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 $160 - $280 and takes 23h 35m.

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 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 Boston via New York Midtown. The journey, including transfers, takes approximately 23h 35m.

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 23m.

How far is it from Chicago to Wellesley?

The distance between Chicago and Wellesley is 898 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 23m and costs $320 - $650.

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

It takes approximately 5h 30m 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 fly which takes 5h 30m and costs $110 - $600. Alternatively, you can train, which costs $320 - $650 and takes 22h 23m, you could also bus, which costs $160 - $280 and takes 23h 35m.

Where does the Chicago to Wellesley bus arrive?

Chicago to Wellesley bus services, operated by Flixbus USA, arrive at New York Midtown station.

What is the time difference between Chicago and Wellesley?

Wellesley is 1h ahead of Chicago. It is currently 1:38 PM in Chicago and 2:38 PM 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 1669+ hotels available in Wellesley.

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

How to get fromChicago to Wellesley

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There are 9 ways to get from Chicago to Wellesley by plane, train (Amtrak), bus (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 Chicago Midway International Airport to Boston Logan Airport
best
1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
5h 30m
$114–572
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
8h 1m
$74–339
Train (Amtrak)
1. Take the train from Chicago Union Station to Framingham Amtraktrain Lake Shore Limited
22h 23m
$329–645
Bus (Flixbus)
1. Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2641 / ...
2. Take the bus from New York Midtown to Bostonbus FlixBus 2610 / ...
23h 35m
$160–275
Drive 967.3 mi
1. Drive from Chicago to Wellesleycar 967.3 mi
16h 37m
$177–255
Fly Chicago O'Hare International Airport to Boston Logan Airport
1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
5h 55m
$224–572
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 27m
$142–729
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 30m
$94–449
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
8h 1m
$106–529

Chicago to Wellesley by train (Amtrak)

7Weekly Trains

22h 23mAverage Duration

$329Cheapest Price

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Questions & Answers

Map of how to get from Chicago to Wellesley.

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Distance: 892.5 mi
Duration: 5h 30m

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

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Framingham Amtrak once daily. Tickets cost $320–650 and the journey takes 21h 28m.

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

Find Transport to Wellesley

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

Fly Chicago Midway International Airport to Boston Logan Airport

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

Train (Amtrak)

Bus (Flixbus)

Drive 967.3 mi

Fly Chicago O'Hare 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 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

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 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 Midway International Airport to Boston Logan Airport via Detroit

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 O'Hare International Airport to Boston Logan Airport

Contact DetailsContact Details

Train from Chicago Union Station to Framingham Amtrak

Train from TF Green Airport to Back Bay

Train from TF Green Airport to Back Bay

Bus from Chicago Bus Station to New York Midtown

Bus from New York Midtown to Boston

Contact DetailsContact Details

Bus from Boston Manchester Airport to Boston

Bus from Boston Manchester Airport to Boston

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