Bus from Chicago to Boston, MA from $87

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

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

today
$157
tomorrow
$110
Monday
$93
Tuesday
$126
Wednesday
$105
Thursday
$98
Friday
$107

Cheapest bus trips today

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 28h 10m 10:00 AM Chicago Canal & Van Buren 3:10 PM Boston, MA Atlantic and Beach St  Economy $157
FlixBus 26h 40m 11:30 AM Chicago Downtown Bus Station 3:10 PM Boston, MA South Station  Economy $160
Greyhound US 27h 15m 7:00 AM Chicago Downtown Bus Station 11:15 AM Boston, MA Atlantic and Beach St  Economy $160
Greyhound US 42h 40m 10:00 AM Chicago Union Station 5:40 AM Boston, MA Allston  Economy $160
FlixBus 25h 35m 7:15 PM Chicago Downtown Bus Station 9:50 PM Boston, MA South Station  Economy $162
  • Did you know that if you travel from Chicago to Boston, MA via Windsor, ON, you can save more than $19? You can find the corresponding connections below.
    • Busbud
      29h 30m
      0
      3:55 PM
      Chicago
      Downtown Bus Station
      12:25 AM
      Windsor, ON
      International Transit Terminal
      0
      Busbud
      Economy
      $39
      • Waiting Time 0h 5m
    • FlixBus
      21h 55m
      0
      12:30 AM
      Windsor, ON
      International Transit Terminal
      10:25 PM
      Boston, MA
      South Station
      0
      FlixBus
      Economy
      $99
    Travel time is 2h 55m longer, but you will save $19

Cheapest bus trips tomorrow

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 25h 35m 7:15 PM Chicago Downtown Bus Station 9:50 PM Boston, MA Atlantic and Beach St  Economy $110
Greyhound US 35h 15m 11:10 PM Chicago Canal & Van Buren 11:25 AM Boston, MA Atlantic and Beach St  Economy $111
FlixBus 25h 10m 7:40 PM Chicago 95th Red Line Station 9:50 PM Boston, MA Atlantic and Beach St  Economy $119
FlixBus 26h 40m 11:30 AM Chicago Downtown Bus Station 3:10 PM Boston, MA Atlantic and Beach St  Economy $137
Greyhound US 27h 15m 7:00 AM Chicago Downtown Bus Station 11:15 AM Boston, MA Atlantic and Beach St  Economy $138

Cheapest bus trips Monday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 35h 15m 11:10 PM Chicago Canal & Van Buren 11:25 AM Boston, MA Atlantic and Beach St  Economy $93
FlixBus 25h 35m 7:15 PM Chicago Downtown Bus Station 9:50 PM Boston, MA Atlantic and Beach St  Economy $95
FlixBus 25h 10m 7:40 PM Chicago 95th Red Line Station 9:50 PM Boston, MA Atlantic and Beach St  Economy $99
Greyhound US 31h 50m 10:00 AM Chicago Canal & Van Buren 6:50 PM Boston, MA Atlantic and Beach St  Economy $109
FlixBus 31h 30m 11:30 AM Chicago Downtown Bus Station 8:00 PM Boston, MA Atlantic and Beach St  Economy $110

Cheapest bus trips Tuesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 31h 50m 10:00 AM Chicago Union Station 6:50 PM Boston, MA South Station  Economy $126
Greyhound US 27h 25m 7:00 AM Chicago Downtown Bus Station 11:25 AM Boston, MA South Station  Economy $127
Greyhound US 26h 50m 6:00 PM Chicago Downtown Bus Station 9:50 PM Boston, MA South Station  Economy $128
Greyhound US 35h 5m 11:10 PM Chicago Union Station 11:15 AM Boston, MA South Station  Economy $128
Greyhound US 46h 0m 10:00 AM Chicago Union Station 9:00 AM Boston, MA Allston  Economy $129

Cheapest bus trips Wednesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 34h 45m 11:40 PM Chicago 95th Red Line Station 11:25 AM Boston, MA South Station  Economy $105
FlixBus 35h 35m 5:05 PM Chicago 95th Red Line Station 5:40 AM Boston, MA Allston  Economy $107
FlixBus 27h 45m 5:05 PM Chicago 95th Red Line Station 9:50 PM Boston, MA South Station  Economy $108
Greyhound US 26h 50m 6:00 PM Chicago Downtown Bus Station 9:50 PM Boston, MA South Station  Economy $117
Greyhound US 34h 40m 6:00 PM Chicago Downtown Bus Station 5:40 AM Boston, MA Allston  Economy $117

Cheapest bus trips Thursday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 28h 10m 10:00 AM Chicago Canal & Van Buren 3:10 PM Boston, MA Atlantic and Beach St  Economy $98
Greyhound US 35h 5m 11:10 PM Chicago Canal & Van Buren 11:15 AM Boston, MA Atlantic and Beach St  Economy $101
Greyhound US 42h 40m 10:00 AM Chicago Union Station 5:40 AM Boston, MA Allston  Economy $101
FlixBus 28h 30m 5:45 AM Chicago 95th Red Line Station 11:15 AM Boston, MA Atlantic and Beach St  Economy $108
FlixBus 25h 10m 7:40 PM Chicago 95th Red Line Station 9:50 PM Boston, MA Atlantic and Beach St  Economy $133

Cheapest bus trips Friday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 25h 35m 7:15 PM Chicago Downtown Bus Station 9:50 PM Boston, MA Atlantic and Beach St  Economy $107
FlixBus 25h 10m 7:40 PM Chicago 95th Red Line Station 9:50 PM Boston, MA Atlantic and Beach St  Economy $108
Greyhound US 27h 15m 7:00 AM Chicago Downtown Bus Station 11:15 AM Boston, MA Atlantic and Beach St  Economy $108
FlixBus 28h 30m 5:45 AM Chicago 95th Red Line Station 11:15 AM Boston, MA Atlantic and Beach St  Economy $111
Greyhound US 28h 10m 10:00 AM Chicago Canal & Van Buren 3:10 PM Boston, MA Atlantic and Beach St  Economy $115

Best Price Offer: The price for the cheapest bus from Chicago to Boston, MA is $87 on 2/23/2026. Flexible travelers save on ticket prices.


