One Way

Popular Filters

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Departure Airports

One Way Price

LKR 31,014 LKR 152,000

Duration

2 h 35 m 9 h 0 m

Stops From Boston

Departure From Boston

Before 6 AM

LKR 48,964

6 AM - 12 PM

LKR 31,015

12 PM - 6 PM

LKR 49,055

After 6 PM

LKR 60,990

Arrival at Chicago

6 AM - 12 PM

LKR 31,015

12 PM - 6 PM

LKR 46,801

After 6 PM

LKR 49,055

Alliances & Airlines

Oneworld

(6)

SkyTeam

(4)

Star Alliance

(3)

Layover Airports

Layover Duration

36 m 4 h 30 m

Top Flights From Chicago

Boston To Chicago Flights

Book Boston to Chicago flight tickets at lowest price. Get best deals on your upcoming Boston to Chicago flights only on MakeMyTrip. Also Book Chicago to Boston Flights. Currently 19 flights flying from Boston to Chicago. To save maximum on flight booking click on below Fare Calendar button and choose your dates.Avail Zero Cancellation for flight bookings.


Sorted By:
Departure
Duration
Arrival
Price
JetBlue Airways

LKR 34,450

LKR 31,015

Boston to Chicago , 29 Mar

JetBlue Airways B6 | 311

08:00

Sun, 29 Mar 26

Terminal C

Boston, United States

03 h 10 m

10:10

Sun, 29 Mar 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

LKR 36,078

LKR 32,643

Boston to Chicago , 29 Mar

Delta Air Lines DL | 2570

07:25

Sun, 29 Mar 26

Terminal A

Boston, United States

03 h 10 m

09:35

Sun, 29 Mar 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

LKR 34,031

Boston to Chicago , 29 Mar

American Airlines AA | 1328

06:52

Sun, 29 Mar 26

Terminal B

Boston, United States

03 h 11 m

09:03

Sun, 29 Mar 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

LKR 44,890

LKR 41,455

Boston to Chicago , 29 Mar

United Airlines UA | 1414

06:00

Sun, 29 Mar 26

Terminal B

Boston, United States

02 h 59 m

07:59

Sun, 29 Mar 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

LKR 46,801

Boston to Chicago , 29 Mar

American Airlines AA | 1555

10:56

Sun, 29 Mar 26

Terminal B

Boston, United States

02 h 33 m

13:29

Sun, 29 Mar 26

Charlotte, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 1218

14:05

Sun, 29 Mar 26

Charlotte, United States

02 h 16 m

15:21

Sun, 29 Mar 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

LKR 46,873

Boston to Chicago , 29 Mar

American Airlines AA | 2096

08:00

Sun, 29 Mar 26

Terminal B

Boston, United States

01 h 41 m

09:41

Sun, 29 Mar 26

Philadelphia, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 955

10:41

Sun, 29 Mar 26

Philadelphia, United States

02 h 35 m

12:16

Sun, 29 Mar 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

LKR 52,399

LKR 48,964

Boston to Chicago-Midway , 29 Mar

Delta Air Lines DL | 2303

05:50

Sun, 29 Mar 26

Terminal A

Boston, United States

03 h 22 m

08:12

Sun, 29 Mar 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 3792

11:49

Sun, 29 Mar 26

Terminal T1

Minneapolis, United States

01 h 36 m

13:25

Sun, 29 Mar 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

LKR 49,055

Boston to Chicago , 29 Mar

American Airlines AA | 3711

16:50

Sun, 29 Mar 26

Terminal B

Boston, United States

03 h 16 m

19:06

Sun, 29 Mar 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

LKR 52,742

Boston to Chicago , 29 Mar

American Airlines AA | 1813

09:25

Sun, 29 Mar 26

Terminal B

Boston, United States

02 h 35 m

12:00

Sun, 29 Mar 26

Charlotte, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 2533

15:05

Sun, 29 Mar 26

Charlotte, United States

02 h 16 m

16:21

Sun, 29 Mar 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

LKR 53,656

Worcester to Chicago , 29 Mar

American Airlines AA | 5804

13:44

Sun, 29 Mar 26

Worcester, United States

01 h 27 m

15:11

Sun, 29 Mar 26

Terminal F

Philadelphia, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 3177

19:40

Sun, 29 Mar 26

Philadelphia, United States

02 h 38 m

21:18

Sun, 29 Mar 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Boston to Chicago Flights Information:-

Looking for Boston to Chicago Flight? Hereโ€™s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Chicago is Chicago Midway Intl and the IATA code for the same is CHI.
Currently, there are 5 airlines operating flights between the two destinations and approximately 19 flights take off from Boston to Chicago every week.

Need information on Boston to Chicago airfare?

