How to travel from Boston, MA to Chicago, IL

Thu, Jan 08
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Travel by train, bus, flight with
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Amtrak
American Airlines
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United
Spirit Airlines
1,000+ more
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Travel options
from Boston, MA to Chicago, IL

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

Our recommendation

flight

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

JetBlue AirwaysB6811
03:35PM3h08
Edward L. Logan International Airport
05:43PMO'Hare International Airport
$951One-way
0 transfers

Cheapest

JetBlue AirwaysB6811
03:35PM3h08
Edward L. Logan International Airport
05:43PMO'Hare International Airport
$951One-way
0 transfers

Fastest

UnitedUA2040
04:16PM3h00
Edward L. Logan International Airport
06:16PMO'Hare International Airport
$1381One-way
0 transfers

Other options

Amtrak449 Lake Shore Limited
12:57PM22h15
Back Bay station, Boston, MA
10:12AMChicago Union Station, Chicago, IL
$1701One-way
0 transfers
Amtrak449 Lake Shore Limited
12:50PM22h22
South Station, Boston, MA
10:12AMChicago Union Station, Chicago, IL
$1701One-way
0 transfers
Amtrak449 Lake Shore Limited · 49 Lake Shore Limited
12:57PM22h15
Back Bay station, Boston, MA
10:12AMChicago Union Station, Chicago, IL
$2051One-way
1 transfer
Greyhoundundefined · undefined · undefined
08:55AM26h05
Boston, Bus Terminal South Station
10:00AMChicago, Greyhound Bus Station
$1831One-way
2 transfers
Greyhoundundefined · undefined · undefined · undefined
08:55AM30h15
Boston, Bus Terminal South Station
02:10PMChicago, Union Station (Amtrak), IL
$1831One-way
3 transfers
FlixBusFlixBus+Greyhoundundefined · undefined
05:15PM27h50
Boston, Bus Terminal South Station
08:05PMChicago, Greyhound Bus Station
$2091One-way
2 transfers
Republic AirlinesAA4545
04:20PM3h22
Edward L. Logan International Airport
06:42PMO'Hare International Airport
$951One-way
0 transfers
American AirlinesAA1328
06:43AM3h14
Edward L. Logan International Airport
08:57AMO'Hare International Airport
$951One-way
0 transfers
UnitedUA1349
09:30AM3h04
Edward L. Logan International Airport
11:34AMO'Hare International Airport
$1381One-way
0 transfers

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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

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    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.

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