- Must visit
Art Institute Of Chicago
One of the premier art museums in the United States, known for Impressionist masterpieces, modern works, and major special exhibitions.
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The cheapest and fastest trains from South Station, Boston, MA to Chicago Union Station, Chicago, IL
Showing times and prices for Jun 28
Cheapest price
$335
Average price
$447
Fastest journey
22 h 22 m
Average duration
1 d 4 h 58 m
Trains per day
3
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 $447 if you buy it on the day, but the cheapest tickets can be found for only $335.
Fast trains
Of the 3 trains that leave South Station, Boston, MA for Chicago Union Station, Chicago, IL on Sun, Jun 28, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Jun 28 the direct trains cover the 1367 km distance in an average of 1 d 4 h 58 m but if you time it right, some trains will get you there in just 22 h 22 m .
On Sun, Jun 28 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.
449 Lake Shore Limited12:50 PM22h22South Station, Boston, MA10:12 AMChicago Union Station, Chicago, IL$3351One-way0 transfers- 449 Lake Shore Limited · 49 Lake Shore Limited12:50 PM22h22South Station, Boston, MA10:12 AMChicago Union Station, Chicago, IL$3611One-way1 transfer
- 40 Floridian+
2271 Acela3:35 PM42h10South Station, Boston, MA8:45 AMChicago Union Station, Chicago, IL$6451One-way1 transfer
- 449 Lake Shore Limited12:50 PM22h22South Station, Boston, MA10:12 AMChicago Union Station, Chicago, IL$3351One-way0 transfers
- 449 Lake Shore Limited · 49 Lake Shore Limited12:50 PM22h22South Station, Boston, MA10:12 AMChicago Union Station, Chicago, IL$3611One-way1 transfer
- 40 Floridian+2271 Acela3:35 PM42h10South Station, Boston, MA8:45 AMChicago Union Station, Chicago, IL$6451One-way1 transfer
Travel Information
Compare train, bus, and flight for South Station, Boston, MA to Chicago Union Station, Chicago, IL
Omio recommends booking the train as it is the most popular option from South Station, Boston, MA to Chicago Union Station, Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $75. For those with little time consider booking a flight which can get you there in 2h 59m. The ticket price range depends on the travel mode: a bus costs an average of $75, and a train costs an average of $155.
Distance: 849 miles (1367 km)
Compare train with
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$422 Average price | $191 Average price | $171 Average price Cheapest | $291 Average price (fuel + tolls) |
22h 41m Average total duration 22h 11m Onboard + 30m Additional time* | 5h 59m Average total duration Fastest 2h 59m Onboard + 3h 0m Additional time* | 23h 46m Average total duration 23h 16m Onboard + 30m Additional time* | 14h 34m Average total duration (door-to-door) |
Most popular train company |  Most popular airline |  Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
The cheapest way to travel from South Station, Boston, MA to Chicago Union Station, Chicago, IL is a bus with an average price of $171 (€141).
This is compared to other travel options from South Station, Boston, MA to Chicago Union Station, Chicago, IL:
A bus is $21 (€17) less than a flight for this route with tickets for a flight from South Station, Boston, MA to Chicago Union Station, Chicago, IL costing on average $191 (€158).
A bus is $251 (€207) less than a train for this route with tickets for a train from South Station, Boston, MA to Chicago Union Station, Chicago, IL costing on average $422 (€348).
The fastest way to travel from South Station, Boston, MA to Chicago Union Station, Chicago, IL is by flight with an average journey time of 2h 59m.
Other travel options to Chicago Union Station, Chicago, IL take longer:
Train takes on average 22h 11m.
Bus takes on average 23h 16m.
It's helpful to compare your options as there are 3 ways to travel between South Station, Boston, MA and Chicago Union Station, Chicago, IL including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from South Station, Boston, MA to Chicago Union Station, Chicago, IL among Omio's users.
Take the train. It's the cheaper option, and the extra time on board is usually more relaxing than driving it.
Tickets start at around $422 (€348) compared to roughly $291 (€240) in fuel and tolls — a saving of about $-131.29 (€-108.21). The journey takes 22h 11m versus 14h 34m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
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, June 27. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 449 Lake Shore Limited · 49 Lake Shore Limited | 12:50 PM South Station, Boston, MA | 22h22 | 10:12 AM Chicago Union Station, Chicago, IL | 1 transfer | |
| 449 Lake Shore Limited | 12:50 PM South Station, Boston, MA | 22h22 | 10:12 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
| 2271 Acela+40 Floridian | 3:35 PM South Station, Boston, MA | 42h10 | 8:45 AM Chicago Union Station, Chicago, IL | 1 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.
Sat
Jun 27
Jun 27
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Jun 28
Jun 28
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Journey information
Overview: Train from South Station, Boston, MA to Chicago Union Station, Chicago, IL
USAUSA
Trains from South Station, Boston, MA to Chicago Union Station, Chicago, IL run on average 3 times per day, taking around 22h 11m. Cheap train tickets for this journey start at $155 (€127) but you can travel from only $69 (€57) by flight.
There are 1 trains per day. The earliest train runs at 10:10, the last at 23:45. The fastest train covers the 849 miles (1367 km) distance in 22h 22m.
