The cheapest and fastest trains from Portsmouth, VA to Chicago, IL
Cheapest price
$457
Average price
$457
Fastest journey
1 d 2 h 31 m
Average duration
1 d 2 h 31 m
Trains per day
1
Distance
1123 km
The best way to find a cheap train ticket from Portsmouth, VA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Portsmouth, VA to Chicago, IL will cost around $457 if you buy it on the day, but the cheapest tickets can be found for only $457.
It's difficult to get from Portsmouth, VA to Chicago, IL without transferring at least once.


Live departures
Portsmouth, VA to Chicago, IL train times
The table below shows live departures for Portsmouth, VA to Chicago, IL trains for today, Friday, November 7. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 8:59 AM Portsmouth, VA | 23h46 | 8:45 AM Chicago, IL | 1 transfer | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Portsmouth, VA to Chicago, IL by train
Compare train prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Nov 08
Nov 09
Nov 10
Nov 11
Nov 12
Nov 13
Nov 14
Journey information
Overview: Train from Portsmouth, VA to Chicago, IL
Trains from Portsmouth, VA to Chicago, IL run on average 8 times per day, taking around 24h 33m. Cheap train tickets for this journey start at $459 (€374) if you book in advance.
The earliest train runs at 06:14, the last at 08:59. The fastest train covers the 697 miles (1123 km) distance in 23h 46m.
Distance 697 miles (1123 km) |
Average train duration 24h 33m |
Cheapest ticket price $459 (€374) |
Trains per day 8 |
Fastest train 23h 46m |
First train 06:14 |
Last train 08:59 |
Train companies: Amtrak from Portsmouth, VA to Chicago, IL trainsAmtrak trains will get you between Portsmouth, VA and Chicago, IL from $459 (€374). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from Portsmouth, VA to Chicago, IL
Find answers to the most common questions about traveling from Portsmouth, VA to Chicago, IL by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Portsmouth, VA to Chicago, IL
- 5:00 AM - 12:00 AM Monday - Sunday
- Free
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
- The Chicago Firehouse Restaurant
- Lou Mitchell's
- Outside the main entrance.
- Elevators, ramps, restrooms.
- $1
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
- Located in the main hall
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
- Bus: Several lines available
- CTA: Blue Line, Pink Line
More options for your journey from Portsmouth, VA to Chicago, IL
Here are some other resources that might have the information you need
