- Must visit
The Art Institute Of Chicago
One of the premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
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The cheapest and fastest trains from Waukesha, WI to Chicago, IL
Showing times and prices for May 21
Cheapest price
$29
Average price
$31
Fastest journey
1 h 29 m
Average duration
1 h 29 m
Trains per day
3
Distance
138 km
Cheap tickets
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 $31 if you buy it on the day, but the cheapest tickets can be found for only $29.
Fast trains
Of the 3 trains that leave Waukesha, WI for Chicago, IL on Thu, May 21, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, May 21 the direct trains cover the 138 km distance in an average of 1 h 29 m but if you time it right, some trains will get you there in just 1 h 29 m .
On Thu, May 21 the slowest trains will take 1 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.
12:35 AM1h29Waukesha, WI2:04 AMChicago, IL$291One-way0 transfers- 5:00 PM1h29Waukesha, WI6:29 PMChicago, IL$301One-way0 transfers
- 4:00 PM1h29Waukesha, WI5:29 PMChicago, IL$341One-way0 transfers
- 5:00 PM1h29Waukesha, WI6:29 PMChicago, IL$301One-way0 transfers
- 12:35 AM1h29Waukesha, WI2:04 AMChicago, IL$291One-way0 transfers
- 4:00 PM1h29Waukesha, WI5:29 PMChicago, IL$341One-way0 transfers
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 33m. The ticket price range depends on the travel mode: a bus costs an average of $19, and a train costs an average of $26.
Distance: 85 miles (138 km)
Compare train with
Most popular Train | Bus | Driving |
|---|---|---|
$30 Average price | $24 Average price Cheapest | $25 Average price (fuel + tolls) |
2h 3m Average total duration Fastest 1h 33m Onboard + 30m Additional time* | 2h 44m Average total duration 2h 14m Onboard + 30m Additional time* | 1h 45m Average total duration (door-to-door) |
Most popular train company |  Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Waukesha, WI to Chicago, IL is a bus with an average price of $24 (€20).
This is compared to other travel options from Waukesha, WI to Chicago, IL:
A bus is $5 (€4) less than a train for this route with tickets for a train from Waukesha, WI to Chicago, IL costing on average $30 (€24).
The fastest way to travel from Waukesha, WI to Chicago, IL is by train with an average journey time of 1h 33m.
Other travel options to Chicago, IL take longer:
Bus takes on average 2h 14m.
It's helpful to compare your options as there are 2 ways to travel between Waukesha, WI and Chicago, IL including taking a bus and train.
We recommend using the train as it is the most popular way to get from Waukesha, WI to Chicago, IL among Omio's users.
Take the train. It's meaningfully faster than driving, and the time saved usually justifies the price.
You'll arrive about 12m sooner (1h 33m by train vs 1h 45m by car). Tickets start at around $30 (€24) compared to roughly $25 (€20) in fuel and tolls — so you're paying a bit more, but getting hours of your day back, a city-centre arrival, and the freedom to work or relax instead of drive.
Direct services run with Amtrak.
Driving makes more sense if you're travelling as a group (where fuel costs split several ways), want to stop along the way, or need a car once you arrive.
Live departures
Waukesha, WI to Chicago, IL train times
The table below shows live departures for Waukesha, WI to Chicago, IL trains for tomorrow, Wednesday, May 20. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 12:35 AM Waukesha, WI | 1h29 | 2:04 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 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.
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Journey information
Overview: Train from Waukesha, WI to Chicago, IL
USAUSA
Trains from Waukesha, WI to Chicago, IL run on average 6 times per day, taking around 1h 33m. Cheap train tickets for this journey start at $26 (€21) but you can travel from only $19 (€15) by bus.
