Brookline, MA to Chicago, IL train with Amtrak

Wed, Apr 29
+ Add return
Amtrak
Regionale
Deutsche Bahn
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2,000+ travel companies
Amtrak
Regionale
Deutsche Bahn
iryo
Frecciarossa
2,000+ travel companies
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The cheapest and fastest trains from Brookline, MA to Chicago, IL

Showing times and prices for Apr 29

Cheapest price

$171

Average price

$171

Fastest journey

22 h 15 m

Average duration

22 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 $171 if you buy it on the day, but the cheapest tickets can be found for only $171.

Fast trains

Of the 1 trains that leave Brookline, MA for Chicago, IL on Wed, Apr 29, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Wed, Apr 29 the direct trains cover the 1363 km distance in an average of 22 h 15 m but if you time it right, some trains will get you there in just 22 h 15 m .

On Wed, Apr 29 the slowest trains will take 22 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
    5:57 PM22h15
    Brookline, MA
    4:12 PMChicago, IL
    $1711One-way
    0 transfers

Travel Information

Compare train, bus, and flight for Brookline, MA to Chicago, IL

Omio recommends booking the flight as it is the most popular option from Brookline, MA to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from $84. For those with little time consider booking a flight which can get you there in 3h 5m. The ticket price range depends on the travel mode: a flight costs an average of $84, and a train costs an average of $171.

Distance: 846 miles (1363 km)

Compare train with

Train
Most popular
Flight
Bus

$171

Average price

$84

Average price

Cheapest

$152

Average price

22h 45m

Average total duration

22h 15m

Onboard

+

30m

Additional time*

6h 5m

Average total duration

Fastest

3h 5m

Onboard

+

3h 0m

Additional time*

36h 35m

Average total duration

36h 5m

Onboard

+

30m

Additional time*

Direct Options

Direct Options

Direct Options

Live departures

Brookline, MA to Chicago, IL train times

The table below shows live departures for Brookline, MA to Chicago, IL trains for tomorrow, Wednesday, April 29. You can also manually refresh the results below to see updated train journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
amtrak5:57 PM Brookline, MA
22h15
4:12 PM 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, 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.

Wed
Apr 29
Thu
Apr 30
Fri
May 01
Sat
May 02
Sun
May 03
Mon
May 04
Tue
May 05

Journey information

Overview: Train from Brookline, MA to Chicago, IL

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Trains from Brookline, MA to Chicago, IL run on average 5 times per day, taking around 22h 15m. Cheap train tickets for this journey start at $171 (€137) but you can travel from only $84 (€67) by flight.

There are 2 trains per day. The earliest train runs at 17:57, the last at 17:57. The fastest train covers the 846 miles (1363 km) distance in 22h 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
Cheapest alternative travel mode
Flight from $84 (€67)
Distance
846 miles (1363 km)
Average train duration
22h 15m
Cheapest ticket price
$171 (€137)
Trains per day
5
Direct trains
2
Fastest train
22h 15m
First train
5:57 PM
Last train
5:57 PM
Cheapest Month
Jan
Cheapest Day
Wed
High Season
Jan - Mar
Low Season
Oct - Dec
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 $84 (€67)

Train companies: Amtrak from Brookline, MA to Chicago, IL trainsAmtrak trains will get you between Brookline, MA and Chicago, IL from $84 (€67). 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 15m
Cheapest Price
$171 (€137)
Amtrak frequency
5 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 $171 (€137), while the average price is around $171 (€137).
The train from Brookline, MA to Chicago, IL takes 22h 15m and runs 5 per day.
The first train from Brookline, MA to Chicago, IL leaves at 5:57 PM.
The distance by train from Brookline, MA to Chicago, IL is 846 miles (1363 km).
The last train from Brookline, MA to Chicago, IL leaves at 5:57 PM.
There is no high speed train available from Brookline, MA to Chicago, IL.
Yes, there is a direct train from Brookline, MA to Chicago, IL. This service operates 2 times per day, provided by Amtrak.
Unfortunately, there is no night train available from Brookline, MA to Chicago, IL.
The cheapest way to get from Brookline, MA to Chicago, IL is by flight, with a cost of around $84 (€67).
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.
A day trip from Brookline, MA to Chicago, IL is not feasible, as the journey takes 22h 15m and covers 846 miles (1363 km). The frequency is 1 per day for trains.
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.
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.
Yes, you can take the train from Brookline, MA to Chicago, IL.
Since neither Brookline, MA nor 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, IL include Milwaukee, WI, South Bend, IN, New Buffalo, MI, Racine, WI, Elkhart, IN.
We recommend using the train as it is the most popular way to get from Brookline, MA to 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.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
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 Brookline, MA to Chicago, IL

Brookline
Chicago
Amenities at train station
WifiWifi
LockersLockers
ParkingParking
DiningDining
ATMATM
TaxisTaxis
AccessibilityAccessibility
WCWC
HotelHotel
LoungeLounge
Lost and Found OfficeLost and Found Office
Ticket OfficeTicket Office
Bike ParkingBike Parking
Car RentalCar Rental
Information DeskInformation Desk
Luggage CartsLuggage Carts
information
phone
Phone Number
ticketOfficeHours
Ticket Office Hours
  • 5:00 AM - 12:00 AM Monday - Sunday
ticketOfficeHours
Distance to city center
3 km
platformCount
Number of platforms
24
Wifi
Wifi
  • Free
Parking
Parking
  • 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.
Dining
Dining
  • The Chicago Firehouse Restaurant
  • Lou Mitchell's
Taxis
Taxis
  • Outside the main entrance.
Accessibility
Accessibility
  • Elevators, ramps, restrooms.
WC
WC
  • $1
Hotel
Hotel
  • The Kimpton Gray Hotel
  • JW Marriott Chicago
  • W Chicago - City Center
Lounge
Lounge
  • Located in the main hall
Lost and Found Office
Lost and Found Office
  • Located in the main hall
Car Rental
Car Rental
  • Avis
  • Budget
  • Enterprise
Information Desk
Information Desk
  • Located in the main hall
Luggage Carts
Luggage Carts
  • Free
Station Plan
  • Hall 1: main entrance, Amtrak services
  • Hall 2: Metra services
  • Hall 3: food court and retail shops
Public transit options for Union Station
  • Bus: Several lines available
  • CTA: Blue Line, Pink Line

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

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