What is the cheapest way to get from Boston to Chicago Loop?

The cheapest way to get from Boston to Chicago Loop is to bus which costs $130 - $300 and takes 25h 44m.

What is the fastest way to get from Boston to Chicago Loop?

The fastest way to get from Boston to Chicago Loop is to fly which takes 3h 30m and costs $85 - $440.

Is there a direct bus between Boston and Chicago Loop?

No, there is no direct bus from Boston to Chicago Loop. However, there are services departing from Boston and arriving at Washington & Lasalle via Newark Penn Station and Jefferson & Harrison. The journey, including transfers, takes approximately 25h 44m.

Is there a direct train between Boston and Chicago Loop?

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

How far is it from Boston to Chicago Loop?

The distance between Boston and Chicago Loop is 886 miles. The road distance is 987.4 miles.

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

The best way to get from Boston to Chicago Loop without a car is to train which takes 22h 22m and costs $150 - $700.

How long does it take to get from Boston to Chicago Loop?

It takes approximately 3h 39m to get from Boston to Chicago Loop, including transfers.

Where do I catch the Boston to Chicago Loop bus from?

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

Where do I catch the Boston to Chicago Loop train from?

Boston to Chicago Loop train services, operated by Amtrak, depart from Boston station.

Train, bus or fly from Boston to Chicago Loop?

The best way to get from Boston to Chicago Loop is to fly which takes 3h 39m and costs $100 - $310. Alternatively, you can train, which costs $150 - $700 and takes 22h 22m, you could also bus, which costs $130 - $300 and takes 25h 44m.

Where does the Boston to Chicago Loop bus arrive?

Boston to Chicago Loop bus services, operated by Greyhound USA, arrive at Newark Penn Station.

What is the time difference between Boston and Chicago Loop?

Chicago Loop is 1h behind Boston. It is currently 3:34 PM in Boston and 2:34 PM in Chicago Loop.

Where does the Boston to Chicago Loop train arrive?

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

Can I drive from Boston to Chicago Loop?

Yes, the driving distance between Boston to Chicago Loop is 987 miles. It takes approximately 16h 40m to drive from Boston to Chicago Loop.

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

Book your Boston to Chicago Loop train tickets online with Omio.

Where can I stay near Chicago Loop?

There are 1225+ hotels available in Chicago Loop.

Boston to Chicago Loop - 8 ways to travel via train, plane, bus, and car

There are 8 ways to get from Boston to Chicago Loop by plane, train (Amtrak), bus (Greyhound, Flixbus), 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 Boston Logan Airport to Chicago O'Hare International Airport
best
1. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)BOS - ORD
3h 39m
$109–310
Fly Boston Logan Airport to Chicago Midway International Airport
cheapest
1. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)BOS - MDW
3h 30m
$89–436
Train (Amtrak)
1. Take the train from Boston to Chicago Union StationLake Shore Limited
22h 22m
$150–700
Bus
1. Take the bus from Boston to Newark Penn StationGreyhound US0235 / ...
2. Take the bus from Newark Penn Station to Chicago Bus StationFlixBus N2640
25h 44m
$136–299
Drive 981.7 mi
1. Drive from Boston to Chicago Loop981.7 mi
16h 40m
$180–259
Bus to Manchester Airport, fly to Chicago Midway International Airport
1. Take the bus from Boston to Boston Manchester Airport
2. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)MHT - MDW
5h 20m
$116–582
Bus to Manchester Airport, fly to Chicago O'Hare International Airport
1. Take the bus from Boston to Boston Manchester Airport
2. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)MHT - ORD
5h 40m
$96–432
Fly Boston Logan Airport to General Mitchell International Airport, train
1. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)BOS - MKE
2. Take the train from Milwaukee to Chicago Union Station
5h 32m
$271–726

Boston to Chicago Loop by train (Amtrak)

7Weekly Trains

22h 22mAverage Duration

$150Cheapest Price

See schedules

Questions & Answers

Map of how to get from Boston to Chicago Loop.

Launch map view

Distance: 881.1 mi
Duration: 3h 39m

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

American Airlines, JetBlue Airways, and two other airlines fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $150–700 and the journey takes 22h 22m.

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How to get fromBoston to Chicago Loopby planetrainbuscarby plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus or train

Find Transport to Chicago Loop

There are 8 ways to get from Boston to Chicago Loop by plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus, or train

Fly Boston Logan Airport to Chicago O'Hare International Airport

Fly Boston Logan Airport to Chicago Midway International Airport

Train (Amtrak)

Bus

Drive 981.7 mi

Bus to Manchester Airport, fly to Chicago Midway International Airport

Bus to Manchester Airport, fly to Chicago O'Hare International Airport

Fly Boston Logan Airport to General Mitchell International Airport, train

Boston to Chicago Loop by train (Amtrak)

Questions & Answers

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

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

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

Flights from Manchester Airport to Chicago O'Hare International Airport

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

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

Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport

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

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

Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport

Flights from Boston Logan Airport to Chicago Midway International Airport

Flights from Manchester Airport to Chicago Midway International Airport

Flights from Manchester Airport to Chicago Midway International Airport via Baltimore

Flights from Boston Logan Airport to General Mitchell International Airport via Baltimore

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

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

Flights from Boston Logan Airport to General Mitchell International Airport

Flights from Boston Logan Airport to General Mitchell International Airport via Detroit

Flights from Boston Logan Airport to General Mitchell International Airport via New York La Guardia

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

Flights from Boston Logan Airport to General Mitchell International Airport

Contact Details

Train from Boston to Chicago Union Station

Train from Milwaukee to Chicago Union Station

Contact Details

Bus from Boston to Newark Penn Station

Bus from Boston to Boston Manchester Airport

Bus from Boston to Newark Penn Station

Bus from Newark Penn Station to Chicago Bus Station

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How to get fromBoston to Chicago Loopby plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus or train