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Boston
Direct trip to Chicago traveling by flights, train, bus
Chicago
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Alternative routes
Boston
Travel by flights to Milwaukee
Milwaukee
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Chicago
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Boston
Travel by bus, train to Washington D.C.
Washington D.C.
Travel by flights, bus, train to Chicago
Chicago
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How to get from Boston to Chicago?

Planning to travel to Boston from Chicago and looking for the best transportation options for your trip? We know that it is often difficult to choose the best way of transportation for a trip from Boston to Chicago, whether it is for price, time or convenience reasons. Vivanoda will help you to find all the transportation solutions to travel between Boston and Chicago, be it by plane, train, bus or carpool.

With detailed information about each mode of transportation and about the transport companies (Amtrak, Greyhound, FlixBus, MegaBus - US or Southwest Airlines), you will be able to easily compare fares, timetables and travel times, in order to choose the option that best suits your needs.

Whether you're a budget traveler or looking for a quick and convenient way to get from Boston to Chicago, we've got all the information you need to plan an unforgettable Boston Chicago trip.

For your trip from Boston to Chicago, you have several transportation options

Bus tickets from Boston to Chicago

Buses are often the most economical choice for travel from Boston to Chicago, offering direct travel options or with intermediate stops.

Boston to Chicago train tickets

If you like to travel more ecologically and economically, the Boston Chicago train is ideal and meets your expectations.

Boston to Chicago cheap flights

Many flights connect Boston to Chicago every day, offering a fast and convenient option for travelers. If you are in a hurry, flying is the fastest way to get to Chicago in record time.

Whichever way you choose, our price comparison tool will help you find the Boston to Chicago transportation option that best suits your needs and budget.

Boston Chicago Travel Information

Departure city
Boston
United States
Massachusetts
Destination city
Chicago
United States
Illinois
Distance
850 mi
Direct connection
Yes, direct connection by flights, train and bus
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Plan your trip from Boston to Chicago easily with Vivanoda

Plan your trip from Boston to Chicago easily with Vivanoda

With Vivanoda you can easily compare all available transportation options like flights, trains, buses and carpools according to your preferences and budget. You can also filter the results by price, travel time, schedule and comfort options. Thanks to its ease of use and clarity, Vivanoda allows you to find in a few clicks the tickets between Boston and Chicago that best suit your needs. Vivanoda also displays all the special offers and promotions of different airlines like Amtrak, Greyhound, FlixBus, MegaBus - US or Southwest Airlines to help you save on your tickets. So don't hesitate and use Vivanoda now to prepare your trip between Boston and Chicago with peace of mind!

Comparison of the different ways to travel between Boston and Chicago

Advantages and disadvantages of traveling by train from Boston to Chicago?
Landscapes Trains between Boston and Chicago often provide breathtaking scenery during the journey.
Comfort Trains between Boston and Chicago generally offer more legroom and extra comfort for travelers.
Environmentally friendly The Boston Chicago train is considered a more environmentally friendly way to travel than flying or driving alone.
Cost Boston Chicago train tickets can be more expensive than bus or carpool tickets, especially on high-speed trains.
Flexibility Boston Chicago train schedules can be limited and it may be more difficult to change trains when needed.
Advantages and disadvantages of flying from Boston to Chicago?
Speed Flying between Boston and Chicago is the fastest way to travel the 850 mi between Boston and Chicago.
Choice of airlines There are many airlines operating flights from Boston to Chicago, both direct and with a stopover, giving travelers a wide choice.
Security Checks Travelers to Chicago often have to arrive at Boston airport early due to strict security checks.
Environmental disadvantages Flights from Boston to Chicago have a negative impact on the environment due to greenhouse gas emissions, as flying is one of the most polluting modes of transportation.
Prices Airline tickets from Boston to Chicago can be more expensive than train or bus tickets, especially during busy periods (vacations, weekends, etc.).
Advantages and disadvantages of a bus trip from Boston to Chicago?
Flexibility Bus companies offer many schedule options for travel between Boston and Chicago, which can be convenient if you have specific time constraints.
On-board services Modern buses that travel between Boston and Chicago are usually equipped with comfortable seats, air conditioning, free Wi-Fi, power outlets and toilets.
Price The price of bus tickets from Boston to Chicago are often much cheaper than train or plane tickets to Chicago (and sometimes cheaper than carpooling as well), making it an affordable option for budget-conscious travelers.
Comfort Boston-Chicago buses can be less comfortable than trains, due to reduced legroom and suspension quality.
Travel time Buses from Boston to Chicago are mostly much slower than trains to Chicago to cover the 850 mi distance of the trip.

