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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.
SIN — CHI
9 juil. — 16 juil.1
1 adult

Cheapflights Tip: The best prices from Singapore Changi to Chicago are usually found in April or February, booked 54 days in advance, depart on a Tuesday or Monday and return on a Tuesday

Cheap flight deals from Singapore to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Singapore (SIN) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 4 juillet 2025.

Round-trip from

S$ 851

One-way from

S$ 574

Popular in

January

Cheapest in

April

Average price

S$ 1,730
Air Canada
  • Air Canada
  • 27-10-13-11
  • 3 total stops
  • 56h 56m total
  • Singapore to Chicago
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Air Canada
  • Air Canada
  • 30-11
  • 2 total stops
  • 31h 41m total
  • Singapore to Chicago
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Highest demand for flights based on searches. 5% potential increase in price (S$ 112 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (S$ 44 potential savings vs. average return price).
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Average for round-trip flights in July 2025
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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 4 juillet 2025.

lun. 27-1021:00SIN - ORD
2 stops30h 41mAir Canada
jeu. 13-1115:40ORD - SIN
1 stop26h 15mAir Canada
Deal found 2-7S$ 852
mar. 7-1000:20SIN - ORD
2 stops29h 22mMultiple Airlines
dim. 12-1019:41ORD - SIN
1 stop43h 19mMultiple Airlines
Deal found 2-7S$ 958
mer. 8-1022:10SIN - ORD
1 stop23h 30mANA
dim. 12-1017:45ORD - SIN
1 stop23h 55mANA
Deal found 2-7S$ 1,039
dim. 17-808:45SIN - ORD
1 stop33h 33mUnited Airlines
dim. 24-808:50ORD - SIN
1 stop32h 25mUnited Airlines
Deal found 3-7S$ 1,230
mar. 12-822:30SIN - MDW
2 stops36h 14mDelta
dim. 31-806:00MDW - SIN
2 stops28h 40mDelta
Deal found 2-7S$ 1,545
lun. 11-801:10SIN - MDW
2 stops24h 18mMultiple Airlines
dim. 31-809:31MDW - SIN
2 stops25h 09mMultiple Airlines
Deal found 2-7S$ 2,546
lun. 4-800:40SIN - MDW
2 stops28h 30mKLM
mar. 12-818:42MDW - SIN
2 stops31h 48mKLM
Deal found 2-7S$ 2,880
lun. 11-801:10SIN - MDW
2 stops24h 18mKorean Air
dim. 31-809:31MDW - SIN
2 stops25h 09mKorean Air
Deal found 3-7S$ 3,401

Cheapflights Fare Finder

Customise your flight search to find flights from Singapore to Chicago 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 200,618 searches. Data last updated 4 juillet 2025.
Use the filters below to find and compare flights from Singapore to Chicago that are best for you.

Fly from

Singapore

Fly to

Chicago

Route

Depart

Return

Price

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

lun. 27-10

21:00-14:41

2 stops30h 41m

Chicago O'Hare Intl

jeu. 13-11

15:40-07:55

1 stop26h 15m

S$ 852

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

mar. 7-10

00:20-16:42

2 stops29h 22m

Chicago O'Hare Intl

dim. 12-10

19:41-04:00

1 stop43h 19m

S$ 958

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

mer. 8-10

22:10-08:40

1 stop23h 30m

Chicago O'Hare Intl

dim. 12-10

17:45-06:40

1 stop23h 55m

S$ 1,039

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

dim. 17-8

08:45-05:18

1 stop33h 33m

Chicago O'Hare Intl

dim. 24-8

08:50-06:15

1 stop32h 25m

S$ 1,230

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

mar. 12-8

15:10-18:18

2 stops40h 08m

Chicago O'Hare Intl

dim. 31-8

13:01-12:00

2 stops33h 59m

S$ 1,340

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

mar. 12-8

22:30-21:44

2 stops36h 14m

Chicago Midway

dim. 31-8

06:00-23:40

2 stops28h 40m

S$ 1,545

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

lun. 11-8

01:10-12:28

2 stops24h 18m

Chicago Midway

dim. 31-8

09:31-23:40

2 stops25h 09m

S$ 2,546

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

lun. 4-8

00:40-16:10

2 stops28h 30m

Chicago Midway

mar. 12-8

18:42-15:30

2 stops31h 48m

S$ 2,880

SingaporeChicago

SIN - MDW

SINMDW

Singapore Changi

lun. 11-8

01:10-12:28

2 stops24h 18m

Chicago Midway

dim. 31-8

09:31-23:40

2 stops25h 09m

S$ 3,401

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

mar. 7-10

01:45-15:00

2 stops26h 15m

S$ 586

Flights are sorted by cheapest return flights first.

Deals found on 2-7

Showing 1-10 of 21 results
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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

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 27 June 2025.

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 54 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?

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 4 juillet 2025.

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.

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 4 juillet 2025.
Check out reviews from past customers who have flown with ANA, Korean Air, andJapan Airlines from Singapore to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
ANA
8.4
Very Good
893 reviews
Check prices

Boarding

8.5

Entertainment

7.9

Comfort

8.2

Food

7.7

Overall

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.
ANA
8.4
Very Good
893 reviews
ANA
8.4
Very Good
893 reviews
Check prices

Boarding

8.5

Entertainment

7.9

Comfort

8.2

Food

7.7

Overall

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.
Korean Air
8.4
Very Good
1,100 reviews
ANA
8.4
Very Good
893 reviews
Check prices

Boarding

8.5

Entertainment

7.9

Comfort

8.2

Food

7.7

Overall

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.
Japan Airlines
8.3
Very Good
1,504 reviews
ANA
8.4
Very Good
893 reviews
Check prices

Boarding

8.5

Entertainment

7.9

Comfort

8.2

Food

7.7

Overall

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.
Delta
8.0
Very Good
7,982 reviews
ANA
8.4
Very Good
893 reviews
Check prices

Boarding

8.5

Entertainment

7.9

Comfort

8.2

Food

7.7

Overall

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.
KLM
7.8
Good
1,367 reviews
ANA
8.4
Very Good
893 reviews
Check prices

Boarding

8.5

Entertainment

7.9

Comfort

8.2

Food

7.7

Overall

8.4

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.

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?

    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?

    Air Canada, at S$ 851, was found to be the cheapest airline from Singapore to Chicago.Alternate airlines to your destination round-trip include Japan Airlines and ANA. You may be able to fly from Singapore to Chicago for 42% 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$ 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

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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 4 juillet 2025.
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

Discover the top 7 airlines that operate flights from Singapore to Chicago. 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 200,618 searches. Data last updated 4 juillet 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 879AverageS$ 1,371FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Japan AirlinesCheapestS$ 885AverageS$ 1,551FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
Cathay PacificCheapestS$ 1,185AverageS$ 1,399FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
Korean AirCheapestS$ 1,221AverageS$ 2,588FlexibilityNo cancel feeOn-time81%
Search Korean Air flights
EVA AirCheapestS$ 1,254AverageS$ 1,583FlexibilityNo cancel feeOn-time74%
Search EVA Air flights
ANACheapestS$ 1,370AverageS$ 2,078FlexibilityNo cancel feeOn-time80%
Search ANA flights
Etihad AirwaysCheapestS$ 1,949AverageS$ 2,428FlexibilityNo cancel feeOn-time75%
Search Etihad Airways flights

Fly with Cheapflights

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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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