There are 9 ways to get from Cape Cod Canal to Chicago by bus, plane, train, bus (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.
Bus to Boston Logan Airport, fly to Chicago Midway International Airport
best- Take the bus from Park & Ride, Exit 1A/B - Jct. US 6 to Logan International Airportbus
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
6h 1m$133–551Bus, train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Sagamore Circle to Bostonbus
- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane PVD - ORD
8h 18m$109–445Bus, train
- Take the bus from Park & Ride, Exit 1A/B - Jct. US 6 to Boston South Busesbus Hyannis - South Shore to Logan Airport
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
24h 42m$585–945Bus
- Take the bus from Park & Ride, Exit 1A/B - Jct. US 6 to Boston South Busesbus
- Take the bus from Boston to New York Midtownbus
- Take the bus from New York Midtown to Chicago Bus Stationbus
27h 58m$215–335Drive 1,009.9 mi
- Drive from Cape Cod Canal to Chicagocar 1,009.9 mi
17h 27m$185–267Bus to Boston Logan Airport, fly to Chicago O'Hare International Airport
- Take the bus from Park & Ride, Exit 1A/B - Jct. US 6 to Logan International Airportbus
- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane BOS - ORD
6h 24m$588–1,051Bus, bus to Manchester Airport, fly to Chicago Midway International Airport
- Take the bus from Sagamore Circle to Bostonbus
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane MHT - MDW
7h 16m$114–493Bus, train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport
- Take the bus from Sagamore Circle to Bostonbus
- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane PVD - MDW
7h 53m$129–605Bus to Boston Logan Airport, fly to General Mitchell International Airport, train
- Take the bus from Park & Ride, Exit 1A/B - Jct. US 6 to Logan International 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 26m$733–2,035
Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Cape Cod Canal to Chicago is to drive which costs $180 - $270 and takes 17h 27m.
The fastest way to get from Cape Cod Canal to Chicago is to bus and fly which takes 6h 1m and costs $130 - $550.
No, there is no direct bus from Cape Cod Canal to Chicago station. However, there are services departing from Park & Ride, Exit 1A/B - Jct. US 6 and arriving at Chicago Bus Station via Boston and New York Midtown. The journey, including transfers, takes approximately 27h 58m.
The distance between Cape Cod Canal and Chicago is 935 miles. The road distance is 1015.8 miles.
The best way to get from Cape Cod Canal to Chicago without a car is to bus and train which takes 24h 42m and costs $550 - $950.
It takes approximately 6h 1m to get from Cape Cod Canal to Chicago, including transfers.
Cape Cod Canal to Chicago bus services, operated by Plymouth & Brockton, depart from Park & Ride, Exit 1A/B - Jct. US 6 station.
Cape Cod Canal to Chicago bus services, operated by Plymouth & Brockton, arrive at Boston South Buses station.
Yes, the driving distance between Cape Cod Canal to Chicago is 1016 miles. It takes approximately 17h 27m to drive from Cape Cod Canal to Chicago.
There are 1298+ hotels available in Chicago.
What companies run services between Cape Cod Canal, MA, USA and Chicago, IL, USA?
You can take a vehicle from Cape Cod Canal to Chicago Bus Station via Park & Ride, Exit 1A/B - Jct. US 6, Boston, South Station, Boston, and New York Midtown in around 27h 58m.
- Website
- southwest.com
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 38m
- When
- Every day
- Estimated price
- $95–500
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $80–440
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 14m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $90–460
Flights from Manchester Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 30m
- When
- Thursday
- Estimated price
- $110–550
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $95–550
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 50m
- When
- Tuesday to Saturday
- Estimated price
- $100–550
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 32m
- When
- Saturday, Monday, Thursday, and Friday
- Estimated price
- $140–750
Flights from Boston Logan Airport to General Mitchell International Airport via Baltimore
- Ave. Duration
- 4h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
- Website
- aa.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $70–380
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 3m
- When
- Every day
- Estimated price
- $75–390
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $75–400
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
- $140–750
- 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 Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 9m
- 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
- 5h 7m
- When
- Every day
- Estimated price
- $80–410
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $140–750
- Website
- delta.com
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 6m
- When
- Every day
- Estimated price
- $95–500
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $70–380
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $95–550
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
- $140–750
- 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 DetailsContact 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 South Station to TF Green Airport
- Ave. Duration
- 1h 24m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
Train from South Station to TF Green Airport
- Ave. Duration
- 1h 24m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1 (508) 746-0378
- info@p-b.com
- Website
- Plymouth & Brockton
Bus from Park & Ride, Exit 1A/B - Jct. US 6 to Logan International Airport
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $23–30
- Website
- Plymouth & Brockton
- One Way - Adult
- $23–30
Bus from Park & Ride, Exit 1A/B - Jct. US 6 to Boston South Buses
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $22–29
- Website
- Plymouth & Brockton
- One Way - Adult
- $22–29
Bus from Park & Ride, Exit 1A/B - Jct. US 6 to Boston South Buses
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $22–29
- Website
- Plymouth & Brockton
- One Way - Adult
- $22–29
Bus from Park & Ride, Exit 1A/B - Jct. US 6 to Logan International Airport
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $23–30
- Website
- Plymouth & Brockton
- One Way - Adult
- $23–30
Bus from Park & Ride, Exit 1A/B - Jct. US 6 to Logan International Airport
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $23–30
- Website
- Plymouth & Brockton
- One Way - Adult
- $23–30
- 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
- $150–240
- Schedules at
- Flixbus USA
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Sagamore Circle to Boston
- Ave. Duration
- 1h
- Frequency
- Every 3 hours
- Estimated price
- $10–18
- Website
- Peter Pan
Bus from Sagamore Circle to Boston
- Ave. Duration
- 1h
- Frequency
- Every 3 hours
- Estimated price
- $10–18
- Website
- Peter Pan
Bus from Sagamore Circle to Boston
- Ave. Duration
- 1h
- Frequency
- Every 3 hours
- Estimated price
- $10–18
- Website
- Peter Pan
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
- $9–14
- Website
- Greyhound
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
















