What are the cheapest airlines to fly from Singapore to Chicago one-way?

One-way options have recently been found by users for as low as S$ 574 on Air Canada. Other airlines that offer cheap prices include Japan Airlines from S$ 614 and IndiGo from S$ 684 one-way. Find deals

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm. Find deals

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C). Find deals

What are the most popular airlines that fly from Singapore to Chicago?

When booking a flight from Singapore to Chicago, you may want to consider flying on EVA Air, Cathay Pacific or Etihad Airways as they are the most popular for this route. Find deals

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

Find a great deal and save up to 10% by booking at least 55 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Singapore to Chicago within the next two weeks, with the cheapest ticket starting at S$ 1,178.

What is the cheapest month to fly from Singapore to Chicago?

April is one of the best times of the year to fly to Chicago from Singapore. Prices for April average S$ 1,479 per person but you can even find prices for as low as S$ 1,150. The most expensive prices can be found in the month of January. Opting for a April flight can save you 24% on your journey compared to booking in January

Can I find deals for flights from Singapore to Chicago that include hotel bookings?

Yes. In addition to deals on Singapore to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

How can I find direct flights from Singapore to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Singapore to Chicago.

Can I find deals for business class flights from Singapore to Chicago?

Yes. Cheapflights offers flight deals from Singapore to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

S$ 1,371+ Flights from Singapore to Chicago

Cheap flight deals from Singapore to Chicago

Round-trip from	S$ 850
One-way from	S$ 574
Popular in	January
Cheapest in	April
Average price	S$ 1,729

Air Canada
27-10-13-11
3 total stops
56h 56m total
Singapore to Chicago

Search Deals

Air Canada
30-11
2 total stops
31h 41m total
Singapore to Chicago

Search Deals

Highest demand for flights based on searches. 5% potential increase in price (S$ 112 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (S$ 43 potential savings vs. average return price).

Search Deals

Average for round-trip flights in July 2025

Search Deals

Find flight deals from Singapore to Chicago

Cheapest flights from Singapore to Chicago
Explore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 July 2025.

Mon 27-1021:00SIN - ORD

2 stops30h 41mAir Canada

Thu 13-1115:40ORD - SIN

1 stop26h 15mAir Canada

Deal found 1-7S$ 850

Tue 12-808:05SIN - ORD

1 stop20h 55mJapan Airlines

Sun 31-810:05ORD - SIN

2 stops42h 25mJapan Airlines

Deal found 1-7S$ 873

Sun 26-1000:30SIN - ORD

2 stops27h 11mMultiple Airlines

Thu 13-1115:40ORD - SIN

1 stop26h 15mMultiple Airlines

Deal found 1-7S$ 907

Wed 8-1022:10SIN - ORD

1 stop23h 30mANA

Sun 12-1017:45ORD - SIN

1 stop23h 55mANA

Deal found 2-7S$ 1,039

Thu 3-707:30SIN - MDW

2 stops38h 14mDelta

Fri 18-709:24MDW - SIN

2 stops30h 36mDelta

Deal found 1-7S$ 1,543

Mon 4-801:10SIN - MDW

2 stops24h 19mMultiple Airlines

Tue 12-809:15MDW - SIN

2 stops25h 25mMultiple Airlines

Deal found 1-7S$ 2,541

Mon 4-800:40SIN - MDW

2 stops28h 30mKLM

Tue 12-818:42MDW - SIN

2 stops31h 48mKLM

Deal found 2-7S$ 2,879

Mon 11-801:10SIN - MDW

2 stops24h 18mKorean Air

Sun 31-809:31MDW - SIN

2 stops25h 09mKorean Air

Deal found 2-7S$ 3,402

Best flights from Singapore to Chicago
Discover carefully curated flight deals from Singapore to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 3 July 2025.

