One Way

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Arrival Airports

One Way Price

SGD 182 SGD 400

Duration

2 h 10 m 9 h 0 m

Stops From Chicago

Departure From Chicago

6 AM - 12 PM

SGD 182

12 PM - 6 PM

SGD 186

After 6 PM

SGD 182

Arrival at Boston

6 AM - 12 PM

SGD 186

12 PM - 6 PM

SGD 182

After 6 PM

SGD 182

Alliances & Airlines

Oneworld

(1)

SkyTeam

(4)

Star Alliance

(1)

Layover Airports

Layover Duration

1 h 42 m 4 h 30 m

Top Flights From Chicago

Chicago to Boston Air Paradise

Lowest fare from Chicago to Boston on 08 Jul - ₹


Cheap International Chicago to Boston Air Paradise air tickets at MakeMyTrip India. Best Deals at Lowest fares guaranteed on flights from Chicago to Boston by Air Paradise International Travel. Check Air Paradise booking, International Flight number, Flight status, Schedules online from Chicago to Boston.Also book Boston to Chicago Air Paradise flights tickets online.Avail Zero Cancellation for flight bookings.
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Price last updated at 05 Jul 2026 17:25:25
JetBlue Airways

SGD 182

Chicago to Boston , 8 Jul

JetBlue Airways B6 | 312

10:56

Wed, 8 Jul 26

Terminal T2

Chicago, United States

02 h 27 m

14:23

Wed, 8 Jul 26

Terminal C

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

SGD 186

Chicago-Midway to Boston , 8 Jul

Southwest Airlines WN | 4611

07:40

Wed, 8 Jul 26

Chicago-Midway, United States

02 h 15 m

10:55

Wed, 8 Jul 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

SGD 188

Chicago to Worcester , 8 Jul

Delta Air Lines DL | 2917

10:30

Wed, 8 Jul 26

Terminal T5

Chicago, United States

02 h 18 m

13:48

Wed, 8 Jul 26

Terminal C

New York-LaGuardia Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 5424

15:30

Wed, 8 Jul 26

Terminal C

New York-LaGuardia Apt, United States

01 h 30 m

17:00

Wed, 8 Jul 26

Worcester, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

SGD 208

Chicago-Midway to Worcester , 8 Jul

Delta Air Lines DL | 4674

09:19

Wed, 8 Jul 26

Chicago-Midway, United States

01 h 16 m

11:35

Wed, 8 Jul 26

Terminal EM

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 1669

12:15

Wed, 8 Jul 26

Terminal EM

Detroit, United States

01 h 48 m

14:03

Wed, 8 Jul 26

Terminal C

New York-LaGuardia Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 5424

15:30

Wed, 8 Jul 26

Terminal C

New York-LaGuardia Apt, United States

01 h 30 m

17:00

Wed, 8 Jul 26

Worcester, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

SGD 240

Chicago to Boston , 8 Jul

United Airlines UA | 1186

06:05

Wed, 8 Jul 26

Terminal T1

Chicago, United States

02 h 24 m

09:29

Wed, 8 Jul 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 296

Chicago-Midway to Manchester , 8 Jul

Southwest Airlines WN | 830

07:40

Wed, 8 Jul 26

Chicago-Midway, United States

02 h 10 m

10:50

Wed, 8 Jul 26

Manchester, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

SGD 351

Chicago to Manchester , 8 Jul

American Airlines AA | 4400

14:19

Wed, 8 Jul 26

Terminal T3

Chicago, United States

02 h 28 m

17:47

Wed, 8 Jul 26

Manchester, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 352

Chicago-Midway to Boston , 8 Jul

Southwest Airlines WN | 1374

18:05

Wed, 8 Jul 26

Chicago-Midway, United States

02 h 20 m

21:25

Wed, 8 Jul 26

Terminal B

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 364

Chicago-Midway to Manchester , 8 Jul

Southwest Airlines WN | 4250

18:05

Wed, 8 Jul 26

Chicago-Midway, United States

02 h 15 m

21:20

Wed, 8 Jul 26

Manchester, 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 Air Paradise