Home › Routes › Portland to Chicago

Portland → Chicago

Lowest Price
$416
Highest Price
$1000
Daily Trains
18

Get Price Drop Alerts

We'll email you when fares on this route drop below your target.

Unlimited alerts, date ranges, time filtering, SMS alerts, checked hourly.Go Pro

Schedule

2026-04-14
DepartsArrivesDurationServicePriceTransfers
12:09am
1301 W 11th St
9:45pm
Union Station
45h 36m
USEMB
#28:8
$6121 stop
12:09am
1301 W 11th St
9:45pm
Union Station
45h 36m
USEMB
#28
$1000Direct
1:45pm
Union Station
9:45pm
Union Station
56h 0m
AMT
#500:8
$5841 stop
2:03pm
1301 W 11th St
9:45pm
Union Station
55h 42m
AMT
#500:8
$5841 stop
6:10pm
Portland International Airport
7:39pm
Union Station
73h 29m
AMT
#8704:11:6
$4232 stops
8:15pm
1301 W 11th St
7:39pm
Union Station
71h 24m
AMT
#11:6
$4171 stop
8:15pm
1301 W 11th St
9:45pm
Union Station
49h 30m
AMT
#11:28
$7771 stop
8:15pm
1301 W 11th St
6:49pm
Union Station
94h 34m
AMT
#11:3812:712:5812:422
$4994 stops
8:15pm
1301 W 11th St
6:49pm
Union Station
94h 34m
AMT
#11:3710:710:5810:422
$4994 stops
8:15pm
1301 W 11th St
6:49pm
Union Station
94h 34m
AMT
#11:3712:712:5812:422
$4994 stops
8:15pm
1301 W 11th St
6:49pm
Union Station
94h 34m
AMT
#11:422
$4801 stop
9:22pm
Union Station
7:39pm
Union Station
70h 17m
AMT
#11:6
$4161 stop
9:22pm
Union Station
6:49pm
Union Station
93h 27m
AMT
#11:3710:710:5810:422
$4984 stops
9:22pm
Union Station
6:49pm
Union Station
93h 27m
AMT
#11:3712:712:5812:422
$4984 stops
9:22pm
Union Station
6:49pm
Union Station
93h 27m
AMT
#11:3812:712:5812:422
$4984 stops
9:22pm
Union Station
6:49pm
Union Station
93h 27m
AMT
#11:422
$4801 stop
11:45pm
Union Station
9:45pm
Union Station
46h 0m
USEMB
#28
$639Direct
11:45pm
Union Station
9:45pm
Union Station
46h 0m
USEMB
#28:8
$6121 stop

Price History

Travel DateLowest PriceChecked
2026-04-14$4162026-04-13
2026-04-13$2932026-04-12
2026-04-12$2932026-04-11
2026-04-11$2932026-04-10

Check Another Date

About the Portland to Chicago Train Route

Amtrak train tickets from Portland to Chicago currently range from $416 to $1000, with 18 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 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 $416 to $1000. 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 18 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 $38Portland → Eugene $18Portland → Sacramento $121Portland → Tacoma $22Portland → Salem $711New York → Chicago $258Washington DC → Chicago $214Los Angeles → Chicago $318Milwaukee → Chicago $25Detroit → Chicago $39St Louis → Chicago $39Seattle → Chicago $445

See all routes from Portland or to Chicago.