One Way

Popular Filters

+ 1 more

Departure Airports

One Way Price

USD 87 USD 900

Duration

2 h 50 m 19 h 0 m

Stops From Boston

Departure From Boston

Before 6 AM

USD 87

6 AM - 12 PM

USD 100

12 PM - 6 PM

USD 124

After 6 PM

USD 109

Arrival at Chicago

6 AM - 12 PM

USD 87

12 PM - 6 PM

USD 129

After 6 PM

USD 109

Alliances & Airlines

Oneworld

(64)

SkyTeam

(52)

Star Alliance

(34)

+ 1 more

Layover Airports

+ 17 more

Layover Duration

30 m 14 h 0 m

Top Flights From Chicago

Boston (BOS) to Chicago (CHI) Cheap Flights

Book Boston to Chicago cheap flight tickets โœˆ at lowest price. Get best deals on your upcoming Boston (BOS)to Chicago (CHI) flights only on MakeMyTrip. Also Book Chicago to Boston Cheap Flights. Currently 173 flights flying from Boston to Chicago. To save maximum on flight booking click on below Fare Calendar button and choose your dates.

Sorted By:
Departure
Duration
Arrival
Price
Southwest Airlines

USD 87

Boston to Chicago-Midway , 1 Feb

Southwest Airlines WN | 699

05:20

Sun, 1 Feb 26

Terminal B

Boston, United States

02 h 50 m

07:10

Sun, 1 Feb 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

USD 100

Boston to Chicago , 1 Feb

American Airlines AA | 359

06:10

Sun, 1 Feb 26

Terminal B

Boston, United States

03 h 10 m

08:20

Sun, 1 Feb 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 103

Boston to Chicago , 1 Feb

United Airlines UA | 1414

06:00

Sun, 1 Feb 26

Terminal B

Boston, United States

03 h 04 m

08:04

Sun, 1 Feb 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

USD 109

Boston to Chicago , 1 Feb

American Airlines AA | 1328

07:00

Sun, 1 Feb 26

Terminal B

Boston, United States

03 h 05 m

09:05

Sun, 1 Feb 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

USD 124

Worcester to Chicago , 1 Feb

Delta Air Lines DL | 5424

16:16

Sun, 1 Feb 26

Worcester, United States

01 h 23 m

17:39

Sun, 1 Feb 26

Terminal C

New York-LaGuardia Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 954

20:40

Sun, 1 Feb 26

Terminal C

New York-LaGuardia Apt, United States

02 h 54 m

22:34

Sun, 1 Feb 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

More Timing Options

USD 129

Boston to Chicago , 1 Feb

Delta Air Lines DL | 5606

11:30

Sun, 1 Feb 26

Terminal A

Boston, United States

03 h 09 m

13:39

Sun, 1 Feb 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

USD 134

Boston to Chicago , 1 Feb

Delta Air Lines DL | 5607

16:10

Sun, 1 Feb 26

Terminal A

Boston, United States

03 h 09 m

18:19

Sun, 1 Feb 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

USD 138

Boston to Chicago , 1 Feb

American Airlines AA | 4636

10:45

Sun, 1 Feb 26

Terminal B

Boston, United States

02 h 55 m

13:40

Sun, 1 Feb 26

Indianapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 3482

14:22

Sun, 1 Feb 26

Indianapolis, United States

01 h 18 m

14:40

Sun, 1 Feb 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

USD 139

Boston to Chicago , 1 Feb

American Airlines AA | 2359

11:21

Sun, 1 Feb 26

Terminal B

Boston, United States

02 h 37 m

13:58

Sun, 1 Feb 26

Charlotte, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 2199

14:28

Sun, 1 Feb 26

Charlotte, United States

02 h 12 m

15:40

Sun, 1 Feb 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 144

Boston to Chicago , 1 Feb

United Airlines UA | 1732

12:45

Sun, 1 Feb 26

Terminal B

Boston, United States

03 h 04 m

14:49

Sun, 1 Feb 26

Terminal T1

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 7 airlines operating flights between the two destinations and approximately 173 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 87, which may go up to 858 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, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, United Airlines. Out of these, only 21 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 : 64, Delta Air Lines : 64, Frontier Airlines : 64, JetBlue Airways : 64, Southwest Airlines : 64, Spirit Airlines : 64, United Airlines : 64

To board the first Boston to Chicago flight, choose Southwest Airlines, which departs at 05:00 The last flight for this route is Delta Air Lines, departing at 20:40

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.

Boston Address

About Chicago (CHI)

The most populous city in the U.S. State of Illinois and the third most populous city in United States, Chicago is the city full of glittering lights and joyous atmosphere. It is a huge vibrant city with metropolitan luxuries of theater, shopping and fine dining. Chicago is one of the world's great cities with the asset of iconic sights and neighborhoods. The meaning of Chicago is found in movement through elevated tracks and subways, in the honor of tired feet and eyes raised once more towards the sky. It is a city full of world-class museums of art and science, sandy beaches, huge parks, public art and one of the finest collections of architectures in the entire world. The Adler Planetarium has all the information for space and astronomy, the Field Museum of Natural History has all the information of Egyptian treasures and Shedd Aquarium has the best collection of marine life, together called as Museum campus is one the most beautiful spot along the lake. The Art Institute of Chicago has an exclusive collection of Impressions, modern and classical art, and tons of historical artifacts. It is a place of beaches and waterfront parks where you can go for a quite picnic and enjoy the calm and peaceful evening away from the crowded city. It is a delightful snow-filled wonderland and even referred to as a very passionate sports town. Chicago is a place for shoppers where you can buy things on a budget or in luxury. The most famous shopping street is The Magnificent Mile which includes designer boutiques and multi-storey malls. State Street is great for department stores. It is one of the great restaurant towns and you can find every cuisine which reflects the city's ethnic and working class roots. It is a major transport hub and has the third largest inter-modal port. Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you with a host of services such as hotel deals, flight deals and holiday packages. You have the freedom to book cheap air tickets and hotels to any destinations in the world according to your budget and need.

Chicago Address

Frequently Asked Questions - Boston to Chicago Flights

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.

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.

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.

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.

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.

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.