How much does a train ticket from Portland to Chicago cost?

The average train ticket price from Portland to Chicago is $237. The best way to find train tickets from Portland to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!

How long is the train trip from Portland to Chicago?

A train trip between Portland and Chicago is around 2d 4h, although the fastest train will take about 1d 22h. This is the time it takes to travel the 1753 miles that separates the two cities.

How many daily trains are there between Portland and Chicago?

The number of trains from Portland to Chicago can differ depending on the day of the week. On average, there are 5. Some trains are direct while others have layovers. Simplify your train trip from Portland to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.

Which train companies travel from Portland to Chicago?

When taking the train from Portland to Chicago, you can travel comfortably and safely with Amtrak.

What are the best sights and things to do in Chicago?

Once in Chicago, you can exploring the city. The top sights and things to do are Museum of Contemporary Art, Willis Tower (Sears Tower), Chicago Shakespeare Theater on Navy Pier, Navy Pier, Lincoln Park Zoo.

Train Portland to Chicago from $127 | Refundable Tickets

Next departures

Next departures for Portland to Chicago on November 12
Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	Cheapest
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	Fastest
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	No tags
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:42pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:42pm	Chicago (Union Station), IL	No tags

Next departures for Portland to Chicago on November 13
Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	CheapestFastest
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	No tags

Next departures for Portland to Chicago on November 14
Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	CheapestFastest
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	No tags
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	No tags
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	No tags

Next departures for Portland to Chicago on November 15
Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	CheapestFastest
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	No tags

Next departures for Portland to Chicago on November 16
Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	CheapestFastest
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	No tags

Next departures for Portland to Chicago on November 17
Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	CheapestFastest
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	No tags

Next departures for Portland to Chicago on November 18
Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	CheapestFastest
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags

Next departures for Portland to Chicago on November 19
Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	CheapestFastest
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	No tags
6:45am	Union Station	2d 8h	4:45pm	Chicago (Union Station), IL	No tags
10:40am	Union Station	2d 4h	4:45pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:39pm	Chicago (Union Station), IL	No tags
4:45pm	Union Station	1d 22h	4:45pm	Chicago (Union Station), IL	No tags
2:22pm	Union Station	2d 22h	2:42pm	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 7:59 AM PST.

Compare 2 ways to go from Portland to Chicago

We recommend taking the train

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

5train per day

2d 4hAverage Duration

1751 milesDistance

257kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$112 - $686	Average Duration3d 6h	CO₂ emissions 71kg CO₂e
Train	Average Price$133 - $1,678	Average Duration2d 4h	CO₂ emissions 257kg CO₂e

Train Companies

Amtrak

4/55,579 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5579 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $133

Train and bus companies in US:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions for your trip Portland, OR - Chicago

How much does a train ticket from Portland to Chicago cost?
How long is the train trip from Portland to Chicago?
How many daily trains are there between Portland and Chicago?
Which train companies travel from Portland to Chicago?
What are the best sights and things to do in Chicago?

Find cheapest prices for trains

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

Best price found

11/09

$290

11/10

$290

Today

$355

11/12

$398

11/13

$290

11/14

$290

11/15

$235

11/16

$290

The cheapest trip from Portland, OR to Chicago was searched and found on Nov 15, 2025 with a price of $235

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

You can expect to pay from $235 to $3,459 for a train ticket from Portland, OR to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $235 which is on 2025-11-15.