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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 O'Hare to Boston  •  4h 8m

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

$64 - $202

9 alternative options

Fly Chicago Midway to Boston  •  4h 1m

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

$114 - $812

Fly Chicago Midway to Manchester, bus  •  5h 26m

  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

$194 - $626

Fly Chicago O'Hare to Manchester, bus  •  6h 3m

  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

$184 - $556

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

$242 - $347

Fly Chicago O'Hare to Providence, train  •  6h 36m

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

$162 - $327

Bus  •  18h 15m

  1. Take the bus from Chicago, IL to New York
  2. Take the bus from New York, NY to Boston, MA Oak & Harrison Nyc

$101 - $130

Bus via Boston South Buses  •  19h

  1. Take the bus from Chicago to New York, NY - 3 Allen St Chicago
  2. Take the bus from New York to Boston South Buses New York

$87 - $135

Train  •  21h 30m

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

$100 - $150

Drive  •  16h 33m

  1. Drive from Chicago to Boston 996.8 miles

$95 - $150

Chicago → Boston
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Rules to follow in United States

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Domestic border crossings may be subject to approval, testing and quarantine
Nationwide control measures in place

COVID-19 help in United States

If you need help, visit the national COVID-19 website or call the COVID-19 Helpline 800-232-4636

Frequently Asked Questions


Yes, travel within United States is currently allowed.

Explore travel options

Domestic travel is not restricted, but some conditions may apply

  • Face masks are recommended
  • There is a social distancing requirement of 2 metres
  • Domestic border crossings may be subject to approval, testing and quarantine
  • Nationwide control measures in place

Explore travel options

The national COVID-19 helpline number in Boston is 800-232-4636.

Wearing a face mask on public transport in Boston is recommended.

The social distance requirement in Boston is 2 metres.

Make yourself known to an official member of staff and/or call the national coronavirus helpline number on 800-232-4636.

Last updated: 16 Jun 2021
Exceptions may apply, for full details: Centers for Disease control and prevention (CDC).

We're working around the clock to bring you the latest COVID-19 travel updates.
This information is compiled from official sources. To the best of our knowledge, it is correct as of the last update.
Visit Rome2rio travel advice for general help.

Questions & Answers

The cheapest way to get from Chicago to Boston is to fly which costs $60 - $210 and takes 4h 8m.

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The quickest way to get from Chicago to Boston is to fly which costs $110 - $850 and takes 4h 1m.

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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, MA Oak & Harrison via New York, NY. The journey, including transfers, takes approximately 18h 15m.

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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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It is 853 miles from Chicago to Boston. It is approximately 996.8 miles to drive.

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The best way to get from Chicago to Boston without a car is to bus which takes 18h 15m and costs $100 - $130.

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It takes approximately 4h 8m to get from Chicago to Boston, including transfers.

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Chicago to Boston bus services, operated by D&W Bus, 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 4h 8m and costs $60 - $210. Alternatively, you can bus, which costs $100 - $130 and takes 18h 15m, 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: 4h 8m

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

United Airlines, Spirit Airlines and four other airlines fly from Chicago to Boston hourly. Alternatively, you can take a bus from Chicago to Boston via New York and New York, NY in around 18h 15m.

