One Way

Popular Filters

+ 1 more

Arrival Airports

One Way Price

SGD 181 SGD 600

Duration

2 h 10 m 11 h 0 m

Stops From Chicago

Departure From Chicago

Before 6 AM

SGD 208

6 AM - 12 PM

SGD 208

12 PM - 6 PM

SGD 198

After 6 PM

SGD 181

Arrival at Boston

Before 6 AM

SGD 224

6 AM - 12 PM

SGD 256

12 PM - 6 PM

SGD 208

After 6 PM

SGD 181

Alliances & Airlines

Oneworld

(3)

SkyTeam

(3)

Star Alliance

(4)

Layover Airports

Layover Duration

52 m 7 h 30 m

Top Flights From Chicago

Chicago to Boston Cathay Pacific

Lowest fare from Chicago to Boston on 17 Jul - ₹513


Cheap International Chicago to Boston Cathay Pacific air tickets at MakeMyTrip India. Best Deals at Lowest fares guaranteed on flights from Chicago to Boston by Cathay Pacific International Travel. Check Cathay Pacific booking, International Flight number, Flight status, Schedules online from Chicago to Boston.Also book Boston to Chicago Cathay Pacific flights tickets online.Avail Zero Cancellation for flight bookings.
Sorted By:
Departure
Duration
Arrival
Price
Price last updated at 14 Jul 2026 08:25:11
Delta Air Lines

SGD 181

Chicago to Boston , 17 Jul

Delta Air Lines DL | 2646

19:25

Fri, 17 Jul 26

Terminal T5

Chicago, United States

02 h 35 m

23:00

Fri, 17 Jul 26

Terminal A

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

JetBlue Airways

SGD 182

Chicago to Boston , 17 Jul

JetBlue Airways B6 | 1012

20:10

Fri, 17 Jul 26

Terminal T2

Chicago, United States

02 h 31 m

23:41

Fri, 17 Jul 26

Terminal C

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

SGD 198

Chicago to Boston , 17 Jul

Delta Air Lines DL | 1716

14:07

Fri, 17 Jul 26

Terminal T5

Chicago, United States

01 h 33 m

16:40

Fri, 17 Jul 26

Terminal EM

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 1707

17:58

Fri, 17 Jul 26

Terminal EM

Detroit, United States

02 h 02 m

20:00

Fri, 17 Jul 26

Terminal A

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

SGD 208

Chicago to Worcester , 17 Jul

American Airlines AA | 2115

06:37

Fri, 17 Jul 26

Terminal T3

Chicago, United States

02 h 11 m

09:48

Fri, 17 Jul 26

Philadelphia, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 6082

15:20

Fri, 17 Jul 26

Terminal F

Philadelphia, United States

01 h 31 m

16:51

Fri, 17 Jul 26

Worcester, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 210

Chicago-Midway to Boston , 17 Jul

Southwest Airlines WN | 4975

16:00

Fri, 17 Jul 26

Chicago-Midway, United States

02 h 20 m

19:20

Fri, 17 Jul 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

SGD 224

Chicago to Boston , 17 Jul

United Airlines UA | 1032

19:45

Fri, 17 Jul 26

Terminal T1

Chicago, United States

02 h 36 m

23:21

Fri, 17 Jul 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

SGD 225

Chicago to Boston , 17 Jul

United Airlines UA | 2171

15:57

Fri, 17 Jul 26

Terminal T1

Chicago, United States

02 h 36 m

19:33

Fri, 17 Jul 26

Terminal C

Newark, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 2058

20:25

Fri, 17 Jul 26

Terminal A

Newark, United States

01 h 28 m

21:53

Fri, 17 Jul 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 256

Chicago-Midway to Boston , 17 Jul

Southwest Airlines WN | 4611

07:40

Fri, 17 Jul 26

Chicago-Midway, United States

02 h 15 m

10:55

Fri, 17 Jul 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 275

Chicago-Midway to Boston , 17 Jul

Southwest Airlines WN | 232

19:35

Fri, 17 Jul 26

Chicago-Midway, United States

02 h 20 m

22:55

Fri, 17 Jul 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

SGD 351

Chicago to Boston , 17 Jul

United Airlines UA | 1186

06:05

Fri, 17 Jul 26

Terminal T1

Chicago, United States

02 h 24 m

09:29

Fri, 17 Jul 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

About Chicago (CHI)

Chicago is a dynamic city that offers a blend of modernity and rich cultural heritage, making it an exciting destination for travelers from Singapore. Known for its stunning skyline, vibrant arts scene, and diverse neighborhoods, Chicago promises a variety of experiences that cater to all interests. Whether you're exploring world-class museums, indulging in deep-dish pizza, or strolling along the scenic Lake Michigan, Chicago has something for everyone.

Best Time to Visit

For Singapore travelers, the best time to visit Chicago is during the spring (April to June) and fall (September to October) when the weather is pleasant and the city is bustling with activities. Summers are warm and ideal for outdoor festivals, while winters can be quite cold and snowy, offering a magical winter wonderland experience.

