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There are 10 ways to get from Chicago to Boston by plane, bus, train or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly Chicago Midway to Boston  •  3h 56m

  1. Fly from Chicago Midway (MDW) to Boston (BOS) MDW - BOS

$94 - $390

Cheapest option

Bus  •  19h

  1. Take the bus from Chicago to New York, NY Chicago
  2. Take the bus from New York to Boston, MA New York

$77 - $125

8 alternative options

Fly Chicago O'Hare to Boston  •  4h 12m

  1. Fly from Chicago O'Hare (ORD) to Boston (BOS) ORD - BOS

$79 - $271

Fly Chicago Midway to Manchester, I-93  •  5h 46m

  1. Fly from Chicago Midway (MDW) to Manchester (MHT) MDW - MHT
  2. Take the I-93 from North Londonderry, NH - exit 5 to Boston, MA

$165 - $492

Fly Chicago Midway to Providence, train  •  6h 9m

  1. Fly from Chicago Midway (MDW) to Providence (PVD) MDW - PVD
  2. Take the train from Providence to South Station

$111 - $446

Fly Chicago O'Hare to Manchester, I-93  •  6h 25m

  1. Fly from Chicago O'Hare (ORD) to Manchester (MHT) ORD - MHT
  2. Take the I-93 from North Londonderry, NH - exit 5 to Boston, MA

$215 - $493

Fly Chicago O'Hare to Providence, train  •  6h 41m

  1. Fly from Chicago O'Hare (ORD) to Providence (PVD) ORD - PVD
  2. Take the train from Providence to South Station

$111 - $597

Train  •  21h 31m

  1. Take the train from Chicago Union Station to Boston South Station Lake Shore Limited

$100 - $150

Bus via New York  •  22h 24m

  1. Take the bus from Chicago, Il to New York, Ny 1604
  2. Take the bus from Port Authority Bus Terminal, New York, NY to South Station, Boston, MA Peter Pan / ...

$105 - $154

Drive  •  16h 32m

  1. Drive from Chicago to Boston 997.5 miles

$95 - $150

Questions & Answers

The cheapest way to get from Chicago to Boston is to drive which costs $95 - $150 and takes 16h 32m.

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The quickest way to get from Chicago to Boston is to fly which costs $90 - $390 and takes 3h 56m.

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No, there is no direct bus from Chicago to Boston. However, there are services departing from Chicago and arriving at Boston, MA via New York. The journey, including transfers, takes approximately 19h.

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Yes, there is a direct train departing from Chicago Union Station station and arriving at Boston South Station station. Services depart once daily, and operate every day. The journey takes approximately 21h 31m.

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The distance between Chicago and Boston is 853 miles. The road distance is 997.5 miles.

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The best way to get from Chicago to Boston without a car is to bus which takes 19h and costs $75 - $130.

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It takes approximately 3h 56m to get from Chicago to Boston, including transfers.

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Chicago to Boston bus services, operated by Greyhound USA, depart from Chicago, Il station.

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Chicago to Boston train services, operated by Amtrak, arrive at Chicago Union Station.

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The best way to get from Chicago to Boston is to fly which takes 3h 56m and costs $90 - $390. Alternatively, you can bus, which costs $75 - $130 and takes 19h, you could also train, which costs $100 - $150 and takes 21h 31m.

Mode details

Map of how to get from Chicago to Boston.
Launch map view
  • Distance: 853.4 miles
  • Duration: 3h 56m

What companies run services between Chicago, IL, USA and Boston, MA, USA?

Southwest Airlines, Delta and Porter Airlines fly from Chicago to Boston hourly. Alternatively, you can take a bus from Chicago to Boston via New York, NY and New York in around 19h.

