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Cheap flights from Singapore to Chicago from S$ 665

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.
SIN — CHI
30 Mar — 6 Apr1
1 adult

Cheapflights Tip: The best prices from Singapore Changi to Chicago are usually found in February or November, 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 25 March 2025.

Round-trip from

S$ 1,219

One-way from

S$ 665

Popular in

August

Cheapest in

February

Average price

S$ 1,385
Korean Air
  • Korean Air
  • 8-4-15-4
  • 2 total stops
  • 46h 30m total
  • Singapore to Chicago
15-5
  • 15-5
  • 2 total stops
  • 40h 02m total
  • Singapore to Chicago
Highest demand for flights based on searches. 8% potential increase in price (S$ 202 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (S$ 47 potential savings vs. average return price).
Average for round-trip flights in March 2025

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 25 March 2025.

Mon 8-901:10SIN - ORD
1 stop21h 20mKorean Air
Thu 18-912:10ORD - SIN
1 stop22h 30mKorean Air
Deal found 25-3S$ 1,212
Mon 27-1021:00SIN - ORD
2 stops32h 38mAir Canada
Thu 13-1115:40ORD - SIN
1 stop26h 15mAir Canada
Deal found 25-3S$ 1,229
Sun 7-908:45SIN - ORD
1 stop25h 39mUnited Airlines
Thu 18-918:35ORD - SIN
1 stop22h 40mUnited Airlines
Deal found 25-3S$ 1,239
Mon 23-601:50SIN - ORD
1 stop25h 35mCathay Pacific
Wed 23-716:00ORD - SIN
1 stop24h 30mCathay Pacific
Deal found 25-3S$ 1,274
Mon 26-501:10SIN - ORD
2 stops35h 49mDelta
Mon 14-719:59ORD - SIN
2 stops38h 41mDelta
Deal found 25-3S$ 1,284
Thu 8-515:10SIN - ORD
2 stops27h 55mMultiple Airlines
Fri 16-519:59ORD - SIN
2 stops27h 01mMultiple Airlines
Deal found 24-3S$ 1,375
Mon 8-913:10SIN - ORD
1 stop20h 35mEVA Air
Mon 15-900:30ORD - SIN
1 stop22h 30mEVA Air
Deal found 25-3S$ 1,429
Mon 9-608:05SIN - ORD
1 stop20h 55mJapan Airlines
Mon 16-601:30ORD - SIN
1 stop27h 00mJapan Airlines
Deal found 25-3S$ 1,435
Fri 4-723:00SIN - ORD
1 stop45h 25mAir India
Wed 30-712:00ORD - SIN
1 stop42h 30mAir India
Deal found 24-3S$ 1,464
Mon 8-908:05SIN - ORD
2 stops24h 30mAmerican Airlines
Mon 15-901:05ORD - SIN
1 stop27h 25mAmerican Airlines
Deal found 25-3S$ 1,613
Thu 8-523:30SIN - ORD
1 stop29h 25mSWISS
Thu 29-518:05ORD - SIN
2 stops58h 00mSWISS
Deal found 24-3S$ 1,659
Mon 9-623:25SIN - ORD
1 stop27h 35mLufthansa
Wed 18-617:55ORD - SIN
2 stops33h 45mLufthansa
Deal found 25-3S$ 1,732

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 25 March 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

Mon 8-9

01:10-09:30

1 stop21h 20m

Chicago O'Hare Intl

Thu 18-9

12:10-23:40

1 stop22h 30m

S$ 1,212

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 24-6

09:10-14:49

1 stop42h 39m

Chicago O'Hare Intl

Wed 23-7

20:03-07:05

2 stops46h 02m

S$ 1,237

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Sun 7-9

08:45-21:24

1 stop25h 39m

Chicago O'Hare Intl

Thu 18-9

18:35-06:15

1 stop22h 40m

S$ 1,239

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$ 1,274

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 26-5

01:10-23:59

2 stops35h 49m

Chicago O'Hare Intl

Mon 14-7

19:59-23:40

2 stops38h 41m

S$ 1,284

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Thu 8-5

15:10-06:05

2 stops27h 55m

Chicago O'Hare Intl

Fri 16-5

19:59-12:00

2 stops27h 01m

S$ 1,375

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 8-9

13:10-20:45

1 stop20h 35m

Chicago O'Hare Intl

Mon 15-9

00:30-12:00

1 stop22h 30m

S$ 1,429

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 9-6

08:05-16:00

1 stop20h 55m

Chicago O'Hare Intl

Mon 16-6

01:30-17:30

1 stop27h 00m

S$ 1,435

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Fri 4-7

23:00-07:25

1 stop45h 25m

Chicago O'Hare Intl

Wed 30-7

12:00-19:30

1 stop42h 30m

S$ 1,464

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Mon 8-9

08:05-19:35

2 stops24h 30m

Chicago O'Hare Intl

Mon 15-9

01:05-17:30

1 stop27h 25m

S$ 1,613

Flights are sorted by cheapest return flights first.

Deals found on 25-3

Showing 1-10 of 33 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 21 March 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 25 March 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.

Rainfall in Chicago by month

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

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

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 25 March 2025.
To help decide which airline to fly from Singapore to Chicago, see what other customers have to say about EVA Air, Korean Air and Japan Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Food

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Crew

8.6

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Food

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Crew

8.6

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Food

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Crew

8.6

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Food

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.
8.0
Very Good

Crew

8.6

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Food

8.0

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Piotr,Feb 2025

TPE - ORD

It is always a pleasure to travel with EVA Air.

Crew

8.6

Entertainment

8.0

Boarding

8.4

Comfort

8.3

Food

8.0

Overall

8.4

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

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 6 different airlines.

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

    Korean Air, at S$ 1,219, was found to be the cheapest airline from Singapore to Chicago.Alternate airlines to your destination round-trip include Air Canada and United Airlines. You may be able to fly from Singapore to Chicago for 24% 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$ 796 on Cathay Pacific. Other airlines that offer cheap prices include Delta from S$ 852 and EVA Air from S$ 1,072 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 25 March 2025.

Top 6 airlines flying from Singapore to Chicago

Discover the top 6 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 25 March 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestS$ 1,159AverageS$ 1,637FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Cathay PacificCheapestS$ 1,244AverageS$ 1,518FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
Korean AirCheapestS$ 1,283AverageS$ 2,718FlexibilityNo cancel feeOn-time81%
Search Korean Air flights
EVA AirCheapestS$ 1,317AverageS$ 1,536FlexibilityNo cancel feeOn-time74%
Search EVA Air flights
ANACheapestS$ 1,439AverageS$ 2,009FlexibilityNo cancel feeOn-time80%
Search ANA flights
Japan AirlinesCheapestS$ 1,493AverageS$ 1,726FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights

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?

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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