Find coaches from Portland, OR to Chicago

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Today6 Aug
Tomorrow7 Aug
from US$348
Fri8 Aug
from US$190
Sat9 Aug
from US$171
Sun10 Aug
Mon11 Aug
from US$282
Tue12 Aug
from US$266
Wed13 Aug
from US$231

Cheap buses leaving tomorrow

One passenger / one way

  • This trip is recommended because it is the: Cheapest
    Departure time: 7 August at
    Departure city: Portland
    Departure location: Portland Curbside Bus Stop
    Arrival time: 11 August at
    Destination city: Chicago
    Destination location: Chicago 95Th & Dan Ryan
    Operated by: FlixBus + Greyhound Lines, Inc.
    FlixBus + Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • This trip is recommended because it is the: Fastest
    Departure time: 7 August at
    Departure city: Portland
    Departure location: Portland Curbside Bus Stop
    Arrival time: 10 August at
    Destination city: Chicago
    Destination location: 537-517 W. Jackson Blvd
    Operated by: Greyhound Lines, Inc.Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • Departure time: 7 August at
    Departure city: Portland
    Departure location: Portland Curbside Bus Stop
    Arrival time: 11 August at
    Destination city: Chicago
    Destination location: Downtown Greyhound Station
    Operated by: FlixBus + Greyhound Lines, Inc.
    FlixBus + Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • Departure time: 7 August at
    Departure city: Portland
    Departure location: Portland Curbside Bus Stop
    Arrival time: 10 August at
    Destination city: Chicago
    Destination location: 537-517 W. Jackson Blvd
    Operated by: Greyhound Lines, Inc.Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • Departure time: 7 August at
    Departure city: Portland
    Departure location: Portland Curbside Bus Stop
    Arrival time: 11 August at
    Destination city: Chicago
    Destination location: 537-517 W. Jackson Blvd
    Operated by: FlixBus + Greyhound Lines, Inc.
    FlixBus + Greyhound Lines, Inc.
    Vehicle: BusDuration:

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Compare 2 ways to travel from Portland to Chicago

Bus
Average priceUS$123 - US$648Average duration3d 7h
71kg CO₂e5 out of 5 stars
CheapestMost eco-friendly
Train
Average priceUS$133 - US$1,410Average duration2d 4h
257kg CO₂e1 out of 5 stars
Fastest
busbud logoBusbud recommends taking the train from Portland to Chicago

Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 2 days, 4 hours 5 minutes and with fares starting at just US$133, it presents an excellent value for a comfortable ride.

4train per day
2d 4hAverage duration
US$133Cheapest ticket
257kgCO₂ emissions

Bus Portland, OR to Chicago: Trip Overview

Average ticket priceUS$214
Average bus trip duration3d 7h
Number of daily buses5
Earliest bus departure01:00
Distance1751 miles
Latest bus departure20:00

Portland to Chicago Bus

Busbud shows you the best bus ticket fares and bus schedules so you can easily plan and book a trip by bus from Portland to Chicago.

We make sure you can find a bus service from Portland to Chicago from the most reliable bus companies operating this trip.

Discover how much the bus trip from Portland to Chicago will cost you. Use our filters and sorting features to find the cheapest bus tickets or luxury buses.

Frequently asked questions on the trip Portland, OR - Chicago

  1. How far is Chicago from Portland by coach?

    The distance between Portland and Chicago by coach is approximately 1753 miles (2827 km).

  2. Is there a way to reach Chicago from Portland without flying?

    You can choose the coach to travel this route. Choosing the coach guarantees a comfortable and sustainable travel experience, allowing you to admire the views on your way to your destination. You also have the option of utilising carpooling services.

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
04/08
US$737
05/08
US$571
Today
US$504
07/08
US$534
08/08
US$251
09/08
US$202
10/08
US$157
11/08
US$274
busbud logoThe cheapest trip from Portland, OR to Chicago was searched and found on 10 Aug 2025 with a price of US$157

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Portland, OR to Chicago as early as possible.

You can expect to pay from US$157 to US$737 for a bus ticket from Portland, OR to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at US$157, which is on 2025-08-10.

About Bus Travel

Bus Travel Tips

If you're abroad, study some local language. Not only could it get you out of a pickle during your bus trip from Portland to Chicago but it'll also be endearing to native speakers who will surely appreciate your effort.

Start sightseeing the minute your bus leaves the station. If you're on the night bus from Portland to Chicago, get comfy and count the stars.

Buses have the smallest carbon footprint of all motorized transport modes. A bus going from Portland to Chicago will emit half the CO2 emitted by a train, and radically less than a car or an airplane.

Tune out to the fine sounds of your best music playlist on your bus trip from Portland to Chicago while indulging in miles on end of beautiful scenic views.

Did you know?

Did you know some bus companies in Germany offer to their passenger low-costs snacks and regional beer based on their destination? Prosit!

Did you know that 80% of the buses in North America are equipped with WiFi and power outlets ? And 60% of bus travellers have used their electronic device on board during 2014.

The bus driver with the longest career in the world drove more than 2,000,000 miles and is a happy World Record holder.

What's the cheapest way to go from Portland, OR to Chicago?

busbud logoThe bus is the cheapest travel choice for this destination

Will you be returning to Portland, OR by bus?

Bus from Portland, OR to Chicago

You can also go to Chicago by train

Train from Portland, OR to Chicago

Why choose Busbud?

The Best Way To Book Bus and Train Tickets

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