The cheapest and fastest trains from Waukesha, WI to Chicago, IL
Cheapest price
$30
Average price
$30
Fastest journey
1 h 52 m
Average duration
1 h 52 m
Trains per day
1
Distance
138 km
The best way to find a cheap train ticket from Waukesha, WI 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 Waukesha, WI to Chicago, IL will cost around $30 if you buy it on the day, but the cheapest tickets can be found for only $30.
Of the 1 trains that leave Waukesha, WI 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 138 km distance in an average of 1 h 52 m but if you time it right, some trains will get you there in just 1 h 52 m .
On Sat, Nov 08 the slowest trains will take 1 h 52 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 and train for Waukesha, WI to Chicago, IL
Omio recommends booking the train as it is the most popular option from Waukesha, WI to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from €19. For those with little time consider booking a train which can get you there in 1h 29m. The ticket price range depends on the travel mode: a bus costs an average of €19, and a train costs an average of €19.
Distance: 85 miles (138 km)
Compare train with
Most popular Train | Bus |
|---|---|
€23 Average price | €22 Average price Cheapest |
1h 59m Average total duration Fastest 1h 29m Onboard + 30m Additional time* | 2h 25m Average total duration 1h 55m Onboard + 30m Additional time* |
![]() Most popular train company | ![]() Most popular bus company |
Direct Options | Direct Options |
Live departures
Waukesha, WI to Chicago, IL train times
The table below shows live departures for Waukesha, WI 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 |
|---|---|---|---|---|---|
![]() | 11:15 AM Waukesha, WI | 1h52 | 1:07 PM 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 Waukesha, WI to Chicago, IL by bus or train
Compare bus and 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 Waukesha, WI to Chicago, IL
Trains from Waukesha, WI to Chicago, IL run on average 7 times per day, taking around 1h 29m. Cheap train tickets for this journey start at $23 (€19) if you book in advance.
There are 7 trains per day. The earliest train runs at 06:10, the last at 23:25. The fastest train covers the 85 miles (138 km) distance in 1h 39m.
Distance 85 miles (138 km) |
Average train duration 1h 29m |
Cheapest ticket price $23 (€19) |
Trains per day 7 |
Direct trains 7 |
Fastest train 1h 39m |
First train 06:10 |
Last train 23:25 |
Train companies: Amtrak from Waukesha, WI to Chicago, IL trainsAmtrak trains will get you between Waukesha, WI and Chicago, IL from $23 (€19). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from Waukesha, WI to Chicago, IL
Find answers to the most common questions about traveling from Waukesha, WI 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 Waukesha, WI 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 Waukesha, WI to Chicago, IL
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