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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

$90 - $6,512

Cheapest option

Fly Chicago O'Hare to Boston  •  4h 9m

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

$20 - $142

8 alternative options

Fly Chicago Midway to Manchester, bus  •  5h 34m

  1. Fly from Chicago Midway (MDW) to Manchester (MHT) MDW - MHT
  2. Take the bus from North Londonderry, NH - exit 5 to Boston South Buses

$266 - $534

Fly Chicago Midway to Providence, train  •  6h 5m

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

$132 - $527

Fly Chicago O'Hare to Manchester, bus  •  6h 12m

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

$120 - $414

Fly Chicago O'Hare to Providence, train  •  6h 34m

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

$110 - $176

Bus  •  18h 10m

  1. Take the bus from Chicago, IL to New York Wdt 201
  2. Take the bus from New York to Boston South Buses New York

$91 - $141

Train  •  21h 30m

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

$100 - $150

Bus via New York  •  22h 42m

  1. Take the bus from Chicago, Il to New York, Ny 1604
  2. Take the bus from New York, Ny to Boston South Buses 2504 / ...

$112 - $155

Drive  •  16h 32m

  1. Drive from Chicago to Boston 997.5 miles

$95 - $150

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Coronavirus (COVID-19) Travel Advice

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Official Coronavirus (COVID-19) Information for United States

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Official Coronavirus (COVID-19) Information for United States

Last updated: July 14 | Data sourced from: ACAPS, OXFORD

Questions & Answers

The cheapest way to get from Chicago to Boston is to fly which costs $19 - $150 and takes 4h 9m.

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The quickest way to get from Chicago to Boston is to fly which costs $85 - $6,500 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, IL and arriving at Boston South Buses via New York. The journey, including transfers, takes approximately 18h 10m.

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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 30m.

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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 18h 10m and costs $90 - $150.

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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, depart from 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 $85 - $6,500. Alternatively, you can bus, which costs $90 - $150 and takes 18h 10m, you could also train, which costs $100 - $150 and takes 21h 30m.

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, Porter Airlines and Delta fly from Chicago to Boston hourly. Alternatively, you can take a bus from Chicago to Boston via New York in around 18h 10m.

Airlines
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Boston
Ave. Duration
2h 17m
When
Every day
Estimated price
$85 - $1,000
Flights from Chicago Midway to Boston via Baltimore
Ave. Duration
4h 10m
When
Sunday
Estimated price
$85 - $1,000
Flights from Chicago Midway to Manchester
Ave. Duration
2h 7m
When
Every day
Estimated price
$130 - $490
Flights from Chicago Midway to Manchester via Baltimore
Ave. Duration
4h 25m
When
Every day
Estimated price
$140 - $500
Flights from Chicago Midway to Providence
Ave. Duration
2h 10m
When
Every day
Estimated price
$120 - $450
Flights from Chicago Midway to Providence via Baltimore
Ave. Duration
4h 27m
When
Monday to Saturday
Estimated price
$130 - $460
Flights from Chicago Midway to Providence via Reagan Washington
Ave. Duration
4h 15m
When
Monday to Friday
Estimated price
$130 - $460
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 19m
When
Every day
Estimated price
$24 - $240
Flights from Chicago O'Hare to Manchester
Ave. Duration
2h 27m
When
Every day
Estimated price
$65 - $340
Flights from Chicago O'Hare to Manchester via Philadelphia
Ave. Duration
5h 1m
When
Every day
Estimated price
$65 - $340
Flights from Chicago O'Hare to Manchester via Charlotte
Ave. Duration
5h 19m
When
Every day
Estimated price
$75 - $340
Flights from Chicago O'Hare to Manchester via Reagan Washington
Ave. Duration
5h 28m
When
Every day
Estimated price
$65 - $340
Flights from Chicago O'Hare to Providence
Ave. Duration
2h 17m
When
Every day
Estimated price
$99
Flights from Chicago O'Hare to Providence via Reagan Washington
Ave. Duration
4h 16m
When
Every day
Estimated price
$99
Flights from Chicago O'Hare to Providence via Philadelphia
Ave. Duration
4h 28m
When
Every day
Estimated price
$99
Delta
Website
delta.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 33m
When
Every day
Estimated price
$160 - $600
Flights from Chicago Midway to Manchester via Detroit
Ave. Duration
4h 41m
When
Every day
Estimated price
$300 - $1,100
Flights from Chicago Midway to Providence via Detroit
Ave. Duration
4h 13m
When
Every day
Estimated price
$270 - $1,000
Flights from Chicago O'Hare to Manchester via Detroit
Ave. Duration
4h 45m
When
Every day
Estimated price
$170 - $600
Flights from Chicago O'Hare to Manchester via New York La Guardia
Ave. Duration
4h 58m
When
Monday to Saturday
Estimated price
$170 - $650
Flights from Chicago O'Hare to Providence via Detroit
Ave. Duration
4h 22m
When
Every day
Estimated price
$150 - $600
United Airlines
Website
united.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 17m
When
Every day
Estimated price
$65 - $290
Flights from Chicago O'Hare to Manchester via Washington Dulles
Ave. Duration
4h 45m
When
Every day
Estimated price
$90 - $400
Flights from Chicago O'Hare to Providence
Ave. Duration
2h 23m
When
Every day
Estimated price
$99
Flights from Chicago O'Hare to Providence via Washington Dulles
Ave. Duration
4h 40m
When
Every day
Estimated price
$99
JetBlue Airways
Website
jetblue.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 28m
When
Every day
Estimated price
$24 - $220
Porter Airlines
Website
flyporter.com
Flights from Chicago Midway to Boston via Billy Bishop Toronto City
Ave. Duration
4h 10m
When
Tuesday, Wednesday and Sunday
Estimated price
$180 - $400
Train operators
MBTA
Phone
617-222-3200
Website
mbta.com
Train from Providence to Boston / South Station Trains
Ave. Duration
1h 12m
Frequency
Hourly
Estimated price
$7 - $13
Website
MBTA
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 Providence Amtrak Station to Boston South Station
Ave. Duration
47 min
Frequency
Every 3 hours
Estimated price
$24 - $35
Website
amtrak.com
Coach Seat
$24 - $35
Premium
$180 - $250
Flexi Coach Seat
$30 - $50
Business Seat
$30 - $45
Train from Chicago Union Station to Boston South Station
Ave. Duration
21h 30m
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
Amtrak Northeast Regional

