How to get from Boston, MA to Chicago

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What is the best way to travel from Boston, MA to Chicago?

Looking for a trip? Compare all the available Flights and Buses for the journey to Chicago from Boston, MA. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
Bus is the cheapest and fastest way on this route
Transport type
Travel time
Cheapest price
Average price
Daily departures
Bus
24h 40m
$88
$125
29

What is the cheapest way to reach Chicago from Boston, MA?

You can get to Chicago with just $88 by taking a Bus from Greyhound US, but you can find many more cheap offers: we have selected the best ones for next few days here for you.

Tuesday
from $113
Wednesday
from $88
Thursday
from $113
Friday
from $137
Saturday
from $145
Sunday
from $149
Monday
from $111

    Cheapest Buses Tuesday

  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $113
  • Greyhound US
    29h 30m
    0
    8:55 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $114
  • FlixBus
    32h 50m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $115
  • Greyhound US
    31h 50m
    0
    4:45 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $115
  • FlixBus
    36h 5m
    0
    8:55 PM
    Boston, MA
    Allston
    8:00 AM
    Chicago
    Union Station
    0
    FlixBus
    Economy
    $117

    Cheapest Buses Wednesday

  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $88
  • Greyhound US
    29h 30m
    0
    8:55 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $89
  • Greyhound US
    31h 50m
    0
    4:45 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $89
  • FlixBus
    40h 35m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $93
  • FlixBus
    35h 10m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    8:00 AM
    Chicago
    Canal & Van Buren
    0
    FlixBus
    Economy
    $100

    Cheapest Buses Thursday

  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $113
  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $114
  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    South Station
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $115
  • FlixBus
    29h 10m
    0
    1:30 AM
    Boston, MA
    Allston
    5:40 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $116
  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    South Station
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $116

    Cheapest Buses Friday

  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $137
  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $137
  • Greyhound US
    29h 30m
    0
    8:55 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $141
  • FlixBus
    27h 50m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    8:05 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $143
  • Greyhound US
    28h 55m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    6:10 AM
    Chicago
    Downtown Bus Station
    0
    Greyhound US
    Economy
    $143

    Cheapest Buses Saturday

  • FlixBus
    31h 50m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $145
  • FlixBus
    30h 20m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $149
  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    6:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $153
  • Greyhound US
    28h 30m
    0
    8:55 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $153
  • FlixBus
    30h 20m
    0
    5:15 PM
    Boston, MA
    South Station
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $154

    Cheapest Buses Sunday

  • Greyhound US
    27h 45m
    0
    1:55 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $149
  • Greyhound US
    29h 10m
    0
    9:15 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $149
  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $151
  • FlixBus
    32h 50m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $152
  • Greyhound US
    27h 45m
    0
    1:55 AM
    Boston, MA
    South Station
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $152

    Cheapest Buses Monday

  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $111
  • FlixBus
    32h 50m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $112
  • Greyhound US
    24h 40m
    0
    6:00 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $113
  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    South Station
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $115
  • Greyhound US
    29h 30m
    0
    8:55 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $116

What are the fastest trips from Boston, MA to Chicago?

You can get to Chicago from Boston, MA in just 24h 40m with a Bus from Greyhound US. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.

Tuesday
from 28h 25m
Wednesday
from 28h 25m
Thursday
from 28h 25m
Friday
from 27h 50m
Saturday
from 28h 25m
Sunday
from 27h 45m
Monday
from 24h 40m

    Fastest Buses Tuesday

  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $113
  • Greyhound US
    29h 30m
    0
    8:55 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $114
  • Greyhound US
    31h 50m
    0
    4:45 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $115
  • FlixBus
    32h 50m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $115
  • FlixBus
    36h 5m
    0
    8:55 PM
    Boston, MA
    Allston
    8:00 AM
    Chicago
    Union Station
    0
    FlixBus
    Economy
    $117

    Fastest Buses Wednesday

  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $88
  • Greyhound US
    29h 30m
    0
    8:55 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $89
  • Greyhound US
    31h 50m
    0
    4:45 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $89
  • FlixBus
    35h 10m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    8:00 AM
    Chicago
    Canal & Van Buren
    0
    FlixBus
    Economy
    $100
  • FlixBus
    40h 35m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $93

