Which bus from Boston, MA to Chicago is the cheapest?

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Compare all timetables for the bus from Boston, MA to Chicago

Here is a selection of the cheapest bus trips from the schedule from Boston, MA to Chicago from various bus operators like FlixBus or Greyhound US for the next days.

today
$107
tomorrow
$216
Saturday
$151
Sunday
$151
Monday
$137
Tuesday
$125
Wednesday
$101

Cheapest bus trips today

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 22h 30m 12:30 PM Boston, MA Atlantic and Beach St 10:00 AM Chicago Downtown Bus Station  Economy $107
Greyhound US 25h 55m 12:30 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $128
Greyhound US 31h 50m 4:45 PM Boston, MA Atlantic and Beach St 11:35 PM Chicago 95th Red Line Station  Economy $130
FlixBus 37h 0m 9:50 PM Boston, MA Atlantic and Beach St 9:50 AM Chicago 95th Red Line Station  Economy $130
FlixBus 33h 20m 9:50 PM Boston, MA Atlantic and Beach St 6:10 AM Chicago Downtown Bus Station  Economy $135

Cheapest bus trips tomorrow

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 27h 40m 3:45 PM Boston, MA Atlantic and Beach St 6:25 PM Chicago 95th Red Line Station  Economy $216
FlixBus 22h 40m 3:45 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago Downtown Bus Station  Economy $221
FlixBus 33h 20m 9:50 PM Boston, MA South Station 6:10 AM Chicago Downtown Bus Station  Economy $225
Greyhound US 35h 30m 9:30 PM Boston, MA South Station 8:00 AM Chicago Union Station  Economy $226
Greyhound US 29h 50m 8:55 AM Boston, MA South Station 1:45 PM Chicago Union Station  Economy $248
  • Did you know that if you travel from Boston, MA to Chicago via Cambridge, MA, you can save more than $-33? You will find the corresponding connections below.
    • FlixBus
      27h 25m
      Boston, MA
      3 mi
      11:00 AM
      Cambridge, MA
      Alewife Station
      1:25 PM
      Chicago
      95th Red Line Station
      0 mi
      FlixBus
      Economy
      $249
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $90? You can find the corresponding connections below.
    • FlixBus
      28h 25m
      0
      10:00 AM
      Boston, MA
      Atlantic and Beach St
      10:55 AM
      Worcester, MA
      Greyhound
      0
      FlixBus
      Economy
      $10
      • Waiting Time 0h 5m
    • FlixBus
      27h 25m
      0
      11:00 AM
      Worcester, MA
      Greyhound
      1:25 PM
      Chicago
      95th Red Line Station
      0
      FlixBus
      Economy
      $116
    Travel time is 6h 45m longer, but you will save $90

Cheapest bus trips Saturday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 27h 40m 3:45 PM Boston, MA South Station 6:25 PM Chicago 95th Red Line Station  Economy $151
Greyhound US 25h 55m 12:30 PM Boston, MA South Station 1:25 PM Chicago 95th Red Line Station  Economy $151
FlixBus 22h 40m 3:45 PM Boston, MA South Station 1:25 PM Chicago Downtown Bus Station  Economy $158
Greyhound US 22h 30m 12:30 PM Boston, MA South Station 10:00 AM Chicago Downtown Bus Station  Economy $158
FlixBus 29h 10m 1:30 AM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $164
  • Did you know that if you travel from Boston, MA to Chicago via Cambridge, MA, you can save more than $0? You will find the corresponding connections below.
    • FlixBus
      Save more than 1%
      27h 25m
      Boston, MA
      3 mi
      11:00 AM
      Cambridge, MA
      Alewife Station
      1:25 PM
      Chicago
      95th Red Line Station
      0 mi
      FlixBus
      Economy
      $151
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $25? You can find the corresponding connections below.
    • FlixBus
      28h 25m
      0
      10:00 AM
      Boston, MA
      Atlantic and Beach St
      10:55 AM
      Worcester, MA
      Greyhound
      0
      FlixBus
      Economy
      $10
      • Waiting Time 0h 5m
    • FlixBus
      27h 25m
      0
      11:00 AM
      Worcester, MA
      Greyhound
      1:25 PM
      Chicago
      95th Red Line Station
      0
      FlixBus
      Economy
      $116
    Travel time is 6h 55m longer, but you will save $25