Frequency of bus connections between Chicago and Boston, MA

See here how frequent the connections between Chicago and Boston, MA are, during different times and days of the week.
Sunday is the busiest day, with more than 17 daily buses from Chicago to Boston, MA. Tuesday has instead the fewest connections, with only 6 daily coaches between Chicago and Boston, MA.
The busiest time of the day is the Evening, with 49 buses from Chicago to Boston, MA, while Afternoon sees the fewest connections between Chicago and Boston, MA, with 3 offers.

Facts about the bus from Chicago to Boston, MA

Compare all providers like Greyhound US and FlixBus that travel 14 times every day by bus from Chicago to Boston, MA in one click! Book your bus ticket from Chicago to Boston, MA starting from $87!

Cheapest Bus $87
Fastest Bus 26h 10m
Earliest Bus 5:45 AM
Latest Bus 11:10 PM
Daily Bus Routes 14 Ø
Distance 849.6 miles
Bus Companies Greyhound US and FlixBus

Cheapest bus connections from Chicago to Boston, MA

Every day, 14 buses from 2 bus companies leave Chicago for Boston, MA: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 02/07/2026 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 02/01
Monday 02/02
Tuesday 02/03
Wednesday 02/04
Thursday 02/05
Friday 02/06
Saturday 02/07
$160
Sunday 02/08
$110
Monday 02/09
$93
Tuesday 02/10
$126
Wednesday 02/11
$117
Thursday 02/12
$98
Friday 02/13
$107
Saturday 02/14
$140
Sunday 02/15
$119
Monday 02/16
$118
Tuesday 02/17
$97
Wednesday 02/18
Thursday 02/19
$99
Friday 02/20
$104
Saturday 02/21
$148
Sunday 02/22
$100
Monday 02/23
$87
Tuesday 02/24
$130
Wednesday 02/25
$143
Thursday 02/26
$112
Friday 02/27
$114
Saturday 02/28

The cheapest time to travel from Chicago to Boston, MA

See here on which day and which time of the day you can find the cheapest bus ticket from Chicago to Boston, MA, for the next 30 days.
With a price starting from $87, Monday is the cheapest day for a bus from Chicago to Boston, MA. Wednesday instead is the most expensive day with prices starting from $105.
Night is the cheapest day time for bus tickets from Chicago to Boston, MA, with $87. Afternoon is the most expensive time of the day with prices starting from $107.

How to save money travelling from Chicago to Boston, MA

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 Chicago to Boston, MA 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 Chicago to Boston, MA, 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 Chicago to Boston, MA are also emptier.

Beloved bus companies from Chicago to Boston, MA

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

FlixBus from Chicago to Boston, MA

FlixBus

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

Cheapest Price $95
Fastest Bus 26h 10m
Earliest Bus 5:45 AM
Last Bus 7:40 PM
Daily Connections 8 Ø
Found on 2/5/2026

All bus stations and stops in Chicago and Boston, MA

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

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

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

FAQs about the Chicago to Boston, MA bus

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

This depends on, among other things, the day and time of travel. The cheapest trip is available from $87 and takes 36h 15m to reach Boston, MA. Compare offers to save money!

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

This route is offered by 2 companies with a range of ticket prices between $87 and $195. Thus, we recommend booking your ticket as early as possible to make sure you get the cheapest bus ticket to Boston, MA.

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

Every day, the Chicago to Boston, MA bus route is served by approximately 14 connections. With our search, you can compare bus times to find the perfect trip.

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

The fastest bus from Chicago to Boston, MA is offered by FlixBus and takes 26h 10m. Bus tickets for this connection cost $170. In this context, bear in mind that the journey can take longer due to traffic.

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

The earliest bus arriving in Boston, MA from Chicago starts at 5:45 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 Chicago to Boston, MA?

The latest bus trip departing from Chicago for Boston, MA starts at 11:10 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 Chicago Boston, MA route?

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

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

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

What can I take with me on the Chicago to Boston, MA 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 Chicago Boston, MA 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 Chicago Boston, MA 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 Chicago to Boston, MA on your planned travel date.

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

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 14 daily trips between Chicago and Boston, MA. 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 Chicago to Boston, MA?

Prices and availability for 14 trips between Chicago and Boston, MA 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 Chicago to Boston, MA

Economy
Economy

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

More bus routes to Chicago and to Boston, MA

Here’s an overview of the most popular bus routes to Chicago and to Boston, MA. Simply click on the connection of your choice, and you will find all the details about your bus route!
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Bus Tulsa - Chicago Bus Tulsa - Chicago
Buses Kansas City to Chicago Buses Kansas City to Chicago
Bus Charleston, SC - Boston, MA Bus Charleston, SC - Boston, MA
Utica, NY to Boston, MA bus Utica, NY to Boston, MA bus
Bus to Boston, MA from Tampa Bus to Boston, MA from Tampa
Bus Richmond, VA - Boston, MA Bus Richmond, VA - Boston, MA
Popular Airport Shuttles to Chicago and to Boston, MA
CheckMyBus › Buses in USA › Bus to Chicago › Bus to Boston, MA

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