There are 5 ways to get from Westford to Chicago by taxi, plane, train (Amtrak), bus (Greyhound, Flixbus), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Taxi, fly to Chicago Midway International Airport
best- Take the taxi from Westford to Manchester-Airport-MHTtaxi
- Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane MHT - MDW
3h 44m$304–870Drive 954.8 mi
cheapest- Drive from Westford to Chicagocar 954.8 mi
17h 28m$175–252Train
- Take the train from Littleton/Route 495 to Portertrain Fitchburg Line
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
24h 38m$291–642Bus
- Take the bus from Robert B Kennedy Bus Transfer Center to Bostonbus
- Take the bus from Boston to Newark Penn Stationbus
- Take the bus from Newark Penn Station to Chicago Bus Stationbus
29h 22m$181–284Taxi, fly to Chicago O'Hare International Airport
- Take the taxi from Westford to Manchester-Airport-MHTtaxi
- Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane MHT - ORD
4h 15m$284–770
Westford to Chicago by bus
Comparing Your Travel Options
The cheapest way to get from Westford to Chicago is to drive which costs $170 - $260 and takes 17h 28m.
The fastest way to get from Westford to Chicago is to taxi and fly which takes 3h 44m and costs $300 - $900.
No, there is no direct bus from Westford to Chicago station. However, there are services departing from Hampton Inn Technology Drive and arriving at Chicago Bus Station via Robert B Kennedy Bus Transfer Center, Boston and Newark Penn Station. The journey, including transfers, takes approximately 29h 22m.
No, there is no direct train from Westford to Chicago station. However, there are services departing from Littleton/Route 495 and arriving at Chicago Union Station via Porter and Boston. The journey, including transfers, takes approximately 24h 38m.
The distance between Westford and Chicago is 880 miles. The road distance is 960.4 miles.
The best way to get from Westford to Chicago without a car is to train which takes 24h 38m and costs $290 - $650.
It takes approximately 3h 44m to get from Westford to Chicago, including transfers.
Westford to Chicago bus services, operated by Greyhound USA, depart from Robert B Kennedy Bus Transfer Center station.
Westford to Chicago train services, operated by MBTA, depart from Littleton/Route 495 station.
The best way to get from Westford to Chicago is to train which takes 24h 38m and costs $290 - $650. Alternatively, you can bus, which costs $180 - $290 and takes 29h 22m.
What companies run services between Westford, MA, USA and Chicago, IL, USA?
You can take a vehicle from Westford to Chicago Union Station via Littleton/Route 495, Porter, Porter, South Station, and Boston in around 24h 38m. Alternatively, you can take a bus from Hampton Inn Technology Drive to Chicago Bus Station via Robert B Kennedy Bus Transfer Center, Boston, and Newark Penn Station in around 29h 22m.
- Website
- aa.com
Flights from Manchester Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $100–550
Flights from Manchester Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $110–550
Flights from Manchester Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 47m
- When
- Every day
- Estimated price
- $130–650
Flights from Manchester Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 6h 4m
- When
- Every day
- Estimated price
- $110–550
Train from Littleton/Route 495 to Porter
- Ave. Duration
- 46 min
- Frequency
- Hourly
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Robert B Kennedy Bus Transfer Center to Boston
- Ave. Duration
- 45 min
- Frequency
- 5 times a week
- Estimated price
- $4–7
- Website
- Greyhound
Bus from Boston to Newark Penn Station
- Ave. Duration
- 5h 20m
- Frequency
- 4 times a day
- Estimated price
- $40–65
- Website
- Greyhound
- Ave. Duration
- 37 min
- Estimated price
- $180–220
Merrimack Taxi Co
- Phone
- +1 978-687-0911
Merrimack Taxi Co
- Phone
- +1 978-687-0911
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Booking & Getting There
Westford to Chicago bus services, operated by Greyhound USA, arrive at Boston station.
Chicago is 1h behind Westford. It is currently 12:13 AM in Westford and 11:13 PM in Chicago.
Westford to Chicago train services, operated by MBTA, arrive at Porter station.
Yes, the driving distance between Westford to Chicago is 960 miles. It takes approximately 17h 28m to drive from Westford to Chicago.
There are 1266+ hotels available in Chicago.