The minimum airfare for a Boston to Chicago flight would be 31014, which may go up to 149576 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Boston to Chicago

If you are looking for Boston to Chicago flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are American Airlines, Delta Air Lines, JetBlue Airways, Southwest Airlines, United Airlines. Out of these, only 14 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:American Airlines : 6, Delta Air Lines : 6, JetBlue Airways : 6, Southwest Airlines : 6, United Airlines : 6

To board the first Boston to Chicago flight, choose Delta Air Lines, which departs at 05:50 The last flight for this route is Delta Air Lines, departing at 20:20

Chicago Airport Information

Chicago Midway Intl

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 โ€˜City of Bostonโ€™ 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.

Important Information about Boston to Chicago Flight

Lowest Fare to Travel with Date LKR undefined- 29 Mar
Total flights from Boston to Chicago in a week 19 Flights
First Flight Delta Air Lines, departs at 05:50
Last FlightDelta Air Lines, departs at 20:20
Non-Stop Flights from Boston to Chicago14
Airport Name & codes of Boston & Chicago General Edward Lawrence Logan Intl, Boston-BOS, Chicago Midway Intl,Chicago-CHI

Boston Address

About Chicago (CHI)

Chicago, the most populous city in Illinois and the third most populous in the United States, is a bustling metropolis known for its iconic skyline, vibrant arts scene, and diverse neighborhoods. Often referred to as the Windy City, Chicago offers a blend of architectural marvels, cultural landmarks, and a dynamic urban atmosphere. From world-class museums to sandy beaches along Lake Michigan, Chicago is a city that captivates visitors with its charm and energy.

Airports

Chicago is served by two major airports:
โ€ข O'Hare International Airport (ORD) - Located approximately 18 miles northwest of downtown Chicago
โ€ข Chicago Midway International Airport (MDW) - Situated about 10 miles southwest of the city center

Hotels and Restaurants

Chicago offers a wide range of accommodation options to suit every budget:
โ€ข The Ritz-Carlton Chicago - Luxury hotel with stunning views of Lake Michigan
โ€ข The Drake Hotel - Historic hotel with elegant rooms and top-notch service
โ€ข Hotel Lincoln - Boutique hotel with a rooftop bar and quirky decor
โ€ข HI Chicago Hostel - Budget-friendly option with modern amenities

When it comes to dining, Chicago is a food lover's paradise:
โ€ข Alinea - Renowned for its innovative and artistic dishes
โ€ข Lou Malnati's Pizzeria - Famous for its deep-dish pizza
โ€ข Girl & the Goat - Popular spot for creative small plates
โ€ข Portillo's - Iconic for its Chicago-style hot dogs

Transportation

Getting around Chicago is convenient with various transportation options:
โ€ข Chicago Transit Authority (CTA) - Extensive network of buses and 'L' trains
โ€ข Metra - Commuter rail system connecting the suburbs to the city
โ€ข Taxis and Rideshares - Widely available across the city
โ€ข Divvy Bikes - Bike-sharing program with numerous docking stations

Must-See Places

Chicago boasts numerous attractions that should not be missed:
โ€ข Millennium Park - Home to the iconic Cloud Gate sculpture (The Bean)
โ€ข The Art Institute of Chicago - Houses an impressive collection of artworks
โ€ข Navy Pier - Entertainment hub with rides, restaurants, and shops
โ€ข Willis Tower Skydeck - Offers breathtaking views from the 103rd floor
โ€ข Museum Campus - Includes the Field Museum, Shedd Aquarium, and Adler Planetarium

Climate

Chicago experiences a continental climate with distinct seasons:
โ€ข Winter (December to February) - Cold and snowy, ideal for winter sports
โ€ข Spring (March to May) - Mild temperatures and blooming flowers
โ€ข Summer (June to August) - Warm and humid, perfect for outdoor activities
โ€ข Autumn (September to November) - Cool and crisp, great for sightseeing

The best time to visit Chicago is during late spring to early autumn when the weather is pleasant and outdoor events are in full swing. Whether you're exploring its architectural wonders, indulging in its culinary delights, or enjoying its vibrant cultural scene, Chicago promises an unforgettable experience.

Chicago Address

Frequently Asked Questions - Boston to Chicago Flights

What is the best time to book cheap flight tickets from Boston to Chicago?

To get cheap flight tickets from Boston to Chicago, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Boston (BOS) to Chicago (CHI) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

Is there a way to make flexible departure date bookings for your Boston to Chicago flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Boston to Chicago. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.

Which airlines offer cheapest airfare from Boston to Chicago?

There is no set pricing for airlines to offer cheap flight fare from Boston to Chicago. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Boston to Chicago.

Is passport mandatory to travel from Boston to Chicago?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

Can I cancel my ticket from Boston to Chicago without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.

How do MakeMyTrip finds the lowest available dare for flights from Boston to Chicago?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

Can I find cheap accommodation near to airport when travelling from Boston to Chicago?

There are several accommodation options available near the Chicago Midway Intl. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.