The cheapest and fastest trains from Penn Station, New York, NY to Chicago Union Station, Chicago, IL
Cheapest price
£238
Average price
£282
Fastest journey
19 h 32 m
Average duration
21 h 42 m
Trains per day
3
Distance
1145 km
The best way to find a cheap train ticket from Penn Station, New York, NY to Chicago Union Station, Chicago, IL is to book your journey as far in advance as possible and to avoid travelling at rush hour.
The average ticket from Penn Station, New York, NY to Chicago Union Station, Chicago, IL will cost around £282 if you buy it on the day, but you can find cheap train tickets today for only £238.
Of the 3 trains that leave Penn Station, New York, NY for Chicago Union Station, Chicago, IL every day 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
These direct trains cover the 1145 km distance in an average of 21 h 42 m but if you time it right, some trains will get you there in just 19 h 32 m .
The slowest trains will take 22 h 53 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.
43 Pennsylvanian · 40 Floridian
49 Lake Shore Limited
195 Northeast Regional · 40 Floridian
49 Lake Shore Limited
195 Northeast Regional · 40 Floridian
43 Pennsylvanian · 40 FloridianTravel Information
Compare train, coach and flight for Penn Station, New York, NY to Chicago Union Station, Chicago, IL
Omio recommends booking the train as it is the most popular option from Penn Station, New York, NY to Chicago Union Station, Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from £29. For those with little time consider booking a flight which can get you there in 2h 51m. The ticket price range depends on the travel mode: a flight costs an average of £29, and a train costs an average of £74.
Distance: 1145 km
Compare train with
Most popular Train | Coach | Flight |
|---|---|---|
£199 Average Price | £128 Average Price | £107 Average Price Cheapest |
21h 9m Average total duration 20h 39m Onboard + 30m Additional time* | 21h 51m Average total duration 21h 21m Onboard + 30m Additional time* | 5h 51m Average total duration Fastest 2h 51m Onboard + 3h 0m Additional time* |
![]() Most popular train company | ![]() Most popular bus company | ![]() Most popular airline |
Direct Options | Direct Options | Direct Options |
Live departures
Penn Station, New York, NY to Chicago Union Station, Chicago, IL train times
The table below shows live departures for Penn Station, New York, NY to Chicago Union Station, Chicago, IL trains for tomorrow, Friday 20 March. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Changes | Tickets |
|---|---|---|---|---|---|
43 Pennsylvanian · 40 Floridian | 14:52 Penn Station, New York, NY | 22h53 | 13:45 Chicago Union Station, Chicago, IL | 1 change | |
195 Northeast Regional · 40 Floridian | 15:05 Penn Station, New York, NY | 22h40 | 13:45 Chicago Union Station, Chicago, IL | 1 change | |
49 Lake Shore Limited | 19:40 Penn Station, New York, NY | 19h32 | 15:12 Chicago Union Station, Chicago, IL | 0 changesdirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Penn Station, New York, NY to Chicago Union Station, Chicago, IL by train, coach or flight
Compare train, coach 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.
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Why should you book Penn Station, New York, NY to Chicago Union Station, Chicago, IL trains with Omio?
Why book with Omio vs Amtrak?
- Compare with other providers: On Omio, you can not only buy tickets for Amtrak, but also compare tickets for the likes of Amtrak Acela to find the best option for your trip from Penn Station, New York, NY to Chicago Union Station, Chicago, IL.
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Amtrak with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Penn Station, New York, NY to Chicago Union Station, Chicago, IL.
Journey information
Overview: Train from Penn Station, New York, NY to Chicago Union Station, Chicago, IL
Trains from Penn Station, New York, NY to Chicago Union Station, Chicago, IL run on average 4 times per day, taking around 20h 39m. Cheap train tickets for this journey start at £74 but you can travel from only £29 by flight.
There are 1 trains per day. The earliest train runs at 11:40, the last at 20:40. The fastest train covers the 1145 km distance in 19h 32m.
Distance 1145 km |
Average train duration 20h 39m |
Cheapest ticket price £74 |
Trains per day 4 |
Direct trains 1 |
Fastest train 19h 32m |
First train 11:40 |
Last train 20:40 |
Train companies: Amtrak, Amtrak Acela from Penn Station, New York, NY to Chicago Union Station, Chicago, IL trainsAmtrak, Amtrak Acela trains will get you between Penn Station, New York, NY and Chicago Union Station, Chicago, IL from £29. With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
Amtrak Acela
FAQs: Penn Station, New York, NY to Chicago Union Station, Chicago, IL train
Find answers to the most common questions about traveling from Penn Station, New York, NY to Chicago Union Station, 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 Union Station, Chicago, IL, this guide helps you travel smarter and with confidence.

popular train stations
Important Stations and Airports in Penn Station, New York, NY and Chicago Union Station, Chicago, IL
- Mon - Sun: 05:00-22:00
- Free Wi-Fi available in Moynihan Train Hall.
- Baggage assistance is provided by Red Caps, open 24/7 at Penn and open from 05:00 to 23:00 at Moynihan Train Hall.
- Blue Bottle Coffee
- Magnolia Bakery
- Starbucks
- The Pennsy Food Hall
- Nick + Stef's Steakhouse
- Penn & Sushi
- Krispy Kreme Donuts
- T.G.I. Friday's
- NY Pizza Suprema
- Blarney Stone
- & many more
- Accessible facilities including restroom, parking, elevators, and ramps. Additional assistance available at ticket counters or by asking uniformed employees.
- The New Yorker at Wyndham Hotel
- Courtyard by Marriott New York Manhattan/Chelsea
- Hilton Garden Inn West 35th Street
- Mon - Sun: 05:00-22:00
- Located on the connecting concourse near Tracks 18-19.
- Subway lines: 1, 2, 3, A, C, E
- Bus lines: M7, M20
- Train lines: Acela, Adirondack, Cardinal, Carolinian, Crescent, Empire Service, Ethan Allen Express, Keystone Service, Lake Shore Limited, Maple Leaf, Northeast Regional, Pennsylvanian, Silver Service/Palmetto, Vermonter, PATH, New Jersey Transit, Long Island Railroad, AirTrain Newark, AirTrain JFK
- 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


