There are 11 ways to get from Leominster to Chicago by train, plane, train (Amtrak), bus (Greyhound, Flixbus), car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train to Boston Logan Airport, fly to Chicago Midway International Airport
best- Take the train from Fitchburg to North Stationtrain
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
7h 49m$99–463Bus to Bradley International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Worcester to Hartfordbus
- Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane BDL - ORD
7h 52m$80–381Train (Amtrak)
- Take the train from Worcester Union Station to Chicago Union Stationtrain Lake Shore Limited
22h 36m$250–600Bus
- Take the bus from Worcester Union Station to Newark Penn Stationbus Greyhound US0235 / ...
- Take the bus from Newark Penn Station to Chicago Bus Stationbus FlixBus N2640 / ...
25h 50m$170–265Drive 935.7 mi
- Drive from Leominster to Chicagocar 935.7 mi
17h 7m$171–247Train to Boston Logan Airport, fly to Chicago O'Hare International Airport
- Take the train from Fitchburg to North Stationtrain
- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane BOS - ORD
8h 5m$614–923Bus to Bradley International Airport, fly to Chicago Midway International Airport
- Take the bus from Worcester to Hartfordbus
- Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane BDL - MDW
7h 35m$95–451Bus to Theodore Francis Green State Airport, fly to Chicago Midway International Airport
- Take the bus from Worcester Union Station to Providencebus
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane PVD - MDW
7h 59m$93–437Train, bus to Manchester Airport, fly to Chicago Midway International Airport
- Take the train from Fitchburg to Portertrain
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane MHT - MDW
9h 5m$140–686Train, bus to Manchester Airport, fly to Chicago O'Hare International Airport
- Take the train from Fitchburg to Portertrain
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane MHT - ORD
9h 37m$120–586Train to Albany County Airport, fly to Chicago O'Hare International Airport
- Take the train from Worcester Union Station to Albany-Rensselaer Amtrak Stationtrain
- Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane ALB - ORD
11h 22m$133–568
Leominster to Chicago by bus and train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Leominster to Chicago is to bus which costs $170 - $270 and takes 25h 50m.
The fastest way to get from Leominster to Chicago is to bus and fly which takes 7h 35m and costs $95 - $460.
No, there is no direct bus from Leominster to Chicago station. However, there are services departing from Monument Square and arriving at Chicago Bus Station via Worcester Union Station and Newark Penn Station. The journey, including transfers, takes approximately 25h 50m.
No, there is no direct train from Leominster station to Chicago station. However, there are services departing from Worcester Union Station and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 22h 36m.
The distance between Leominster and Chicago is 933 miles. The road distance is 941.2 miles.
The best way to get from Leominster to Chicago without a car is to train which takes 22h 36m and costs $250 - $600.
It takes approximately 7h 49m to get from Leominster to Chicago, including transfers.
Leominster to Chicago bus services, operated by Greyhound USA, depart from Worcester Union Station.
Leominster to Chicago train services, operated by Amtrak, depart from Worcester Union Station.
The best way to get from Leominster to Chicago is to train which takes 22h 36m and costs $250 - $600. Alternatively, you can bus, which costs $170 - $270 and takes 25h 50m.
What companies run services between Leominster, MA, USA and Chicago, IL, USA?
Amtrak operates a train from Worcester Union Station to Chicago Union Station once daily. Tickets cost $250–600 and the journey takes 21h 6m. Alternatively, you can take a bus from Monument Square to Chicago Bus Station via Worcester Union Station and Newark Penn Station in around 25h 50m.
- Website
- southwest.com
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $85–440
Flights from Bradley International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $80–420
Flights from Bradley International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 26m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $85–440
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $80–410
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $85–430
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $120–650
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $130–650
Train from Fitchburg to North Station
- Ave. Duration
- 1h 28m
- Frequency
- Every 2 hours
- Estimated price
- $9–15
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–15
Train from Fitchburg to North Station
- Ave. Duration
- 1h 28m
- Frequency
- Every 2 hours
- Estimated price
- $9–15
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–15
Train from Fitchburg to Porter
- Ave. Duration
- 1h 14m
- Frequency
- Every 2 hours
- Estimated price
- $8–15
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $8–15
Train from Fitchburg to Porter
- Ave. Duration
- 1h 14m
- Frequency
- Every 2 hours
- Estimated price
- $8–15
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $8–15
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Worcester Union Station to Newark Penn Station
- Ave. Duration
- 3h 40m
- Frequency
- Twice daily
- Estimated price
- $30–55
- Website
- Greyhound
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $7–13
- Website
- Greyhound
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $7–13
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Leominster to Chicago bus services, operated by Greyhound USA, arrive at Newark Penn Station.
Chicago is 1h behind Leominster. It is currently 3:17 AM in Leominster and 2:17 AM in Chicago.
Leominster to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Leominster to Chicago is 941 miles. It takes approximately 17h 7m to drive from Leominster to Chicago.
There are 1266+ hotels available in Chicago.







