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 $64. For those with little time consider booking a flight which can get you there in 3h 9m. 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 $64, and a train costs an average of $89.
Distance: 850 miles (1368 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
$334 Average price | $209 Average price Cheapest | $226 Average price |
22h 57m Average total duration 22h 27m Onboard + 30m Additional time* | 6h 9m Average total duration Fastest 3h 9m 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 |
![]() Most popular train company | ![]() Most popular airline | ![]() Most popular bus company |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
Travel optionsfrom Boston, MA to Chicago, IL
How to get from Boston, MA to Chicago, IL by train, bus or flight.
Our recommendation
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.
AA1813 · AA23439:25 AM5h51Edward L. Logan International Airport2:16 PMO'Hare International Airport$1471One-way1 transfer
Cheapest
+
FlixBus3:05 PM23h20Boston, Bus Terminal South Station1:25 PMChicago, Greyhound Bus Station$1021One-way1 transfer
Fastest
UA27448:15 AM2h57Edward L. Logan International Airport10:12 AMO'Hare International Airport$2281One-way0 transfers
Other options
449 Lake Shore Limited12:57 PM22h15Back Bay station, Boston, MA10:12 AMChicago Union Station, Chicago, IL$3361One-way0 transfers
449 Lake Shore Limited12:50 PM22h22South Station, Boston, MA10:12 AMChicago Union Station, Chicago, IL$3361One-way0 transfers
449 Lake Shore Limited · 49 Lake Shore Limited12:57 PM22h15Back Bay station, Boston, MA10:12 AMChicago Union Station, Chicago, IL$3341One-way1 transfer
undefined · undefined · undefined8:55 AM26h05Boston, Bus Terminal South Station10:00 AMChicago, Greyhound Bus Station$1331One-way2 transfers
FlixBus+
undefined · undefined5:15 PM27h50Boston, Bus Terminal South Station8:05 PMChicago, Greyhound Bus Station$1181One-way2 transfers
FlixBus · FlixBus · FlixBus9:50 PM33h20Boston, Bus Terminal South Station6:10 AMChicago, Greyhound Bus Station$1171One-way2 transfers
UA2857:00 AM3h00Edward L. Logan International Airport9:00 AMO'Hare International Airport$1631One-way0 transfers
AA441311:09 AM3h11Edward L. Logan International Airport1:20 PMO'Hare International Airport$1851One-way0 transfers
AA4566+
AA28196:00 AM5h57Edward L. Logan International Airport10:57 AMO'Hare International Airport$1691One-way1 transfer
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.
Apr 06
Apr 07
Apr 08
Apr 09
Apr 10
Apr 11
Apr 12
Apr 13
Apr 14
Apr 15
Apr 16
Apr 17
Apr 18
Apr 19
Apr 20
Apr 21
Apr 22
Apr 23
Apr 24
Apr 25
Apr 26
More than 1,000 travel companies trust us to sell their tickets all in one place.
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.

This is compared to other travel options from Boston, MA to Chicago, IL:
A flight is $25 (€20) less than a train for this route with tickets for a train from Boston, MA to Chicago, IL costing on average $89 (€72).
A flight is $57 (€47) less than a bus for this route with tickets for a bus from Boston, MA to Chicago, IL costing on average $121 (€99).
Other travel options to Chicago, IL take longer:
Train takes on average 22h 15m.
Bus takes on average 25h 45m.
- Around 43 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.
- 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.
- Travel with Greyhound, FlixBus to go to Chicago, IL by bus.
- Travel with Amtrak to go to Chicago, IL by train.
- Travel with American Airlines, United, JetBlue Airways, Spirit Airlines, Republic Airlines to go to Chicago, IL by flight.
- 1 direct trains per day with Amtrak.
- 10 direct flights per day with American Airlines, United, JetBlue Airways, Republic Airlines.
Travelling from Boston, MA to Chicago, IL: related information
Here are some other resources that might have the information you need
