HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Singapore

$342+ 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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
mar 13 — mar 201
sex 3/13
sex 3/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Singapore with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 fevereiro 11, 2026.

This United Airlines deal was found by Cheapflights users on 2/8. 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.
qui 4/3012:40 pm
ORD
-
SIN
1 stop29h 05m
United Airlines
qui 5/148:35 pm
SIN
-
ORD
1 stop22h 45m
United Airlines
Deal found 2/8$783
This United Airlines deal was found by Cheapflights users on 2/9. 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.
seg 8/245:00 am
ORD
-
SIN
2 stops24h 35m
United Airlines
ter 9/158:35 pm
SIN
-
ORD
1 stop22h 22m
United Airlines
Deal found 2/9$790
This United Airlines deal was found by Cheapflights users on 2/8. 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.
seg 2/164:00 pm
ORD
-
SIN
2 stops26h 00m
United Airlines
ter 3/310:20 pm
SIN
-
ORD
1 stop21h 59m
United Airlines
Deal found 2/8$795
This United Airlines deal was found by Cheapflights users on 2/9. 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.
qua 2/116:47 am
ORD
-
SIN
1 stop23h 28m
United Airlines
seg 3/210:10 am
SIN
-
ORD
1 stop34h 09m
United Airlines
Deal found 2/9$798
This ScholarTrip deal was found by Cheapflights users on 2/9. 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 ScholarTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 10/293:35 pm
ORD
-
SIN
1 stop32h 30m
Cathay Pacific
dom 11/810:00 am
SIN
-
ORD
1 stop40h 55m
Cathay Pacific
Deal found 2/9$822
This United Airlines deal was found by Cheapflights users on 2/9. 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.
sex 8/216:02 am
ORD
-
SIN
1 stop23h 33m
United Airlines
qui 9/178:45 am
SIN
-
ORD
1 stop24h 32m
United Airlines
Deal found 2/9$840
This United Airlines deal was found by Cheapflights users on 2/9. 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.
sáb 5/167:43 pm
ORD
-
SIN
1 stop33h 52m
United Airlines
ter 6/28:45 am
SIN
-
ORD
2 stops24h 50m
United Airlines
Deal found 2/9$845
This CheapOair deal was found by Cheapflights users on 2/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 2/166:25 am
ORD
-
SIN
2 stops28h 30m
ANA
ter 3/36:35 am
SIN
-
ORD
2 stops26h 06m
ANA
Deal found 2/8$848
This Trip.com deal was found by Cheapflights users on 2/11. 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.
seg 7/201:10 pm
ORD
-
SIN
1 stop29h 15m
Air India
qui 7/238:55 am
SIN
-
ORD
2 stops39h 15m
Air India
Deal found 2/11$852
This United Airlines deal was found by Cheapflights users on 2/10. 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.
qua 3/42:33 pm
ORD
-
SIN
2 stops27h 27m
United Airlines
sex 3/1310:20 pm
SIN
-
ORD
1 stop39h 39m
United Airlines
Deal found 2/10$853
This oojo deal was found by Cheapflights users on 2/10. 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.
seg 4/62:00 pm
ORD
-
SIN
1 stop30h 40m
Etihad Airways
sex 4/179:00 pm
SIN
-
ORD
1 stop24h 35m
Etihad Airways
Deal found 2/10$860
This CrystalTravel deal was found by Cheapflights users on 2/9. 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.
dom 10/411:25 am
ORD
-
SIN
1 stop32h 20m
Turkish Airlines
dom 10/1811:05 pm
SIN
-
ORD
1 stop36h 00m
Turkish Airlines
Deal found 2/9$861

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 fevereiro 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$783
(United Airlines)

One-way from

$342
(Orbitz)

Popular in

December

Cheapest in

September

Average price

$876
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 ($172 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($71 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 fevereiro 11, 2026.
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

dom 3/15

9:15 pm-8:15 pm

1 stop34h 00m

Singapore Changi

qui 3/26

10:20 pm-6:19 am

1 stop20h 59m

$790

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

ter 5/12

6:20 am-6:35 pm

1 stop23h 15m

Singapore Changi

ter 5/26

8:45 am-10:59 pm

1 stop27h 14m

$790

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

seg 3/9

2:35 pm-7:00 am

2 stops27h 25m

Singapore Changi

qui 3/12

10:10 am-9:36 pm

1 stop24h 26m

$795

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

sáb 5/16

9:34 pm-6:35 pm

2 stops32h 01m

Singapore Changi

seg 6/1

8:35 pm-9:36 am

2 stops26h 01m

$845

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

sáb 5/16

7:43 pm-6:35 pm

1 stop33h 52m

Singapore Changi

ter 6/2

8:45 am-8:35 pm

2 stops24h 50m

$845

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

ter 3/17

6:20 pm-7:00 am

1 stop23h 40m

Singapore Changi

qui 3/26

10:10 am-10:55 pm

2 stops25h 45m

$870

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

sex 4/3

1:10 pm-9:15 am

1 stop31h 05m

Singapore Changi

sex 4/10

11:00 pm-11:10 am

1 stop49h 10m

$890

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

dom 5/17

6:20 am-6:35 pm

1 stop23h 15m

Singapore Changi

dom 5/31

8:45 am-12:59 am

1 stop29h 14m

$890

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

sáb 5/16

7:43 pm-6:35 pm

1 stop33h 52m

Singapore Changi

dom 5/31

8:35 pm-5:57 am

1 stop22h 22m

$890

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

ter 5/12

3:55 pm-12:35 pm

2 stops31h 40m

Singapore Changi

ter 5/26

1:45 pm-5:45 am

2 stops29h 00m

$1,229

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 38 results
1
2
3
4

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust 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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Singapore. Price data was last updated on February 6, 2026.