There are 6 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 29m.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $19 (€15)
Distance 85 miles (138 km) |
Average train duration 1h 33m |
Cheapest ticket price $26 (€21) |
Trains per day 6 |
Direct trains 6 |
Fastest train 1h 29m |
First train 6:10 AM |
Last train 11:25 PM |
Cheapest Month Jan |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Apr - Jun |
Busiest Day Thu |
Least Busy Day Sun |
Best time to book 3 days |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $19 (€15)
Train companies: Amtrak from Waukesha, WI to Chicago, IL trainsAmtrak trains will get you between Waukesha, WI and Chicago, IL from $19 (€15). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
About
Amtrak is the main passenger train operator in the United States, providing medium- and long-distance intercity services across 46 states and three Canadian provinces. Operating over 300 trains daily and serving more than 500 destinations, Amtrak connects cities and regions nationwide through routes such as the high-speed Acela in the Northeast Corridor, the scenic Coast Starlight along the West Coast, and the Empire Builder linking Chicago to the Midwest and the Pacific Northwest. Other notable services include the Northeast Regional, Keystone Service, and the unique Auto Train, which allows passengers to bring their cars onboard. Amtrak offers a variety of classes to suit different budgets and travel needs, including Coach, Business, First Class, and Sleeper Class with options like Roomettes, Bedrooms, and Bedroom Suites for overnight journeys. Ticket types include Saver, Value, Flexible, Business, and Premium. Onboard amenities vary by service but may include comfortable seating, Wi-Fi, power outlets, dining options, and lounge access on select trains. Popular routes include Washington, D.C.–Boston, San Diego–San Luis Obispo, San Jose–Sacramento, and Chicago–Seattle.
Luggage & cancellation policy
Average Duration
1h 29m
Cheapest Price
$26 (€21)
Amtrak frequency
6 a day
Luggage included
2 personal items and 2 carry-on bags included free
Luggage storage
Overhead racks, under seats, and designated luggage areas at end of cars
Cancellation Policy
Cancellation policies depend on ticket type and timing
Refund
Full refund if train is canceled by Amtrak
Amenities on board the train
Wifi
Food sold onboard
Café car with snacks, beverages, and light meals. Long-distance trains have full-service dining cars
Seat reservation
Included in ticket price for Business and First Class. Optional fee for Coach Class
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible restrooms, Red Cap assistance service, accessible platforms and stations
Pets
Small pets under 20 pounds allowed for $26 fee. Must be in carrier. Service animals travel free
Quiet zone
Complete guide to Chicago
Things to do in Chicago
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
- Must visit
Field Museum
A world-class natural history museum famous for its dinosaur fossils, ancient cultures, and major scientific collections, including the celebrated T. rex specimen SUE.
- Must visit
Museum Of Science And Industry
A large interactive science museum in Hyde Park with hands-on exhibits, transportation displays, and family-friendly experiences in a grand historic building.
- Must visit
Millennium Park
Chicago’s signature downtown park combines major public art, gardens, and event spaces, making it one of the city’s essential first stops for visitors.
- Must visit
The Magnificent Mile
The city’s best-known stretch of Michigan Avenue is lined with landmark buildings, shops, and hotels, and serves as a central walking route for first-time visitors.
- Must visit
Chicago Riverwalk
A highly popular waterfront promenade with excellent architecture views, bridges, and easy access to boat tours. It is one of the city’s most scenic urban walks.
Deep-Dish Pizza
Chicago’s iconic thick, buttery-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
Chicago-Style Hot Dog
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
Italian Beef Sandwich
Thin-sliced seasoned roast beef served on a long roll, often dipped in jus and topped with sweet peppers or giardiniera.
Girl & the Goat
A celebrated West Loop restaurant with bold small plates, creative flavors, and a vibrant, modern atmosphere.
Alinea
Chicago’s internationally renowned fine-dining destination known for highly creative tasting menus and theatrical presentation.
Lou Malnati's Pizzeria
A classic Chicago pizzeria famous for buttery-crust deep-dish pizza and a relaxed, family-friendly atmosphere.
United States Dollar
Moderate for a major U.S. city: casual food is reasonable, but hotels, parking, and fine dining add up fast.
Average meal costs
- Budget
- USD 10-18 for fast food or casual takeout.
- Mid-range
- USD 25-45 per person at a mid-range restaurant.
- Fine dining
- USD 80+ per person before drinks and tip.
