South Station, Boston, MA to Chicago Union Station, Chicago, IL train with Amtrak

Sun, Sep 27
+ Add return
Amtrak
Regionale
Deutsche Bahn
iryo
Frecciarossa
2,000+ travel companies
Amtrak
Regionale
Deutsche Bahn
iryo
Frecciarossa
2,000+ travel companies
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The cheapest and fastest trains from South Station, Boston, MA to Chicago Union Station, Chicago, IL

Showing times, prices and bookable tickets for Sep 27

Cheapest price on Sep 27

$240

Average ticket price on Sep 27

$399

Fastest journey on Sep 27

22 h 22 m

Average journey duration on Sep 27

1 d 2 h 20 m

Trains on Sep 27

6

Distance

1367 km

Cheap tickets

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 traveling at rush hour.

The average ticket from South Station, Boston, MA to Chicago Union Station, Chicago, IL will cost around $399 if you buy it on the day, but the cheapest tickets can be found for only $240.

Fast trains

On Sun, Sep 27, we found 6 trains from South Station, Boston, MA to Chicago Union Station, Chicago, IL, including 2 direct services.

On Sun, Sep 27 the direct trains cover the 1367 km distance in an average of 1 d 2 h 20 m but if you time it right, some trains will get you there in just 22 h 22 m .

On Sun, Sep 27 the slowest trains will take 1 d 18 h 10 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.

  • Amtrak449
    12:50 PM22h22
    South Station, Boston, MA
    10:12 AMChicago Union Station, Chicago, IL
    $2401One-way
    0 transfers
  • Amtrak449 Lake Shore Limited
    12:50 PM22h22
    South Station, Boston, MA
    10:12 AMChicago Union Station, Chicago, IL
    $2901One-way
    0 transfers
  • Amtrak449 · 49
    12:50 PM22h22
    South Station, Boston, MA
    10:12 AMChicago Union Station, Chicago, IL
    $3051One-way
    1 transfer
  • Amtrak449 Lake Shore Limited · 49 Lake Shore Limited
    12:50 PM22h22
    South Station, Boston, MA
    10:12 AMChicago Union Station, Chicago, IL
    $3751One-way
    1 transfer
  • Amtrak2271 Acela · 40
    3:35 PM42h10
    South Station, Boston, MA
    8:45 AMChicago Union Station, Chicago, IL
    $5941One-way
    1 transfer

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, Saturday, September 26. You can also manually refresh the results below to see updated train journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
Amtrak44912:50 PM South Station, Boston, MA
22h22
10:12 AM Chicago Union Station, Chicago, IL0 transfersDirect
Amtrak449 · 4912:50 PM South Station, Boston, MA
22h22
10:12 AM Chicago Union Station, Chicago, IL1 transfer
Amtrak449 Lake Shore Limited · 49 Lake Shore Limited12:50 PM South Station, Boston, MA
22h22
10:12 AM Chicago Union Station, Chicago, IL1 transfer
Amtrak449 Lake Shore Limited12:50 PM South Station, Boston, MA
22h22
10:12 AM Chicago Union Station, Chicago, IL0 transfersDirect
Amtrak2271 Acela · 403:35 PM South Station, Boston, MA
42h10
8:45 AM Chicago Union Station, Chicago, IL1 transfer
Amtrak2271 Acela [NextGen] · 40 Floridian3:35 PM South Station, Boston, MA
42h10
8:45 AM Chicago Union Station, Chicago, IL1 transfer

This is the last train of the day.

Find all the dates and times for this journey

Compare prices and tickets South Station, Boston, MA to Chicago Union Station, Chicago, IL by train, bus, or flight

Compare train, bus, 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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Journey information

Overview: Train from South Station, Boston, MA to Chicago Union Station, Chicago, IL

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Trains from South Station, Boston, MA to Chicago Union Station, Chicago, IL run on average 3 times per day, taking around 23h 59m. Cheap train tickets for this journey start at $95 (€79) but you can travel from only $49 (€40) by flight.

There are 1 trains per day. The earliest train runs at 16:50, the last at 16:50. The fastest train covers the 849 miles (1367 km) distance in 21h 27m.

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
Flight from $49 (€40)
Distance
849 miles (1367 km)
Average train duration
23h 59m
Cheapest ticket price
$95 (€79)
Trains per day
3
Direct trains
1
Fastest train
21h 27m
First train
4:50 PM
Last train
4:50 PM
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
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
Flight from $49 (€40)

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 (€40). 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 Amtrak Duration
21h 27m
Cheapest Amtrak Price
$95 (€79)
Amtrak frequency
3 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

FAQs: Trains from South Station, Boston, MA to Chicago Union Station, Chicago, IL

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.

FAQs
Train ticket prices from South Station, Boston, MA to Chicago Union Station, Chicago, IL can vary. The cheapest ticket starts at $95 (€79), while the average price is around $503 (€414).
The train from South Station, Boston, MA to Chicago Union Station, Chicago, IL takes 21h 27m and runs 3 per day.
The distance by train from South Station, Boston, MA to Chicago Union Station, Chicago, IL is 849 miles (1367 km).
The first train from South Station, Boston, MA to Chicago Union Station, Chicago, IL leaves at 4:50 PM.
The last train from South Station, Boston, MA to Chicago Union Station, Chicago, IL leaves at 4:50 PM.
There is no high speed train available from South Station, Boston, MA to Chicago Union Station, Chicago, IL.
Yes, there is a direct train from South Station, Boston, MA to Chicago Union Station, Chicago, IL. This service operates 1 times per day, provided by Amtrak.
Unfortunately, there is no night train available from South Station, Boston, MA to Chicago Union Station, Chicago, IL.
The train journey from South Station, MA to Chicago Union Station, IL offers a mix of urban and rural scenery, including views of historic cities, lush landscapes, and the scenic Hudson River Valley, particularly during daylight hours.
Yes, you can take the train from South Station, Boston, MA to Chicago Union Station, Chicago, IL.
Popular day trips by train from Chicago Union Station, Chicago, IL include Milwaukee, WI, Joliet, IL, Sturtevant, WI, Racine, WI, New Buffalo, MI.
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.
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 South Station, Boston, MA to 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.

Departure train stations in Boston
Arrival train stations in Chicago
South Station700 Atlantic Ave, Boston, MA 02110, USA+1 617-523-1300WifiLockersParkingDiningATMTaxisAccessibilityWCHotelLost and Found OfficeTicket OfficeBike ParkingBike RentalCar RentalInformation DeskLuggage Carts
City-centre transport

Getting to South Station from Boston city centre

SubwayRed Line · 2m · $4 · every ~26 min
Red Line · 4m · $4 · every ~26 min

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.

Most popular trains to and from Chicago Union Station, Chicago, IL and South Station, Boston, MA

HomeTrainsTrains in USASouth Station, Boston, MA to Chicago Union Station, Chicago, IL train

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