Cheapest bus trips Sunday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 25h 55m 12:30 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $151
Greyhound US 22h 30m 12:30 PM Boston, MA Atlantic and Beach St 10:00 AM Chicago Downtown Bus Station  Economy $165
FlixBus 27h 40m 3:45 PM Boston, MA Atlantic and Beach St 6:25 PM Chicago 95th Red Line Station  Economy $178
FlixBus 37h 0m 9:50 PM Boston, MA Atlantic and Beach St 9:50 AM Chicago 95th Red Line Station  Economy $190
FlixBus 22h 40m 3:45 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago Downtown Bus Station  Economy $192
  • Did you know that if you travel from Boston, MA to Chicago via Cambridge, MA, you can save more than $0? You will find the corresponding connections below.
    • Save more than 1%
      27h 25m
      Boston, MA
      3 mi
      11:00 AM
      Cambridge, MA
      Alewife Station
      1:25 PM
      Chicago
      95th Red Line Station
      0 mi
      Economy
      $151
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $35? You can find the corresponding connections below.
    • Greyhound US
      27h 40m
      0
      7:20 AM
      Boston, MA
      South Station
      8:15 AM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $12
      • Waiting Time 2h 15m
    • Greyhound US
      24h 30m
      0
      10:30 AM
      Worcester, MA
      Greyhound
      10:00 AM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $103
    Travel time is 6h 10m longer, but you will save $35

Cheapest bus trips Monday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 25h 55m 12:30 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $137
FlixBus 27h 40m 3:45 PM Boston, MA South Station 6:25 PM Chicago 95th Red Line Station  Economy $141
Greyhound US 31h 50m 4:45 PM Boston, MA South Station 11:35 PM Chicago 95th Red Line Station  Economy $142
Greyhound US 22h 30m 12:30 PM Boston, MA Atlantic and Beach St 10:00 AM Chicago Downtown Bus Station  Economy $142
FlixBus 22h 40m 3:45 PM Boston, MA South Station 1:25 PM Chicago Downtown Bus Station  Economy $143
  • Did you know that if you travel from Boston, MA to Chicago via Cambridge, MA, you can save more than $-1? You will find the corresponding connections below.
    • 27h 25m
      Boston, MA
      3 mi
      11:00 AM
      Cambridge, MA
      Alewife Station
      1:25 PM
      Chicago
      95th Red Line Station
      0 mi
      Economy
      $138
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $21? You can find the corresponding connections below.
    • Greyhound US
      27h 40m
      0
      7:20 AM
      Boston, MA
      South Station
      8:15 AM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $12
      • Waiting Time 2h 15m
    • Greyhound US
      24h 30m
      0
      10:30 AM
      Worcester, MA
      Greyhound
      10:00 AM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $103
    Travel time is 6h 10m longer, but you will save $21

Cheapest bus trips Tuesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 22h 30m 12:30 PM Boston, MA Atlantic and Beach St 10:00 AM Chicago Downtown Bus Station  Economy $125
Greyhound US 31h 50m 4:45 PM Boston, MA Atlantic and Beach St 11:35 PM Chicago 95th Red Line Station  Economy $137
Greyhound US 28h 50m 3:05 PM Boston, MA South Station 6:55 PM Chicago Downtown Bus Station  Economy $139
FlixBus 37h 0m 9:50 PM Boston, MA South Station 9:50 AM Chicago 95th Red Line Station  Economy $154
FlixBus 38h 10m 8:40 PM Boston, MA Allston 9:50 AM Chicago 95th Red Line Station  Economy $155
  • Did you know that if you travel from Boston, MA to Chicago via Cambridge, MA, you can save more than $38? You will find the corresponding connections below.
    • Save more than 30%
      37h 35m
      Boston, MA
      3 mi
      11:00 AM
      Cambridge, MA
      Alewife Station
      11:35 PM
      Chicago
      95th Red Line Station
      0 mi
      Economy
      $87

Cheapest bus trips Wednesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 22h 30m 12:30 PM Boston, MA Atlantic and Beach St 10:00 AM Chicago Downtown Bus Station  Economy $101
Greyhound US 25h 55m 12:30 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $105
Greyhound US 31h 50m 4:45 PM Boston, MA Atlantic and Beach St 11:35 PM Chicago 95th Red Line Station  Economy $106
FlixBus 28h 40m 2:30 AM Boston, MA Atlantic and Beach St 6:10 AM Chicago Downtown Bus Station  Economy $132
FlixBus 33h 20m 9:50 PM Boston, MA Atlantic and Beach St 6:10 AM Chicago Downtown Bus Station  Economy $132

Best Price Offer: The price for the cheapest bus from Boston, MA to Chicago is $85 on 8/26/2026. Flexible travelers save on ticket prices.


