How to travel from Boston, MA to Chicago, IL

Fri, Nov 21
+ Add return
Travel by train, bus, flight with
Amtrak
American Airlines
Greyhound
United
Spirit Airlines
1,000+ more
Amtrak
American Airlines
Greyhound
United
Spirit Airlines
1,000+ more
QR-Code
Scan to get our free app
Use our app to get live travel updates and book mobile tickets for trains, buses, flights, and ferries.
App Store
rate4.9
42K ratings
Google Play
rate4.6
136K reviews

Travel Information to Chicago, IL from Boston, MA

Distance848 miles (1367 km)
Available travel modesTrain, bus or flight
Ticket price range$25 - $113
Cheapest modeFlight • $25 (€22) • 2 h 33 min
Fastest modeFlight • $25 (€22) • 2 h 33 min
Popular travel companiesGreyhound, American Airlines or Amtrak

Travel 848 miles (1367 km) by train, bus or flight between Boston, MA and Chicago, IL. The most popular travel companies which serve this journey are Greyhound, American Airlines or Amtrak among others. Travelers can even take a direct bus, flight or train from Boston, MA to Chicago, IL.

Travel options
from Boston, MA to Chicago, IL

How to get from Boston, MA to Chicago, IL by train, bus or flight.

Our recommendation

bus

The best way to travel from Boston, MA to Chicago, IL is by taking a bus because it’s the best combination of price and speed.

Greyhound
09:15PM27h50
Boston, MA
01:05AMChicago, IL
$1831One-way
0 transfers

Cheapest

Greyhound
09:15PM27h50
Boston, MA
01:05AMChicago, IL
$1831One-way
0 transfers

Fastest

Greyhound
09:15PM27h50
Boston, MA
01:05AMChicago, IL
$1831One-way
0 transfers

Other options

Greyhound
01:45PM29h30
Boston, MA
07:15PMChicago, IL
$2781One-way
0 transfers

Find all the dates and times for this journey by train, bus, flight, and ferry .

Compare prices and tickets Prices for trains, buses and flights

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.

Fri
Nov 21
Sat
Nov 22
Sun
Nov 23
Mon
Nov 24
Tue
Nov 25
Wed
Nov 26
Thu
Nov 27
Fri
Nov 28
Sat
Nov 29
Sun
Nov 30
Mon
Dec 01
Tue
Dec 02
Wed
Dec 03
Thu
Dec 04

More than 1,000 travel companies trust us to sell their tickets all in one place.

Trenitalia
Easyjet
Deutsche Bahn
SNCF

FAQs: Travel from Boston, MA to Chicago, IL

Travel to Chicago, IL easily. Whether you want fast, cheap or something entirely different, our travel experts have collected everything you need to know so you can find the best option from Boston, MA to Chicago, IL.

FAQs

There are 3 travel options to Chicago, IL from Boston, MA. You can take a train, bus or flight.

The cheapest way to get from Boston, MA to Chicago, IL is by taking a flight with average ticket prices of $25 (€22) compared to other travel options to Chicago, IL:

A flight is $46 (€42) less than a bus with an average ticket price of $71 (€64) from Boston, MA to Chicago, IL.

A flight is $88 (€79) less than a train for this route with tickets for a train from Boston, MA to Chicago, IL costing on average $113 (€102).

The fastest way from Boston, MA to Chicago, IL is by flight with an average journey time of 2 h 33 min.

There are alternative travel options to Chicago, IL that take longer:

Bus takes 27 h 35 min on average.

Train takes on average 22 h 22 min.

The Boston, MA to Chicago, IL distance is around 848 miles (1367 km).

The average frequency per day from Boston, MA to Chicago, IL is:

  • 5 buses per day.
  • Around 31 flights per day.
  • 4 trains per day.

However, we recommend checking specific travel dates for your trip from Boston, MA to Chicago, IL as scheduled services by train, bus or flight can vary by season or day of the week.

These are the most popular departure and arrival points from Boston, MA to Chicago, IL:

    The following travel companies offer services from Boston, MA to Chicago, IL:

    • Travel with Greyhound for buses to Chicago, IL. If you’re looking for a good deal on tickets, check for Greyhound Boston, MA to Chicago, IL tickets on Omio for $71 (€64).
    • Travel with American Airlines, United, Spirit Airlines or Republic Airlines to go to Chicago, IL by plane. For a good deal on tickets, you can find Spirit Airlines Boston, MA to Chicago, IL tickets on Omio for $25 (€22).
    • Amtrak can take you to Chicago, IL by train. If searching for a good deal on trains, you can find tickets for Amtrak from Boston, MA to Chicago, IL for $113 (€102).

    Yes, there are direct services available from Boston, MA to Chicago, IL with the following travel companies:

    • 8 direct flights per day with.
    • Direct train available with Amtrak 2 direct trains per day.

    Direct services tend to save you time and add more convenience in getting you to Chicago, IL as you won't need to transfer at another stop in between, so it's worth paying attention to before booking your tickets to Chicago, IL from Boston, MA.

    Your trip from Boston, MA to Chicago, IL doesn't have to end in Chicago, IL. Many of our customers like to extend their vacation to explore other popular destinations like San Francisco, CA, Indianapolis, IN, New York, NY, Milwaukee, WI or Champaign, IL. If you’d like to add San Francisco, CA, Indianapolis, IN, New York, NY, Milwaukee, WI or Champaign, IL to your Boston, MA to Chicago, IL tour, check Omio for the best and cheapest ways to travel to any of these top destinations from Chicago, IL today!
    HomeTravelTravel to USATravel to Chicago, ILHow to travel from Boston, MA to Chicago, IL

    The Omio App Makes Travel Planning Easy

    We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.

    ios-badge
    android-badge
    Hand With Phone