Airlines
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 27m
When
Every day
Estimated price
$75 - $380
Flights from Chicago O'Hare to Manchester
Ave. Duration
2h 27m
When
Every day
Estimated price
$150 - $550
Flights from Chicago O'Hare to Manchester via Reagan Washington
Ave. Duration
5h 13m
When
Every day
Estimated price
$160 - $600
Flights from Chicago O'Hare to Manchester via Philadelphia
Ave. Duration
5h 11m
When
Every day
Estimated price
$150 - $600
Flights from Chicago O'Hare to Manchester via Charlotte
Ave. Duration
5h 44m
When
Every day
Estimated price
$160 - $600
Flights from Chicago O'Hare to Providence
Ave. Duration
2h 25m
When
Every day
Estimated price
$220 - $330
Flights from Chicago O'Hare to Providence via Reagan Washington
Ave. Duration
4h 30m
When
Every day
Estimated price
$220 - $330
Flights from Chicago O'Hare to Providence via Philadelphia
Ave. Duration
4h 35m
When
Every day
Estimated price
$220 - $330
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Boston
Ave. Duration
2h 16m
When
Every day
Estimated price
$110 - $440
Flights from Chicago Midway to Boston via Baltimore
Ave. Duration
4h 32m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$110 - $440
Flights from Chicago Midway to Manchester
Ave. Duration
2h 2m
When
Every day
Estimated price
$140 - $550
Flights from Chicago Midway to Manchester via Baltimore
Ave. Duration
4h 25m
When
Saturday
Estimated price
$150 - $550
Flights from Chicago O'Hare to Manchester via Baltimore
Ave. Duration
4h 33m
When
Every day
Estimated price
$130 - $480
Flights from Chicago Midway to Providence
Ave. Duration
2h 7m
When
Every day
Estimated price
$120 - $460
Flights from Chicago Midway to Providence via Baltimore
Ave. Duration
4h 30m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$130 - $470
Flights from Chicago Midway to Providence via Reagan Washington
Ave. Duration
4h 22m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$130 - $470
Flights from Chicago O'Hare to Providence via Baltimore
Ave. Duration
4h 30m
When
Saturday
Estimated price
$110 - $410
United Airlines
Website
united.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 17m
When
Every day
Estimated price
$80 - $390
Flights from Chicago O'Hare to Manchester via Washington Dulles
Ave. Duration
4h 55m
When
Every day
Estimated price
$170 - $650
Flights from Chicago O'Hare to Providence
Ave. Duration
2h 23m
When
Every day
Estimated price
$140 - $550
Flights from Chicago O'Hare to Providence via Washington Dulles
Ave. Duration
4h 40m
When
Every day
Estimated price
$140 - $550
JetBlue Airways
Website
jetblue.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 27m
When
Every day
Estimated price
$75 - $390
Delta
Website
delta.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 28m
When
Every day
Estimated price
$50 - $350
Flights from Chicago Midway to Boston via Detroit
Ave. Duration
4h 16m
When
Every day
Estimated price
$60 - $410
Flights from Chicago Midway to Providence via Detroit
Ave. Duration
4h 17m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$65 - $470
Flights from Chicago O'Hare to Providence via Detroit
Ave. Duration
4h 23m
When
Every day
Estimated price
$60 - $410
Porter Airlines
Website
flyporter.com
Flights from Chicago Midway to Boston via Billy Bishop Toronto City
Ave. Duration
4h 25m
When
Monday, Thursday, Friday and Sunday
Estimated price
$380 - $800
Spirit Airlines
Website
spirit.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 18m
When
Every day
Estimated price
$70 - $320
Train operators
MBTA
Phone
617-222-3200
Website
mbta.com
Train from Providence to South Station
Ave. Duration
1h 11m
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 to Boston South Station
Ave. Duration
45 min
Frequency
Every 4 hours
Estimated price
$24 - $35
Schedules at
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
Schedules at
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 to Boston South Station
Ave. Duration
1h 2m
Frequency
Every 4 hours
Estimated price
$35 - $70
Schedules at
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
Frequency
Hourly
Estimated price
$12 - $18
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 - $110
Schedules at
gotobus.com
Book at
gotobus.com
Coach Run
Website
coachrun.com
Bus from New York, NY to Boston, MA Oak & Harrison
Ave. Duration
5h
Frequency
3 times a day
Estimated price
$9 - $20
Schedules at
coachrun.com
Book at
gotobus.com
Wanda Coach
Phone
646-630-7186
Email
help@wandacoach.com
Website
wandacoach.com
Bus from Chicago to New York, NY - 3 Allen St
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 South Buses
Ave. Duration
5h
Frequency
3 times a day
Estimated price
$35
Schedules at
luckystarbus.com

Want to know more about travelling around United States

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More Questions & Answers

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

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Chicago to Boston bus services, operated by Coach Run, arrive at Boston, MA Oak & Harrison station.

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Boston is 1h ahead of Chicago. It is currently 9:11 AM in Chicago and 10:11 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 33m to drive from Chicago to Boston.

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Spirit Airlines, JetBlue Airways, Delta and two other airlines offer flights from Chicago O'Hare Airport to Boston Airport.

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Book your Chicago to Boston train tickets online with Omio.

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There are 387+ hotels available in Boston. Prices start at $100 USD per night.

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The best way to get from Chicago to Chicago O'Hare Airport is to subway which takes 42 min and costs $2 - $5.

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