Frequency of bus connections between Boston, MA and Chicago

See here how frequent the connections between Boston, MA and Chicago are, during different times and days of the week.
Thursday is the busiest day, with more than 35 daily buses from Boston, MA to Chicago. Tuesday has instead the fewest connections, with only 22 daily coaches between Boston, MA and Chicago.
The busiest time of the day is the Afternoon, with 67 buses from Boston, MA to Chicago, while Morning sees the fewest connections between Boston, MA and Chicago, with 21 offers.

Facts about the bus from Boston, MA to Chicago

Compare all providers like FlixBus and Greyhound US that travel 29 times every day by bus from Boston, MA to Chicago in one click! Book your bus ticket from Boston, MA to Chicago starting from $85!

Cheapest Bus $85
Fastest Bus 21h 30m
Earliest Bus 1:30 AM
Latest Bus 9:50 PM
Daily Bus Routes 29 Ø
Distance 849.6 miles
Bus Companies FlixBus and Greyhound US

Cheapest bus connections from Boston, MA to Chicago

Every day, 29 buses from 2 bus companies leave Boston, MA for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 08/06/2026 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 08/02
Monday 08/03
Tuesday 08/04
Wednesday 08/05
Thursday 08/06
$128
Friday 08/07
$216
Saturday 08/08
$151
Sunday 08/09
$151
Monday 08/10
$137
Tuesday 08/11
$125
Wednesday 08/12
$101
Thursday 08/13
$106
Friday 08/14
$125
Saturday 08/15
$125
Sunday 08/16
$161
Monday 08/17
$116
Tuesday 08/18
$109
Wednesday 08/19
$92
Thursday 08/20
$115
Friday 08/21
$121
Saturday 08/22
$110
Sunday 08/23
$126
Monday 08/24
$93
Tuesday 08/25
$89
Wednesday 08/26
$85
Thursday 08/27
$94
Friday 08/28
$111
Saturday 08/29

The cheapest time to travel from Boston, MA to Chicago

See here on which day and which time of the day you can find the cheapest bus ticket from Boston, MA to Chicago, for the next 30 days.
With a price starting from $85, Wednesday is the cheapest day for a bus from Boston, MA to Chicago. Sunday instead is the most expensive day with prices starting from $121.
Night is the cheapest day time for bus tickets from Boston, MA to Chicago, with $85. Morning is the most expensive time of the day with prices starting from $131.

How to save money travelling from Boston, MA to Chicago

Travel can be expensive, but it doesn't need to be! Do you want to avoid paying a terrible price for your trip? Then follow these quick steps to save money:

Book the ticket from Boston, MA to Chicago in advance! The earlier you book, the cheaper usually the price is. Also, you will be sure to have a place on the bus from Boston, MA to Chicago, compared instead if you buy it at the last moment, or directly at the station.

If you can, avoid travelling at peak times. Instead of weekend, try travelling during the week. Travelling in the evening or at night it’s also cheaper, and later buses from Boston, MA to Chicago are also emptier.

Beloved bus companies from Boston, MA to Chicago

These are the most booked bus companies between Boston, MA to Chicago from our users.

Greyhound US from Boston, MA to Chicago

Greyhound US

Here you will find the key facts about the Greyhound US bus route Boston, MA to Chicago:

Cheapest Price $101
Fastest Bus 21h 30m
Earliest Bus 1:30 AM
Last Bus 9:30 PM
Daily Connections 14 Ø
Found on 8/6/2026

All bus stations and stops in Boston, MA and Chicago

In the map below, you can see where to find all bus stations in Boston, MA and Chicago.

Service and Comfort on the bus from Boston, MA to Chicago

Want to know which seat classes are available on the buses from Boston, MA to Chicago? Or which bus companies serve the route Boston, MA to Chicago? Below you will find answers to your questions.

