There are 10 ways to get from Chicago to Manchester-by-the-Sea by plane, train, bus 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, train  •  6h 8m

  1. Fly from Chicago Midway (MDW) to Boston (BOS) MDW - BOS
  2. Take the train from North Station to Manchester

$66 - $520

Cheapest option

Fly Chicago O'Hare to Boston, train  •  6h 21m

  1. Fly from Chicago O'Hare (ORD) to Boston (BOS) ORD - BOS
  2. Take the train from North Station to Manchester

$46 - $200

8 alternative options

Fly Chicago Midway to Providence, train  •  8h 10m

  1. Fly from Chicago Midway (MDW) to Providence (PVD) MDW - PVD
  2. Take the train from Providence to Back Bay
  3. Take the train from North Station to Manchester

$210 - $940

Fly Chicago Midway to Manchester, bus, train  •  7h 58m

  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
  3. Take the train from North Station to Manchester

$392 - $551

Fly Chicago O'Hare to Providence, train  •  8h 38m

  1. Fly from Chicago O'Hare (ORD) to Providence (PVD) ORD - PVD
  2. Take the train from Providence to Back Bay
  3. Take the train from North Station to Manchester

$100 - $500

Fly Chicago O'Hare to Manchester, bus, train  •  8h 41m

  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
  3. Take the train from North Station to Manchester

$148 - $521

Bus  •  21h 21m

  1. Take the bus from Chicago, IL to New York Wdt 201
  2. Take the bus from New York, NY to Boston, MA Oak & Harrison NYC - Quincy

$79 - $150

Train  •  23h 28m

  1. Take the train from Chicago Union Station to Boston Back Bay Station Lake Shore Limited
  2. Take the train from North Station to Manchester Newburyport/Rockport Line

$111 - $156

Bus, train  •  25h 11m

  1. Take the bus from Chicago, Il to New York, Ny
  2. Take the bus from New York, Ny to Boston South Buses
  3. Take the train from North Station to Manchester

$119 - $172

Drive  •  17h 6m

  1. Drive from Chicago to Manchester-by-the-Sea 1025.1 miles

$100 - $150

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Questions & Answers

The cheapest way to get from Chicago to Manchester-by-the-Sea is to fly and train which costs $65 - $550 and takes 6h 8m.

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The quickest way to get from Chicago to Manchester-by-the-Sea is to fly and train which costs $65 - $550 and takes 6h 8m.

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No, there is no direct train from Chicago station to Manchester-by-the-Sea. However, there are services departing from Chicago Union Station and arriving at Manchester via Back Bay and North Station. The journey, including transfers, takes approximately 23h 28m.

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The distance between Chicago and Manchester-by-the-Sea is 868 miles. The road distance is 1025.1 miles.

Get driving directions

The best way to get from Chicago to Manchester-by-the-Sea without a car is to bus which takes 21h 21m and costs $75 - $150.

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It takes approximately 6h 8m to get from Chicago to Manchester-by-the-Sea, including transfers.

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Chicago to Manchester-by-the-Sea train services, operated by Amtrak, depart from Chicago Union Station.

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The best way to get from Chicago to Manchester-by-the-Sea is to bus which takes 21h 21m and costs $75 - $150. Alternatively, you can train, which costs $110 - $160 and takes 23h 28m.

Mode details

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

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Manchester-by-the-Sea is 1h ahead of Chicago. It is currently 1:58 PM in Chicago and 2:58 PM in Manchester-by-the-Sea.

Map of how to get from Chicago to Manchester-by-the-Sea.
Launch map view
  • Distance: 867.5 miles
  • Duration: 6h 8m

What companies run services between Chicago, IL, USA and Manchester-by-the-Sea, MA, USA?

You can take a bus from Chicago to Manchester-by-the-Sea via New York, New York, NY, Boston, MA Oak & Harrison, Tufts Medical Center, Haymarket, Haymarket, Lynn, and Lynn in around 21h 21m. Alternatively, you can take a train from Chicago to Manchester-by-the-Sea via Boston Back Bay Station, Back Bay, North Station, and North Station in around 23h 28m.

