What are the cheapest airlines flying from Singapore to Chicago round-trip?

United Airlines, at S$ 1,235, was found to be the cheapest airline from Singapore to Chicago.Alternate airlines to your destination round-trip include Cathay Pacific and Delta. You may be able to fly from Singapore to Chicago for 25% less than the average price by searching for these airlines. Find deals

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$ 782 on IndiGo. Other airlines that offer cheap prices include Cathay Pacific from S$ 797 and Delta from S$ 849 one-way. Find deals

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

Travellers seeking maximum savings on their Singapore to Chicago flight should consider departing on Tuesday at midday when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time. 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 Japan Airlines as they are the most popular for this route.

What is the cheapest day to fly return from Singapore to Chicago?

Wednesday flights are found to be more expensive to fly from Singapore to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

Find a great deal and save up to 52% 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$ 1,367.

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

February can be a great time to fly to Chicago from Singapore with a flight ticket averaging about S$ 1,668. Cheapflights users have found deals in the month of February for as cheap as S$ 1,274. The most expensive prices can be found in the month of August.

What airport do you fly from for flights from Singapore to Chicago?

Located just 16.9 km from the city centre, Singapore Changi is the airport most travellers will use when flying to Chicago from Singapore. Booking flights from Changi (SIN) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 7 different airlines.

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$ 719+ Flights from Singapore to Chicago

The best prices from Singapore Changi to Chicago are usually found in February or October, booked 63 days in advance, depart on a Tuesday or Monday and return on a Tuesday

Cheap flight deals from Singapore to Chicago

Round-trip from	S$ 1,235
One-way from	S$ 719
Popular in	August
Cheapest in	February
Average price	S$ 1,445

United Airlines
5-3-16-3
2 total stops
45h 38m total
Singapore to Chicago

Search Deals

15-5
2 total stops
58h 40m total
Singapore to Chicago

Search Deals

Highest demand for flights based on searches. 5% potential increase in price (S$ 138 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease (S$ 40 potential savings vs. average return price).

Search Deals

Average for round-trip flights in February 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 21 February 2025.

Mon 27-1010:10SIN - ORD

1 stop25h 27mUnited Airlines

Thu 13-1121:21ORD - SIN

1 stop32h 54mUnited Airlines

Deal found 20-2S$ 1,234

Sun 26-1001:30SIN - ORD

1 stop21h 00mKorean Air

Thu 13-1111:05ORD - SIN

1 stop43h 20mKorean Air

Deal found 20-2S$ 1,248

Thu 6-1101:25SIN - ORD

1 stop25h 35mCathay Pacific

Thu 27-1114:40ORD - SIN

1 stop31h 15mCathay Pacific

Deal found 20-2S$ 1,266

Sun 12-1009:10SIN - ORD

1 stop45h 45mTurkish Airlines

Fri 17-1019:50ORD - SIN

1 stop22h 40mTurkish Airlines

Deal found 20-2S$ 1,272

Wed 5-311:00SIN - MDW

2 stops25h 20mDelta

Sun 16-309:25MDW - SIN

2 stops25h 45mDelta

Deal found 19-2S$ 1,280

Wed 5-311:00SIN - ORD

2 stops26h 56mDelta

Sun 16-306:15ORD - SIN

2 stops33h 45mDelta

Deal found 19-2S$ 1,280

Fri 12-913:10SIN - ORD

1 stop20h 35mEVA Air

Thu 18-900:30ORD - SIN

1 stop22h 30mEVA Air

Deal found 20-2S$ 1,329

Mon 27-1021:00SIN - ORD

2 stops32h 38mAir Canada

Thu 13-1115:40ORD - SIN

1 stop26h 15mAir Canada

Deal found 20-2S$ 1,372

Sun 6-419:45SIN - ORD

2 stops35h 10mIndiGo

Sun 13-419:50ORD - SIN

2 stops32h 30mIndiGo

Deal found 20-2S$ 1,383

Tue 6-509:00SIN - ORD

1 stop35h 25mAir India

Tue 20-512:00ORD - SIN

1 stop42h 05mAir India

Deal found 20-2S$ 1,403

Sun 6-404:50SIN - ORD

3 stops43h 44mMultiple Airlines

Sun 13-411:25ORD - SIN

2 stops40h 55mMultiple Airlines

Deal found 20-2S$ 1,479

Tue 24-608:05SIN - ORD

2 stops24h 30mAmerican Airlines

Tue 22-701:30ORD - SIN

1 stop27h 00mAmerican Airlines

Deal found 20-2S$ 1,776

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 21 February 2025.

