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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 Jul — 16 Jul1
1 adult

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 4 July 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
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$ 44 potential savings vs. average return price).
Search Deals
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 July 2025.

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

21:00-14:41

2 stops30h 41m

Chicago O'Hare Intl

Thu 13-11

15:40-07:55

1 stop26h 15m

S$ 852

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 7-10

00:20-16:42

2 stops29h 22m

Chicago O'Hare Intl

Sun 12-10

19:41-04:00

1 stop43h 19m

S$ 958

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

Sun 17-8

08:45-05:18

1 stop33h 33m

Chicago O'Hare Intl

Sun 24-8

08:50-06:15

1 stop32h 25m

S$ 1,230

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 12-8

15:10-18:18

2 stops40h 08m

Chicago O'Hare Intl

Sun 31-8

13:01-12:00

2 stops33h 59m

S$ 1,340

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$ 1,545

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$ 2,546

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$ 2,880

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$ 3,401

SingaporeChicago

SIN - ORD

SINORD

Singapore Changi

Tue 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

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 4 July 2025.

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

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 July 2025.
Read reviews from past customers who have flown with ANA, Korean Air, andJapan Airlines 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.
ANA
8.4
Very Good
893 reviews
Check prices

Comfort

8.2

Entertainment

7.9

Boarding

8.5

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

Comfort

8.2

Entertainment

7.9

Boarding

8.5

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

Comfort

8.2

Entertainment

7.9

Boarding

8.5

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

Comfort

8.2

Entertainment

7.9

Boarding

8.5

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

Comfort

8.2

Entertainment

7.9

Boarding

8.5

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

Comfort

8.2

Entertainment

7.9

Boarding

8.5

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 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

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.
Singapore to Midway flights
Singapore to O'Hare Intl flights

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 July 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

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