    Fastest Buses Thursday

  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $114
  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    South Station
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $116
  • FlixBus
    29h 10m
    0
    1:30 AM
    Boston, MA
    Allston
    5:40 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $116
  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $113
  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    South Station
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $115

    Fastest Buses Friday

  • FlixBus
    27h 50m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    8:05 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $143
  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $137
  • Greyhound US
    28h 55m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    6:10 AM
    Chicago
    Downtown Bus Station
    0
    Greyhound US
    Economy
    $143
  • Greyhound US
    29h 30m
    0
    8:55 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $141
  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $137

    Fastest Buses Saturday

  • Greyhound US
    28h 25m
    0
    2:15 AM
    Boston, MA
    Atlantic and Beach St
    6:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $153
  • Greyhound US
    28h 30m
    0
    8:55 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $153
  • FlixBus
    30h 20m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $149
  • FlixBus
    30h 20m
    0
    5:15 PM
    Boston, MA
    South Station
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $154
  • FlixBus
    31h 50m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $145

    Fastest Buses Sunday

  • Greyhound US
    27h 45m
    0
    1:55 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $149
  • Greyhound US
    27h 45m
    0
    1:55 AM
    Boston, MA
    South Station
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $152
  • Greyhound US
    29h 10m
    0
    9:15 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $149
  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $151
  • FlixBus
    32h 50m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $152

    Fastest Buses Monday

  • Greyhound US
    24h 40m
    0
    6:00 AM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $113
  • Greyhound US
    29h 30m
    0
    8:55 AM
    Boston, MA
    Atlantic and Beach St
    1:25 PM
    Chicago
    95th Red Line Station
    0
    Greyhound US
    Economy
    $116
  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    Atlantic and Beach St
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $111
  • FlixBus
    31h 20m
    0
    5:15 PM
    Boston, MA
    South Station
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $115
  • FlixBus
    32h 50m
    0
    9:50 PM
    Boston, MA
    Atlantic and Beach St
    5:40 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $112
Here you will find all operators and timetables for a Bus from Boston, MA to Chicago

What are the most popular stations in Boston, MA and Chicago?

In Boston, MA, you will usually depart from South Station, Logan Office Center Bus Stop or Atlantic and Beach St, while in Chicago you will be arriving at Downtown Bus Station, 95th Red Line Station or California & 35th Street Bus Stop, but there are many more stops to explore in both locations.

How do I decide? Some tips and tricks from our experience

Are you having trouble deciding on how to get to Chicago from Boston, MA? With 5 connections between 2 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.

Look for the lowest price

Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Boston, MA and Chicago, you can pay as low as $88 with a Bus from Greyhound US.

Travel duration

Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Bus from Greyhound US: you will get to Chicago in just 24h 40m.

Comfort makes all the difference

You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Boston, MA and Chicago are Greyhound US and FlixBus, but be sure to check what they have to offer!

Save money with deals, and always compare

One last tip? Even if you live in Boston, MA and Chicago is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Boston Logan Airport or to Cicero, IL, and look at flights from Boston Logan Airport, and landing at Chicago Midway Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!

Which companies offer a trip from Boston, MA to Chicago?

The most popular companies between Boston, MA and Chicago, are Greyhound US and FlixBus. Be sure to check their seat class offers and the amenities that they provide.

Bus companies: Greyhound US and FlixBus

All you need to know when you travel from Boston, MA to Chicago

Check all information on comfort and services on all modes of transports from Boston, MA to Chicago. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.

FAQs about the trip from Boston, MA to Chicago

How can I reach Chicago from Boston, MA?

Every day, there are on average 5 connections between Flight and Bus, with which you can get to Chicago from Boston, MA.

How far is Chicago from Boston, MA?

The distance between Boston, MA and Chicago is 849.6 miles.

What is the most ecofriendly mode of transport between Boston, MA and Chicago?

Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance. On this particular route, a bus will emit, per person, a total of 37 kgs of CO2, a train 48 kgs, a car 232 kgs, and a flight 336 kgs.

What is the cheapest mode of transport from Boston, MA to Chicago?

You can get to Chicago with just $88 by taking a Bus from Greyhound US.

What is the fastest way to get from Boston, MA to Chicago?

While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Chicago in just 24h 40m with a Bus from Greyhound US.

More routes to Boston, MA and to Chicago

Looking for more options? Here you can see the most popular routes to Boston, MA and to Chicago. Simply click on a connection, and you’ll find all the details about the route!

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