How to travel from Boston, MA to Chicago, IL

Sat, Feb 21
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United
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Amtrak
American Airlines
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United
Spirit Airlines
1,000+ more
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Travel Information

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

Omio recommends booking the train as it is the most popular option from Boston, MA to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from €52. For those with little time consider booking a flight which can get you there in 3h 10m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.4 - 1.2kg. The ticket price range depends on the travel mode: a flight costs an average of €52, and a train costs an average of €88.

Distance: 850 miles (1368 km)

Compare train with

Most popular
Train
Flight
Bus

€260

Average price

€139

Average price

Cheapest

€176

Average price

22h 50m

Average total duration

22h 20m

Onboard

+

30m

Additional time*

6h 10m

Average total duration

Fastest

3h 10m

Onboard

+

3h 0m

Additional time*

25h 29m

Average total duration

24h 59m

Onboard

+

30m

Additional time*

0.4 - 1.2kg

CO2 emissions

Lowest

4.1 - 8.2kg

CO2 emissions

1.4 - 3.4kg

CO2 emissions

Amtrak

Most popular train company

American Airlines

Most popular airline

Greyhound

Most popular bus company

Direct Options

Direct Options

Direct Options

Additional time: Average total travel duration to departure point, security checks and transfers.

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.

American AirlinesAA1689
05:31PM3h17
Edward L. Logan International Airport
07:48PMO'Hare International Airport
$2891One-way
0 transfers

Cheapest

Amtrak449 Lake Shore Limited · 49 Lake Shore Limited
12:57PM22h15
Back Bay station, Boston, MA
10:12AMChicago Union Station, Chicago, IL
$2551One-way
1 transfer

Fastest

UnitedUA1830
07:45AM3h05
Edward L. Logan International Airport
09:50AMO'Hare International Airport
$19521One-way
0 transfers

Other options

Amtrak449 Lake Shore Limited · 49 Lake Shore Limited
12:50PM22h22
South Station, Boston, MA
10:12AMChicago Union Station, Chicago, IL
$2551One-way
1 transfer
Amtrak449 Lake Shore Limited
12:57PM22h15
Back Bay station, Boston, MA
10:12AMChicago Union Station, Chicago, IL
$3331One-way
0 transfers
Amtrak449 Lake Shore Limited
12:50PM22h22
South Station, Boston, MA
10:12AMChicago Union Station, Chicago, IL
$3331One-way
0 transfers
Greyhoundundefined · undefined · undefined
04:45PM28h20
Boston, Bus Terminal South Station
08:05PMChicago, Greyhound Bus Station
$3101One-way
2 transfers
Greyhoundundefined · undefined · undefined
08:55AM26h05
Boston, Bus Terminal South Station
10:00AMChicago, Greyhound Bus Station
$3421One-way
2 transfers
Greyhoundundefined · undefined · undefined · undefined
08:55AM30h15
Boston, Bus Terminal South Station
02:10PMChicago, Union Station (Amtrak), IL
$3361One-way
3 transfers
American AirlinesAA1174
07:16PM3h14
Edward L. Logan International Airport
09:30PMO'Hare International Airport
$2891One-way
0 transfers
JetBlue AirwaysB68017 · B61305
04:00PM7h59
Edward L. Logan International Airport
10:59PMO'Hare International Airport
$2901One-way
1 transfer
American AirlinesAA2615 · AA1166
01:10PM5h54
Edward L. Logan International Airport
06:04PMO'Hare International Airport
$4881One-way
1 transfer

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

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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 options to travel between Boston, MA and Chicago, IL including taking a train, bus, and flight.
The cheapest way to travel from Boston, MA to Chicago, IL is a flight with an average price of $66 (€52).

This is compared to other travel options from Boston, MA to Chicago, IL:

A flight is $38 (€30) less than a bus for this route with tickets for a bus from Boston, MA to Chicago, IL costing on average $103 (€82).

A flight is $45 (€36) less than a train for this route with tickets for a train from Boston, MA to Chicago, IL costing on average $111 (€88).

The fastest way to travel from Boston, MA to Chicago, IL is by flight with an average journey time of 3h 0m.

Other travel options to Chicago, IL take longer:

Train takes on average 22h 15m.

Bus takes on average 25h 45m.

The distance from Boston, MA to Chicago, IL is approximately 850 miles (1368 km).
The average frequency per day from Boston, MA to Chicago, IL is:
  • Around 42 flights per day.
  • Around 6 buses per day.
  • Around 4 trains per day.

However, we recommend checking specific travel dates for your route between Boston, MA and Chicago, IL as scheduled services by train, bus, and 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:
  • Flights mostly depart from Edward L. Logan International Airport and arrive in O'Hare International Airport.
  • Trains mostly depart from South Station, Boston, MA and arrive in Chicago Union Station, Chicago, IL.
  • Buses mostly depart from Boston, Bus Terminal South Station and arrive in Chicago, Union Station (Amtrak), IL.
If finding a good deal is your main consideration for your trip from Boston, MA to Chicago, IL, then we'll help you find the best value travel companies for you:
  • Travel with Amtrak to go to Chicago, IL by train.
  • Travel with Greyhound, FlixBus to go to Chicago, IL by bus.
  • Travel with American Airlines, United, Spirit Airlines, JetBlue Airways, Republic Airlines to go to Chicago, IL by flight.
Yes, there are direct services available from Boston, MA to Chicago, IL with the following travel companies:
  • 1 direct trains per day with Amtrak.
  • 10 direct flights per day with American Airlines, United, JetBlue Airways, Republic Airlines.
Omio customers who travel from Boston, MA to Chicago, IL often also extend their vacation to go to San Francisco, CA, New York, NY, Indianapolis, IN, Milwaukee, WI, Minneapolis, MN. Omio can help you plan your trip by finding the best connections between Chicago, IL and these popular destinations at a great price.
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