am-11:17 pm

2 stops30h 02m

$1,202

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 38 resultsSorted by cheapest first
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Compare providers for flights from Chicago to Singapore

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Singapore in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
Trip.comPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Singapore flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Singapore flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Singapore flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Singapore flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Singapore flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of $492). Flying from Chicago to Singapore in December is currently the most expensive (average of $974). 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.

How much does it cost to fly round-trip from Chicago to Singapore?

What’s the top layover airport for flights from Chicago to Singapore?

Share of 1-stop round-trip flights from Chicago to Singapore chosen by Cheapflights users in the past 12 months, using the same layover each way.

Incheon (ICN) – chosen by Cheapflights users on 25% of 1-stop itineraries from Chicago to Singapore on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Singapore?

Average round-trip fare for 1-stop flights from Chicago to Singapore, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Hong Kong (HKG) is the most affordable 1-stop option, with an average round-trip price of $882.

What’s the fastest layover option from Chicago to Singapore?

Shortest average travel time for 1-stop one-way flights from Chicago to Singapore, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Incheon (ICN) have the shortest average one-way travel time for 1-stop routes: 22h 45m.

Which airport typically offers the quickest layover for flights from Chicago to Singapore?

Average layover duration for 1-stop one-way flights from Chicago to Singapore, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Incheon (ICN) offer the fastest connection on this route, with an average layover time of 1h 50m.

How far ahead should I book a flight from Chicago to Singapore?

The best time to book flights from Chicago to Singapore is 43 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 25, 2026.
Get a feel of what it's like to fly with EVA Air,Cathay Pacific, andTurkish Airlines from Chicago to Singapore by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
EVA Air
8.5
Very good
1,459 reviews

Crew

8.7

Entertainment

8.0

Food

8.1

Comfort

8.3

Overall

8.5

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Daisy,May 2026

SFO - TPE

This ways excellent experience when I took the EVA airline. We will take EVA again!
EVA Air
8.5
Very good
1,459 reviews
EVA Air
8.5
Very good
1,459 reviews

Crew

8.7

Entertainment

8.0

Food

8.1

Comfort

8.3

Overall

8.5

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Daisy,May 2026

SFO - TPE

This ways excellent experience when I took the EVA airline. We will take EVA again!
Cathay Pacific
7.6
Good
1,344 reviews
EVA Air
8.5
Very good
1,459 reviews

Crew

8.7

Entertainment

8.0

Food

8.1

Comfort

8.3

Overall

8.5

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Daisy,May 2026

SFO - TPE

This ways excellent experience when I took the EVA airline. We will take EVA again!
Turkish Airlines
7.4
Good
4,395 reviews
EVA Air
8.5
Very good
1,459 reviews

Crew

8.7

Entertainment

8.0

Food

8.1

Comfort

8.3

Overall

8.5

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Daisy,May 2026

SFO - TPE

This ways excellent experience when I took the EVA airline. We will take EVA again!
United Airlines
7.4
Good
9,751 reviews
EVA Air
8.5
Very good
1,459 reviews

Crew

8.7

Entertainment

8.0

Food

8.1

Comfort

8.3

Overall

8.5

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Daisy,May 2026

SFO - TPE

This ways excellent experience when I took the EVA airline. We will take EVA again!
Etihad Airways
7.3
Good
1,441 reviews
EVA Air
8.5
Very good
1,459 reviews

Crew

8.7

Entertainment

8.0

Food

8.1

Comfort

8.3

Overall

8.5

Boarding

8.4

Reviews

1 / 20
10.0
Excellent

Daisy,May 2026

SFO - TPE

This ways excellent experience when I took the EVA airline. We will take EVA again!

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 airport do you fly into for flights to Singapore from Chicago?

    Located just 10.5 mi from the city center, Singapore Changi is the airport most travelers will use when flying to Singapore from Chicago. Booking flights from Chicago to Changi (SIN) should be relatively easy as there are 0 daily inbound flights from Chicago from 10 different airlines.

  • How long is the flight from Chicago to Singapore?

    There are many flights that can get you from Chicago to Singapore in 25h 55m. Fly via Delta or Qatar Airways 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 flying from Chicago to Singapore round-trip?

    According to our current data, Cathay Pacific ($692), United Airlines ($709), and Turkish Airlines ($770) offers the cheapest pricing from Chicago to Singapore. You may be able to fly from Chicago to Singapore for 40% less than the average price by searching for these airlines.

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

    To fly one-way, consider booking your trip with Cathay Pacific, which is currently one of the cheapest options available, starting at $370. Air Canada flights start at $385 while deals on ANA start at $438 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, January is the cheapest month in which you can book a flight from Chicago to Singapore (average of $492). Flying from Chicago to Singapore in December is currently the most expensive (average of $974). 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.
O'Hare Intl to Singapore flights
St. Louis to Singapore flights

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 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
Cathay PacificCheapest$692Average$875FlexibilityNo cancel feeOn-time72%
United AirlinesCheapest$709Average$1,157FlexibilityNo cancel feeOn-time69%
Turkish AirlinesCheapest$770Average$921FlexibilityNo cancel feeOn-time77%
Japan AirlinesCheapest$814Average$1,081FlexibilityNo cancel feeOn-time79%
Etihad AirwaysCheapest$829Average$1,032FlexibilityNo cancel feeOn-time75%
ANACheapest$860Average$1,410FlexibilityNo cancel feeOn-time80%
Air CanadaCheapest$872Average$1,348FlexibilityNo cancel feeOn-time67%
DeltaCheapest$949Average$1,520FlexibilityNo cancel feeOn-timeN/A
EVA AirCheapest$1,101Average$1,405FlexibilityNo cancel feeOn-time74%
British AirwaysCheapest$1,909Average$2,109FlexibilityNo cancel feeOn-time70%

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