$531 Cheap Flights from Singapore (SIN) to Chicago (ORD)

View $531 flight on Tue, Oct 21, 2025Opens in a new window

Popular airlines from Singapore Changi Airport (SIN) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Singapore to Chicago (SIN-ORD)

Prices were available within the past 7 days and start at $531 for one-way flights and $757 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue, Sep 30 - Sun, Oct 5
SIN
Singapore
ORD
Chicago
$757 Roundtrip, found 6 days ago
$757
Roundtrip
found 6 days ago
Select Air Canada flight, departing Tue, Sep 30 from Singapore to Chicago, returning Sun, Oct 5, priced at $757 found 6 days ago
All Nippon Airways
Wed, Sep 24 - Mon, Sep 29
SIN
Singapore
ORD
Chicago
$836 Roundtrip, found 6 days ago
$836
Roundtrip
found 6 days ago
Select All Nippon Airways flight, departing Wed, Sep 24 from Singapore to Chicago, returning Mon, Sep 29, priced at $836 found 6 days ago
Korean Air
Tue, Sep 2 - Tue, Sep 9
SIN
Singapore
ORD
Chicago
$964 Roundtrip, found 6 days ago
$964
Roundtrip
found 6 days ago
Select Korean Air flight, departing Tue, Sep 2 from Singapore to Chicago, returning Tue, Sep 9, priced at $964 found 6 days ago
United
Mon, Oct 27 - Mon, Nov 10
SIN
Singapore
ORD
Chicago
$966 Roundtrip, just found
$966
Roundtrip
just found
Select United flight, departing Mon, Oct 27 from Singapore to Chicago, returning Mon, Nov 10, priced at $966 just found
Delta
Mon, Sep 15 - Thu, Sep 18
SIN
Singapore
ORD
Chicago
$981 Roundtrip, found 3 days ago
$981
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Sep 15 from Singapore to Chicago, returning Thu, Sep 18, priced at $981 found 3 days ago
Cathay Pacific
Sun, Sep 14 - Wed, Sep 17
SIN
Singapore
ORD
Chicago
$1,036 Roundtrip, found 3 days ago
$1,036
Roundtrip
found 3 days ago
Select Cathay Pacific flight, departing Sun, Sep 14 from Singapore to Chicago, returning Wed, Sep 17, priced at $1,036 found 3 days ago
Air India
Mon, Sep 8 - Wed, Sep 17
SIN
Singapore
ORD
Chicago
$1,080 Roundtrip, found 3 days ago
$1,080
Roundtrip
found 3 days ago
Select Air India flight, departing Mon, Sep 8 from Singapore to Chicago, returning Wed, Sep 17, priced at $1,080 found 3 days ago
EVA Airways
Mon, Sep 15 - Thu, Sep 18
SIN
Singapore
ORD
Chicago
$1,107 Roundtrip, found 3 days ago
$1,107
Roundtrip
found 3 days ago
Select EVA Airways flight, departing Mon, Sep 15 from Singapore to Chicago, returning Thu, Sep 18, priced at $1,107 found 3 days ago
Turkish Airlines
Tue, Oct 28 - Tue, Nov 11
SIN
Singapore
ORD
Chicago
$1,143 Roundtrip, just found
$1,143
Roundtrip
just found
Select Turkish Airlines flight, departing Tue, Oct 28 from Singapore to Chicago, returning Tue, Nov 11, priced at $1,143 just found
Japan Airlines
Tue, Sep 2 - Tue, Sep 9
SIN
Singapore
ORD
Chicago
$1,162 Roundtrip, found 6 days ago
$1,162
Roundtrip
found 6 days ago
Select Japan Airlines flight, departing Tue, Sep 2 from Singapore to Chicago, returning Tue, Sep 9, priced at $1,162 found 6 days ago

Find the cheapest month to fly from Singapore (SIN) to Chicago (ORD)

October is typically the cheapest month to fly

From $687 - $1,116 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $847
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $847
Flights from Singapore (SIN) to Chicago (ORD)
Origin airport
Changi
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Air India, All Nippon Airways, American Airlines, British Airways, Cathay Pacific, Delta, EVA Airways, Emirates, Etihad Airways, Japan Airlines, JetBlue Airways, KLM, Korean Air, Lufthansa, Qatar Airways, Singapore Airlines, Swiss International Air Lines, Turkish Airlines, United
Roundtrip price
$756
Distance
9351 mi

Singapore to Chicago Flights

The cheapest times to fly from Singapore to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Singapore to Chicago are during the month of September. You can find some of the cheapest flights from Singapore to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Singapore to Chicago

Sunday is one of the best days to book for cheap flights from Singapore to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Singapore to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Singapore to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $531 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Singapore to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Singapore to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Changi Airport (SIN) to O'Hare Intl. Airport (ORD) cost?
Secure a cheap one-way flight from $531 or cheap return flight from $757 from Changi Airport (SIN) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Changi Airport (SIN) to O'Hare Intl. Airport (ORD)?
Traveling in September is a good way to save, as it's the cheapest month for flights between SIN and ORD. You'll typically find the lowest prices during the off-season.
What is the cheapest airline that flies from Changi Airport (SIN) to O'Hare Intl. Airport (ORD)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find the carrier with the cheapest SIN to ORD flight.
How many flights per day from Changi Airport (SIN) to O'Hare Intl. Airport (ORD)?
You'll need to book a flight with a layover when traveling from Changi Airport (SIN) to O'Hare Intl. Airport (ORD). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from SIN to ORD?
You'll typically find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Changi Airport (SIN) to O'Hare Intl. Airport (ORD)?
To avoid potential delays on the Changi Airport (SIN) to O'Hare Intl. Airport (ORD) route, aim to fly before 3 PM. Later departures have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Changi Airport (SIN) to O'Hare Intl. Airport (ORD) last-minute?
Booking your plane ticket from SIN to ORD shortly before your getaway is typically more expensive. However, if there's some wiggle room with your schedule, you could land a cheap last-minute fare.
Is it cheaper to book a SIN to ORD flight and hotel package?
You'll generally save money by booking a SIN to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one place. After choosing your ideal flights and accommodations, consider adding extras including activities, tours and car rentals.
Can I cancel or change the date of my flight from Changi Airport (SIN) to O'Hare Intl. Airport (ORD)?
It's usually possible to cancel or reschedule your SIN to ORD flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

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*Available to One Key members.