Singapore

$464+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
Jun 12 — Jun 191
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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 13, 2026.

This Air Canada deal was found by Cheapflights users on 5/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:40 pm
ORD
-
SIN
1 stop24h 35m
Air Canada
Wed 9/166:15 am
SIN
-
ORD
2 stops26h 57m
Air Canada
Deal found 5/9$1,169
This Etihad Airways deal was found by Cheapflights users on 5/8. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/259:10 pm
ORD
-
SIN
1 stop23h 30m
Etihad Airways
Wed 8/269:00 pm
SIN
-
ORD
1 stop24h 35m
Etihad Airways
Deal found 5/8$1,173
This Ovago deal was found by Cheapflights users on 5/13. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:00 pm
ORD
-
SIN
1 stop30h 40m
Etihad Airways
Fri 7/109:00 pm
SIN
-
ORD
1 stop24h 35m
Etihad Airways
Deal found 5/13$1,174
This ScholarTrip deal was found by Cheapflights users on 5/9. 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.
Wed 7/84:00 pm
ORD
-
SIN
1 stop24h 30m
Cathay Pacific
Wed 7/221:45 am
SIN
-
ORD
1 stop25h 35m
Cathay Pacific
Deal found 5/9$1,178
This oojo deal was found by Cheapflights users on 5/12. 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.
Thu 6/112:00 pm
ORD
-
SIN
1 stop30h 40m
Etihad Airways
Fri 6/199:00 pm
SIN
-
ORD
1 stop24h 35m
Etihad Airways
Deal found 5/12$1,182
This KAYAK deal was found by Cheapflights users on 5/11. 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.
Sun 6/72:00 pm
ORD
-
SIN
1 stop30h 40m
Etihad Airways
Sun 6/149:00 pm
SIN
-
ORD
1 stop24h 35m
Etihad Airways
Deal found 5/11$1,183
This Cheapflightsfares deal was found by Cheapflights users on 5/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/172:00 pm
ORD
-
SIN
1 stop30h 40m
Etihad Airways
Sun 6/289:00 pm
SIN
-
ORD
1 stop31h 40m
Etihad Airways
Deal found 5/8$1,185
This Qatar Airways deal was found by Cheapflights users on 5/12. 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.
Sun 8/237:20 pm
ORD
-
SIN
2 stops30h 20m
Qatar Airways
Fri 9/113:35 pm
SIN
-
ORD
2 stops36h 30m
Qatar Airways
Deal found 5/12$1,187
This Etihad Airways deal was found by Cheapflights users on 5/8. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/52:00 pm
ORD
-
SIN
1 stop30h 40m
Etihad Airways
Thu 8/69:00 pm
SIN
-
ORD
1 stop24h 35m
Etihad Airways
Deal found 5/8$1,188
This Gotogate deal was found by Cheapflights users on 5/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:20 pm
ORD
-
SIN
2 stops25h 55m
Qatar Airways
Sun 10/257:30 pm
SIN
-
ORD
2 stops33h 00m
Qatar Airways
Deal found 5/10$1,191
This Bravofly deal was found by Cheapflights users on 5/9. 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/239:10 pm
ORD
-
SIN
1 stop23h 30m
Etihad Airways
Tue 6/309:00 pm
SIN
-
ORD
1 stop24h 35m
Etihad Airways
Deal found 5/9$1,194
This Cheapflightsfares deal was found by Cheapflights users on 5/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:00 pm
ORD
-
SIN
1 stop30h 40m
Etihad Airways
Fri 6/199:00 pm
SIN
-
ORD
1 stop31h 40m
Etihad Airways
Deal found 5/12$1,196

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 May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,169
(Air Canada)

One-way from

$464
(Expedia)

Popular in

December

Cheapest in

September

Average price

$1,296
Provider with most accurate pricing for Chicago (CHI)-Singapore Changi flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Singapore Changi flights.
From Chicago (CHI) to Singapore
One-way flight from Chicago (CHI) to Singapore
Highest demand for flights based on searches. 13% potential increase in price ($185 potential increase over avg. RT price).
Cheapest flight prices on average. 7% potential price decrease ($83 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 13, 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

