$589 Cheap Flights from Singapore (SIN) to Chicago (ORD)

View $589 flight on Mon, May 4, 2026Opens 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 $589 for one-way flights and $851 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All Nippon Airways
Thu, Sep 3 - Wed, Sep 9
SIN
Singapore
ORD
Chicago
$851 Roundtrip, just found
$851
Roundtrip
just found
Select All Nippon Airways flight, departing Thu, Sep 3 from Singapore to Chicago, returning Wed, Sep 9, priced at $851 just found
United
Fri, Apr 24 - Sat, May 9
SIN
Singapore
ORD
Chicago
$954 Roundtrip, found 7 hours ago
$954
Roundtrip
found 7 hours ago
Select United flight, departing Fri, Apr 24 from Singapore to Chicago, returning Sat, May 9, priced at $954 found 7 hours ago
Korean Air
Mon, Nov 23 - Mon, Nov 30
SIN
Singapore
ORD
Chicago
$957 Roundtrip, found 16 hours ago
$957
Roundtrip
found 16 hours ago
Select Korean Air flight, departing Mon, Nov 23 from Singapore to Chicago, returning Mon, Nov 30, priced at $957 found 16 hours ago
Delta
Sun, Jan 24 - Mon, Jan 25
SIN
Singapore
ORD
Chicago
$1,067 Roundtrip, found 1 day ago
$1,067
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Jan 24 from Singapore to Chicago, returning Mon, Jan 25, priced at $1,067 found 1 day ago
Cathay Pacific
Thu, Sep 24 - Sat, Oct 10
SIN
Singapore
ORD
Chicago
$1,072 Roundtrip, found 21 hours ago
$1,072
Roundtrip
found 21 hours ago
Select Cathay Pacific flight, departing Thu, Sep 24 from Singapore to Chicago, returning Sat, Oct 10, priced at $1,072 found 21 hours ago
Turkish Airlines
Tue, Apr 28 - Mon, May 4
SIN
Singapore
ORD
Chicago
$1,115 Roundtrip, found 8 hours ago
$1,115
Roundtrip
found 8 hours ago
Select Turkish Airlines flight, departing Tue, Apr 28 from Singapore to Chicago, returning Mon, May 4, priced at $1,115 found 8 hours ago
EVA Airways
Thu, Sep 3 - Wed, Sep 9
SIN
Singapore
ORD
Chicago
$1,119 Roundtrip, just found
$1,119
Roundtrip
just found
Select EVA Airways flight, departing Thu, Sep 3 from Singapore to Chicago, returning Wed, Sep 9, priced at $1,119 just found
Japan Airlines
Mon, Nov 23 - Mon, Nov 30
SIN
Singapore
ORD
Chicago
$1,182 Roundtrip, found 16 hours ago
$1,182
Roundtrip
found 16 hours ago
Select Japan Airlines flight, departing Mon, Nov 23 from Singapore to Chicago, returning Mon, Nov 30, priced at $1,182 found 16 hours ago
American Airlines
Sun, Jan 24 - Mon, Jan 25
SIN
Singapore
ORD
Chicago
$1,266 Roundtrip, found 1 day ago
$1,266
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jan 24 from Singapore to Chicago, returning Mon, Jan 25, priced at $1,266 found 1 day ago
Lufthansa
Mon, Nov 23 - Mon, Nov 30
SIN
Singapore
ORD
Chicago
$1,355 Roundtrip, found 16 hours ago
$1,355
Roundtrip
found 16 hours ago
Select Lufthansa flight, departing Mon, Nov 23 from Singapore to Chicago, returning Mon, Nov 30, priced at $1,355 found 16 hours ago

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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 $1,377
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $1,377

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

September is typically the cheapest month to fly

From $686 - $1,022 per traveler.

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 $589 or cheap return flight from $851 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.

Travel information

Origin airport
Changi
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Alaska Airlines, All Nippon Airways, American Airlines, British Airways, Cathay Pacific, Delta, EVA Airways, Emirates, Etihad Airways, Finnair, Japan Airlines, JetBlue Airways, Korean Air, Lufthansa, Qatar Airways, Singapore Airlines, Swiss International Air Lines, Turkish Airlines, United
Roundtrip price
$851
Distance
9351 mi

Book with confidence

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 2026. You can also book with separate airlines for your outbound and return journeys, from $589 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.

 

Singapore to Chicago Flights

*Flight schedules are subject to change.

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