Mon 27-1021:00SIN - ORD

2 stops30h 41mAir Canada

Thu 13-1115:40ORD - SIN

1 stop26h 15mAir Canada

Deal found 1-7S$ 850

Tue 12-808:05SIN - ORD

1 stop20h 55mJapan Airlines

Sun 31-810:05ORD - SIN

2 stops42h 25mJapan Airlines

Deal found 1-7S$ 873

Sun 26-1000:30SIN - ORD

2 stops27h 11mMultiple Airlines

Thu 13-1115:40ORD - SIN

1 stop26h 15mMultiple Airlines

Deal found 1-7S$ 907

Wed 8-1022:10SIN - ORD

1 stop30h 00mANA

Sun 12-1017:45ORD - SIN

1 stop23h 55mANA

Deal found 3-7S$ 1,039

Tue 12-822:30SIN - MDW

2 stops36h 14mDelta

Sun 31-806:00MDW - SIN

2 stops28h 40mDelta

Deal found 1-7S$ 1,543

Mon 4-800:40SIN - MDW

2 stops28h 30mKLM

Tue 12-818:42MDW - SIN

2 stops31h 48mKLM

Deal found 2-7S$ 2,879

Mon 11-801:10SIN - MDW

2 stops24h 18mKorean Air

Sun 31-809:31MDW - SIN

2 stops25h 09mKorean Air

Deal found 2-7S$ 3,402

Mon 4-801:10SIN - MDW

2 stops24h 19mMultiple Airlines

Tue 12-809:15MDW - SIN

2 stops25h 25mMultiple Airlines

Deal found 1-7S$ 2,541

Last-minute flights from Singapore to Chicago
Discover last-minute flight deals from Singapore to Chicago. Data last updated 3 July 2025 and is based on user searches.

Thu 3-707:30SIN - MDW

2 stops38h 14mDelta

Fri 18-709:24MDW - SIN

2 stops30h 36mDelta

Deal found 1-7S$ 1,543

Fri 4-708:45SIN - ORD

1 stop25h 33mUnited Airlines

Sat 12-719:48ORD - SIN

1 stop33h 37mUnited Airlines

Deal found 1-7S$ 1,232

Sat 5-706:15SIN - ORD

1 stop21h 40mANA

Sun 13-717:45ORD - SIN

1 stop34h 30mANA

Deal found 1-7S$ 1,050

Mon 14-701:55SIN - ORD

2 stops33h 10mMultiple Airlines

Tue 5-808:50ORD - SIN

2 stops26h 55mMultiple Airlines

Deal found 1-7S$ 1,146

Tue 22-713:10SIN - ORD

1 stop21h 00mEVA Air

Mon 28-700:30ORD - SIN

1 stop24h 20mEVA Air

Deal found 1-7S$ 1,325

Mon 4-801:10SIN - MDW

2 stops24h 19mMultiple Airlines

Tue 12-809:15MDW - SIN

2 stops25h 25mMultiple Airlines

Deal found 1-7S$ 2,541

Mon 4-800:40SIN - MDW

2 stops28h 30mKLM

Tue 12-818:42MDW - SIN

2 stops31h 48mKLM

Deal found 2-7S$ 2,879

Mon 11-801:10SIN - MDW

2 stops24h 18mKorean Air

Sun 31-809:31MDW - SIN

2 stops25h 09mKorean Air

Deal found 2-7S$ 3,402

Tue 12-808:05SIN - ORD

1 stop20h 55mJapan Airlines

Sun 31-810:05ORD - SIN

2 stops42h 25mJapan Airlines

Deal found 1-7S$ 873

Tue 12-809:10SIN - ORD

2 stops35h 49mAir Canada

Sun 31-808:40ORD - SIN

2 stops33h 25mAir Canada

Deal found 1-7S$ 1,001

Mon 18-802:00SIN - ORD

2 stops58h 59mChina Airlines

Mon 25-806:20ORD - SIN

2 stops41h 15mChina Airlines

Deal found 1-7S$ 1,297

One-way flights from Singapore to Chicago
Search for one-way flight options from Singapore to Chicago. Find affordable one-way fares based on user searches. Data last updated 3 July 2025.

