There are 9 ways to get from Raynham to Chicago by bus, plane, train (Amtrak), bus (Flixbus), car, 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.
Bus to Boston Logan Airport, fly to Chicago Midway International Airport
best- Take the bus from Mansfield Station to Boston Airportbus
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
5h 38m$155–546Line 18 bus to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Bloom Bus Terminal to Attleboro Transit Centerbus
- Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane PVD - ORD
8h 7m$82–409Train (Amtrak)
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
24h 13m$595–959Bus
- Take the bus from West Bridgewater to Bostonbus
- Take the bus from Boston to New York Midtownbus
- Take the bus from New York Midtown to Chicago Bus Stationbus
27h 50m$205–313Drive 979.2 mi
- Drive from Raynham to Chicagocar 979.2 mi
16h 53m$179–259Bus to Boston Logan Airport, fly to Chicago O'Hare International Airport
- Take the bus from Mansfield Station to Boston Airportbus
- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane BOS - ORD
5h 59m$665–1,076Train, bus to Manchester Airport, fly to Chicago Midway International Airport
- Take the train from East Taunton to South Stationtrain
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane MHT - MDW
7h 40m$121–480Line 18 bus to Theodore Francis Green State Airport, fly to Chicago Midway International Airport
- Take the bus from Bloom Bus Terminal to Attleboro Transit Centerbus
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane PVD - MDW
7h 48m$102–519Bus to Boston Logan Airport, fly to General Mitchell International Airport, train
- Take the bus from Mansfield Station to Boston Airportbus
- 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 2m$760–2,060
Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Raynham to Chicago is to drive which costs $170 - $260 and takes 16h 53m.
The fastest way to get from Raynham to Chicago is to bus and fly which takes 5h 38m and costs $150 - $550.
No, there is no direct bus from Raynham to Chicago station. However, there are services departing from West Bridgewater and arriving at Chicago Bus Station via Boston and New York Midtown. The journey, including transfers, takes approximately 27h 50m.
No, there is no direct train from Raynham to Chicago station. However, there are services departing from Mansfield and arriving at Chicago Union Station via Boston. The journey, including transfers, takes approximately 24h 13m.
The distance between Raynham and Chicago is 926 miles. The road distance is 985 miles.
The best way to get from Raynham to Chicago without a car is to train which takes 24h 13m and costs $550 - $1,000.
It takes approximately 5h 38m to get from Raynham to Chicago, including transfers.
Raynham to Chicago bus services, operated by Peter Pan Bus Lines, depart from West Bridgewater station.
Raynham to Chicago train services, operated by Amtrak, depart from Boston station.
The best way to get from Raynham to Chicago is to train which takes 24h 13m and costs $550 - $1,000. Alternatively, you can bus, which costs $200 - $320 and takes 27h 50m.
What companies run services between Raynham, MA, USA and Chicago, IL, USA?
Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $550–900 and the journey takes 22h 15m. Alternatively, you can take a vehicle from Raynham to Chicago Bus Station via West Bridgewater, Boston, and New York Midtown in around 27h 50m.
- Website
- southwest.com
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $90–470
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $80–420
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 3m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $90–440
Flights from Manchester Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 5m
- When
- Monday, Thursday, and Friday
- Estimated price
- $110–500
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $95–500
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $100–550
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 42m
- When
- Monday to Saturday
- Estimated price
- $140–750
Flights from Boston Logan Airport to General Mitchell International Airport via Baltimore
- Ave. Duration
- 4h 43m
- When
- Monday, Thursday, Friday, Sunday, and Saturday
- Estimated price
- $150–750
- Website
- united.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $70–370
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $75–390
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 53m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $80–410
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $140–700
- Website
- delta.com
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 6m
- When
- Every day
- Estimated price
- $90–470
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $70–370
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $95–500
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $75–390
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
- 4h 56m
- When
- Monday to Friday
- Estimated price
- $140–700
- Website
- aa.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 6m
- When
- Every day
- Estimated price
- $70–370
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $75–390
- Website
- jetblue.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $70–370
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 DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 15m
- 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 East Taunton to South Station
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $8–14
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $8–14
- Phone
- 617 773 9403
- info@blueapplebus.com
- Website
- Blue Apple Bus
Bus from Mansfield Station to Boston Airport
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $22
- Website
- Blue Apple Bus
Bus from Mansfield Station to Boston Airport
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $22
- Website
- Blue Apple Bus
Bus from Mansfield Station to Boston Airport
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $22
- Website
- Blue Apple Bus
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from West Bridgewater to Boston
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $5–10
- Website
- Peter Pan
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to New York Midtown
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Twice daily
- Estimated price
- $150–230
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $8–14
- Website
- Greyhound
- Phone
- 800-483-2500
- Website
- gatra.org
Bus from Bloom Bus Terminal to Attleboro Transit Center
- Ave. Duration
- 31 min
- Frequency
- Every 3 hours
- Estimated price
- $1–2
- Website
- http://www.gatra.org/
- Schedules at
- http://www.gatra.org/index.php/routes/
Bus from Bloom Bus Terminal to Attleboro Transit Center
- Ave. Duration
- 31 min
- Frequency
- Every 3 hours
- Estimated price
- $1–2
- Website
- http://www.gatra.org/
- Schedules at
- http://www.gatra.org/index.php/routes/
Want to know more about travelling around United States
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Booking & Getting There
Raynham to Chicago bus services, operated by Peter Pan Bus Lines, arrive at Boston station.
Chicago is 1h behind Raynham. It is currently 10:24 PM in Raynham and 9:24 PM in Chicago.
Raynham to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Raynham to Chicago is 985 miles. It takes approximately 16h 53m to drive from Raynham to Chicago.
Book your Raynham to Chicago bus tickets online with Omio.
There are 1173+ hotels available in Chicago.















