One Way

Popular Filters

+ 1 more

Departure Airports

One Way Price

USD 98 USD 500

Duration

2 h 35 m 7 h 0 m

Stops From Boston

Departure From Boston

6 AM - 12 PM

USD 99

12 PM - 6 PM

USD 100

After 6 PM

USD 124

Arrival at Chicago

6 AM - 12 PM

USD 99

12 PM - 6 PM

USD 124

After 6 PM

USD 100

Alliances & Airlines

Oneworld

(7)

SkyTeam

(4)

Star Alliance

(4)

Layover Airports

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 20 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

USD 109

USD 99

Boston to Chicago , 3 Apr

JetBlue Airways B6 | 311

06:05

Fri, 3 Apr 26

Terminal C

Boston, United States

03 h

08:05

Fri, 3 Apr 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

USD 100

Boston to Chicago , 3 Apr

American Airlines AA | 1328

06:52

Fri, 3 Apr 26

Terminal B

Boston, United States

03 h 11 m

09:03

Fri, 3 Apr 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

USD 119

USD 109

Boston to Chicago , 3 Apr

Delta Air Lines DL | 2646

16:25

Fri, 3 Apr 26

Terminal A

Boston, United States

03 h 06 m

18:31

Fri, 3 Apr 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

USD 126

USD 116

Worcester to Chicago , 3 Apr

Delta Air Lines DL | 5424

16:33

Fri, 3 Apr 26

Worcester, United States

01 h 15 m

17:48

Fri, 3 Apr 26

Terminal C

New York-LaGuardia Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 567

20:25

Fri, 3 Apr 26

Terminal C

New York-LaGuardia Apt, United States

02 h 47 m

22:12

Fri, 3 Apr 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

USD 124

Boston to Chicago , 3 Apr

American Airlines AA | 4413

11:09

Fri, 3 Apr 26

Terminal B

Boston, United States

03 h 11 m

13:20

Fri, 3 Apr 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 151

USD 141

Boston to Chicago , 3 Apr

United Airlines UA | 1414

06:00

Fri, 3 Apr 26

Terminal B

Boston, United States

02 h 59 m

07:59

Fri, 3 Apr 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

USD 171

USD 161

Boston to Chicago-Midway , 3 Apr

Southwest Airlines WN | 833

07:15

Fri, 3 Apr 26

Terminal B

Boston, United States

02 h 55 m

09:10

Fri, 3 Apr 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

USD 187

USD 177

Boston to Chicago-Midway , 3 Apr

Southwest Airlines WN | 3514

15:10

Fri, 3 Apr 26

Terminal B

Boston, United States

02 h 45 m

16:55

Fri, 3 Apr 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 198

USD 188

Boston to Chicago , 3 Apr

United Airlines UA | 2744

08:15

Fri, 3 Apr 26

Terminal B

Boston, United States

02 h 57 m

10:12

Fri, 3 Apr 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

USD 213

USD 203

Boston to Chicago , 3 Apr

Delta Air Lines DL | 5606

11:30

Fri, 3 Apr 26

Terminal A

Boston, United States

02 h 57 m

13:27

Fri, 3 Apr 26

Terminal T5

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 20 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 98, which may go up to 471 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 19 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 : 7, Delta Air Lines : 7, JetBlue Airways : 7, Southwest Airlines : 7, United Airlines : 7

To board the first Boston to Chicago flight, choose United Airlines, which departs at 06:00 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 USD null- 03 Apr
Total flights from Boston to Chicago in a week 20 Flights
First Flight United Airlines, departs at 06:00
Last FlightDelta Air Lines, departs at 20:20
Non-Stop Flights from Boston to Chicago19
Airport Name & codes of Boston & Chicago General Edward Lawrence Logan Intl, Boston-BOS, Chicago Midway Intl,Chicago-CHI

Boston Address

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

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

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

Frequently Asked Questions - Boston to Chicago Flights

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.

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.

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.

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.

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.