Wed 5-322:20SIN - ORD

1 stop21h 53mUnited Airlines

Sun 16-318:15ORD - SIN

1 stop23h 45mUnited Airlines

Deal found 19-2S$ 1,235

Mon 23-601:50SIN - ORD

1 stop25h 35mCathay Pacific

Wed 23-716:00ORD - SIN

1 stop24h 30mCathay Pacific

Deal found 20-2S$ 1,269

Wed 5-311:00SIN - MDW

2 stops25h 20mDelta

Sun 16-309:25MDW - SIN

2 stops25h 45mDelta

Deal found 19-2S$ 1,280

Wed 5-315:45SIN - ORD

1 stop41h 50mEVA Air

Sat 15-300:30ORD - SIN

1 stop22h 35mEVA Air

Deal found 19-2S$ 1,360

Sun 6-419:45SIN - ORD

2 stops35h 10mIndiGo

Sun 13-419:50ORD - SIN

2 stops32h 30mIndiGo

Deal found 20-2S$ 1,383

Tue 6-509:00SIN - ORD

1 stop35h 25mAir India

Tue 20-512:00ORD - SIN

1 stop42h 05mAir India

Deal found 20-2S$ 1,403

Sun 6-419:45SIN - ORD

2 stops35h 10mMultiple Airlines

Sun 13-412:00ORD - SIN

1 stop42h 05mMultiple Airlines

Deal found 20-2S$ 1,417

Tue 24-609:10SIN - ORD

1 stop42h 39mAir Canada

Wed 23-708:40ORD - SIN

2 stops27h 05mAir Canada

Deal found 20-2S$ 1,609

Tue 24-608:05SIN - ORD

2 stops24h 30mAmerican Airlines

Tue 22-701:30ORD - SIN

1 stop27h 00mAmerican Airlines

Deal found 20-2S$ 1,776

Wed 5-317:50SIN - ORD

3 stops50h 44mChina Southern

Sun 16-317:10ORD - SIN

2 stops44h 55mChina Southern

Deal found 19-2S$ 1,831

Sat 5-401:10SIN - ORD

1 stop21h 30mKorean Air

Sun 13-412:20ORD - SIN

1 stop27h 40mKorean Air

Deal found 20-2S$ 1,921

Wed 5-311:00SIN - ORD

2 stops26h 56mDelta

Sun 16-306:15ORD - SIN

2 stops33h 45mDelta

Deal found 19-2S$ 1,280

Last-minute flights from Singapore to Chicago
Discover last-minute flight deals from Singapore to Chicago. Data last updated 21 February 2025 and is based on user searches.

