$409 Cheap Flights from Chicago (ORD) to Singapore (SIN)

View $409 flight on Mon, May 5, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Singapore (ORD-SIN)

Prices were available within the past 7 days and start at $409 for one-way flights and $803 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cathay Pacific
Mon, May 5 - Mon, May 19
ORD
Chicago
SIN
Singapore
$803 Roundtrip, just found
$803
Roundtrip
just found
Select Cathay Pacific flight, departing Mon, May 5 from Chicago to Singapore, returning Mon, May 19, priced at $803 just found
Air India
Fri, Sep 19 - Fri, Oct 3
ORD
Chicago
SIN
Singapore
$822 Roundtrip, found 10 hours ago
$822
Roundtrip
found 10 hours ago
Select Air India flight, departing Fri, Sep 19 from Chicago to Singapore, returning Fri, Oct 3, priced at $822 found 10 hours ago
Turkish Airlines
Tue, Nov 4 - Tue, Nov 18
ORD
Chicago
SIN
Singapore
$825 Roundtrip, found 2 days ago
$825
Roundtrip
found 2 days ago
Select Turkish Airlines flight, departing Tue, Nov 4 from Chicago to Singapore, returning Tue, Nov 18, priced at $825 found 2 days ago
Etihad Airways
Mon, Oct 13 - Tue, Oct 28
ORD
Chicago
SIN
Singapore
$910 Roundtrip, found 20 hours ago
$910
Roundtrip
found 20 hours ago
Select Etihad Airways flight, departing Mon, Oct 13 from Chicago to Singapore, returning Tue, Oct 28, priced at $910 found 20 hours ago
Air Canada
Tue, Aug 19 - Sun, Dec 21
ORD
Chicago
SIN
Singapore
$940 Roundtrip, found 6 days ago
$940
Roundtrip
found 6 days ago
Select Air Canada flight, departing Tue, Aug 19 from Chicago to Singapore, returning Sun, Dec 21, priced at $940 found 6 days ago
United
Mon, Oct 13 - Tue, Oct 28
ORD
Chicago
SIN
Singapore
$1,094 Roundtrip, found 20 hours ago
$1,094
Roundtrip
found 20 hours ago
Select United flight, departing Mon, Oct 13 from Chicago to Singapore, returning Tue, Oct 28, priced at $1,094 found 20 hours ago
Korean Air
Wed, Oct 22 - Thu, Nov 6
ORD
Chicago
SIN
Singapore
$1,097 Roundtrip, just found
$1,097
Roundtrip
just found
Select Korean Air flight, departing Wed, Oct 22 from Chicago to Singapore, returning Thu, Nov 6, priced at $1,097 just found
Delta
Mon, Sep 8 - Tue, Sep 23
ORD
Chicago
SIN
Singapore
$1,108 Roundtrip, found 21 hours ago
$1,108
Roundtrip
found 21 hours ago
Select Delta flight, departing Mon, Sep 8 from Chicago to Singapore, returning Tue, Sep 23, priced at $1,108 found 21 hours ago
Japan Airlines
Thu, Sep 11 - Thu, Sep 18
ORD
Chicago
SIN
Singapore
$1,119 Roundtrip, found 9 hours ago
$1,119
Roundtrip
found 9 hours ago
Select Japan Airlines flight, departing Thu, Sep 11 from Chicago to Singapore, returning Thu, Sep 18, priced at $1,119 found 9 hours ago
All Nippon Airways
Mon, Sep 22 - Tue, Oct 7
ORD
Chicago
SIN
Singapore
$1,132 Roundtrip, found 20 hours ago
$1,132
Roundtrip
found 20 hours ago
Select All Nippon Airways flight, departing Mon, Sep 22 from Chicago to Singapore, returning Tue, Oct 7, priced at $1,132 found 20 hours ago
Flights from Chicago (ORD) to Singapore (SIN)
Origin airport
O'Hare Intl.
Destination airport
Changi
Airlines serving
Air Canada, Air India, Alaska Airlines, All Nippon Airways, American Airlines, British Airways, Cathay Pacific, Delta, EVA Airways, Emirates, Etihad Airways, Japan Airlines, JetBlue Airways, Korean Air, Lufthansa, Malaysia Airlines, Qatar Airways, Swiss International Air Lines, Turkish Airlines, United
Roundtrip price
$803
Distance
9351 mi

Chicago to Singapore Flights

The cheapest times to fly from Chicago to Singapore

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 Chicago to Singapore are during the month of May. You can find some of the cheapest flights from Chicago to Singapore with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Singapore

Sunday is one of the best days to book for cheap flights from Chicago to Singapore: 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 Chicago to Singapore

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 Chicago to Singapore in 2025. You can also book with separate airlines for your outbound and return journeys, from $409 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 Chicago to Singapore 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 Chicago to Singapore 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 O'Hare Intl. Airport (ORD) to Changi Airport (SIN) cost?
Discover the latest flight deals from ORD to SIN by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORD to SIN?
The cheapest flights from ORD to SIN are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ORD to SIN?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from ORD to SIN. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Changi Airport (SIN)?
There aren’t any daily nonstop flights from O’Hare Intl. Airport (ORD) to Changi Airport (SIN). But you can opt for flights with layovers. Filter your search results on Expedia to include one or two stops, and you’ll be on your way in no time at all.
What day of the week has the most flights from ORD to SIN?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary based on various factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Changi Airport (SIN)?
To avoid potential delays on the O’Hare Intl. Airport (ORD) to Changi Airport (SIN) route, aim to travel before 3 PM. Flights after this time have a 22% higher chance of cancellation.**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 O'Hare Intl. Airport (ORD) to Changi Airport (SIN) last-minute?
Booking your flight from ORD to SIN shortly before your trip is typically more expensive. But if you’re flexible with your travel times and dates, you could score a cheap last-minute fare.
Is it cheaper to book an ORD to SIN flight and hotel package?
Opting for an ORD to SIN flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Pick from our impressive range of stays and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Changi Airport (SIN)?
It’s generally possible to cancel or reschedule your ORD to SIN flight. However, if it’s been more than 24 hours since booking, additional fees may apply. Refer to your airline’s policies in your itinerary to see what changes are allowed and if any costs are involved. You’ll also find more information on our Customer Service portal.

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*Available to One Key members.