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Chicago to Wellesley trains

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Trip Overview

The average train between Chicago and Wellesley takes 22h 44m and the fastest train takes 22h 19m. The train runs, on average, 6 times per week from Chicago to Wellesley. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

22h 44m
Duration
1,000 mi
Distance
$295
Average price
6 times a week
Frequency

Chicago to Wellesley train times

Trains run 6 times a week between Chicago and Wellesley. The earliest departure is at 9:30 PM at night, and the last departure from Chicago is at 9:30 PM which arrives into Wellesley at 8:49 PM. All services require a transfer, and take on average 22h 44m. The schedules shown below are for the next available departures.

Departing Friday, October 9, 2026

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    Arrives next day

    AmtrakMBTA23h 34m • 1 change

Departing Saturday, October 10, 2026

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    Arrives next day

    AmtrakMBTA23h 34m • 1 change

Departing Sunday, October 11, 2026

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    Arrives next day

    AmtrakMBTA22h 19m • 1 change

Departing Monday, October 12, 2026

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    Arrives next day

    AmtrakMBTA22h 19m • 1 change

Departing Tuesday, October 13, 2026

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    Arrives next day

    AmtrakMBTA22h 19m • 1 change

Departing Wednesday, October 14, 2026

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    Arrives next day

    AmtrakMBTA22h 19m • 1 change

Frequently asked questions

Want to know about travelling from Chicago to Wellesley? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Chicago to Wellesley.ExpandLaunch map view
  • Distance: 999.7 mi
  • Duration: 22h 44m

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 $240–600 and the journey takes 21h 28m.

Operators