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 $69 (€57)
Distance 849 miles (1367 km) |
Average train duration 22h 11m |
Cheapest ticket price $155 (€127) |
Trains per day 3 |
Direct trains 1 |
Fastest train 22h 22m |
First train 10:10 AM |
Last train 11:45 PM |
Cheapest Month Aug |
Cheapest Day Wed |
High Season Apr - Jun |
Low Season Oct - Dec |
Busiest Day Fri |
Least Busy Day Sun |
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 $69 (€57)
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 $69 (€57). 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
22h 22m
Cheapest Price
$155 (€127)
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
Complete guide to Chicago Union Station
Things to do in Chicago Union Station
Discover the best of Chicago Union Station — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago Union Station trip today.
- Must visit
Field Museum
A major natural history museum with renowned dinosaur, anthropology, and science collections, including SUE the T. rex.
- Must visit
Museum Of Science And Industry
Large hands-on science museum with immersive exhibits on space, transportation, technology, and a famous captured German submarine.
- Must visit
Millennium Park
Chicago's signature downtown public space, home to major public art, gardens, and year-round events.
- Must visit
The Magnificent Mile
Famous stretch of North Michigan Avenue lined with landmark buildings, shops, and classic big-city streetscape views.
- Must visit
Chicago Riverwalk
Popular pedestrian waterfront with architecture views, bridges, and an easy walk through the heart of downtown.
Chicago-Style Hot Dog
An all-beef hot dog on a poppy seed bun topped with mustard, relish, onions, tomato, pickle spear, sport peppers, and celery salt. It is a classic Chicago street food known for its no-ketchup rule.
Italian Beef Sandwich
Thin-sliced roast beef simmered in seasoned jus and piled onto a roll, often topped with sweet peppers or giardiniera. It is one of Chicago's most iconic sandwich traditions.
Deep-Dish Pizza
A thick, buttery crust filled with cheese, toppings, and chunky tomato sauce. This hearty style is strongly associated with Chicago and is a must-try for many visitors.
Girl & The Goat
Celebrated West Loop restaurant serving bold small plates in a lively, modern setting. It is one of Chicago's best-known dining destinations.
Au Cheval
Highly regarded diner-inspired restaurant known for its famous burger, strong cocktails, and energetic atmosphere in the West Loop.
Lou Mitchell's
Historic breakfast and lunch spot near Union Station, known for classic diner fare, hearty breakfasts, and old-school Chicago hospitality.
United States Dollar
Prices are moderate for a major U.S. city; station snacks cost more, but casual dining nearby is reasonable.
Average meal costs
- Budget
- USD 10-18 for fast food or takeout.
- Mid-range
- USD 20-40 per person at a casual restaurant.
- Fine dining
- USD 75+ per person at upscale restaurants.
- Coffee
- USD 3-6 for drip coffee or a latte.
Tipping culture
Tip 18-20% in restaurants and bars. Tip USD 1-2 per drink, round up taxis, and tip hotel staff and porters.
Ventra
Get the appOfficial public transport app
Prices
- Single ticket
- USD 2.50
- Day pass
- USD 5.00
To the city center
Chicago Union Station -> The Loop, Chicago
- Distance
- 1 km
- Travel time
- 10 min
- You can pay CTA fares with the Ventra app, a Ventra card, or contactless bank cards and mobile wallets at train stations and on buses.
- A 1-Day CTA pass is useful if you will take several rides; buy and manage passes in the official Ventra app.
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.
Train ticket prices from South Station, Boston, MA to Chicago Union Station, Chicago, IL can vary. The cheapest ticket starts at $155 (€127), while the average price is around $422 (€348).
The train from South Station, Boston, MA to Chicago Union Station, Chicago, IL takes 22h 22m 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 10:10 AM.
The last train from South Station, Boston, MA to Chicago Union Station, Chicago, IL leaves at 11:45 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 cheapest way to get from South Station, Boston, MA to Chicago Union Station, Chicago, IL is by flight, with a cost of around $69 (€57).
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.
A day trip from South Station, MA to Chicago Union Station, IL is not feasible as the journey takes 22h 22m. The distance is 849 miles (1367 km), and there are 2 trains per day.
Yes, you can take the train from South Station, Boston, MA to Chicago Union Station, Chicago, IL.
Since neither South Station, Boston, MA nor Chicago Union Station, 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 Union Station, Chicago, IL include Milwaukee, WI, Joliet, IL, Sturtevant, WI, Racine, WI, New Buffalo, MI.
We recommend using the train as it is the most popular way to get from South Station, Boston, MA to Chicago Union Station, 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.
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+1 617-523-1300
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.
Union Station225 South Canal Street, Chicago, IL 60606, USA+1 800-872-7245
City-centre transport
Getting to Union Station from Chicago city centre
Union Station is 3 km from Chicago city centre. Public transport options include:
Bus28, 151 · 7m · $4 · every ~13 min
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.
Most popular train connections from South Station, Boston, MA
Most popular trains to and from Chicago Union Station, Chicago, IL and South Station, Boston, MA
Most popular train connections to Chicago Union Station, Chicago, IL
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