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

The cheapest way to get from Chicago to Wellesley is to fly and train which costs $50 - $260 and takes 7h 56m.

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 $130 - $700.

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 Gates 4-6. The journey, including transfers, takes approximately 27h 5m.

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 24m.

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 24m and costs $550 - $850.

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 $130 - $700. Alternatively, you can train, which costs $550 - $850 and takes 22h 24m, you could also bus, which costs $190 - $300 and takes 27h 5m.

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 5:11 AM in Chicago and 6:11 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 1624+ 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, 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 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
$134–672
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 56m
$54–259
Train (Amtrak)
1. Take the train from Chicago Union Station to Framingham Amtraktrain Lake Shore Limited
22h 24m
$548–846
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 / ...
27h 5m
$190–294
Drive 967.3 mi
1. Drive from Chicago to Wellesleycar 967.3 mi
16h 37m
$160–231
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 49m
$88–412
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
$114–628
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 28m
$84–419

Chicago to Wellesley by train (Amtrak)

7Weekly Trains

22h 24mAverage Duration

$548Cheapest Price

See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Wellesley.

Launch map view

Distance: 892.7 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) 5 times a day. Alternatively, Amtrak operates a train from Chicago Union Station to Framingham Amtrak once daily. Tickets cost $500–850 and the journey takes 21h 28m.

Airlines

Train operators

Bus operators

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

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

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

Chicago to Wellesley by train (Amtrak)

Comparing Your Travel Options

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 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 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 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 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 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 (Amtrak), bus (Flixbus, Greyhound), car, bus, or train