Airlines
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Boston
Ave. Duration
2h 17m
When
Every day
Estimated price
$55 - $190
Flights from Chicago Midway to Boston via Baltimore
Ave. Duration
4h 7m
When
Sunday
Estimated price
$55 - $190
Flights from Chicago Midway to Providence
Ave. Duration
2h 7m
When
Every day
Estimated price
$190 - $850
Flights from Chicago Midway to Providence via Baltimore
Ave. Duration
4h 23m
When
Every day
Estimated price
$200 - $850
Flights from Chicago Midway to Providence via Reagan Washington
Ave. Duration
4h 35m
When
Monday to Friday
Estimated price
$200 - $850
Flights from Chicago Midway to Manchester
Ave. Duration
2h 4m
When
Every day
Estimated price
$330 - $460
Flights from Chicago Midway to Manchester via Baltimore
Ave. Duration
4h 38m
When
Every day
Estimated price
$330 - $460
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 19m
When
Every day
Estimated price
$45 - $170
Flights from Chicago O'Hare to Providence
Ave. Duration
2h 17m
When
Every day
Estimated price
$80 - $410
Flights from Chicago O'Hare to Providence via Reagan Washington
Ave. Duration
4h 16m
When
Every day
Estimated price
$85 - $420
Flights from Chicago O'Hare to Providence via Philadelphia
Ave. Duration
4h 35m
When
Every day
Estimated price
$85 - $420
Flights from Chicago O'Hare to Manchester
Ave. Duration
2h 27m
When
Every day
Estimated price
$85 - $430
Flights from Chicago O'Hare to Manchester via Reagan Washington
Ave. Duration
4h 53m
When
Every day
Estimated price
$90 - $430
Flights from Chicago O'Hare to Manchester via Philadelphia
Ave. Duration
5h 1m
When
Every day
Estimated price
$85 - $430
Flights from Chicago O'Hare to Manchester via Charlotte
Ave. Duration
5h 17m
When
Every day
Estimated price
$95 - $440
United Airlines
Website
united.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 17m
When
Every day
Estimated price
$60 - $230
Flights from Chicago O'Hare to Providence
Ave. Duration
2h 23m
When
Every day
Estimated price
$120 - $550
Flights from Chicago O'Hare to Providence via Washington Dulles
Ave. Duration
4h 44m
When
Every day
Estimated price
$120 - $550
Flights from Chicago O'Hare to Manchester via Washington Dulles
Ave. Duration
4h 45m
When
Every day
Estimated price
$130 - $550
Delta
Website
delta.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 29m
When
Every day
Estimated price
$130 - $400
Flights from Chicago Midway to Providence via Detroit
Ave. Duration
4h 8m
When
Every day
Estimated price
$360 - $1,100
Flights from Chicago Midway to Manchester via Detroit
Ave. Duration
4h 21m
When
Every day
Estimated price
$370 - $1,100
Flights from Chicago O'Hare to Providence via Detroit
Ave. Duration
4h 7m
When
Every day
Estimated price
$180 - $550
Flights from Chicago O'Hare to Manchester via Detroit
Ave. Duration
5h 9m
When
Every day
Estimated price
$180 - $550
Flights from Chicago O'Hare to Manchester via New York La Guardia
Ave. Duration
4h 54m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$200 - $600
JetBlue Airways
Website
jetblue.com
Flights from Chicago O'Hare to Boston
Ave. Duration
2h 22m
When
Every day
Estimated price
$50 - $170
Train operators
MBTA
Phone
617-222-3200
Website
mbta.com
Train from North Station to Manchester
Ave. Duration
50 min
Frequency
Every 4 hours
Estimated price
$5 - $10
Website
MBTA
Train from Providence to Back Bay
Ave. Duration
1h 8m
Frequency
Every 2 hours
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 Back Bay Station
Ave. Duration
42 min
Frequency
Every 3 hours
Estimated price
$23 - $35
Website
amtrak.com
Coach Seat
$23 - $35
Premium
$180 - $250
Flexi Coach Seat
$30 - $50
Business Seat
$30 - $45
Train from Chicago Union Station to Boston Back Bay Station
Ave. Duration
21h 22m
Frequency
Once daily
Estimated price
$100 - $150
Website
amtrak.com
Coach Seat
$100 - $150
Premium
$330 - $460
Flexi Coach Seat
$200 - $300
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 Back Bay Station
Ave. Duration
57 min
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
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
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

Chicago to Manchester-by-the-Sea train services, operated by MBTA, arrive at Manchester station.

More details

Yes, the driving distance between Chicago to Manchester-by-the-Sea is 1025 miles. It takes approximately 17h 6m to drive from Chicago to Manchester-by-the-Sea.

Get driving directions

Southwest Airlines offers flights from Chicago Midway Airport to Boston Airport.

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There are 133+ hotels available in Manchester-by-the-Sea. 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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