Book a trip from Singapore to Chicago with Cathay Pacific , fares from SGD1,421

Deals on Singapore (SIN) to Chicago (ORD) flights

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SGD2.6K
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RangeSGD2,575

Flights from Singapore (SIN) to Chicago (ORD)

Flight route information

Cathay Pacific offers flights to Chicago Chicago O’Hare International Airport (ORD) from Singapore Changi International Airport (SIN), with a layover in Hong Kong. Flights from SIN to ORD take around 20 hours 15 minutes, including the layover, and bring you to Terminal 5 in Chicago.

Upon your arrival in Chicago

Chicago O’Hare Airport offers several transport options for reaching Chicago’s city centre, the most convenient being by taxi. Taxis are parked just outside the airport terminal and will take you to the city centre in around 25 minutes. There’s also the Blue Line train, which connects directly to the airport terminals and takes approximately 45 minutes.

A brief introduction to Chicago

Nicknamed the “Windy City,” Chicago is a bustling metropolis home to renowned architecture, world class museums, and sprawling open parks.

Once the world’s tallest structure, the Willis Tower is a popular option for tourists, with stunning panoramic views of the vast Chicago cityscape. Other must-visit architectural landmarks include the St Regis Chicago skyscraper, Marquette Building and Water Tower Place, which boasts an eight-story shopping atrium.

Exit the tower, and you’ll find yourself in The Loop – a vibrant area of eateries, shops, theatres, and several of the city’s tallest skyscrapers. Here, you’ll also find Millennium Park, complete with the iconic Cloud Gate sculpture, and Grant Park with its stunning Buckingham Fountain and annual festivals and events.

Make sure to visit Chicago’s world class museums and cultural attractions, with some of the most popular being the Museum of Science and Industry and The Art Institute of Chicago. Once you’re done exploring the city’s cultural prowess, embark on the 18-mile Lakefront Trail – a cycling and walking trail with unbeatable views across the city skyline. Chicago is also home to 24 scenic beaches, including North Avenue Beach, where you can enjoy a relaxing swim during beach season.


Flying to Chicago with Cathay Pacific

Book your Singapore to Chicago flight with Cathay Pacific and experience the highest standards of quality when it comes to comfort and convenience. Enjoy world class hospitality courtesy of our attentive cabin crew and discover the world of entertainment with our inflight content library. Find out what’s playing on your flight.

During your flight, you can dine on a selection of dishes from our inflight dining menu that combines flavours across the world with a contemporary twist. Accompany your meal with a glass of wine from our award-winning wine list.


Why you should book directly with Cathay Pacific

Book directly with Cathay Pacific to enjoy greater value, versatility, and assurance. Customise your booking, get round-the-clock support, and take advantage of exclusive offers such as Asia Miles and discounts – all without any hidden fees or service charges.


Frequently asked questions

How long is the flight from Singapore to Chicago?

Flights from Singapore (SIN) to Chicago (ORD) take around 20 hours 15 minutes, including the layover in Hong Kong. During the layover, First Class and Business Class passengers can relax, refresh, and recharge in our award-winning lounge.

What plane will I be flying on?

Our Singapore to Chicago flights operate on our fleet of Airbus A350 and A330 aircraft. Learn more about our fleet. The aircraft model may change due to availability.

How many Status Points will I earn when I fly from Singapore to Chicago?

The amount of Status Points you earn depends on the duration and the class of your flight. To find out exactly how many points you will earn on your flight from Singapore to Chicago, be sure to use our Status Points calculator. Cathay Pacific is also a proud member of oneworld Alliance, which provides seamless travel to more than 1,100 airports.

What should I know before arriving in Chicago?

There’s plenty to remember when flying to a new destination. Here is some information that you should know before your flight to Chicago.

  • Currency: United States Dollar ($, USD). Find out the current conversion rate.
  • Plug: 120V Types A and B
  • Time zone: GMT-6. Daylight Savings Time pushes this forward for one hour from March to November
  • Language: English

Flight Deals for Popular Routes on Cathay Pacific

Flight Deals for Popular Routes on Cathay Pacific
From
To
Fare Type
Dates
Price
FromSingapore (SIN)ToChicago (ORD)Round-trip
/
Economy
28/06/2025 - 11/07/2025

From

SGD1,421*

Seen 1 day ago

From Singapore To Chicago Fare Type Round-trip Economy Dates 28/06/2025 - 11/07/2025 From SGD1,421 Seen 1 day ago
FromSingapore (SIN)ToChicago (ORD)Round-trip
/
Economy
27/06/2025 - 11/07/2025

From

SGD1,421*

Seen 1 day ago

From Singapore To Chicago Fare Type Round-trip Economy Dates 27/06/2025 - 11/07/2025 From SGD1,421 Seen 1 day ago
FromSingapore (SIN)ToChicago (ORD)Round-trip
/
Economy
28/06/2025 - 12/07/2025

From

SGD1,496*

Seen 5 hours ago

From Singapore To Chicago Fare Type Round-trip Economy Dates 28/06/2025 - 12/07/2025 From SGD1,496 Seen 5 hours ago

*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.

Travel to Chicago in Premium Economy

Best fares on flights found by others in the last 48 hours. (Please note that some fares may only apply when there are multiple travellers.)

All fares displayed include taxes and carrier-imposed surcharges. All fares, government taxes and fees, and surcharges are subject to change at any time. For ticket cancellations, where applicable, the Hong Kong Passenger Security Charge, the Hong Kong Air Passenger Departure Tax, and the Hong Kong International Airport Construction Fee will be refunded without any administration fees.