HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Singapore

$341+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
dez 13 — dez 201
sáb 12/13
sáb 12/20
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.

Cheapflights Tip: The best prices from Chicago to Singapore Changi are usually found in February or September, booked 23 days in advance, depart on a Tuesday or Monday and return on a Monday

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 novembro 13, 2025.

This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 11/137:10 amORD - SIN
1 stop23h 05mUnited Airlines
qua 11/2610:10 amSIN - ORD
2 stops24h 48mUnited Airlines
Deal found 11/11$945
This oojo deal was found by Cheapflights users on 11/10. 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.
qua 11/192:35 pmORD - SIN
1 stop31h 20mCathay Pacific
seg 12/221:25 amSIN - ORD
1 stop25h 30mCathay Pacific
Deal found 11/10$950
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 11/207:10 amORD - SIN
1 stop23h 05mUnited Airlines
qua 12/2410:10 amSIN - ORD
1 stop27h 04mUnited Airlines
Deal found 11/11$953
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 12/76:55 amORD - SIN
1 stop23h 20mUnited Airlines
sex 3/610:10 amSIN - ORD
1 stop27h 28mUnited Airlines
Deal found 11/11$955
This KAYAK deal was found by Cheapflights users on 11/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 11/182:35 pmORD - SIN
1 stop43h 50mCathay Pacific
ter 12/28:15 pmSIN - ORD
1 stop30h 40mCathay Pacific
Deal found 11/11$964
This KAYAK deal was found by Cheapflights users on 11/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 11/142:35 pmORD - SIN
1 stop31h 20mCathay Pacific
qui 11/2010:00 amSIN - ORD
1 stop40h 55mCathay Pacific
Deal found 11/11$992
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 11/186:15 amORD - SIN
1 stop24h 00mUnited Airlines
sex 11/2810:10 amSIN - ORD
1 stop28h 49mUnited Airlines
Deal found 11/11$1,003
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 12/112:39 pmORD - SIN
2 stops27h 21mUnited Airlines
qui 12/1810:10 amSIN - ORD
1 stop20h 54mUnited Airlines
Deal found 11/11$1,005
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 11/187:10 amORD - SIN
2 stops34h 50mUnited Airlines
sex 11/2110:20 pmSIN - ORD
1 stop20h 40mUnited Airlines
Deal found 11/11$1,008
This Delta deal was found by Cheapflights users on 11/13. 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.
qui 12/46:00 amMDW - SIN
2 stops33h 00mDelta
ter 12/1610:30 pmSIN - MDW
2 stops27h 25mDelta
Deal found 11/13$1,462
This Delta deal was found by Cheapflights users on 11/13. 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.
sáb 11/296:00 amMDW - SIN
2 stops33h 00mDelta
qui 12/1110:30 pmSIN - MDW
2 stops27h 25mDelta
Deal found 11/13$1,472
This Delta deal was found by Cheapflights users on 11/13. 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.
seg 11/246:00 amMDW - SIN
2 stops28h 10mDelta
sáb 12/610:30 pmSIN - MDW
2 stops27h 25mDelta
Deal found 11/13$1,478

Cheap 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 novembro 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$937
(Gurufare)

One-way from

$341
(Orbitz)

Popular in

December

Cheapest in

February

Average price

$1,140
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. 15% potential increase in price ($211 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($65 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 novembro 13, 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

sáb 2/14

8:20 pm-8:15 pm

1 stop33h 55m

Singapore Changi

sáb 2/21

10:10 am-11:59 pm

2 stops27h 49m

$960

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

dom 2/1

6:35 pm-12:10 am

2 stops39h 35m

Singapore Changi

seg 2/9

1:35 am-10:26 pm

2 stops34h 51m

$1,009

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

qua 2/11

7:30 am-5:00 am

2 stops31h 30m

Singapore Changi

dom 3/1

1:35 am-8:40 am

1 stop21h 05m

$1,009

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

sáb 3/28

9:30 pm-6:25 pm

2 stops31h 55m

Singapore Changi

sáb 4/11

8:40 pm-5:27 am

1 stop21h 47m

$1,058

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

dom 3/1

6:17 pm-12:10 am

2 stops39h 53m

Singapore Changi

sex 3/6

10:40 am-10:44 pm

2 stops26h 04m

$1,059

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

dom 4/12

9:30 am-7:55 pm

2 stops45h 25m

Singapore Changi

qua 4/15

10:30 pm-8:38 am

2 stops47h 08m

$1,060

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

seg 4/6

7:10 am-5:00 am

2 stops32h 50m

Singapore Changi

qui 4/16

1:10 am-11:50 pm

2 stops35h 40m

$1,069

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

sáb 4/11

12:30 am-1:50 pm

1 stop24h 20m

Singapore Changi

qua 4/15

1:10 pm-9:00 pm

1 stop20h 50m

$1,188

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

qua 4/8

5:35 pm-12:35 pm

2 stops30h 00m

Singapore Changi

ter 4/14

1:45 pm-5:40 am

2 stops28h 55m

$1,218

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

qua 1/28

10:30 am-1:05 pm

2 stops36h 35m

Singapore Changi

ter 2/3

2:25 pm-12:40 pm

2 stops36h 15m

$1,246

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 32 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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Singapore flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 7, 2025.

The best time to book flights from Chicago to Singapore is 23 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 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 SIN?

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 novembro 13, 2025.

It’s typically best to fly out from Chicago to Singapore at noon. Doing so could potentially save you 25% on the flight price compared to flying in the morning, which is usually more expensive.

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.

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.

Istanbul (IST) – chosen by Cheapflights users on 43% 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.

Istanbul (IST) is the most affordable 1-stop option, with an average round-trip price of $915.

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 novembro 13, 2025.
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
1,276 reviews

Crew

8.6

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Boarding

8.4

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
1,276 reviews
EVA Air
8.4
Very good
1,276 reviews

Crew

8.6

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Boarding

8.4

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
1,058 reviews
EVA Air
8.4
Very good
1,276 reviews

Crew

8.6

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Boarding

8.4

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
9,016 reviews
EVA Air
8.4
Very good
1,276 reviews

Crew

8.6

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Boarding

8.4

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
4,043 reviews
EVA Air
8.4
Very good
1,276 reviews

Crew

8.6

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Boarding

8.4

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
10,444 reviews
EVA Air
8.4
Very good
1,276 reviews

Crew

8.6

Comfort

8.3

Entertainment

8.0

Food

8.1

Overall

8.4

Boarding

8.4

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.

  • 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 14 different airlines.

  • How long is the flight from Chicago to Singapore?

    There are many flights that can get you from Chicago to Singapore in 33h 55m. Fly via United Airlines 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 flying from Chicago to Singapore round-trip?

    According to our current data, Air India ($675), Cathay Pacific ($701), and United Airlines ($709) 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 Air India, which is currently one of the cheapest options available, starting at $359. United Airlines flights start at $442 while deals on Delta start at $453 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 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.
O'Hare Intl to Singapore flights
Midway to Singapore flights
St. Louis to Singapore flights
Evansville 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 novembro 13, 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%

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.