Book a trip from Singapore to Chicago with Cathay Pacific , fares from SGD1,278

DISCOUNT CODE (OPTIONAL)

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

Jun 2025
FromSGD1,950*
Seen 6 hours ago
Round trip/Economy
SGD2.0K
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    • RangeSGD1,950

    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.)

    Book flights to Chicago ORD

    SGD
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    Book flights to Chicago ORD
    From
    To
    Fare Type
    Dates
    Price
    Singapore (SIN)Chicago (ORD)Round-trip
    /
    Economy    		09/10/2025 - 14/10/2025

    From

    SGD1,278

    Seen 18 hours ago

    Singapore (SIN)Chicago (ORD)Round-trip
    /
    Economy    		19/11/2025 - 30/11/2025

    From

    SGD1,300

    Seen 1 day ago

    Singapore (SIN)Chicago (ORD)Round-trip
    /
    Economy    		09/10/2025 - 13/10/2025

    From

    SGD1,353

    Seen 17 hours ago

    Singapore (SIN)Chicago (ORD)Round-trip
    /
    Economy    		12/09/2025 - 12/12/2025

    From

    SGD1,468

    Seen 9 hours ago

    Singapore (SIN)Chicago (ORD)Round-trip
    /
    Economy    		28/06/2025 - 06/07/2025

    From

    SGD1,950

    Seen 6 hours ago

    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

    Book Business Class flights to Chicago - selected offers

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    Flight Deals for Popular Routes on Cathay Pacific

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    *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.)

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