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Portland Chicago

Lowest Price
$238
Highest Price
$607
Daily Trains
24

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Schedule

2026-04-11
DepartsArrivesDurationServicePriceTransfers
12:09am
1301 W 11th St
9:45pm
Union Station
45h 36m
USEMB
#28
$238Direct
12:09am
1301 W 11th St
12:21am
Union Station
48h 12m
AMT
#28:1340
$2731 stop
12:09am
1301 W 11th St
9:45pm
Union Station
45h 36m
USEMB
#28:8
$3691 stop
1:45pm
Union Station
9:45pm
Union Station
56h 0m
AMT
#500:8
$6071 stop
2:03pm
1301 W 11th St
9:45pm
Union Station
55h 42m
AMT
#500:8
$6071 stop
6:10pm
Portland International Airport
9:45pm
Union Station
51h 35m
AMT
#8704:28
$2451 stop
6:10pm
Portland International Airport
7:39pm
Union Station
73h 29m
AMT
#8704:11:6
$4752 stops
6:25pm
Sunset Transit Center/TriMet Station
9:45pm
Union Station
51h 20m
AMT
#5563:28
$2431 stop
6:25pm
Sunset Transit Center/TriMet Station
12:21am
Union Station
53h 56m
AMT
#5563:28:1340
$2782 stops
8:15pm
1301 W 11th St
9:45pm
Union Station
49h 30m
AMT
#11:28
$2521 stop
8:15pm
1301 W 11th St
7:39pm
Union Station
71h 24m
AMT
#11:6
$4701 stop
8:15pm
1301 W 11th St
6:49pm
Union Station
94h 34m
AMT
#11:422
$5541 stop
8:15pm
1301 W 11th St
6:49pm
Union Station
94h 34m
AMT
#11:3710:710:5810:422
$5524 stops
8:15pm
1301 W 11th St
6:49pm
Union Station
94h 34m
AMT
#11:3712:712:5812:422
$5524 stops
8:15pm
1301 W 11th St
6:49pm
Union Station
94h 34m
AMT
#11:3812:712:5812:422
$5524 stops
9:22pm
Union Station
7:39pm
Union Station
70h 17m
AMT
#11:6
$4681 stop
9:22pm
Union Station
6:49pm
Union Station
93h 27m
AMT
#11:422
$5541 stop
9:22pm
Union Station
6:49pm
Union Station
93h 27m
AMT
#11:3812:712:5812:422
$5504 stops
9:22pm
Union Station
6:49pm
Union Station
93h 27m
AMT
#11:3712:712:5812:422
$5504 stops
9:22pm
Union Station
6:49pm
Union Station
93h 27m
AMT
#11:3710:710:5810:422
$5504 stops
10:09pm
1301 W 11th St
9:45pm
Union Station
47h 36m
AMT
#517:28
$2551 stop
11:45pm
Union Station
9:45pm
Union Station
46h 0m
USEMB
#28
$238Direct
11:45pm
Union Station
12:21am
Union Station
48h 36m
AMT
#28:1340
$2731 stop
11:45pm
Union Station
9:45pm
Union Station
46h 0m
USEMB
#28:8
$3691 stop

Price History

Travel DateLowest PriceChecked
2026-04-11$2382026-04-10

Check Another Date

About the Portland to Chicago Train Route

Amtrak train tickets from Portland to Chicago currently range from $238 to $607, with 24 trains running daily. Prices vary based on travel date, time of day, and how far in advance you book.

Services on this route include USEMB, AMT. The fastest trip takes 45h 36m, while the longest is 94h 34m.

Trains depart from 1301 W 11th St, Union Station, Portland International Airport, Sunset Transit Center/TriMet Station and arrive at Union Station.

Tips for Finding Cheap Portland to Chicago Train Tickets

  • Book early — Amtrak fares generally increase as the travel date approaches. Booking 2-4 weeks ahead often yields the best prices.
  • Be flexible with dates — Midweek travel (Tuesday-Thursday) is typically cheaper than weekends and holidays.
  • Compare departure times — Early morning and late evening trains often have lower fares than peak-hour departures.
  • Set a price alert — We track prices daily and can notify you the moment fares drop below your target price.

Frequently Asked Questions

How much does the train from Portland to Chicago cost?

Fares currently range from $238 to $607. Prices depend on service class, travel date, and how far in advance you book.

How long is the train ride from Portland to Chicago?

The fastest train takes about 45 hours and 36 minutes. Travel time varies by service type and number of stops.

How many trains run daily from Portland to Chicago?

There are typically 24 trains per day on this route. Frequency may vary on weekends and holidays.

Can I get price alerts for Portland to Chicago trains?

Yes! Set a price alert above with your email and target price. We'll notify you when fares drop. Free users get 1 alert; Pro users get unlimited alerts with hourly checks, date ranges, and SMS.

Related Routes

Portland → Seattle $46Portland → Eugene $18Portland → Sacramento $173New York → Chicago $254Washington DC → Chicago $214Los Angeles → Chicago $277Milwaukee → Chicago $27Detroit → Chicago $44St Louis → Chicago $47Seattle → Chicago $309New Orleans → Chicago $254Denver → Chicago $251

See all routes from Portland or to Chicago.