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$322+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Apr 9 — Apr 161
Thu 4/9
Thu 4/16
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 March 10, 2026.

This FlightHub deal was found by Cheapflights users on 3/7. 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.
Mon 4/61:10 pm
ORD
-
SIN
1 stop34h 00m
Air India
Mon 4/1311:00 pm
SIN
-
ORD
2 stops49h 10m
Air India
Deal found 3/7$829
This oojo deal was found by Cheapflights users on 3/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/301:10 pm
ORD
-
SIN
1 stop43h 35m
Air India
Mon 4/1311:00 pm
SIN
-
ORD
2 stops49h 10m
Air India
Deal found 3/9$835
This KAYAK deal was found by Cheapflights users on 3/5. 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 9/24:00 pm
ORD
-
SIN
1 stop24h 30m
Cathay Pacific
Thu 9/101:45 am
SIN
-
ORD
1 stop25h 35m
Cathay Pacific
Deal found 3/5$836
This FlightHub deal was found by Cheapflights users on 3/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/171:10 pm
ORD
-
SIN
1 stop34h 00m
Air India
Tue 5/58:55 am
SIN
-
ORD
2 stops39h 15m
Air India
Deal found 3/8$837
This United Airlines deal was found by Cheapflights users on 3/7. 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 8/239:30 pm
ORD
-
SIN
1 stop32h 05m
United Airlines
Mon 8/3111:05 am
SIN
-
ORD
1 stop41h 20m
United Airlines
Deal found 3/7$839
This United Airlines deal was found by Cheapflights users on 3/5. 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.
Mon 3/306:25 am
ORD
-
SIN
1 stop23h 10m
United Airlines
Wed 4/19:00 am
SIN
-
ORD
1 stop24h 18m
United Airlines
Deal found 3/5$840
This Korean Air deal was found by Cheapflights users on 3/10. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:10 pm
ORD
-
SIN
1 stop22h 45m
Korean Air
Fri 9/2510:00 pm
SIN
-
ORD
1 stop24h 30m
Korean Air
Deal found 3/10$843
This FlightHub deal was found by Cheapflights users on 3/6. 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 3/222:30 pm
ORD
-
SIN
1 stop42h 15m
Air India
Thu 5/148:55 am
SIN
-
ORD
2 stops39h 15m
Air India
Deal found 3/6$844
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Mon 3/239:15 pm
ORD
-
SIN
2 stops34h 00m
United Airlines
Thu 5/149:00 am
SIN
-
ORD
2 stops28h 45m
United Airlines
Deal found 3/6$845
This Air India deal was found by Cheapflights users on 3/7. 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 India is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/11:10 pm
ORD
-
SIN
1 stop29h 15m
Air India
Sun 4/191:10 pm
SIN
-
ORD
1 stop35h 00m
Air India
Deal found 3/7$847
This FlightHub deal was found by Cheapflights users on 3/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:10 pm
ORD
-
SIN
1 stop23h 35m
Turkish Airlines
Tue 5/55:25 am
SIN
-
ORD
1 stop25h 50m
Turkish Airlines
Deal found 3/9$852
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
MDW
-
SIN
2 stops34h 00m
Delta
Tue 5/1910:00 pm
SIN
-
MDW
2 stops31h 12m
Delta
Deal found 3/10$954

Find flight deals from Chicago to Singapore

Keep the following information in mind while searching for Chicago to Singapore flight deals. Data was last updated March 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$829
(FlightHub)

One-way from

$322
(oojo)

Popular in

December

Cheapest in

September

Average price

$992
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. 12% potential increase in price ($155 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 March 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 March 10, 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

Mon 5/4

9:51 pm-6:35 pm

1 stop31h 44m

Singapore Changi

Mon 5/11

9:00 am-6:34 pm

1 stop22h 34m

$840

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 5/15

9:51 pm-6:35 pm

1 stop31h 44m

Singapore Changi

Mon 5/25

8:35 pm-12:41 pm

1 stop29h 06m

$890

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 5/10

11:00 pm-6:35 pm

2 stops30h 35m

Singapore Changi

Fri 5/15

9:00 am-11:28 pm

2 stops27h 28m

$895

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sun 9/6

9:40 pm-6:35 pm

2 stops31h 55m

Singapore Changi

Sat 9/19

8:35 pm-10:14 am

2 stops26h 39m

$895
Quickest round-trip

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Mon 4/6

6:20 pm-6:45 am

1 stop23h 25m

Singapore Changi

Fri 4/17

9:00 am-6:59 pm

2 stops22h 59m

$895

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 4/24

7:10 am-5:00 am

2 stops32h 50m

Singapore Changi

Wed 4/29

10:00 pm-6:35 pm

2 stops33h 35m

$1,004

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 3/25

6:17 am-8:15 pm

1 stop24h 58m

Singapore Changi

Fri 4/10

9:00 am-12:59 am

1 stop28h 59m

$1,040

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 3/24

6:17 am-8:15 pm

1 stop24h 58m

Singapore Changi

Wed 5/13

8:35 pm-7:07 am

1 stop23h 32m

$1,040

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 4/23

7:20 pm-2:40 pm

2 stops30h 20m

Singapore Changi

Thu 4/30

7:40 pm-3:05 pm

1 stop32h 25m

$1,113

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 4/9

7:20 pm-5:30 pm

2 stops33h 10m

Singapore Changi

Sat 4/25

7:40 pm-3:05 pm

1 stop32h 25m

$1,163

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 38 resultsSorted by cheapest first
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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 $662). 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.

