HomeRoutes › Boston to Chicago

Boston Chicago

Lowest Price
$245
Highest Price
$293
Daily Trains
4

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Schedule

2026-04-11
DepartsArrivesDurationServicePriceTransfers
4:50pm
South Station
3:12pm
Union Station
22h 22m
USLSL
#449
$245Direct
4:50pm
South Station
3:12pm
Union Station
22h 22m
USLSL
#449:49
$2931 stop
4:57pm
Back Bay Station - 145 Dartmouth St
3:12pm
Union Station
22h 15m
USLSL
#449
$245Direct
4:57pm
Back Bay Station - 145 Dartmouth St
3:12pm
Union Station
22h 15m
USLSL
#449:49
$2931 stop

Price History

Travel DateLowest PriceChecked
2026-04-11$2452026-04-10

Check Another Date

About the Boston to Chicago Train Route

Amtrak train tickets from Boston to Chicago currently range from $245 to $293, with 4 trains running daily. Prices vary based on travel date, time of day, and how far in advance you book.

Services on this route include USLSL. The fastest trip takes 22h 15m, while the longest is 22h 22m.

Trains depart from South Station, Back Bay Station - 145 Dartmouth St and arrive at Union Station.

Tips for Finding Cheap Boston to Chicago Train Tickets

  • Book early — Amtrak fares generally increase as the travel date approaches. Booking 2-4 weeks ahead often yields the best prices.
  • Be flexible with dates — Midweek travel (Tuesday-Thursday) is typically cheaper than weekends and holidays.
  • Compare departure times — Early morning and late evening trains often have lower fares than peak-hour departures.
  • Set a price alert — We track prices daily and can notify you the moment fares drop below your target price.

Frequently Asked Questions

How much does the train from Boston to Chicago cost?

Fares currently range from $245 to $293. Prices depend on service class, travel date, and how far in advance you book.

How long is the train ride from Boston to Chicago?

The fastest train takes about 22 hours and 15 minutes. Travel time varies by service type and number of stops.

How many trains run daily from Boston to Chicago?

There are typically 4 trains per day on this route. Frequency may vary on weekends and holidays.

Can I get price alerts for Boston to Chicago trains?

Yes! Set a price alert above with your email and target price. We'll notify you when fares drop. Free users get 1 alert; Pro users get unlimited alerts with hourly checks, date ranges, and SMS.

Related Routes

Boston → Washington DC $232Boston → Philadelphia $156Boston → Providence $6Boston → New York $87Boston → Portland Maine $801Boston → New Haven $87Boston → BrunswickBoston → FreeportNew York → Chicago $254Washington DC → Chicago $214Los Angeles → Chicago $333Milwaukee → Chicago $27

See all routes from Boston or to Chicago.