Book a trip from Singapore to Chicago with Cathay Pacific , fares from SGD2,166

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

SGD2.2K
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RangeSGD2,166-SGD4,101

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. Fly in award-winning comfort and enjoy the ultimate Cathay Pacific experience on our flights from SIN to ORD take around 19 hours 45 minutes, including the layover, and bring you to Terminal 5 in Chicago.


Flying to Chicago with Cathay Pacific

Book your Singapore to Chicago flight with Cathay Pacific and experience our modern aircraft, which have been carefully designed with your comfort and convenience in mind.

During your flight, you’ll receive international standards of service and hospitality courtesy of our attentive crew. You will also have access to our inflight content library, which features the latest in Hollywood films, complete TV box sets, and acclaimed podcasts. Cathay Pacific also offers inflight Wi-Fi services so you can stay connected with the world on your journey with us from Singapore (SIN) to Chicago (ORD).


Transit In Style

Our First Class and Business Class passengers flying from Singapore (SIN) to Chicago (ORD) can enjoy bespoke experiences when transiting through Hong Kong International Airport in Cathay Pacific’s award-winning lounge facilities. Indulge in the delightful delicacies available before cleansing their palates with a thoughtful selection of refreshing beverages. The gateway to a multitude of signature experiences starts at Cathay Pacific’s lounges.

Premium Economy and Economy passengers can enjoy exceptional dining and shopping experiences whilst completing their transit. Our accommodating staff are always available to help with any enquiries you may have, while our handy virtual assistant on the Cathay Pacific mobile app is one click away. We wish you a pleasant stopover in Hong Kong and hope you have a smooth journey ahead.


Why you should book directly with Cathay Pacific

When you book your flights directly with Cathay Pacific, you can expect world class hospitality and service, exclusive benefits and offers, and bank rebates. Booking direct also means you will never have to pay any service charges or hidden fees.

Cathay members are eligible for further benefits, including hold your fare, which allows you to secure the price of your flight for 72 hours before confirming your booking. A 24-hour free cancellation policy is also available, so that you can travel with peace of mind and complete confidence. *Terms and conditions apply to all Cathay member services.


Chicago visa requirements

To enjoy a hassle-free trip to Chicago, be sure to check the local visa requirements. Alternatively, you can visit the IATA Travel Centre for specific destination requirements.


Airport introduction

Airport transportation

Things to do

Hotel recommendations

Food to eat

Travel tips

Before heading into the city, take the time to explore Chicago O'Hare International Airport. Choose from a diverse range of restaurants and boutique shops to satisfy their cravings and engage in some retail therapy. The airport also offers convenient services such as ATMs, currency exchange, and shower facilities to enhance the overall travel experience. Additionally, dedicated staff members are easily accessible to aid individuals in need of special support.

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.

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, the latter boasting 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.

Cathay Pacific brings the convenience of finding the best hotels to you. Located in the heart of The Loop, Renaissance Chicago Downtown Hotel offers easy access to popular attractions like the Chicago Riverwalk and the Theatre District. Enjoy a comfortable and unforgettable stay with their contemporary rooms, heated indoor pool, and delicious dining options at their rooftop restaurant. Another luxurious option is the The Langham, Chicago. Its prime location on the Magnificent Mile allows for easy access to Chicago's top attractions, including shopping, cultural landmarks, and world-renowned restaurants. You will also be able to earn miles when you book a holiday package or a hotel.

Chicago offers a wide range of cuisine, with dining options being able to meet the pickiest of eaters. If you’re looking to try Texan cuisine, visit Smoque BBQ. Located in Chicago's Avondale neighbourhood, the restaurant is a must-visit for BBQ lovers. With a menu inspired by Texas-style BBQ, their expertly smoked meats and flavourful sides have gained recognition from renowned BBQ critics. If you’re looking for fine dining options, Kasama offers a unique dining experience with its fine dining tasting menu. Their menu showcases the freshest and most creative dishes from the team's talented chefs with an ever-changing menu.

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: US 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

Frequently asked questions

How long is the flight from Singapore to Chicago?

Flights from Singapore (SIN) to Chicago (ORD) take 19 hours 45 minutes, including the layover in Hong Kong. Our First Class and Business Class passengers can relax and recharge with our award-winning lounge facilities, such as our Relaxation Rooms, Shower Suites, and Noodle Bar during the layover.

What plane will I be flying on?

Our Singapore to Chicago flights operate on our fleet of modern Boeing 777s, Airbus A330s, and A350s. Learn more about our fleet. The aircraft model may change due to availability.

How much baggage am I allowed to take when I fly to Chicago with Cathay Pacific?

Baggage allowance is based on the total weight of all your baggage. Passengers may check-in bags according to the entitled weight allowance for their travel class. Read more about our baggage policy.

What exciting offers can you expect from Cathay Pacific?

Explore an exciting array of benefits when booking your next trip with Cathay Pacific, including our new economy fares, which give you greater choice, versatility, and value. Our latest flight and holiday package offers are regularly updated to provide you with greater flexibility on your travels with Cathay Pacific.