There are 9 ways to get from Chicago to Hyannis by plane, bus, train, bus (Flixbus, Greyhound), 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.
Fly Chicago O'Hare International Airport to Boston Logan Airport, bus
best- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
- Take the bus from Logan International Airport to Hyannis Transportation Centerbus
6h 54m$170–525Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train, bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane ORD - PVD
- Take the train from TF Green Airport to South Stationtrain
- Take the bus from Boston South Station to Hyannis Transportation Centerbus
9h 25m$90–386Train, bus
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
- Take the bus from Boston South Buses to Hyannis Transportation Centerbus Hyannis - South Shore to Logan Airport
24h 34m$306–642Bus
- Take the bus from Chicago Bus Station to Newark Penn Stationbus
- Take the bus from Newark Penn Station to Bostonbus
- Take the bus from Boston South Station to Hyannis Transportation Centerbus
25h 5m$152–300Drive 1,026 mi
- Drive from Chicago to Hyanniscar 1,026 mi
17h 51m$188–271Fly Chicago Midway International Airport to Boston Logan Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
- Take the bus from Logan International Airport to Hyannis Transportation Centerbus
6h 37m$140–645Fly Chicago Midway International Airport to Barnstable Municipal Airport
- Fly from Chicago Midway International Airport (MDW) to Barnstable Municipal Airport (HYA)plane MDW - HYA
5h 58m$162–855Fly 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
- Take the bus from Boston South Station to Hyannis Transportation Centerbus
8h 41m$134–657Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train, bus
- 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
- Take the bus from Boston South Station to Hyannis Transportation Centerbus
8h 57m$116–526
Chicago to Hyannis by train and bus
Questions & Answers
The cheapest way to get from Chicago to Hyannis is to bus which costs $150 - $300 and takes 25h 5m.
The fastest way to get from Chicago to Hyannis is to fly which takes 5h 58m and costs $160 - $900.
No, there is no direct bus from Chicago station to Hyannis. However, there are services departing from Chicago Bus Station and arriving at Hyannis Transportation Center via Newark Penn Station and Boston South Station. The journey, including transfers, takes approximately 25h 5m.
The distance between Chicago and Hyannis is 965 miles. The road distance is 1032 miles.
The best way to get from Chicago to Hyannis without a car is to train and bus which takes 24h 34m and costs $300 - $650.
It takes approximately 6h 54m to get from Chicago to Hyannis, including transfers.
Chicago to Hyannis bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago to Hyannis is to bus which takes 25h 5m and costs $150 - $300. Alternatively, you can fly, which costs $160 - $900 and takes 5h 58m.
Chicago to Hyannis bus services, operated by Flixbus USA, arrive at Newark Penn Station.
Hyannis is 1h ahead of Chicago. It is currently 10:33 AM in Chicago and 11:33 AM in Hyannis.
What companies run services between Chicago, IL, USA and Hyannis, MA, USA?
You can take a bus from Chicago Bus Station to Hyannis Transportation Center via Newark Penn Station, Boston, and Boston South Station in around 25h 5m. Alternatively, Southwest Airlines, American Airlines, and two other airlines fly from Chicago Midway International Airport (MDW) to Barnstable Municipal Airport (HYA) twice daily.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 31m
- When
- Monday to Saturday
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $90–470
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 15m
- When
- Sunday
- Estimated price
- $100–500
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 47m
- When
- Monday to Saturday
- Estimated price
- $95–500
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago Midway International Airport to Barnstable Municipal Airport via Reagan Washington
- Ave. Duration
- 4h 27m
- When
- Sunday
- Estimated price
- $170–900
Flights from Chicago Midway International Airport to Barnstable Municipal Airport via New York La Guardia
- Ave. Duration
- 6h 39m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–850
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $65–330
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $65–350
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–360
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $65–330
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 24m
- When
- Tuesday and Wednesday
- Estimated price
- $70–350
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 35m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 3h 53m
- When
- Every day
- Estimated price
- $90–470
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 8m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–330
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago Midway International Airport to Barnstable Municipal Airport via Boston Logan Airport
- Ave. Duration
- 4h 55m
- When
- Saturday
- Estimated price
- $160–850
Flights from Chicago Midway International Airport to Barnstable Municipal Airport via Cleveland, Boston Logan Airport
- Ave. Duration
- 8h 25m
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–850
- Website
- capeair.com
Flights from Chicago Midway International Airport to Barnstable Municipal Airport via Boston Logan Airport
- Ave. Duration
- 4h 55m
- When
- Saturday
- Estimated price
- $160–850
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $270–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- https://www.mbta.com
- Adult
- $9–16
- Phone
- +1 (508) 746-0378
- info@p-b.com
- Website
- p-b.com
Bus from Logan International Airport to Hyannis Transportation Center
- Ave. Duration
- 2h 15m
- Frequency
- Hourly
- Estimated price
- $28–40
- Website
- https://www.p-b.com/
- One Way - Adult
- $28–40
Bus from Boston South Buses to Hyannis Transportation Center
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $27–35
- Website
- https://www.p-b.com/
- One Way - Adult
- $27–35
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 16h 25m
- Frequency
- 3 times a day
- Estimated price
- $100–180
- Schedules at
- flixbus.com
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- Estimated price
- $30–60
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Newark Penn Station to Boston
- Ave. Duration
- 5h 5m
- Frequency
- 5 times a day
- Estimated price
- $40–85
- Website
- https://www.greyhound.com/
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $8–17
- Website
- https://www.greyhound.com/
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Boston South Station to Hyannis Transportation Center
- Ave. Duration
- 1h 35m
- Frequency
- Every 3 hours
- Estimated price
- $14–35
- Website
- https://peterpanbus.com
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More Questions & Answers
Yes, the driving distance between Chicago to Hyannis is 1032 miles. It takes approximately 17h 51m to drive from Chicago to Hyannis.
There are 735+ hotels available in Hyannis.
