Getting There

Chicago is well-connected to Singapore with direct flights from Changi Airport (SIN) to O'Hare International Airport (ORD). Major airlines such as Singapore Airlines and United Airlines offer flights to Chicago, making it convenient for travelers. Ensure you have a valid visa for entry into the United States, and check for any travel advisories before booking your trip.

Where to Stay

Chicago offers a range of accommodations to suit different budgets. For luxury stays, consider hotels in the Magnificent Mile area, such as the Peninsula Chicago or the Four Seasons Hotel. Budget travelers can find affordable options in neighborhoods like River North and Lincoln Park.

Must-See Places & Experiences

• Millennium Park: Home to the iconic Cloud Gate sculpture (The Bean) and beautiful gardens.
• Art Institute of Chicago: Renowned for its impressive collection of art from around the world.
• Navy Pier: A lively entertainment hub with rides, restaurants, and stunning lake views.
• Willis Tower Skydeck: Offers breathtaking views of the city from its observation deck.
• Museum Campus: Includes the Field Museum, Shedd Aquarium, and Adler Planetarium.

Local Transportation

Getting around Chicago is easy with its extensive public transportation system. The 'L' trains and buses operated by the Chicago Transit Authority (CTA) connect various parts of the city. Taxis and rideshare services like Uber and Lyft are also widely available.

Food & Dining

Chicago is a culinary paradise with a diverse food scene. Don't miss trying the famous deep-dish pizza at Giordano's or Lou Malnati's. For fine dining, Alinea offers an unforgettable experience. Explore the ethnic neighborhoods for authentic cuisines, such as Chinatown for dim sum and Pilsen for Mexican delicacies.

Practical Travel Tips

• Currency: The US Dollar (USD) is used in Chicago.
• Language: English is the primary language.
• Safety: Chicago is generally safe for tourists, but stay vigilant in crowded areas.
• Apps: Download the CTA app for public transport info and Yelp for restaurant reviews.

Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you a host of services such as hotel deals, flight deals, and holiday packages. You have the freedom to book cheap flight tickets to Chicago and hotels to any destination in the world according to your budget and need.

Chicago Address

About Boston (BOS)

Boston is the most famous and largest city in New England, the capital of the state of Massachusetts. The city is one of the most influential, wealthy and historic cities in the United States of America. Its plethora of highly famous museums, attractive historical sites and wealth of live performances, all demonstrate why the city gets over a 16.3 million visitors every year. This makes it one of the ten most famous tourist destinations in the country. The historic ‘City of Boston’ has some of the most fascinating and attractive monuments and tourist attractions in the North-eastern United States. Being rich in traditions makes it a famous tourist location that offers an astonishing dining and sightseeing. Its old town trolley tours offer the most famous sightseeing experience in the city. Some of the major attractions of Boston include Boston Children's Museum, Museum of Fine Arts, Harvard Art Museum, Isabella Stewart Gardner Museum, New England Aquarium, and Semitic Museum and so on. Excellent seafood of Boston is available at the nearby New England coast. Boston has a thriving night-life for all those who are more into night parties and also make it perfect location for having fun with friends. It is known to be a 'drinking' town and bar hopping is extremely easy and commonly done here. Local specialities of the city include baked beans, cod, and clam chowder, so don't forget to taste it. Boston Public Library, Newbury Street, The Christian Science Plaza, Skywalk Observatory, Mary Baker Eddy Library, Boston City Hall, Bunker Hill Monument, Neptune Oyster, Boston Duck Tours and so on are some of the major sightseeing of Boston. You can freely move anywhere in the city as it is well-linked with transport facilities. For air travellers, Boston Logan International Airport is a main gateway to Boston and New England. There are number of leading airlines which provide their regular flight services towards Boston. At MakeMyTrip.com, one can book air ticket online and choose the best deal as per your decided budget. Even you can also do online hotel booking in Boston from MakeMyTrip.com and get huge discounts on it.

Boston Address

About Cathay Pacific

Cathay Pacific is international flag carrier of Hong Kong with head office and main hub situated at Hong Kong International Airport. It was founded in year 1946 by American Roy C. Farrell and Australian Sydney H. de Kantzow. This airline has registered office at 33rd floor of One Pacific Place. It has made the world's first non-stop transpolar flight flying over the North Polein July 1998, and it also operated the maiden flight to arrive at the new Hong Kong International Airport. Both domestic and international flights are operated by this airline company. Both cargo and passengers flights are operated by it to 168 destination in 42 countries in all over the world. The aircrafts are consisted of Airbus A330, Airbus A340, Boeing 747 as well as Boeing 777 equipment. Its subsidiary airline operates to 36 destinations in Asia Pacific region from its Hong Kong base. In year 2010 this airline and its subsidiary carried 27 million passengers and 1.8 million tons of cargo and mail. Cathay Pacific Airways also have code share agreement with various airlines companies which are Emirates Airlines, Air Arabia, Austrian Airlines, Biman Bangladesh, British Airways, China Southern Airlines, Kuwait Airways, Lufthansa Airlines, Mahan Airways, and Libyan Airlines. Various flights to India are also operated by it. The main flights to Indian cities are as follows: Flights to Kochi, Flights to Kolkata, Flights to Pune, and Flights to Trivandrum