- Coffee
- USD 4-7 for a coffee drink.
Tipping culture
Tip 18-20% at restaurants; 20%+ for great service. Bars: USD 1-2 per drink. Taxis/rideshares: 10-15%. Hotels: USD 2-5 for housekeeping; USD 1-2 per bag.
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.
Train ticket prices from Waukesha, WI to Chicago, IL can vary. The cheapest ticket starts at $26 (€21), while the average price is around $30 (€24).
The train from Waukesha, WI to Chicago, IL takes 1h 29m and runs 6 per day.
The distance by train from Waukesha, WI to Chicago, IL is 85 miles (138 km).
The first train from Waukesha, WI to Chicago, IL leaves at 6:10 AM.
The last train from Waukesha, WI to Chicago, IL leaves at 11:25 PM.
There is no high speed train available from Waukesha, WI to Chicago, IL.
Yes, there is a direct train from Waukesha, WI to Chicago, IL. This service operates 6 times per day, provided by Amtrak.
Unfortunately, there is no night train available from Waukesha, WI to Chicago, IL.
The train station in Waukesha, WI that goes to Chicago, IL is Milwaukee Intermodal Station, Milwaukee, WI, which connects to Chicago Union Station, Chicago, IL.
The cheapest way to get from Waukesha, WI to Chicago, IL is by bus, with a cost of around $19 (€15).
The train journey from Waukesha, WI to Chicago, IL offers a mix of scenic views, including glimpses of the rolling Wisconsin landscapes and the urban architecture as you approach Chicago. While not renowned for dramatic vistas, the ride provides a pleasant and varied visual experience.
Yes, you can do a day trip from Waukesha, WI to Chicago, IL. The journey takes 1h 29m and covers 85 miles (138 km). There are 7 trips per day by train.
In Chicago, IL, you can explore the Museum of Science and Industry and its interactive exhibits, enjoy the vibrant neighborhoods like Wicker Park and Lincoln Park, take a river cruise to view iconic architecture, and attend a live performance at the historic Chicago Theatre. Visit Lincoln Park Zoo for a free and enjoyable day. For sights, don't miss Millennium Park with its modern art, the renowned Art Institute of Chicago, the entertainment hub of Navy Pier, panoramic views from Willis Tower Skydeck, and the fascinating exhibits at the Field Museum.
To fully experience Chicago, IL, plan for at least 3-4 days to visit key attractions such as Millennium Park, The Art Institute of Chicago, Navy Pier, and explore diverse neighborhoods.
Yes, you can take the train from Waukesha, WI to Chicago, IL.
Since neither Waukesha, WI nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
Popular day trips by train from Chicago, IL include Milwaukee, WI, South Bend, IN, New Buffalo, MI, Racine, WI, Elkhart, IN.
We recommend using the train as it is the most popular way to get from Waukesha, WI to Chicago, IL among Omio's users.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular train stations
Popular train stations from Waukesha, WI to Chicago, IL
Waukesha
Chicago
Amenities at train station
Wifi
Lockers
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Lounge
Lost and Found Office
Ticket Office
Bike Parking
Car Rental
Information Desk
Luggage Cartsinformation
Ticket Office Hours
- 5:00 AM - 12:00 AM Monday - Sunday
Distance to city center
3 km
Number of platforms
24Wifi
- Free
Parking
- 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.
Dining
- The Chicago Firehouse Restaurant
- Lou Mitchell's
Taxis
- Outside the main entrance.
Accessibility
- Elevators, ramps, restrooms.
WC
- $1
Hotel
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
Lounge
- Located in the main hall
Lost and Found Office
- Located in the main hall
Car Rental
- Avis
- Budget
- Enterprise
Information Desk
- Located in the main hall
Luggage Carts
- Free
Station Plan
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
Public transit options for Union Station
- Bus: Several lines available
- CTA: Blue Line, Pink Line
More options for your journey from Waukesha, WI to Chicago, IL
Here are some other resources that might have the information you need
Most popular trains to and from Chicago, IL and Waukesha, WI
Most popular train connections to Chicago, IL
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