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Orleans to Chicago buses

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Trip Overview

The average bus between Orleans and Chicago takes 33h 59m and the fastest bus takes 27h 53m. There is at least one bus per day from Orleans 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.

33h 59m
Duration
1,314 mi
Distance
$260
Average price
Once daily
Frequency

Orleans to Chicago bus times

Buses run once daily between Orleans and Chicago. The earliest departure is at 9:32 AM in the morning, and the last departure from Orleans is at 7:32 PM which arrives into Chicago at 1:25 PM. All services require a transfer at Hyannis Transportation Center and take an average of 33h 59m. The schedules shown below are for the next available departures.

Departing Saturday, November 7, 2026

  •  → 

    Arrives next day

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonFlixbus USAFlixbus USA27h 53m • 3 changes
  •  → 

    Arrives +2 days

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonFlixbus USAFlixbus USA37h 38m • 3 changes
  •  → 

    Arrives +2 days

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonFlixbus USAFlixbus USA42h 53m • 3 changes

Departing Monday, November 9, 2026

  •  → 

    Arrives next day

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonFlixbus USAFlixbus USA27h 53m • 3 changes

Departing Tuesday, November 10, 2026

  •  → 

    Arrives +2 days

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonFlixbus USAFlixbus USA37h 38m • 3 changes

Departing Wednesday, November 11, 2026

  •  → 

    Arrives next day

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonFlixbus USAFlixbus USA28h 53m • 3 changes
  •  → 

    Arrives +2 days

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonFlixbus USAFlixbus USA37h 38m • 3 changes

Departing Thursday, November 12, 2026

  •  → 

    Arrives next day

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonFlixbus USAFlixbus USA27h 53m • 3 changes
  •  → 

    Arrives +2 days

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonFlixbus USAFlixbus USA37h 38m • 3 changes

Frequently asked questions

Want to know about travelling from Orleans 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 Orleans to Chicago.ExpandLaunch map view
  • Distance: 1,313.9 mi
  • Duration: 33h 59m

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

You can take a bus from Main Street/CVS/Mobil, Orleans to Chicago Bus Station via Hyannis Transportation Center, Boston, South Station, Boston, and New York Midtown in around 30h 9m.

Operators