What is the cheapest way to get from Chicago, IL to Boston?

The cheapest way to get from Chicago, IL to Boston is to fly and train which costs $60 - $340 and takes 6h 59m.

What is the fastest way to get from Chicago, IL to Boston?

The fastest way to get from Chicago, IL to Boston is to fly which takes 4h 8m and costs $110 - $650.

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

No, there is no direct bus from Chicago, IL station to Boston. However, there are services departing from Chicago Bus Station and arriving at Boston via Newark Penn Station. The journey, including transfers, takes approximately 25h 30m.

Is there a direct train between Chicago, IL and Boston?

Yes, there is a direct train departing from Chicago Union Station station and arriving at Boston. Services depart once daily, and operate every day. The journey takes approximately 22h 2m.

How far is it from Chicago, IL to Boston?

The distance between Chicago, IL and Boston is 889 miles. The road distance is 987.2 miles.

How do I travel from Chicago, IL to Boston without a car?

The best way to get from Chicago, IL to Boston without a car is to train which takes 22h 11m and costs $270 - $600.

How long does it take to get from Chicago, IL to Boston?

It takes approximately 4h 18m to get from Chicago, IL to Boston, including transfers.

Where do I catch the Chicago, IL to Boston bus from?

Chicago, IL to Boston bus services, operated by Flixbus USA, depart from Chicago Bus Station.

Where do I catch the Chicago, IL to Boston train from?

Chicago, IL to Boston train services, operated by Amtrak, depart from Chicago Union Station.

Train, bus or fly from Chicago, IL to Boston?

The best way to get from Chicago, IL to Boston is to fly which takes 4h 18m and costs $150 - $420. Alternatively, you can train, which costs $270 - $600 and takes 22h 11m, you could also bus, which costs $140 - $290 and takes 25h 30m.

Where does the Chicago, IL to Boston bus arrive?

Chicago, IL to Boston bus services, operated by Flixbus USA, arrive at Newark Penn Station.

What is the time difference between Chicago, IL and Boston?

Boston is 2h ahead of Chicago, IL. It is currently 11:22 PM in Chicago, IL and 1:22 AM in Boston.

Where does the Chicago, IL to Boston train arrive?

Chicago, IL to Boston train services, operated by Amtrak, arrive at Boston station.

Can I drive from Chicago, IL to Boston?

Yes, the driving distance between Chicago, IL to Boston is 987 miles. It takes approximately 16h 49m to drive from Chicago, IL to Boston.

How do I get a train ticket from Chicago, IL to Boston?

Book your Chicago, IL to Boston train tickets online with Omio.

How do I get a bus ticket from Chicago, IL to Boston?

Book your Chicago, IL to Boston bus tickets online with Omio and FlixBus.

Where can I stay near Boston?

There are 1539+ hotels available in Boston.

Chicago, IL to Boston - 9 ways to travel via train, plane, bus, and car

There are 9 ways to get from Chicago, IL to Boston by plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Fly Chicago O'Hare International Airport to Boston Logan Airport
best
1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
4h 18m
$152–415
Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train
cheapest
1. Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane ORD - PVD
2. Take the train from TF Green Airport to South Stationtrain
6h 59m
$64–331
Train (Amtrak)
1. Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
22h 11m
$270–600
Bus
1. Take the bus from Chicago Bus Station to Newark Penn Stationbus FlixBus N2640
2. Take the bus from Newark Penn Station to Bostonbus Greyhound US0235 / ...
25h 30m
$146–284
Drive 981.4 mi
1. Drive from Chicago, IL to Bostoncar 981.4 mi
16h 49m
$180–259
Fly Chicago Midway International Airport to Boston Logan Airport
1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
4h 8m
$112–605
Fly Chicago Midway International Airport to Manchester Airport, bus
1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane MDW - MHT
2. Take the bus from Boston Manchester Airport to Bostonbus
6h 33m
$122–622
Fly Chicago O'Hare International Airport to Manchester Airport, bus
1. Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane ORD - MHT
2. Take the bus from Boston Manchester Airport to Bostonbus
6h 57m
$86–432
Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train
1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane MDW - PVD
2. Take the train from TF Green Airport to South Stationtrain
6h 48m
$88–471

Chicago, IL to Boston by foot and train (Amtrak)

7Weekly Services

22h 11mAverage Duration

$270Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chicago, IL to Boston.

Launch map view

Distance: 883.4 mi
Duration: 4h 18m

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

American Airlines, JetBlue Airways, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS) hourly. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $270–600 and the journey takes 22h 2m.

Airlines

Train operators

Bus operators

Want to know more about travelling around United States

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How to get fromChicago, IL to Bostonby plane plane train train bus bus car car by plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus or train

Find Transport to Boston

There are 9 ways to get from Chicago, IL to Boston by plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, or train

Fly Chicago O'Hare International Airport to Boston Logan Airport

Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train

Train (Amtrak)

Bus

Drive 981.4 mi

Fly Chicago Midway International Airport to Boston Logan Airport

Fly Chicago Midway International Airport to Manchester Airport, bus

Fly Chicago O'Hare International Airport to Manchester Airport, bus

Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train

Chicago, IL to Boston by foot and train (Amtrak)

Questions & Answers

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

Flights from Chicago O'Hare International Airport to Boston Logan Airport

Flights from Chicago O'Hare International Airport to Manchester Airport

Flights from Chicago O'Hare International Airport to Manchester Airport via Reagan Washington

Flights from Chicago O'Hare International Airport to Manchester Airport via Philadelphia

Flights from Chicago O'Hare International Airport to Manchester Airport via Charlotte

Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport

Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia

Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington

Flights from Chicago Midway International Airport to Boston Logan Airport

Flights from Chicago Midway International Airport to Manchester Airport

Flights from Chicago Midway International Airport to Manchester Airport via Baltimore

Flights from Chicago Midway International Airport to Theodore Francis Green State Airport

Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore

Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington

Flights from Chicago O'Hare International Airport to Boston Logan Airport

Flights from Chicago O'Hare International Airport to Manchester Airport via Washington Dulles

Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport

Flights from Chicago O'Hare International Airport to Boston Logan Airport

Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit

Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit

Flights from Chicago O'Hare International Airport to Boston Logan Airport

Contact Details

Train from Chicago Union Station to Boston

Train from TF Green Airport to South Station

Bus from Chicago Bus Station to Newark Penn Station

Bus from Newark Penn Station to Boston

Contact Details

Bus from Newark Penn Station to Boston

Bus from Boston Manchester Airport to Boston

Want to know more about travelling around United States

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Where to next?

Trips from Chicago, IL

Trips to Boston

Popular routes

How to get fromChicago, IL to Bostonby plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus or train