Singapore

$354+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SIN
ene. 2 — ene. 91
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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 diciembre 3, 2025.

This United Airlines deal was found by Cheapflights users on 12/1. 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.
mar. 12/3010:10 pmORD - SIN
1 stop43h 50mUnited Airlines
lun. 1/1210:10 amSIN - ORD
1 stop27h 04mUnited Airlines
Deal found 12/1$1,435
This Mytrip deal was found by Cheapflights users on 12/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/22:00 pmORD - SIN
3 stops33h 00mMultiple Airlines
lun. 12/812:55 amSIN - ORD
3 stops43h 10mMultiple Airlines
Deal found 12/1$1,439
This Orbitz deal was found by Cheapflights users on 12/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/3111:30 pmORD - SIN
1 stop22h 35mMultiple Airlines
mié. 1/78:15 amSIN - ORD
2 stops39h 38mMultiple Airlines
Deal found 12/1$1,466
This Delta deal was found by Cheapflights users on 12/1. 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.
mar. 12/308:07 pmORD - SIN
2 stops42h 53mDelta
lun. 1/1210:40 amSIN - ORD
2 stops41h 00mDelta
Deal found 12/1$1,467
This Mytrip deal was found by Cheapflights users on 12/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/73:50 pmORD - SIN
3 stops34h 50mMultiple Airlines
mar. 12/99:20 pmSIN - ORD
3 stops34h 35mMultiple Airlines
Deal found 12/3$1,478
This Mytrip deal was found by Cheapflights users on 12/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/510:20 amORD - SIN
2 stops27h 40mMultiple Airlines
dom. 12/74:15 pmSIN - ORD
3 stops33h 15mMultiple Airlines
Deal found 12/1$1,479
This United Airlines deal was found by Cheapflights users on 12/1. 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.
mié. 12/247:45 pmORD - SIN
1 stop34h 30mUnited Airlines
lun. 12/2910:20 pmSIN - ORD
2 stops27h 56mUnited Airlines
Deal found 12/1$1,516
This KAYAK deal was found by Cheapflights users on 12/1. 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.
jue. 12/2511:30 pmORD - SIN
1 stop22h 35mEVA Air
lun. 12/291:15 pmSIN - ORD
1 stop20h 20mEVA Air
Deal found 12/1$1,543
This Delta deal was found by Cheapflights users on 12/1. 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.
lun. 12/296:00 amMDW - SIN
2 stops33h 00mDelta
lun. 1/510:30 pmSIN - MDW
2 stops31h 59mDelta
Deal found 12/1$1,558
This Delta deal was found by Cheapflights users on 12/1. 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.
mié. 12/316:00 amORD - SIN
2 stops33h 00mDelta
mar. 1/61:35 amSIN - ORD
2 stops36h 18mDelta
Deal found 12/1$1,558
This United Airlines deal was found by Cheapflights users on 12/1. 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.
jue. 12/259:23 pmORD - SIN
2 stops32h 52mUnited Airlines
lun. 12/2910:10 amSIN - ORD
2 stops32h 27mUnited Airlines
Deal found 12/1$1,566
This Delta deal was found by Cheapflights users on 12/1. 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.
dom. 12/286:00 amMDW - SIN
2 stops33h 00mDelta
dom. 1/410:30 pmSIN - MDW
2 stops31h 59mDelta
Deal found 12/1$1,608

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 diciembre 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,239
(Kiwi.com)

One-way from

$354
(oojo)

