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

The cheapest way to get from Chicago to Wellesley is to train which costs $90 - $300 and takes 22h 22m.

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 30m and costs $110 - $600.

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 973.6 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 $90 - $300.

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

It takes approximately 5h 50m to get from Chicago to Wellesley, including transfers.

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 fly which takes 5h 50m and costs $110 - $340. Alternatively, you can train, which costs $90 - $300 and takes 22h 22m, you could also bus, which costs $130 - $350 and takes 26h 41m.

What is the time difference between Chicago and Wellesley?

Wellesley is 1h ahead of Chicago. It is currently 8:25 AM in Chicago and 9:25 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 974 miles. It takes approximately 16h 28m to drive from Chicago to Wellesley.

Where can I stay near Wellesley?

There are 1430+ hotels available in Wellesley.

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

There are 8 ways to get from Chicago to Wellesley by plane, train (Amtrak), bus (Flixbus), car, train, 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
best
1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)ORD - BOS
5h 50m
$114–332
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)ORD - PVD
2. Take the train from Providence to Back Bay
7h 41m
$66–910
Train (Amtrak)
1. Take the train from Chicago Union Station to Framingham AmtrakLake Shore Limited
22h 22m
$92–295
Bus (Flixbus)
1. Take the bus from Chicago Bus Station to New York MidtownFlixBus N2640
2. Take the bus from New York Midtown to BostonFlixBus 2610 / ...
26h 41m
$135–344
Drive 968 mi
1. Drive from Chicago to Wellesley968 mi
16h 28m
$177–256
Fly Chicago Midway International Airport to Boston Logan Airport
1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)MDW - BOS
5h 30m
$114–572
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)MDW - PVD
2. Take the train from Providence to Back Bay
7h 18m
$80–970
Fly Chicago Midway International Airport to Manchester Airport, bus
1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)MDW - MHT
2. Take the bus from Boston Manchester Airport to Boston
7h 21m
$118–599

Chicago to Wellesley by train (Amtrak)

7Weekly Trains

22h 22mAverage Duration

$92Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chicago to Wellesley.

Launch map view

Distance: 905.8 mi
Duration: 5h 50m

What companies run services between Chicago, IL, USA and Wellesley, 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 Framingham Amtrak once daily. Tickets cost $90–290 and the journey takes 21h 28m.

Airlines

Train operators

Bus operators

Want to know more about travelling around United States

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

Find Transport to Wellesley

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

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 (Flixbus)

Drive 968 mi

Fly Chicago Midway International Airport to Boston Logan Airport

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

Fly Chicago Midway 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 Boston Logan Airport via Syracuse

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

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 Reagan Washington

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

Flights from Chicago Midway International Airport to Boston Logan Airport

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 Midway International Airport to Manchester Airport

Flights from Chicago Midway International Airport to Manchester Airport via Baltimore

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

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

Flights from Chicago Midway 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 Framingham Amtrak

Train from Providence to Back Bay

Contact Details

Train from Providence to Back Bay

Contact Details

Train from Providence to Back Bay

Bus from Chicago Bus Station to New York Midtown

Bus from New York Midtown to Boston

Contact Details

Bus from Boston Manchester Airport to Boston

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