There are 9 ways to get from Illinois to Massachusetts by plane, train (Amtrak), bus (Flixbus, Greyhound), 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 Chicago Midway International Airport to Boston Logan Airport
best- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
4h 22m$106–558Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train
cheapest- Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane MDW - PVD
- Take the train from TF Green Airport to South Stationtrain
6h 25m$82–401Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
22h 2m$270–600Bus
- Take the bus from Chicago Bus Station to Newark Penn Stationbus FlixBus N2641 / ...
- Take the bus from Newark Penn Station to Bostonbus Greyhound US0235 / ...
22h 30m$151–255Drive 980.5 mi
- Drive from Chicago to Bostoncar 980.5 mi
16h 51m$179–259Fly Chicago O'Hare International Airport to Boston Logan Airport
- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
4h 41m$606–1,008Fly Chicago Midway International Airport to Bradley International Airport
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
5h 31m$116–617Fly Chicago O'Hare International Airport to Bradley International Airport
- Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane ORD - BDL
6h 3m$86–447Fly Chicago Midway International Airport to Manchester Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane MDW - MHT
- Take the bus from Boston Manchester Airport to Bostonbus
6h 9m$110–569
Illinois to Massachusetts by train (Amtrak)
Questions & Answers
The cheapest way to get from Illinois to Massachusetts is to bus which costs $150 - $260 and takes 22h 30m.
The fastest way to get from Illinois to Massachusetts is to fly which takes 4h 22m and costs $100 - $600.
No, there is no direct bus from Illinois station to Massachusetts. However, there are services departing from Chicago Bus Station and arriving at Boston via Newark Penn Station. The journey, including transfers, takes approximately 22h 30m.
Yes, there is a direct train departing from Chicago Union Station station and arriving at Boston. Services depart once daily, and operate every day. The journey takes approximately 22h 2m.
The distance between Illinois and Massachusetts is 877 miles. The road distance is 986.2 miles.
The best way to get from Illinois to Massachusetts without a car is to train which takes 22h 2m and costs $270 - $600.
It takes approximately 4h 22m to get from Illinois to Massachusetts, including transfers.
Illinois to Massachusetts bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Illinois to Massachusetts train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Illinois to Massachusetts is to fly which takes 4h 22m and costs $100 - $600. Alternatively, you can train, which costs $270 - $600 and takes 22h 2m, you could also bus, which costs $150 - $260 and takes 22h 30m.
What companies run services between Illinois, USA and Massachusetts, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $270–600 and the journey takes 22h 2m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport via Nashville
- Ave. Duration
- 4h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $140–650
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 17m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $80–390
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 51m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $80–400
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $270–600
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 16h 25m
- Frequency
- Twice daily
- Estimated price
- $110–190
- Schedules at
- Flixbus USA
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
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More Questions & Answers
Illinois to Massachusetts bus services, operated by Flixbus USA, arrive at Newark Penn Station.
Massachusetts is 1h ahead of Illinois. It is currently 4:23 PM in Illinois and 5:23 PM in Massachusetts.
Illinois to Massachusetts train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Illinois to Massachusetts is 986 miles. It takes approximately 16h 51m to drive from Illinois to Massachusetts.
Book your Illinois to Massachusetts train tickets online with Omio.
Book your Illinois to Massachusetts bus tickets online with Omio and FlixBus.
There are 1769+ hotels available in Massachusetts.