Recommended route
Chicago
Direct trip to Boston traveling by flights, train
Boston
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Alternative routes
Chicago
Travel by bus, train to Detroit
Detroit
Travel by flights to Boston
Boston
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Chicago
Travel by bus, train to Cleveland
Cleveland
Travel by train, flights to Boston
Boston
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How to get from Chicago to Boston?

Planning to travel to Chicago from Boston 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 Chicago to Boston, whether it is for price, time or convenience reasons. Vivanoda will help you to find all the transportation solutions to travel between Chicago and Boston, 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 Spirit 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 Chicago to Boston, we've got all the information you need to plan an unforgettable Chicago Boston trip.

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

Bus tickets from Chicago to Boston

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

Chicago to Boston train tickets

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

Chicago to Boston cheap flights

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

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

Chicago Boston Travel Information

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

Plan your trip from Chicago to Boston 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 Chicago and Boston that best suit your needs. Vivanoda also displays all the special offers and promotions of different airlines like Amtrak, Greyhound, FlixBus, MegaBus - US or Spirit Airlines to help you save on your tickets. So don't hesitate and use Vivanoda now to prepare your trip between Chicago and Boston with peace of mind!

Comparison of the different ways to travel between Chicago and Boston

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

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

Chicago Departure Bus Stations

Union Station
Map

Departure stations in Chicago

Chicago
Map

Departure airports in Chicago

Midway International
Map
O'Hare International
Map

Boston arrival bus stations

South Station
Map

Boston Arrival Stations

Boston Back Bay
Map
Boston South Station
Map

Boston Arrival Airports

Logan International
Map
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3 tips for cheaper travel from Chicago to Boston

Have you decided to travel from Chicago to Boston 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 Chicago to Boston trip.

  • 1. Travel light
    If you're traveling between Chicago and Boston 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 Boston.
  • 2. Book in advance
    This is often the most popular tip for saving money on a ticket from Chicago to Boston. 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 Chicago-Boston trip.
  • 3. Avoid rush hour traffic
    Chicago-Boston 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 Boston during off-peak hours can allow you to enjoy a more comfortable trip.

Bus Chicago Boston

Buses between Chicago and Boston 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 Chicago-Boston varies depending on the carrier and the time of booking. On certain busy dates, prices can double! Compare all Chicago-Boston bus prices on Vivanoda.

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

The frequency of departures to Chicago from Boston varies depending on the carrier, the time period and the day of the week. To get a complete overview of all bus departures to Boston, 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 Chicago-Boston bus ticket will incur additional costs.

Passengers are generally allowed to take luggage on the Chicago-Boston 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 Chicago Boston

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

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

Train tickets from Chicago to Boston 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 Chicago to Boston. 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 Chicago and Boston.

Of course passengers can take luggage with them on the train from Chicago to Boston. 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 Chicago to Boston 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 Chicago and Boston 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 Chicago and Boston

Amtrak
Amtrak
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Flights Chicago Boston

Airlines Chicago Boston

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