Where to start from in Boston? Where do I arrive in Chicago?

Boston Departure Bus Stations

South Station
Map

Departure stations in Boston

Boston Back Bay
Map
Boston South Station
Map

Departure airports in Boston

Logan International
Map

Chicago arrival bus stations

Union Station
Map

Chicago Arrival Stations

Chicago
Map

Chicago Arrival Airports

Midway International
Map
O'Hare International
Map
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3 tips for cheaper travel from Boston to Chicago

Have you decided to travel from Boston to Chicago and are looking for ways to save money on your travel ticket? We present you with 3 useful tips to save money on your trip. Whether you choose to take a bus, train or flights, these tips will help you find the best rates for your Boston to Chicago trip.

  • 1. Travel light
    If you're traveling between Boston and Chicago with a company that charges extra for checked luggage, as they often do, it may be a good idea to keep your luggage to a minimum to save money. Try to pack only the essentials and be sure to check the airline's baggage policies before you leave for Chicago.
  • 2. Book in advance
    This is often the most popular tip for saving money on a ticket from Boston to Chicago. This is because train, plane, bus or ferry tickets are often cheaper if you buy them well in advance. This can sometimes save you tens or even hundreds of euros on your Boston-Chicago trip.
  • 3. Avoid rush hour traffic
    Boston-Chicago tickets are very often cheaper if you travel outside of rush hour. By avoiding these high demand times of the day, you could save money on your ticket. In addition, traveling to Chicago during off-peak hours can allow you to enjoy a more comfortable trip.

Bus Boston Chicago

Buses between Boston and Chicago usually offer on-board toilets for passengers, but it is always advisable to check with the carrier before the trip. In any case, breaks at freeway service stations are provided.

The average price of a bus ticket for the trip Boston-Chicago varies depending on the carrier and the time of booking. On certain busy dates, prices can double! Compare all Boston-Chicago bus prices on Vivanoda.

Most buses between Boston and Chicago are new and offer on-board power outlets for charging devices, but this may vary depending on the carrier.

The frequency of departures to Boston from Chicago varies depending on the carrier, the time period and the day of the week. To get a complete overview of all bus departures to Chicago, please specify your departure date and start a search on Vivanoda.

Cancellation and modification policies may vary depending on the bus company, so it is important to check the terms and conditions when making a reservation. Most of the time, cancelling or changing your Boston-Chicago bus ticket will incur additional costs.

Passengers are generally allowed to take luggage on the Boston-Chicago bus, but it is important to check the weight and size limits with the carrier. The number of pieces of luggage is also very often limited.

Bus companies Boston Chicago

Greyhound
Greyhound
FlixBus
FlixBus
MegaBus - US
MegaBus - US
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Trains Boston Chicago

It is recommended to book your train ticket from Boston to Chicago at least a few weeks in advance to get the best price.

Train tickets from Boston to Chicago can be refunded or exchanged but are usually more expensive. The cheapest tickets are non-refundable and non-exchangeable.

There may be a price difference depending on the time of day you travel by train from Boston to Chicago. Tickets purchased during off-peak hours are cheaper than those purchased during peak hours. To get a detailed overview of all prices, Vivanoda compares all modes of transportation between Boston and Chicago.

Of course passengers can take luggage with them on the train from Boston to Chicago. There is no weight limit, but some train companies limit the amount of luggage you can take and require you to pay a supplement. On the other hand, the size of the luggage should be reasonable due to the often limited space inside the trains.

There are discounts for children, students and seniors traveling by train from Boston to Chicago that vary depending on the type of ticket and the age of the person. When you enter your age in your Vivanoda search, the prices displayed will take into account any age-related discounts.

Trains between Boston and Chicago are equipped with power outlets and free Wi-Fi for passengers. Power outlets are available in most cars, while the Wi-Fi connection may be unstable in some areas.

Train companies between Boston and Chicago

Amtrak
Amtrak
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Flights Boston Chicago

Airlines Boston Chicago

Southwest Airlines
Southwest Airlines
Spirit Airlines
Spirit Airlines
United Airlines
United Airlines
Delta Air Lines
Delta Air Lines
American Airlines
American Airlines
US Airways
US Airways
AirTran Airways
AirTran Airways
JetBlue Airways
JetBlue Airways
Frontier Airlines
Frontier Airlines
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