Popular in

December

Cheapest in

February

Average price

$1,861
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. 16% potential increase in price ($218 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($66 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 diciembre 3, 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

lun. 1/5

6:50 pm-8:45 am

1 stop23h 55m

Singapore Changi

sáb. 3/7

3:15 am-2:45 pm

1 stop25h 30m

$1,249

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

lun. 1/26

6:14 pm-12:10 am

2 stops39h 56m

Singapore Changi

sáb. 2/7

1:35 am-10:22 pm

2 stops34h 47m

$1,251

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

dom. 1/4

6:50 pm-9:15 pm

1 stop36h 25m

Singapore Changi

vie. 3/13

3:15 am-3:45 pm

1 stop25h 30m

$1,252

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

dom. 1/25

11:05 am-1:05 pm

2 stops36h 00m

Singapore Changi

vie. 1/30

2:25 pm-5:00 am

2 stops28h 35m

$1,255

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

jue. 3/5

7:00 am-12:55 am

2 stops27h 55m

Singapore Changi

mié. 4/1

6:15 am-8:25 pm

2 stops27h 10m

$1,301

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

mié. 3/4

11:10 am-1:05 pm

3 stops35h 55m

Singapore Changi

dom. 3/29

1:45 pm-11:10 am

2 stops34h 25m

$1,324

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

lun. 2/9

3:40 pm-1:05 pm

3 stops31h 25m

Singapore Changi

dom. 3/8

2:25 pm-10:05 am

2 stops33h 40m

$1,327

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

vie. 3/6

12:41 pm-2:55 pm

2 stops36h 14m

Singapore Changi

lun. 3/30

7:40 pm-1:48 pm

2 stops31h 08m

$1,327

ChicagoSingapore

MDW - SIN

MDWSIN

Chicago Midway

dom. 2/1

3:40 pm-1:05 pm

3 stops31h 25m

Singapore Changi

mar. 2/10

2:25 pm-5:00 am

2 stops28h 35m

$1,348

ChicagoSingapore

ORD - SIN

ORDSIN

Chicago O'Hare Intl

dom. 5/24

5:30 pm-1:15 pm

3 stops30h 45m

Singapore Changi

dom. 6/7

2:35 pm-11:10 am

3 stops33h 35m

$1,370

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/30

Showing 1-10 of 40 results
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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 $661). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,316). 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 SG?

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 diciembre 3, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 25% on flights from Chicago to Singapore by exploring options for tickets at noon.

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.

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 diciembre 3, 2025.
Read reviews from past customers who have flown EVA Air, Cathay Pacific, and United 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

Overall

8.5

Food

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Comfort

8.3

Boarding

8.4

Overall

8.5

Food

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Comfort

8.3

Boarding

8.4

Overall

8.5

Food

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Comfort

8.3

Boarding

8.4

Overall

8.5

Food

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Comfort

8.3

Boarding

8.4

Overall

8.5

Food

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

Comfort

8.3

Boarding

8.4

Overall

8.5

Food

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 20
10.0
Excellent

Walter,Nov 2025

LAX - TPE

Everything went well. The crew was very friendly and efficient and they made a long flight enjoyable.

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 55m. Fly via Qatar Airways, Delta, or ANA 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. Air India flights start at $412 while deals on United Airlines start at $446 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 $661). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,316). 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

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Alternative routes for Chicago to Singapore

See prices for flight routes from nearby airports that may be better suited for you.

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 diciembre 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air IndiaCheapest$675Average$921FlexibilityNo cancel feeOn-timeN/A
Cathay PacificCheapest$701Average$878FlexibilityNo cancel feeOn-time72%
United AirlinesCheapest$709Average$1,279FlexibilityNo cancel feeOn-time69%
Turkish AirlinesCheapest$729Average$936FlexibilityNo cancel feeOn-time77%
Japan AirlinesCheapest$791Average$1,081FlexibilityNo cancel feeOn-time79%
Etihad AirwaysCheapest$830Average$1,172FlexibilityNo cancel feeOn-time75%
Qatar AirwaysCheapest$850Average$1,204FlexibilityNo cancel feeOn-time68%
Air CanadaCheapest$884Average$1,340FlexibilityNo cancel feeOn-time67%
Korean AirCheapest$918Average$1,153FlexibilityNo cancel feeOn-time81%
ANACheapest$1,024Average$1,427FlexibilityNo cancel feeOn-time80%

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