Amtrak’s Northeast Regional train service serves the US’ busy northeast corridor from Virginia to Massachusetts; major stops include Boston, Providence, New York City, Philadelphia, Washington DC and Baltimore. Amenities include Wi-Fi, a quiet car, cafe and business-class seating, and travelling with a small dog or cat is permitted. Book at least 14 days in advance for a cheaper Saver Fare.

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
Bus operators
Boston Express
Phone
1800-639-8080
Email
contact@bostonexpressbus.com
Website
bostonexpressbus.com
Bus from North Londonderry, NH - exit 5 to Boston South Buses
Ave. Duration
1h 5m
Frequency
Every 2 hours
Estimated price
$13 - $19
Schedules at
bostonexpressbus.com
Book at
webstore.bostonexpressbus.com
D&W Bus
Website
gotobus.com
Bus from Chicago, IL to New York
Ave. Duration
12h 15m
Frequency
3 times a week
Estimated price
$90 - $120
Schedules at
gotobus.com
Book at
gotobus.com
Bus Ticket Inc.
Website
gotobus.com
Bus from Chicago, IL to New York, NY - Allen St.
Ave. Duration
14h 45m
Frequency
3 times a week
Estimated price
$60 - $100
Book at
gotobus.com
Lucky Star Bus
Phone
(888) 881-0887 / (617) 269-5468
Email
info@luckystarbus.com
Website
luckystarbus.com
Bus from New York to Boston South Buses
Ave. Duration
5h
Frequency
Hourly
Estimated price
$30
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
$85 - $120
Website
greyhound.com
Economy
$85 - $120
Flexible
$120 - $180
Bus from New York, Ny to Boston South Buses
Ave. Duration
4h 20m
Frequency
Hourly
Estimated price
$27 - $40
Website
greyhound.com
Economy
$27 - $40
Flexible
$45 - $70

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 Greyhound USA, arrive at Boston South Buses station.

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Boston is 1h ahead of Chicago. It is currently 10:23 AM in Chicago and 11:23 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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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 Omio.

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Book your Chicago to Boston bus tickets online with Greyhound and Greyhound.

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There are 634+ hotels available in Boston. Prices start at $100 USD per night.

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The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23 min and costs $2 - $5.

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