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Upland to Chicago trains

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Trip Overview

The average train between Upland and Chicago takes 42h 29m and the fastest train takes 42h 18m. There is at least one train per day from Upland to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

42h 29m
Duration
2,176 mi
Distance
$1,408
Average price
Once daily
Frequency

Upland to Chicago train times

Trains run once daily between Upland and Chicago. The earliest departure is at 5:45 PM in the evening, and the last departure from Upland is at 6:24 PM which arrives into Chicago at 2:42 PM. All services require a transfer at San Bernardino Depot and take an average of 42h 29m. The schedules shown below are for the next available departures.

Departing Saturday, November 14, 2026

  •  → 

    Arrives +2 days

    Metrolink TrainsAmtrak42h 57m • 1 change

Departing Sunday, November 15, 2026

  •  → 

    Arrives +2 days

    Metrolink TrainsAmtrak42h 57m • 1 change

Departing Monday, November 16, 2026

  •  → 

    Arrives +2 days

    Metrolink TrainsAmtrak42h 18m • 1 change

Departing Tuesday, November 17, 2026

  •  → 

    Arrives +2 days

    Metrolink TrainsAmtrak42h 18m • 1 change

Departing Wednesday, November 18, 2026

  •  → 

    Arrives +2 days

    Metrolink TrainsAmtrak42h 18m • 1 change

Departing Thursday, November 19, 2026

  •  → 

    Arrives +2 days

    Metrolink TrainsAmtrak42h 18m • 1 change

Departing Friday, November 20, 2026

  •  → 

    Arrives +2 days

    Metrolink TrainsAmtrak42h 18m • 1 change

Frequently asked questions

Want to know about travelling from Upland to Chicago? 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 Upland to Chicago.ExpandLaunch map view
  • Distance: 2,176.4 mi
  • Duration: 42h 29m

What companies run services between Upland, CA, USA and Chicago, IL, USA?

Amtrak operates a train from San Bernardino to Chicago Union Station once daily. Tickets cost $1,100–1,900 and the journey takes 41h 39m.

Operators