Wed 5/27

6:13 am-6:35 pm

1 stop23h 22m

Singapore Changi

Tue 6/2

8:45 am-10:59 pm

1 stop27h 14m

$1,222

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Thu 10/1

7:20 pm-12:55 pm

2 stops28h 35m

Singapore Changi

Fri 10/9

9:15 pm-3:05 pm

2 stops30h 50m

$1,253

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Tue 8/18

9:59 am-5:00 am

2 stops30h 01m

Singapore Changi

Sat 1/16

1:35 am-9:45 pm

2 stops34h 10m

$1,304

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Sat 10/3

7:20 pm-10:15 am

2 stops25h 55m

Singapore Changi

Fri 10/9

9:15 pm-3:05 pm

2 stops30h 50m

$1,358

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 7/17

2:00 pm-9:40 am

1 stop30h 40m

Singapore Changi

Sun 7/26

9:00 pm-7:25 pm

2 stops35h 25m

$1,411

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 6/10

4:33 pm-4:15 pm

2 stops34h 42m

Singapore Changi

Mon 6/22

3:15 am-3:05 pm

1 stop24h 50m

$1,436

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Fri 8/21

9:30 pm-6:30 pm

1 stop32h 00m

Singapore Changi

Mon 9/14

9:35 pm-7:49 pm

2 stops35h 14m

$1,466

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Wed 6/10

4:33 pm-4:15 pm

2 stops34h 42m

Singapore Changi

Wed 6/24

7:40 pm-3:55 pm

2 stops33h 15m

$1,492

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

Tue 6/9

2:59 pm-4:15 pm

2 stops36h 16m

Singapore Changi

Sat 6/20

7:40 pm-3:05 pm

1 stop32h 25m

$1,521

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

Thu 10/8

6:00 am-5:00 am

2 stops34h 00m

Singapore Changi

Sat 10/17

10:00 pm-11:56 am

2 stops26h 56m

$1,529

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Showing 1-10 of 39 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

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

The best time to book flights from Chicago to Singapore is 60 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, 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 July is currently the most expensive (average of $875). 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 May 13, 2026.
Read reviews from past customers who have flown EVA Air,Cathay Pacific, andTurkish 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.

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Overall

8.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Overall

8.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Overall

8.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Overall

8.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Overall

8.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?

Comfort

8.3

Boarding

8.4

Entertainment

8.0

Food

8.1

Overall

8.5

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

TPE - SFO

Why when we’re about to board they suddenly announced the letters ABC to board first .. so what is the use us waiting at the door (with wheelchairs) ended up almost at the end to board and I can see people walking boarding first? Is this something new? You go by letters now?

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 22m. Fly via United Airlines, 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 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, 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 July is currently the most expensive (average of $875). 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 May 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
Cathay PacificCheapest$692Average$875FlexibilityNo cancel feeOn-time72%
United AirlinesCheapest$705Average$1,135FlexibilityNo cancel feeOn-time69%
Turkish AirlinesCheapest$770Average$921FlexibilityNo cancel feeOn-time77%
Japan AirlinesCheapest$814Average$1,081FlexibilityNo cancel feeOn-time79%
Etihad AirwaysCheapest$829Average$1,055FlexibilityNo cancel feeOn-time75%
ANACheapest$860Average$1,410FlexibilityNo cancel feeOn-time80%
Air CanadaCheapest$872Average$1,340FlexibilityNo cancel feeOn-time67%
DeltaCheapest$949Average$1,520FlexibilityNo cancel feeOn-timeN/A
EVA AirCheapest$1,101Average$1,454FlexibilityNo cancel feeOn-time74%
British AirwaysCheapest$1,909Average$2,109FlexibilityNo cancel feeOn-time70%

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