FAQs about the Boston, MA to Chicago bus

How much does a Boston, MA Chicago bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $85 and takes 21h 30m to reach Chicago. Compare offers to save money!

How much could I save by comparing buses from Boston, MA to Chicago?

This route is offered by 2 companies with a range of ticket prices between $85 and $371. Thus, we recommend booking your ticket as early as possible to make sure you get the cheapest bus ticket to Chicago.

On average, how many connections are available from Boston, MA to Chicago each day?

Every day, the Boston, MA to Chicago bus route is served by approximately 29 connections. With our search, you can compare bus times to find the perfect trip.

How long does a bus journey from Boston, MA to Chicago take?

The fastest bus from Boston, MA to Chicago is offered by Greyhound US and takes 21h 30m. Bus tickets for this connection cost $136. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from Boston, MA to Chicago?

The earliest bus arriving in Chicago from Boston, MA starts at 1:30 AM. However, information regarding departure times may differ on weekends and holidays. Simply use our search to find exact times for your planned travel date.

What time is the last bus from Boston, MA to Chicago?

The latest bus trip departing from Boston, MA for Chicago starts at 9:50 PM. Please note that departure times may differ on weekends and holidays. So just use our search to find the exact times for your planned travel date.

Which bus companies operate the Boston, MA Chicago route?

When traveling by bus from Boston, MA to Chicago, passengers can travel with FlixBus and Greyhound US. With our search, you can compare all available bus tickets to book the one that works for you.

Is there a direct bus between Boston, MA and Chicago?

You can check all the direct connections between Boston, MA and Chicago by using our search and looking at the Changes section in our filters. These are some of the companies which offer a direct bus: FlixBus and Greyhound US.

What can I take with me on the Boston, MA to Chicago bus route?

Depending on which provider you travel with, what you're allowed to bring with you can vary. Generally, you can take a suitcase and hand luggage with you on the Boston, MA Chicago bus route free of charge. Simply use our search to find a bus that is best suited to your needs for your planned travel date.

What equipment is available for the Boston, MA Chicago bus route?

The equipment on board differs depending on the provider. However, many long-distance buses have WiFi so you can tell your friends your exact location during the journey. To make traveling even more pleasant, air conditioning systems provide ventilation. It is best to use our search to get precise information about the equipment of the bus from Boston, MA to Chicago on your planned travel date.

How does CheckMyBus find the best bus deals from Boston, MA to Chicago?

CheckMyBus collaborates directly with companies around the world to provide you with the best options when searching for a trip. We retrieve their first-hand data to show you real-time prices, schedules, and seat availability for 29 daily trips between Boston, MA and Chicago. With the most up-to-date information from verified sources, you can fairly compare all available options and choose the trip that suits you best.

How does CheckMyBus technology work for trips from Boston, MA to Chicago?

Prices and availability for 29 trips between Boston, MA and Chicago change constantly. To provide you with the most up-to-date information, we connect directly with bus operators, Online Travel Agencies (OTAs), and Global Distribution Systems (GDS) via real-time interfaces (APIs). The data collected from these sources undergoes strict quality checks, is processed within our infrastructure, and is then presented to you on our search results pages. Visit our About Us page to learn more.

Available seat classes which are offered on the bus route Boston, MA to Chicago

Economy
Economy

The cheapest option available for your ticket, it usually comes with reclinable seats and AC.

More bus routes to Boston, MA and to Chicago

Here’s an overview of the most popular bus routes to Boston, MA and to Chicago. Simply click on the connection of your choice, and you will find all the details about your bus route!
Buses from Glendale, CA to Boston, MA Buses from Glendale, CA to Boston, MA
Bus to Boston, MA from Tacoma, WA Bus to Boston, MA from Tacoma, WA
Bus to Boston, MA from Lincoln, NE Bus to Boston, MA from Lincoln, NE
Buses New Brunswick, NJ to Boston, MA Buses New Brunswick, NJ to Boston, MA
From Waterloo, IA to Chicago bus From Waterloo, IA to Chicago bus
Buses from Waukegan, IL to Chicago Buses from Waukegan, IL to Chicago
Buses to Chicago from Miami Beach, FL Buses to Chicago from Miami Beach, FL
Buses to Chicago from Bloomington, IL Buses to Chicago from Bloomington, IL
Popular Airport Shuttles to Boston, MA and to Chicago
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