The cheapest and fastest trains from South Station, Boston, MA to Chicago Union Station, Chicago, IL
- Cheapest price on 11 Nov
- £148
- Average ticket price on 11 Nov
- £177
- Fastest journey on 11 Nov
- 22 h 22 m
- Average journey duration on 11 Nov
- 23 h 20 m
- Trains on 11 Nov
- 3
- Distance
- 1367 km
The best way to find a cheap train ticket from South Station, Boston, MA 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 South Station, Boston, MA to Chicago Union Station, Chicago, IL will cost around £177 if you buy it on the day, but you can find cheap train tickets today for only £148.
On Wed 11 Nov, we found 3 trains from South Station, Boston, MA to Chicago Union Station, Chicago, IL, including 1 direct services.
These direct trains cover the 1367 km distance in an average of 23 h 20 m but if you time it right, some trains will get you there in just 22 h 22 m .
The slowest trains will take 1 d 1 h 15 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.
449 Lake Shore Limited12:50 22h22 South Station, Boston, MA 10:12 Chicago Union Station, Chicago, IL £148 1 One-way 0 changes
449 Lake Shore Limited · 49 Lake Shore Limited12:50 22h22 South Station, Boston, MA 10:12 Chicago Union Station, Chicago, IL £157 1 One-way 1 change
1087 Northeast Regional · 49 Lake Shore Limited9:57 25h15 South Station, Boston, MA 10:12 Chicago Union Station, Chicago, IL £227 1 One-way 1 change
449 Lake Shore Limited · 49 Lake Shore Limited12:50 22h22 South Station, Boston, MA 10:12 Chicago Union Station, Chicago, IL £157 1 One-way 1 change
449 Lake Shore Limited12:50 22h22 South Station, Boston, MA 10:12 Chicago Union Station, Chicago, IL £148 1 One-way 0 changes
1087 Northeast Regional · 49 Lake Shore Limited9:57 25h15 South Station, Boston, MA 10:12 Chicago Union Station, Chicago, IL £227 1 One-way 1 change
Journey information
Overview: Train from South Station, Boston, MA to Chicago Union Station, Chicago, IL
Trains from South Station, Boston, MA to Chicago Union Station, Chicago, IL run on average 3 times per day, taking around 23h 49m. Cheap train tickets for this journey start at £96 but you can travel from only £49 by flight.
There are 1 trains per day. The earliest train runs at 11:00, the last at 19:35. The fastest train covers the 1367 km distance in 21h 27m.
Distance 1367 km |
Average train duration 23h 49m |
Cheapest ticket price £96 |
Trains per day 3 |
Direct trains 1 |
Fastest train 21h 27m |
First train 11:00 |
Last train 19:35 |
Cheapest Month Jan |
Cheapest Day Wed |
High Season Apr - Jun |
Low Season Oct - Dec |
Busiest Day Fri |
Least Busy Day Thu |
Best time to book 1 day |
Frequently asked questions about your South Station, Boston, MA to Chicago Union Station, Chicago, IL trip
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from South Station, Boston, MA to Chicago Union Station, Chicago, IL.
Live departures
South Station, Boston, MA to Chicago Union Station, Chicago, IL train times
The table below shows live departures for South Station, Boston, MA to Chicago Union Station, Chicago, IL trains for today, Tuesday 10 November. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Changes | Tickets |
|---|---|---|---|---|---|
1087 Northeast Regional · 49 Lake Shore Limited | 9:57 South Station, Boston, MA | 25h15 | 10:12 Chicago Union Station, Chicago, IL | 1 change | |
449 Lake Shore Limited · 49 Lake Shore Limited | 12:50 South Station, Boston, MA | 22h22 | 10:12 Chicago Union Station, Chicago, IL | 1 change | |
449 Lake Shore Limited | 12:50 South Station, Boston, MA | 22h22 | 10:12 Chicago Union Station, Chicago, IL | 0 changesdirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Train companies: Amtrak from South Station, Boston, MA to Chicago Union Station, Chicago, IL trainsAmtrak trains will get you between South Station, Boston, MA and Chicago Union Station, Chicago, IL from £49. With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
Companies, tickets, and onboard amenities between South Station, Boston, MA and Chicago Union Station, Chicago, IL
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
FAQs: South Station, Boston, MA to Chicago Union Station, Chicago, IL train
Find answers to the most common questions about traveling from South Station, Boston, MA 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 South Station, Boston, MA and Chicago Union Station, Chicago, IL
Most South Station, Boston, MA to Chicago Union Station, Chicago, IL trains use the South Station to Union Station station pair. Use this guide to compare South Station, Boston, MA and Chicago Union Station, Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Getting to South Station from Boston city centre
South Station train station facilities and services
South Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Bike Rental, Car Rental, Information Desk and Luggage Carts.
Food and drink
Food options include: Legal Sea Foods, Tavern in the Square
Wi-Fi and ATMs
Free. ATMs are available in the train station.
Tickets and information
Ticket office support is available at South Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at South Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at South Station: Parking, Taxis, WC.
Bike and car services
Available at South Station: Bike Parking, Bike Rental, Car Rental.
Accessibility
Accessibility facilities are available at South Station: Elevators, restrooms.
Shops, hotels and contact
Nearby hotels include InterContinental Boston, The Langham, Boston, Boston Harbor Hotel.
Getting to Union Station from Chicago city centre
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station train station facilities and services
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk and Luggage Carts.
Food and drink
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Wi-Fi and ATMs
Free. ATMs are available in the train station.
Tickets and information
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Union Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Union Station: Parking, Taxis, WC.
Bike and car services
Available at Union Station: Bike Parking, Car Rental.
Accessibility
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Shops, hotels and contact
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
