The cheapest and fastest trains from Highland Park, MI to Chicago, IL
Cheapest price
$43
Average price
$43
Fastest journey
5 h 29 m
Average duration
5 h 29 m
Trains per day
1
Distance
380 km
The best way to find a cheap train ticket from Highland Park, MI 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 Highland Park, MI to Chicago, IL will cost around $43 if you buy it on the day, but the cheapest tickets can be found for only $43.
Of the 1 trains that leave Highland Park, MI for Chicago, IL on Sat, Nov 08, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Nov 08 the direct trains cover the 380 km distance in an average of 5 h 29 m but if you time it right, some trains will get you there in just 5 h 29 m .
On Sat, Nov 08 the slowest trains will take 5 h 29 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


Travel Information
Compare bus, train, and flight for Highland Park, MI to Chicago, IL
Omio recommends booking the bus as it is the most popular option from Highland Park, MI to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from €37. For those with little time consider booking a train which can get you there in 5h 23m. The ticket price range depends on the travel mode: a bus costs an average of €37, and a flight costs an average of €127.
Distance: 236 miles (380 km)
Compare train with
| Train | Most popular Bus | Flight |
|---|---|---|
€46 Average price | €37 Average price Cheapest | €142 Average price |
5h 53m Average total duration Fastest 5h 23m Onboard + 30m Additional time* | 7h 29m Average total duration 6h 59m Onboard + 30m Additional time* | 8h 34m Average total duration 5h 34m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Highland Park, MI to Chicago, IL train times
The table below shows live departures for Highland Park, MI 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 |
|---|---|---|---|---|---|
![]() | 10:11 PM Highland Park, MI | 5h29 | 3:40 AM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Highland Park, MI to Chicago, IL by bus, train, or flight
Compare bus, train, and flight 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
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Nov 14
Journey information
Overview: Train from Highland Park, MI to Chicago, IL
Trains from Highland Park, MI to Chicago, IL run on average 4 times per day, taking around 5h 23m. Cheap train tickets for this journey start at $43 (€35) if you book in advance.
There are 4 trains per day. The earliest train runs at 10:26, the last at 22:11. The fastest train covers the 236 miles (380 km) distance in 5h 6m.
Distance 236 miles (380 km) |
Average train duration 5h 23m |
Cheapest ticket price $43 (€35) |
Trains per day 4 |
Direct trains 4 |
Fastest train 5h 6m |
First train 10:26 |
Last train 22:11 |
FAQs: Trains from Highland Park, MI to Chicago, IL
Find answers to the most common questions about traveling from Highland Park, MI 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 Highland Park, MI 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 Highland Park, MI to Chicago, IL
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