The best time to book flights from Chicago to Singapore is 6 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.

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 December is currently the most expensive (average of $1,314). 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.

Hong Kong (HKG) – 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 Taipei City (TPE) have the shortest average one-way travel time for 1-stop routes: 22h 30m.

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 Taipei City (TPE) offer the fastest connection on this route, with an average layover time of 2h 30m.

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 fevereiro 11, 2026.
Get a feel of what it's like to fly with EVA Air, Cathay Pacific, and United 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
8.4
Very good
1,351 reviews

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Reviews

1 / 20
8.0
Excellent

Jolene,Jan 2026

SGN - TPE

Everything was good. I asked for aisle seating as I must stretch my leg out because of back and pelvis issues. Sometimes I don't always get it. But I did for all 3 of my flights for my destination. It was very nice.
EVA Air
8.4
Very good
1,351 reviews
EVA Air
8.4
Very good
1,351 reviews

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Reviews

1 / 20
8.0
Excellent

Jolene,Jan 2026

SGN - TPE

Everything was good. I asked for aisle seating as I must stretch my leg out because of back and pelvis issues. Sometimes I don't always get it. But I did for all 3 of my flights for my destination. It was very nice.
Cathay Pacific
7.6
Good
1,161 reviews
EVA Air
8.4
Very good
1,351 reviews

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Reviews

1 / 20
8.0
Excellent

Jolene,Jan 2026

SGN - TPE

Everything was good. I asked for aisle seating as I must stretch my leg out because of back and pelvis issues. Sometimes I don't always get it. But I did for all 3 of my flights for my destination. It was very nice.
United Airlines
7.4
Good
9,274 reviews
EVA Air
8.4
Very good
1,351 reviews

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Reviews

1 / 20
8.0
Excellent

Jolene,Jan 2026

SGN - TPE

Everything was good. I asked for aisle seating as I must stretch my leg out because of back and pelvis issues. Sometimes I don't always get it. But I did for all 3 of my flights for my destination. It was very nice.
Turkish Airlines
7.3
Good
4,211 reviews
EVA Air
8.4
Very good
1,351 reviews

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Reviews

1 / 20
8.0
Excellent

Jolene,Jan 2026

SGN - TPE

Everything was good. I asked for aisle seating as I must stretch my leg out because of back and pelvis issues. Sometimes I don't always get it. But I did for all 3 of my flights for my destination. It was very nice.
Air Canada
7.1
Good
10,708 reviews
EVA Air
8.4
Very good
1,351 reviews

Crew

8.6

Boarding

8.4

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Reviews

1 / 20
8.0
Excellent

Jolene,Jan 2026

SGN - TPE

Everything was good. I asked for aisle seating as I must stretch my leg out because of back and pelvis issues. Sometimes I don't always get it. But I did for all 3 of my flights for my destination. It was very nice.

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 12 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 35m. Fly via United Airlines or Delta to get the fastest option. Airlines will cover a distance of 9360 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, Air India ($675), ANA ($698), and Cathay Pacific ($698) 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. Turkish Airlines flights start at $444 while deals on United Airlines start at $446 one-way.

  • Where are the most common layover locations when flying from Chicago to Singapore?

    Of the flights from Chicago to Singapore that have layovers, most of them stop in Hong Kong.

  • What are some popular things to do or see while on a layover in Hong Kong?

    The majority of Hong Kong visitors spend their time at Hong Kong Disneyland, Shatin Baptist Church, and Fa Yeun Street Market. Travelers on a layover in Hong Kong can visit Hong Kong Disneyland, Shatin Baptist Church, and Fa Yeun Street Market, by traveling 7.8 mi, 18.3 mi, and 16.2 mi, respectively after landing at Hong Kong Intl.

  • Where are the least popular layover locations for Chicago to Singapore flights?

    Of the flights from Chicago to Singapore that have layovers, the fewest flights stop in Istanbul.

  • 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 December is currently the most expensive (average of $1,314). 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
Midway to Singapore flights
Evansville 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 fevereiro 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air IndiaCheapest$675Average$925FlexibilityNo cancel feeOn-timeN/A
ANACheapest$698Average$1,426FlexibilityNo cancel feeOn-time80%
Cathay PacificCheapest$698Average$885FlexibilityNo cancel feeOn-time72%
United AirlinesCheapest$709Average$1,196FlexibilityNo cancel feeOn-time69%
Turkish AirlinesCheapest$799Average$1,105FlexibilityNo cancel feeOn-time77%
Etihad AirwaysCheapest$830Average$1,058FlexibilityNo cancel feeOn-time75%
Korean AirCheapest$858Average$1,203FlexibilityNo cancel feeOn-time81%
Air CanadaCheapest$872Average$1,340FlexibilityNo cancel feeOn-time67%
Japan AirlinesCheapest$988Average$1,081FlexibilityNo cancel feeOn-time79%
EVA AirCheapest$1,086Average$1,389FlexibilityNo cancel feeOn-time74%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights