What is the cheapest way to get from Chicago to Wellesley?

The cheapest way to get from Chicago to Wellesley is to bus which costs $140 - $280 and takes 24h 7m.

What is the fastest way to get from Chicago to Wellesley?

The fastest way to get from Chicago to Wellesley is to fly which takes 5h 29m and costs $110 - $600.

Is there a direct bus between Chicago and Wellesley?

No, there is no direct bus from Chicago station to Wellesley. However, there are services departing from Chicago Bus Station and arriving at Wellesley Square - Central St @ Railroad Ave via Newark Penn Station and South Station - Bus Terminal Gate B1/B2. The journey, including transfers, takes approximately 24h 7m.

Is there a direct train between Chicago and Wellesley?

No, there is no direct train from Chicago station to Wellesley. However, there are services departing from Chicago Union Station and arriving at Wellesley Square via Framingham. The journey, including transfers, takes approximately 22h 22m.

How far is it from Chicago to Wellesley?

The distance between Chicago and Wellesley is 911 miles. The road distance is 973 miles.

How do I travel from Chicago to Wellesley without a car?

The best way to get from Chicago to Wellesley without a car is to train which takes 22h 22m and costs $280 - $650.

How long does it take to get from Chicago to Wellesley?

It takes approximately 5h 46m to get from Chicago to Wellesley, including transfers.

Where do I catch the Chicago to Wellesley bus from?

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

Where do I catch the Chicago to Wellesley train from?

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

Train, bus or fly from Chicago to Wellesley?

The best way to get from Chicago to Wellesley is to train which takes 22h 22m and costs $280 - $650. Alternatively, you can bus, which costs $140 - $280 and takes 24h 7m, you could also fly, which costs $110 - $600 and takes 5h 29m.

Where does the Chicago to Wellesley bus arrive?

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

What is the time difference between Chicago and Wellesley?

Wellesley is 1h ahead of Chicago. It is currently 5:39 AM in Chicago and 6:39 AM in Wellesley.

Where does the Chicago to Wellesley train arrive?

Chicago to Wellesley train services, operated by Amtrak, arrive at Framingham Amtrak station.

Can I drive from Chicago to Wellesley?

Yes, the driving distance between Chicago to Wellesley is 973 miles. It takes approximately 16h 37m to drive from Chicago to Wellesley.

Where can I stay near Wellesley?

There are 1591+ hotels available in Wellesley.

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

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

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, train
best
1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
2. Take the train from Back Bay to Wellesley Squaretrain
5h 46m
$164–502
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 Back Baytrain
7h 51m
$72–349
Train (Amtrak)
1. Take the train from Chicago Union Station to Framingham Amtraktrain Lake Shore Limited
22h 22m
$282–617
Bus
1. Take the bus from Chicago Bus Station to Newark Penn Stationbus FlixBus N2641 / ...
2. Take the bus from Newark Penn Station to Bostonbus Greyhound US0235 / ...
24h 7m
$140–275
Drive 967.3 mi
1. Drive from Chicago to Wellesleycar 967.3 mi
16h 37m
$177–255
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
5h 29m
$114–572
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
7h 21m
$114–581
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 Back Baytrain
7h 24m
$92–459
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
7h 59m
$84–421

Chicago to Wellesley by train (Amtrak)

7Weekly Trains

22h 22mAverage Duration

$282Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chicago to Wellesley.

Launch map view

Distance: 905.8 mi
Duration: 5h 46m

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

Amtrak operates a train from Chicago Union Station to Framingham Amtrak once daily. Tickets cost $280–650 and the journey takes 21h 28m. Alternatively, you can take a bus from Chicago Bus Station to Wellesley Square - Central St @ Railroad Ave via Newark Penn Station, Boston, and South Station - Bus Terminal Gate B1/B2 in around 24h 7m.

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Train operators

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

Find Transport to Wellesley

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

Fly Chicago O'Hare International Airport to Boston Logan Airport, train

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

Train (Amtrak)

Bus

Drive 967.3 mi

Fly Chicago Midway International Airport to Boston Logan Airport

Fly Chicago Midway International Airport to Manchester Airport, bus

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

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

Chicago to Wellesley by train (Amtrak)

Questions & Answers

What companies run services between Chicago, IL, USA and Wellesley, 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 Philadelphia

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

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 Reagan Washington

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

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 Theodore Francis Green State Airport via Washington Dulles

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

Train from Back Bay to Wellesley Square

Train from TF Green Airport to Back Bay

Contact Details

Train from Chicago Union Station to Framingham Amtrak

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

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