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Portland → Chicago

Lowest Price
$416
Highest Price
$1527
Daily Trains
8

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Schedule

2026-04-22
DepartsArrivesDurationServicePriceTransfers
12:09am
1301 W 11th St
9:45pm
Union Station
45h 36m
USEMB
#28
$1405Direct
12:09am
1301 W 11th St
9:45pm
Union Station
45h 36m
USEMB
#28:8
$13421 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
$15271 stop
9:22pm
Union Station
7:39pm
Union Station
70h 17m
AMT
#11:6
$4161 stop
11:45pm
Union Station
9:45pm
Union Station
46h 0m
USEMB
#28
$1405Direct
11:45pm
Union Station
9:45pm
Union Station
46h 0m
USEMB
#28:8
$13421 stop

Price History

Travel DateLowest PriceChecked
2026-04-22$4162026-04-21
2026-04-21$2932026-04-20
2026-04-20$2932026-04-19
2026-04-19$2932026-04-18
2026-04-18$2932026-04-17
2026-04-17$3572026-04-16
2026-04-16$2932026-04-15
2026-04-15$4162026-04-14

Check Another Date

About the Portland to Chicago Train Route

Amtrak train tickets from Portland to Chicago currently range from $416 to $1527, with 8 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 73h 29m.

Trains depart from 1301 W 11th St, Portland International Airport, Union 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 $416 to $1527. 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 8 trains per day on this route. Frequency may vary on weekends and holidays.

Can I get price alerts for Portland to Chicago trains?

Yes. Buy a Single Trip to monitor one route, or go Pro to monitor up to 10 trips at once with hourly checks, date ranges, time filters, and SMS alerts.

Related Routes

Portland → Seattle $29Portland → Eugene $18Portland → Sacramento $121Portland → Tacoma $22Portland → Salem $619New York → Chicago $254Washington DC → Chicago $257Los Angeles → Chicago $291Milwaukee → Chicago $25Detroit → Chicago $44St Louis → Chicago $32Seattle → Chicago $445

See all routes from Portland or to Chicago.