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 March 10, 2026.
Read reviews from past customers who have flown EVA Air,Cathay Pacific, andUnited 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
1,370 reviews

Food

8.1

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Overall

8.4

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Jack,Feb 2026

TPE - SFO

Premium Economy for a.long-haul flight was worth it for the extra room. It is a 2-5-2 layout, so unless you have a family, get a seat in the 2-seat section. Nice slippers and goody bag. Food was tasty, although it seemed a bit repetitive (i.e., each meal used the same ingredients slightly re-configured). Staff were excellent.
EVA Air
8.4
Very good
1,370 reviews
EVA Air
8.4
Very good
1,370 reviews

Food

8.1

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Overall

8.4

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Jack,Feb 2026

TPE - SFO

Premium Economy for a.long-haul flight was worth it for the extra room. It is a 2-5-2 layout, so unless you have a family, get a seat in the 2-seat section. Nice slippers and goody bag. Food was tasty, although it seemed a bit repetitive (i.e., each meal used the same ingredients slightly re-configured). Staff were excellent.
Cathay Pacific
7.6
Good
1,202 reviews
EVA Air
8.4
Very good
1,370 reviews

Food

8.1

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Overall

8.4

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Jack,Feb 2026

TPE - SFO

Premium Economy for a.long-haul flight was worth it for the extra room. It is a 2-5-2 layout, so unless you have a family, get a seat in the 2-seat section. Nice slippers and goody bag. Food was tasty, although it seemed a bit repetitive (i.e., each meal used the same ingredients slightly re-configured). Staff were excellent.
United Airlines
7.4
Good
9,409 reviews
EVA Air
8.4
Very good
1,370 reviews

Food

8.1

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Overall

8.4

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Jack,Feb 2026

TPE - SFO

Premium Economy for a.long-haul flight was worth it for the extra room. It is a 2-5-2 layout, so unless you have a family, get a seat in the 2-seat section. Nice slippers and goody bag. Food was tasty, although it seemed a bit repetitive (i.e., each meal used the same ingredients slightly re-configured). Staff were excellent.
Turkish Airlines
7.3
Good
4,249 reviews
EVA Air
8.4
Very good
1,370 reviews

Food

8.1

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Overall

8.4

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Jack,Feb 2026

TPE - SFO

Premium Economy for a.long-haul flight was worth it for the extra room. It is a 2-5-2 layout, so unless you have a family, get a seat in the 2-seat section. Nice slippers and goody bag. Food was tasty, although it seemed a bit repetitive (i.e., each meal used the same ingredients slightly re-configured). Staff were excellent.
Air Canada
7.1
Good
10,800 reviews
EVA Air
8.4
Very good
1,370 reviews

Food

8.1

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Overall

8.4

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Jack,Feb 2026

TPE - SFO

Premium Economy for a.long-haul flight was worth it for the extra room. It is a 2-5-2 layout, so unless you have a family, get a seat in the 2-seat section. Nice slippers and goody bag. Food was tasty, although it seemed a bit repetitive (i.e., each meal used the same ingredients slightly re-configured). Staff were excellent.

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 30h 31m. Fly via United Airlines, Delta, or Korean Air 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 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. ANA flights start at $438 while deals on Turkish Airlines start at $444 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 $662). 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.

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 March 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
ANACheapest$698Average$1,426FlexibilityNo cancel feeOn-time80%
Cathay PacificCheapest$698Average$883FlexibilityNo cancel feeOn-time72%
United AirlinesCheapest$709Average$1,174FlexibilityNo cancel feeOn-time69%
Turkish AirlinesCheapest$770Average$1,090FlexibilityNo cancel feeOn-time77%
Etihad AirwaysCheapest$829Average$983FlexibilityNo cancel feeOn-time75%
Korean AirCheapest$858Average$1,153FlexibilityNo cancel feeOn-time81%
Air CanadaCheapest$872Average$1,340FlexibilityNo cancel feeOn-time67%
Japan AirlinesCheapest$981Average$1,081FlexibilityNo cancel feeOn-time79%
EVA AirCheapest$1,086Average$1,389FlexibilityNo cancel feeOn-time74%
DeltaCheapest$1,139Average$1,520FlexibilityNo cancel feeOn-timeN/A

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