Sun 30-1121:00SIN - ORD

2 stops31h 41mAir Canada

Deal found 1-7S$ 574

Tue 7-1001:55SIN - ORD

1 stop20h 10mJapan Airlines

Deal found 1-7S$ 614

Tue 15-719:45SIN - ORD

2 stops35h 10mIndiGo

Deal found 1-7S$ 684

Wed 8-1011:25SIN - ORD

3 stops57h 00mMultiple Airlines

Deal found 2-7S$ 731

Fri 25-720:40SIN - ORD

1 stop21h 38mUnited Airlines

Deal found 3-7S$ 773

Sun 30-1111:00SIN - ORD

1 stop35h 30mKorean Air

Deal found 3-7S$ 789

Sun 30-1122:30SIN - ORD

2 stops39h 17mDelta

Deal found 3-7S$ 808

Tue 7-1001:50SIN - ORD

1 stop25h 35mCathay Pacific

Deal found 1-7S$ 858

Sun 27-710:15SIN - ORD

1 stop36h 25mTurkish Airlines

Deal found 3-7S$ 895

Wed 8-1020:30SIN - MDW

3 stops40h 41mMultiple Airlines

Deal found 1-7S$ 898

Mon 28-715:10SIN - ORD

2 stops40h 08mEVA Air

Deal found 3-7S$ 935

Tue 26-801:10SIN - MDW

2 stops24h 18mDelta

Deal found 1-7S$ 1,019

Cheapflights Fare Finder

Use the filters below to find and compare flights from Singapore to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 27-10

21:00-14:41

2 stops30h 41m

Chicago O'Hare Intl

Thu 13-11

15:40-07:55

1 stop26h 15m

S$ 850

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 12-8

08:05-16:00

1 stop20h 55m

Chicago O'Hare Intl

Sun 31-8

10:05-17:30

2 stops42h 25m

S$ 873

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 26-10

00:30-14:41

2 stops27h 11m

Chicago O'Hare Intl

Thu 13-11

15:40-07:55

1 stop26h 15m

S$ 907

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 8-10

22:10-08:40

1 stop23h 30m

Chicago O'Hare Intl

Sun 12-10

17:45-06:40

1 stop23h 55m

S$ 1,039

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 27-10

10:10-00:59

1 stop27h 49m

Chicago O'Hare Intl

Thu 13-11

07:10-20:15

1 stop23h 05m

S$ 1,230

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Tue 12-8

22:30-21:44

2 stops36h 14m

Chicago Midway

Sun 31-8

06:00-23:40

2 stops28h 40m

S$ 1,543

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 4-8

01:10-12:29

2 stops24h 19m

Chicago Midway

Tue 12-8

09:15-23:40

2 stops25h 25m

S$ 2,541

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 4-8

00:40-16:10

2 stops28h 30m

Chicago Midway

Tue 12-8

18:42-15:30

2 stops31h 48m

S$ 2,879

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Mon 11-8

01:10-12:28

2 stops24h 18m

Chicago Midway

Sun 31-8

09:31-23:40

2 stops25h 09m

S$ 3,402

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 30-11

21:00-14:41

2 stops31h 41m

S$ 574

Flights are sorted by cheapest return flights first.

Deals found on 1-7

Showing 1-10 of 18 results

Best time to book a flight from Singapore to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Singapore with our price prediction graph.

Estimated return 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 Singapore to Chicago

What is the cheapest time of day to fly from SG to CHI?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Singapore to Chicago as you normally would.

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown with EVA Air, ANA, andKorean Air from Singapore to Chicago. 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

1,214 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

EVA Air

8.4

Very Good

1,214 reviews

EVA Air

8.4

Very Good

1,214 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

ANA

8.4

Very Good

892 reviews

EVA Air

8.4

Very Good

1,214 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

Korean Air

8.4

Very Good

1,101 reviews

EVA Air

8.4

Very Good

1,214 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

Japan Airlines

8.3

Very Good

1,505 reviews

EVA Air

8.4

Very Good

1,214 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

Delta

8.0

Very Good

7,983 reviews

EVA Air

8.4

Very Good

1,214 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Dale,May 2025

TPE - SFO

Flight staff were very courteous and efficient. Aircraft (seats, lavatories, etc) kept clean and replenished. Food service was timed perfectly and was delicious and had right amount