Sat 22-215:45SIN - ORD

1 stop41h 50mMultiple Airlines

Sat 1-317:56ORD - SIN

2 stops28h 09mMultiple Airlines

Deal found 20-2S$ 1,507

Tue 25-222:20SIN - ORD

1 stop28h 18mUnited Airlines

Tue 11-307:15ORD - SIN

1 stop24h 00mUnited Airlines

Deal found 19-2S$ 1,235

Tue 4-301:25SIN - ORD

1 stop25h 35mCathay Pacific

Sun 16-315:40ORD - SIN

1 stop25h 00mCathay Pacific

Deal found 19-2S$ 1,270

Wed 5-311:00SIN - MDW

2 stops25h 20mDelta

Sun 16-309:25MDW - SIN

2 stops25h 45mDelta

Deal found 19-2S$ 1,280

Wed 5-311:00SIN - ORD

2 stops26h 56mDelta

Sun 16-306:15ORD - SIN

2 stops33h 45mDelta

Deal found 19-2S$ 1,280

Wed 5-315:45SIN - ORD

1 stop41h 50mEVA Air

Sat 15-300:30ORD - SIN

1 stop22h 35mEVA Air

Deal found 19-2S$ 1,360

Wed 5-317:50SIN - ORD

3 stops50h 44mChina Southern

Sun 16-317:10ORD - SIN

2 stops44h 55mChina Southern

Deal found 19-2S$ 1,831

Fri 21-302:00SIN - ORD

2 stops43h 40mEthiopian Air

Sun 6-410:15ORD - SIN

1 stop39h 35mEthiopian Air

Deal found 21-2S$ 8,309

Sat 22-323:00SIN - ORD

1 stop45h 30mAir India

Sat 5-412:00ORD - SIN

1 stop30h 30mAir India

Deal found 21-2S$ 5,326

Sat 22-310:00SIN - ORD

2 stops35h 01mAir Canada

Sat 5-420:25ORD - SIN

2 stops45h 40mAir Canada

Deal found 21-2S$ 5,363

Sat 22-322:05SIN - ORD

2 stops36h 01mFinnair

Sat 5-421:30ORD - SIN

1 stop31h 55mFinnair

Deal found 21-2S$ 6,156

Mon 31-300:50SIN - ORD

1 stop27h 55mEmirates

Mon 7-420:35ORD - SIN

1 stop29h 25mEmirates

Deal found 19-2S$ 3,809

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 21 February 2025.

Thu 15-501:30SIN - ORD

2 stops58h 40mMultiple Airlines

Deal found 20-2S$ 719

Sun 11-519:45SIN - ORD

2 stops35h 10mIndiGo

Deal found 20-2S$ 782

Fri 11-401:50SIN - ORD

1 stop25h 35mCathay Pacific

Deal found 20-2S$ 797

Fri 9-507:30SIN - MDW

2 stops38h 09mDelta

Deal found 20-2S$ 849

Thu 20-301:30SIN - ORD

2 stops35h 23mDelta

Deal found 20-2S$ 849

Fri 16-514:00SIN - MDW

3 stops34h 23mMultiple Airlines

Deal found 20-2S$ 864

Sun 11-517:50SIN - ORD

3 stops49h 17mChina Southern

Deal found 20-2S$ 997

Tue 6-509:10SIN - ORD

2 stops35h 53mAir Canada

Deal found 20-2S$ 1,028

Thu 15-501:10SIN - ORD

1 stop21h 30mKorean Air

Deal found 20-2S$ 1,141

Thu 8-502:00SIN - ORD

2 stops43h 05mEthiopian Air

Deal found 20-2S$ 1,234

Sat 12-701:55SIN - ORD

2 stops32h 13mJapan Airlines

Deal found 20-2S$ 1,292

Mon 5-500:20SIN - ORD

2 stops36h 36mPhilippine Airlines

Deal found 20-2S$ 1,334

Find flights from Singapore to Chicago within your budget

Fly from

Fly to

Route

Depart

Return

Price

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 5-3

22:20-06:13

1 stop21h 53m

Chicago O'Hare Intl

Sun 16-3

18:15-07:00

1 stop23h 45m

S$ 1,235

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 23-6

01:50-14:25

1 stop25h 35m

Chicago O'Hare Intl

Wed 23-7

16:00-05:30

1 stop24h 30m

S$ 1,269

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

Wed 5-3

11:00-22:20

2 stops25h 20m

Chicago Midway

Sun 16-3

09:25-00:10

2 stops25h 45m

S$ 1,280

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 5-3

11:00-23:56

2 stops26h 56m

Chicago O'Hare Intl

Sun 16-3

06:15-05:00

2 stops33h 45m

S$ 1,280

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Wed 5-3

15:45-19:35

1 stop41h 50m

Chicago O'Hare Intl

Sat 15-3

00:30-12:05

1 stop22h 35m

S$ 1,360

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 6-4

19:45-17:55

2 stops35h 10m

Chicago O'Hare Intl

Sun 13-4

19:50-17:20

2 stops32h 30m

S$ 1,383

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 6-5

09:00-07:25

1 stop35h 25m

Chicago O'Hare Intl

Tue 20-5

12:00-19:05

1 stop42h 05m

S$ 1,403

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 6-4

19:45-17:55

2 stops35h 10m

Chicago O'Hare Intl

Sun 13-4

12:00-19:05

1 stop42h 05m

S$ 1,417

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 24-6

09:10-14:49

1 stop42h 39m

Chicago O'Hare Intl

Wed 23-7

08:40-00:45

2 stops27h 05m

S$ 1,609

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 24-6

08:05-19:35

2 stops24h 30m

Chicago O'Hare Intl

Tue 22-7

01:30-17:30

1 stop27h 00m

S$ 1,776

Flights are sorted by cheapest return flights first.