Airlines
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Boston
Ave. Duration
2h 16m
When
Every day
Estimated price
$130 - $550
Flights from Chicago Midway to Manchester
Ave. Duration
2h 7m
When
Every day
Estimated price
$120 - $900
Flights from Chicago Midway to Manchester via Baltimore
Ave. Duration
4h 28m
When
Every day
Estimated price
$120 - $900
Flights from Chicago Midway to Providence
Ave. Duration
2h 11m
When
Every day
Estimated price
$140 - $700
Flights from Chicago Midway to Providence via Baltimore
Ave. Duration
4h 30m
When
Every day
Estimated price
$140 - $700
Flights from Chicago Midway to Providence via Reagan Washington
Ave. Duration
5h
When
Saturday
Estimated price
$140 - $700
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 24m
When
Every day
Estimated price
$120 - $490
Flights from Chicago O'Hare to Manchester
Ave. Duration
2h 28m
When
Every day
Estimated price
$340 - $750
Flights from Chicago O'Hare to Manchester via Reagan Washington
Ave. Duration
4h 29m
When
Sunday
Estimated price
$340 - $750
Flights from Chicago O'Hare to Manchester via Philadelphia
Ave. Duration
4h 56m
When
Every day
Estimated price
$340 - $750
Flights from Chicago O'Hare to Manchester via Charlotte
Ave. Duration
5h 8m
When
Every day
Estimated price
$340 - $750
Flights from Chicago O'Hare to Providence
Ave. Duration
2h 27m
When
Every day
Estimated price
$180 - $650
Flights from Chicago O'Hare to Providence via Reagan Washington
Ave. Duration
4h 23m
When
Every day
Estimated price
$180 - $650
Flights from Chicago O'Hare to Providence via Philadelphia
Ave. Duration
4h 37m
When
Every day
Estimated price
$180 - $650
United Airlines
Website
united.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 24m
When
Every day
Estimated price
$130 - $650
Flights from Chicago O'Hare to Manchester via Washington Dulles
Ave. Duration
4h 55m
When
Every day
Estimated price
$320 - $800
Flights from Chicago O'Hare to Providence
Ave. Duration
2h 27m
When
Every day
Estimated price
$170 - $650
Flights from Chicago O'Hare to Providence via Washington Dulles
Ave. Duration
4h 14m
When
Sunday
Estimated price
$170 - $650
Flights from Chicago O'Hare to Providence via Newark
Ave. Duration
4h 47m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$170 - $650
Delta
Website
delta.com
Flights from Chicago Midway to Boston via Detroit
Ave. Duration
4h 5m
When
Every day
Estimated price
$140 - $850
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 35m
When
Monday to Friday
Estimated price
$100 - $550
Flights from Chicago Midway to Manchester via Detroit
Ave. Duration
4h 14m
When
Every day
Estimated price
$180 - $850
Flights from Chicago Midway to Providence via Detroit
Ave. Duration
4h 51m
When
Every day
Estimated price
$140 - $650
Flights from Chicago O'Hare to Manchester via Detroit
Ave. Duration
4h 15m
When
Every day
Estimated price
$390 - $900
Flights from Chicago O'Hare to Manchester via New York La Guardia
Ave. Duration
4h 44m
When
Monday to Saturday
Estimated price
$390 - $900
Flights from Chicago O'Hare to Providence via Detroit
Ave. Duration
4h 33m
When
Every day
Estimated price
$180 - $600
JetBlue Airways
Website
jetblue.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 26m
When
Every day
Estimated price
$140 - $600
Porter Airlines
Website
flyporter.com
Flights from Chicago Midway to Boston via Billy Bishop Toronto City
Ave. Duration
4h 5m
When
Tuesday, Wednesday and Sunday
Estimated price
$220 - $1,100
Spirit Airlines
Website
spirit.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 35m
When
Every day
Estimated price
$110 - $450
Train operators
Amtrak Acela Express

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak Acela Express
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Providence Amtrak Station to Boston South Station
Ave. Duration
53m
Frequency
Every 3 hours
Estimated price
$80 - $110
Website
amtrak.com
Business Seat
$80 - $110
First Class
$80 - $200
Amtrak Northeast Regional
Rome2rio's guide to Amtrak Northeast Regional
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Providence Amtrak Station to Boston South Station
Ave. Duration
1h 2m
Frequency
Every 3 hours
Estimated price
$35 - $70
Website
amtrak.com
Reserved Coach Seat
$35 - $70
Business Class Seat
$55 - $110
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Chicago Union Station to Boston South Station
Ave. Duration
21h 31m
Frequency
Once daily
Estimated price
$100 - $150
Website
amtrak.com
Coach Seat
$100 - $150
Premium
$330 - $460
Flexi Coach Seat
$200 - $310
Business Seat
$220 - $310
Bus operators
Boston Express
Phone
1800-639-8080
Email
contact@bostonexpressbus.com
Website
bostonexpressbus.com
Bus from North Londonderry, NH - exit 5 to Boston, MA
Ave. Duration
1h 5m
Frequency
Every 2 hours
Estimated price
$13 - $18
Schedules at
bostonexpressbus.com
Book at
tickets.bostonexpressbus.com
Wanda Coach
Phone
646-630-7186
Email
help@wandacoach.com
Website
wandacoach.com
Bus from Chicago to New York, NY
Ave. Duration
13h
Frequency
3 times a week
Estimated price
$50 - $100
Book at
GoTo Bus
Lucky Star Bus
Phone
(888) 881-0887 / (617) 269-5468
Email
info@luckystarbus.com
Website
luckystarbus.com
Bus from New York to Boston, MA
Ave. Duration
5h
Frequency
Every 2 hours
Estimated price
$25
Schedules at
luckystarbus.com
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Chicago, Il to New York, Ny
Ave. Duration
17h 40m
Frequency
Once daily
Estimated price
$80 - $120
Website
greyhound.com
Economy
$80 - $120
Flexible
$120 - $180
Bus from New York, Ny to Boston, Ma
Ave. Duration
7h 39m
Frequency
Hourly
Estimated price
$26 - $40
Website
greyhound.com
Economy
$26 - $40
Flexible
$45 - $70
Peter Pan Bus Lines
Phone
1-800-343-9999
Website
peterpanbus.com
Bus from Port Authority Bus Terminal, New York, NY to South Station, Boston, MA
Ave. Duration
4h 15m
Frequency
Every 4 hours
Estimated price
$21 - $40
Website
peterpanbus.com

Want to know more about travelling around United States

Rome2rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

More Questions & Answers

The quickest flight from Chicago Midway Airport to Boston Airport is the direct flight which takes 2h 10m.

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Chicago to Boston bus services, operated by Peter Pan Bus Lines, arrive at South Station, Boston, MA.

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Boston is 1h ahead of Chicago. It is currently 12:55 AM in Chicago and 1:55 AM in Boston.

Chicago to Boston train services, operated by Amtrak, arrive at Boston South Station.

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Yes, the driving distance between Chicago to Boston is 997 miles. It takes approximately 16h 32m to drive from Chicago to Boston.

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Delta, Porter Airlines and Southwest Airlines offer flights from Chicago Midway Airport to Boston Airport.

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Book your Chicago to Boston train tickets online with Rome2rio.

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There are 885+ hotels available in Boston. Prices start at $134 USD per night.

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The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23m and costs $2 - $4.

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