Related info for your journey

What are the cheapest airlines to fly from Singapore to Chicago one-way?
One-way options have recently been found by users for as low as S$ 574 on Air Canada. Other airlines that offer cheap prices include Japan Airlines from S$ 614 and IndiGo from S$ 684 one-way.
Can I find deals for flights from Singapore to Chicago that include hotel bookings?
Yes. In addition to deals on Singapore to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.
How can I find direct flights from Singapore to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Singapore to Chicago.
Can I find deals for business class flights from Singapore to Chicago?
Yes. Cheapflights offers flight deals from Singapore to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Singapore to Chicago

Singapore to O'Hare Intl flights

Singapore to Midway flights

Complete your trip

Chicago car hire

Chicago O'Hare Intl Airport car hire

Chicago Midway Airport car hire

Chicago Greater Rockford Airport car hire

Downtown car hire

O'Hare car hire

Rogers Park car hire

Lincoln Park car hire

Near North Side car hire

Logan Square car hire

Hyde Park car hire

Northalsted car hire

Top 7 airlines flying from Singapore to Chicago

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestS$ 878	AverageS$ 1,370	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Japan Airlines	CheapestS$ 884	AverageS$ 1,550	FlexibilityNo cancel fee	On-time79%	Search Japan Airlines flights
Cathay Pacific	CheapestS$ 1,184	AverageS$ 1,398	FlexibilityNo cancel fee	On-time72%	Search Cathay Pacific flights
Korean Air	CheapestS$ 1,221	AverageS$ 2,587	FlexibilityNo cancel fee	On-time81%	Search Korean Air flights
EVA Air	CheapestS$ 1,253	AverageS$ 1,582	FlexibilityNo cancel fee	On-time74%	Search EVA Air flights
ANA	CheapestS$ 1,370	AverageS$ 2,077	FlexibilityNo cancel fee	On-time80%	Search ANA flights
Etihad Airways	CheapestS$ 1,948	AverageS$ 2,427	FlexibilityNo cancel fee	On-time75%	Search Etihad Airways flights

Fly with Cheapflights

How does Cheapflights help users find flights from Singapore to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Singapore today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Singapore to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Singapore to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Singapore to Chicago with no change fees?

Yes! Cheapflights helps users easily find flights from Singapore to Chicago with no change fees.

Can Cheapflights notify me if prices for flights from Singapore to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Singapore to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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.

Cheap flights from Singapore to Chicago from S$ 574

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 30-11. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Singapore to Chicago

Keep the following information in mind while searching for Singapore to Chicago flight deals. Data was last updated 3 July 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Singapore to Chicago

Cheapest flights from Singapore to ChicagoExplore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 July 2025.

Explore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 July 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Singapore to Chicago that are best for you.

Best time to book a flight from Singapore to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Singapore with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Singapore to Chicago

What is the cheapest time of day to fly from SG to CHI?

Find hourly flight availability from Singapore to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 3 July 2025.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated 3 July 2025.

Read reviews from past customers who have flown with EVA Air, ANA, andKorean Air from Singapore to Chicago. 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.

Related info for your journey

Find useful and relevant information for your journey from Singapore to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What are the cheapest airlines to fly from Singapore to Chicago one-way?

Can I find deals for flights from Singapore to Chicago that include hotel bookings?

How can I find direct flights from Singapore to Chicago?

Can I find deals for business class flights from Singapore to Chicago?

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 Singapore to Chicago

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

Top 7 airlines flying from Singapore to Chicago

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Singapore to Chicago?

Why should you use Cheapflights to find cheap flight tickets from Singapore to Chicago?

Can Cheapflights find flights from Singapore to Chicago with no change fees?

Can Cheapflights notify me if prices for flights from Singapore to Chicago become cheaper?

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Singapore to Chicago
Explore the most affordable flight options available from Singapore to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 July 2025.