One Way

Popular Filters

+ 1 more

Arrival Airports

One Way Price

USD 135 USD 300

Duration

2 h 10 m 9 h 0 m

Stops From Chicago

Departure From Chicago

6 AM - 12 PM

USD 144

12 PM - 6 PM

USD 144

After 6 PM

USD 136

Arrival at Boston

6 AM - 12 PM

USD 144

12 PM - 6 PM

USD 144

After 6 PM

USD 136

Alliances & Airlines

Oneworld

(1)

SkyTeam

(5)

Star Alliance

(1)

Layover Airports

Layover Duration

1 h 0 m 4 h 30 m

Top Flights From Chicago

Chicago to Boston Icelandair

Lowest fare from Chicago to Boston on 08 Jul - ₹141


Cheap International Chicago to Boston Icelandair air tickets at MakeMyTrip India. Best Deals at Lowest fares guaranteed on flights from Chicago to Boston by Icelandair International Travel. Check Icelandair booking, International Flight number, Flight status, Schedules online from Chicago to Boston.Also book Boston to Chicago Icelandair flights tickets online.Avail Zero Cancellation for flight bookings.
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Price last updated at 05 Jul 2026 23:01:56
JetBlue Airways

USD 141

USD 136

Chicago to Boston , 8 Jul

JetBlue Airways B6 | 1012

20:21

Wed, 8 Jul 26

Terminal T2

Chicago, United States

02 h 31 m

23:52

Wed, 8 Jul 26

Terminal C

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

USD 144

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

USD 156

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

USD 157

Chicago to Boston , 8 Jul

Delta Air Lines DL | 2985

11:30

Wed, 8 Jul 26

Terminal T5

Chicago, United States

02 h 30 m

15:00

Wed, 8 Jul 26

Terminal C

New York-LaGuardia Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 5819

16:00

Wed, 8 Jul 26

Terminal C

New York-LaGuardia Apt, United States

01 h 37 m

17:37

Wed, 8 Jul 26

Terminal A

Boston, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

USD 161

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

USD 187

USD 180

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

USD 229

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

JetBlue Airways

USD 257

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

American Airlines

USD 272

USD 262

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

USD 274

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

About Chicago (CHI)

Chicago is a vibrant and dynamic city that offers a plethora of experiences for travelers from the United Kingdom. Known for its stunning architecture, world-class museums, and lively cultural scene, Chicago is a city that captivates visitors with its charm and energy. From the iconic skyline featuring Willis Tower and the John Hancock Center to the picturesque shores of Lake Michigan, there's something for everyone in the Windy City.

Chicago is renowned for its deep-dish pizza, jazz and blues music, and passionate sports culture. Visitors can explore the rich history and diverse neighborhoods, each offering unique sights and experiences. Whether you're strolling along the Magnificent Mile for some retail therapy or enjoying a peaceful picnic in one of the city's many parks, Chicago promises an unforgettable adventure.

Best Time to Visit

The ideal time to visit Chicago is during the spring (April to June) and autumn (September to November) when the weather is pleasant and the city is bustling with activities. Summer (July and August) is also popular, though it can be hot and crowded. Winter months (December to February) offer a magical experience with holiday lights and snow-covered streets, but be prepared for chilly temperatures.

Getting There

Chicago is well-connected to the United Kingdom with direct flights from major airports such as London Heathrow (LHR) and Manchester (MAN). The main international airport in Chicago is O'Hare International Airport (ORD), which is one of the busiest airports in the world. Another option is Midway International Airport (MDW), which is smaller but also offers international flights. British Airways, American Airlines, and United Airlines are among the best airlines offering flights to Chicago from the United Kingdom. Ensure you have a valid ESTA visa waiver before traveling.

Where to Stay

Chicago offers a wide range of accommodation options to suit all budgets. For luxury stays, consider hotels in the downtown area such as The Peninsula Chicago or the Four Seasons Hotel Chicago. Mid-range options include the Hyatt Regency Chicago and the Kimpton Hotel Monaco. Budget travelers can find affordable stays at places like the Freehand Chicago or the HI Chicago Hostel. Popular areas for tourists include the Loop, River North, and Magnificent Mile.

Must-See Places & Experiences

• Millennium Park – Home to the famous Cloud Gate sculpture (The Bean)
• Art Institute of Chicago – Renowned for its impressive collection of artworks
• Navy Pier – Offers entertainment, dining, and stunning views of Lake Michigan
• Chicago Riverwalk – Perfect for a scenic stroll along the river
• Museum Campus – Includes the Field Museum, Shedd Aquarium, and Adler Planetarium
• Lincoln Park Zoo – A great spot for families and animal lovers
• Willis Tower Skydeck – Experience breathtaking views from the top

Local Transportation

Getting around Chicago is convenient with various transportation options available. The 'L' train system is efficient and connects different parts of the city. Buses are also a reliable mode of transport. Taxis and rideshare services like Uber and Lyft are readily available. For a unique experience, consider taking a water taxi along the Chicago River. From O'Hare Airport, you can take the Blue Line train to downtown Chicago.

Food & Dining

Chicago's culinary scene is diverse and offers something for every palate. Don't miss trying the city's famous deep-dish pizza at Giordano's or Lou Malnati's. For an upscale dining experience, visit Alinea or Girl & the Goat. Taste the local flavors at Portillo's for a classic Chicago-style hot dog. Other must-try dishes include Italian beef sandwiches and Garrett Popcorn. The city's ethnic neighborhoods, such as Chinatown and Little Italy, offer a variety of authentic cuisines.

Practical Travel Tips

• Currency: The US Dollar (USD)
• Language: English
• Safety: Chicago is generally safe for tourists, but it's always wise to stay alert and avoid less crowded areas at night
• Useful Apps: Download the CTA Transit App for public transport schedules, and Yelp for restaurant reviews
• Emergency Number: Dial 911 for any emergencies

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 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 Icelandair