There are 9 ways to get from Billerica to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Boston Logan Airport to Chicago O'Hare International Airport
best- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane BOS - ORD
6h 32m$563–1,024Bus to Manchester Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane MHT - ORD
8h 37m$79–354Train (Amtrak)
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
25h 24m$555–910Bus
- 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 10m$196–305Drive 964.5 mi
- Drive from Billerica to Chicagocar 964.5 mi
17h 41m$171–247Fly Boston Logan Airport to Chicago Midway International Airport
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
6h 19m$113–574Bus to Manchester Airport, fly to Chicago Midway International Airport
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane MHT - MDW
8h 3m$104–484Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport
- Take the train from Ruggles to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane PVD - MDW
8h 29m$114–525Fly Boston Logan Airport to General Mitchell International Airport, train
- Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane BOS - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
8h 34m$188–808
Billerica to Chicago by bus, subway, and train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Billerica to Chicago is to drive which costs $170 - $250 and takes 17h 41m.
The fastest way to get from Billerica to Chicago is to fly which takes 6h 19m and costs $110 - $600.
No, there is no direct bus from Billerica to Chicago station. However, there are services departing from Boston Rd & Andover Rd 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 10m.
No, there is no direct train from Billerica to Chicago station. However, there are services departing from Alewife and arriving at Chicago Union Station via Boston. The journey, including transfers, takes approximately 25h 24m.
The distance between Billerica and Chicago is 914 miles. The road distance is 970.1 miles.
The best way to get from Billerica to Chicago without a car is to train which takes 25h 24m and costs $550 - $950.
It takes approximately 6h 32m to get from Billerica to Chicago, including transfers.
Billerica to Chicago bus services, operated by Greyhound USA, depart from Robert B Kennedy Bus Transfer Center station.
Billerica to Chicago train services, operated by Amtrak, depart from Boston station.
The best way to get from Billerica to Chicago is to fly which takes 6h 32m and costs $550 - $1,100. Alternatively, you can train, which costs $550 - $950 and takes 25h 24m, you could also bus, which costs $190 - $310 and takes 29h 10m.
What companies run services between Billerica, MA, USA and Chicago, IL, USA?
American Airlines, JetBlue Airways, and two other airlines fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $550–900 and the journey takes 22h 22m.
- Website
- southwest.com
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $100–550
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $85–450
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 17m
- When
- Every day
- Estimated price
- $95–470
Flights from Manchester Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 45m
- When
- Thursday, Monday, Friday, and Sunday
- Estimated price
- $110–550
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $95–490
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $100–550
Flights from Boston Logan Airport to General Mitchell International Airport via Baltimore
- Ave. Duration
- 4h 56m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 57m
- When
- Monday, Thursday, Friday, Sunday, and Saturday
- Estimated price
- $130–700
- Website
- aa.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 12m
- When
- Every day
- Estimated price
- $70–380
Flights from Manchester Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $60–320
Flights from Manchester Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 58m
- When
- Monday, Tuesday, Wednesday, Thursday, Sunday, and Friday
- Estimated price
- $70–350
Flights from Manchester Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 57m
- When
- Every day
- Estimated price
- $65–340
Flights from Manchester Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 6h 18m
- When
- Every day
- Estimated price
- $85–390
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $130–700
- Website
- delta.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $70–380
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $100–550
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $95–490
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $130–700
Flights from Boston Logan Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $130–700
Flights from Boston Logan Airport to General Mitchell International Airport via New York La Guardia
- Ave. Duration
- 5h 3m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
- Website
- united.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 3m
- When
- Every day
- Estimated price
- $70–380
Flights from Manchester Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 5h 42m
- When
- Every day
- Estimated price
- $70–350
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $130–700
- Website
- jetblue.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 6m
- When
- Every day
- Estimated price
- $70–380
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $130–700
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 22m
- Frequency
- Once daily
- Estimated price
- $550–900
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Train from Ruggles to TF Green Airport
- Ave. Duration
- 1h 22m
- Frequency
- Every 4 hours
- Estimated price
- $9–15
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–15
Rome2Rio's guide to Greyhound USA
Contact 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
- $5–8
- Website
- Greyhound
Bus from Boston to Newark Penn Station
- Ave. Duration
- 5h 20m
- Frequency
- 4 times a day
- Estimated price
- $45–75
- Website
- Greyhound
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $9–14
- Website
- Greyhound
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $9–14
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to Newark Penn Station
- Ave. Duration
- 4h 50m
- Frequency
- 3 times a day
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Bus from Newark Penn Station to Chicago Bus Station
- Ave. Duration
- 19h 40m
- Frequency
- Twice daily
- Estimated price
- $150–220
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Billerica to Chicago bus services, operated by Greyhound USA, arrive at Boston station.
Chicago is 1h behind Billerica. It is currently 3:57 AM in Billerica and 2:57 AM in Chicago.
Billerica to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Billerica to Chicago is 970 miles. It takes approximately 17h 41m to drive from Billerica to Chicago.
There are 114+ hotels available in Chicago.