Deals found on 20-2

Showing 1-10 of 42 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.

Travel insights for flights from Singapore to Chicago

Get recent, data-driven insights about flights from Singapore to Chicago including ideal travel times, pricing trends, and more.

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

The price you pay for your flight from Singapore to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 63 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

It’s typically best to fly out from Singapore to Chicago at midday. Doing so could potentially save you 15% on the flight price compared to flying in the morning, which is usually more expensive.

Rainfall in Chicago by month

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.

Temperature in Chicago by month

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).

Reviews of airlines servicing Chicago

EVA Air

8.4

Very Good

1,200 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

EVA Air

8.4

Very Good

1,200 reviews

EVA Air

8.4

Very Good

1,200 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Korean Air

8.4

Very Good

1,037 reviews

EVA Air

8.4

Very Good

1,200 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

ANA

8.4

Very Good

836 reviews

EVA Air

8.4

Very Good

1,200 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Japan Airlines

8.3

Very Good

1,440 reviews

EVA Air

8.4

Very Good

1,200 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Emirates

8.1

Very Good

3,276 reviews

EVA Air

8.4

Very Good

1,200 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Related info for your journey

What airport do you fly from for flights from Singapore to Chicago?
Located just 16.9 km from the city centre, Singapore Changi is the airport most travellers will use when flying to Chicago from Singapore. Booking flights from Changi (SIN) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 7 different airlines.
What are the cheapest airlines flying from Singapore to Chicago round-trip?
United Airlines, at S$ 1,235, was found to be the cheapest airline from Singapore to Chicago.Alternate airlines to your destination round-trip include Cathay Pacific and Delta. You may be able to fly from Singapore to Chicago for 25% less than the average price by searching for these airlines.
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$ 782 on IndiGo. Other airlines that offer cheap prices include Cathay Pacific from S$ 797 and Delta from S$ 849 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

Fly from Singapore to Chicago on these airlines

EVA Air flights from Singapore Changi to Chicago

United Airlines flights from Singapore Changi to Chicago

Japan Airlines flights from Singapore Changi to Chicago

Top 7 airlines flying from Singapore to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Turkish Airlines	CheapestS$ 985	AverageS$ 1,546	FlexibilityNo cancel fee	On-time77%	Search Turkish Airlines flights
United Airlines	CheapestS$ 1,166	AverageS$ 1,586	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Cathay Pacific	CheapestS$ 1,244	AverageS$ 1,517	FlexibilityNo cancel fee	On-time72%	Search Cathay Pacific flights
EVA Air	CheapestS$ 1,316	AverageS$ 1,593	FlexibilityNo cancel fee	On-time74%	Search EVA Air flights
ANA	CheapestS$ 1,438	AverageS$ 1,884	FlexibilityNo cancel fee	On-time80%	Search ANA flights
Japan Airlines	CheapestS$ 1,493	AverageS$ 1,718	FlexibilityNo cancel fee	On-time79%	Search Japan Airlines flights
Korean Air	CheapestS$ 1,494	AverageS$ 2,351	FlexibilityNo cancel fee	On-time81%	Search Korean Air flights

Fly with Cheapflights

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

Cheapflights makes it easy to find Singapore to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Millions of users choose and trust Cheapflights to book the best flight deals from Singapore to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Singapore to Chicago, users can toggle the no change fees filter when performing a flight search.

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

Yes, Cheapflights offers price alerts on Singapore to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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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$ 719

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 15-5. Fares are subject to change and may not be available on all flights or dates of travel.

The best prices from Singapore Changi to Chicago are usually found in February or October, booked 63 days in advance, depart on a Tuesday or Monday and return on a Tuesday

Cheap flight deals from Singapore to Chicago

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 21 February 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 21 February 2025.

Find flights from Singapore to Chicago within your budget

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.

Travel insights for flights from Singapore to Chicago

Get recent, data-driven insights about flights from Singapore to Chicago including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a return flight from Singapore to Chicago. Price data was last updated on 14 February 2025.

What is the cheapest time of day to fly from SIN 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 21 February 2025.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

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 airport do you fly from for flights from Singapore to Chicago?

What are the cheapest airlines flying from Singapore to Chicago round-trip?

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.

Fly from Singapore to Chicago on these airlines

Choose from the following airlines for your flight from Singapore to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 21 February 2025.

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?

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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 21 February 2025.