Brookline, MA to Chicago, IL train with Amtrak

Thu, Nov 27
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Amtrak
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Deutsche Bahn
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1,000+ travel companies
Amtrak
Regionale
Deutsche Bahn
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iryo
1,000+ travel companies
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The cheapest and fastest trains from Brookline, MA to Chicago, IL

Showing times and prices for Nov 28

Cheapest price

$292

Average price

$292

Fastest journey

21 h 15 m

Average duration

21 h 15 m

Trains per day

1

Distance

1363 km

Cheap tickets

The best way to find a cheap train ticket from Brookline, MA 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 Brookline, MA to Chicago, IL will cost around $292 if you buy it on the day, but the cheapest tickets can be found for only $292.

Fast trains

Of the 1 trains that leave Brookline, MA for Chicago, IL on Fri, Nov 28, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Fri, Nov 28 the direct trains cover the 1363 km distance in an average of 21 h 15 m but if you time it right, some trains will get you there in just 21 h 15 m .

On Fri, Nov 28 the slowest trains will take 21 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.

Amtrak
12:57PM21h15
Brookline, MA
10:12AMChicago, IL
$2921One-way
0 transfers

Live departures

Brookline, MA to Chicago, IL train times

The table below shows live departures for Brookline, MA to Chicago, IL trains for today, Thursday, November 27. You can also manually refresh the results below to see updated train journeys.

Last updated at 10:32 AM
ProviderDepartsDurationArrivesTransfers
Tickets
amtrak12:57 PM Brookline, MA
21h15
10:12 AM Chicago, IL0 transfersDirect

This is the last train of the day.

Find all the dates and times for this journey

Compare prices and tickets Brookline, MA to Chicago, IL by train

Compare 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.

Fri
Nov 28
Sat
Nov 29
Sun
Nov 30
Mon
Dec 01
Tue
Dec 02
Wed
Dec 03
Thu
Dec 04

Why should you book Brookline to Chicago trains with Omio?

Amtrak operates all train services from Brookline to Chicago. Omio is the only official third party seller for Amtrak tickets.

Why book with Omio vs Amtrak?

  • 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.

Why book with Omio over Trainline and Rail Europe?

Multiple modes of transport
  • Official reseller: Amtrak tickets can only be bought on Omio or Amtrak's website as Omio is the only official third party seller for Amtrak tickets. Trainline, RailEurope, and Rail.Ninja do not sell Amtrak tickets as they are not official sellers.

Journey information

Overview: Train from Brookline, MA to Chicago, IL

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Trains from Brookline, MA to Chicago, IL run on average 1 times per day, taking around 21h 15m. Cheap train tickets for this journey start at $295 (€239) if you book in advance.

There are 1 trains per day. The earliest train runs at 12:57, the last at 12:57. The fastest train covers the 846 miles (1363 km) distance in 21h 15m.

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
Distance
846 miles (1363 km)
Average train duration
21h 15m
Cheapest ticket price
$295 (€239)
Trains per day
1
Direct trains
1
Fastest train
21h 15m
First train
12:57
Last train
12:57
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

Train companies: Amtrak from Brookline, MA to Chicago, IL trainsAmtrak trains will get you between Brookline, MA and Chicago, IL from $295 (€239). 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
21h 15m
Cheapest Price
$292 (€236)
Amtrak frequency
1 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 Brookline, MA to Chicago, IL

Find answers to the most common questions about traveling from Brookline, MA 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.

FAQs
Train ticket prices from Brookline, MA to Chicago, IL can vary. The cheapest ticket starts at $295 (€239), while the average price is around $295 (€239).
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.
The distance by train from Brookline, MA to Chicago, IL is 846 miles (1363 km).
The cheapest way to get from Brookline, MA to Chicago, IL is by train, with a cost of around $295 (€239).
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.
The first train from Brookline, MA to Chicago, IL leaves at 12:57 PM.
A day trip from Brookline, MA to Chicago, IL is not feasible, as the journey takes 21h 15m and covers 846 miles (1363 km). The frequency is 1 per day for trains.
Unfortunately, there is no night train available from Brookline, MA to Chicago, IL.
The last train from Brookline, MA to Chicago, IL leaves at 12:57 PM.
The train journey from Brookline, MA to Chicago, IL offers a mix of urban and rural scenery, featuring picturesque views of New England landscapes, green forests, and stretches of the Midwest. However, it is not typically highlighted as one of the most scenic routes in the U.S.
The train from Brookline, MA to Chicago, IL runs once a day and takes approximately 21h 15m.
There is no high speed train available from Brookline, MA to Chicago, IL.
Yes, you can take the train from Brookline, MA to Chicago, IL.
Yes, there is a direct train from Brookline, MA to Chicago, IL. This service operates 1 times per day, provided by Amtrak.

More options for your journey from Brookline, MA to Chicago, IL

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