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Upland to Chicago buses

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Trip Overview

The average bus between Upland and Chicago takes 2d 3h and the fastest bus takes 2d. The bus runs, on average, 4 times per week 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.

2d 3h
Duration
2,190 mi
Distance
$462
Average price
4 times a week
Frequency

Upland to Chicago bus times

Buses run 4 times a week between Upland and Chicago. The service departs Upland at 1:42 PM in the afternoon, which arrives into Chicago at 05:35:00. All services require a transfer at Montclair Transit Center and take an average of 2d 3h. The schedules shown below are for the next available departures.

Departing Tuesday, November 10, 2026

  •  → 

    Arrives +3 days

    OmnitransGreyhound USAFlixbus USA2d 13h • 2 changes

Departing Wednesday, November 11, 2026

  •  → 

    Arrives +2 days

    OmnitransGreyhound USAFlixbus USA2d • 2 changes

Departing Thursday, November 12, 2026

  •  → 

    Arrives +2 days

    OmnitransGreyhound USAFlixbus USA2d • 2 changes

Departing Friday, November 13, 2026

  •  → 

    Arrives +2 days

    OmnitransGreyhound USAFlixbus USA2d • 2 changes

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: 2,190.3 mi
  • Duration: 2d 3h

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

You can take a bus from Arrow Highway @ 2nd Avenue to Chicago Bus Station via Montclair Transit Center, Montclair Transcenter, and St Louis Bus Station in around 47h 23m.

Operators