There are 8 ways to get from Chicago to Oak Bluffs by plane, bus, ferry, train, car ferry, 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 Martha'S Vineyard Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Martha'S Vineyard Airport (MVY)plane ORD - MVY
6h 56m$114–558Bus, ferry
- Take the bus from Chicago Bus Station to Newark Penn Stationbus
- Take the bus from Newark Penn Station to Port Authority Bus Terminalbus 108
- Take the bus from Port Authority Bus Terminal to Providence Downtownbus
- Take the ferry from Quonset Point Pier, Quonset Point, RI to Oak Bluffs, Martha's Vineyard, MAferry
25h 14m$314–525Train, bus, car ferry
- Take the train from Chicago Union Station to Bostontrain
- Take the bus from Boston South Station to Woods Holebus
- Take the car ferry from Woods Hole to Oak Bluffscarferry
26h 31m$357–882Drive, car ferry
- Drive from Chicago to Woods Holecar
- Take the car ferry from Woods Hole to Oak Bluffscarferry Woods Hole
18h 36m$195–440Fly Chicago Midway International Airport to Theodore Francis Green State Airport, ferry
- Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane MDW - PVD
- Take the ferry from Quonset Point Pier, Quonset Point, RI to Oak Bluffs, Martha's Vineyard, MAferry
6h 52m$192–535Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, ferry
- Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane ORD - PVD
- Take the ferry from Quonset Point Pier, Quonset Point, RI to Oak Bluffs, Martha's Vineyard, MAferry
7h 21m$172–455Fly Chicago O'Hare International Airport to Boston Logan Airport, bus, car ferry
- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
- Take the bus from Boston Airport to Woods Holebus
- Take the car ferry from Woods Hole to Oak Bluffscarferry
9h 1m$628–1,120Fly Chicago Midway International Airport to Boston Logan Airport, bus, car ferry
- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
- Take the bus from Boston Airport to Woods Holebus
- Take the car ferry from Woods Hole to Oak Bluffscarferry
8h 43m$128–710
Chicago O'Hare International Airport (ORD) to Martha'S Vineyard Airport (MVY) flights
Questions & Answers
The cheapest way to get from Chicago to Oak Bluffs is to drive and car ferry which costs $190 - $440 and takes 18h 36m.
The fastest way to get from Chicago to Oak Bluffs is to fly and ferry which takes 6h 52m and costs $190 - $550.
The distance between Chicago and Oak Bluffs is 922 miles.
The best way to get from Chicago to Oak Bluffs without a car is to bus and ferry which takes 25h 14m and costs $310 - $550.
It takes approximately 6h 56m to get from Chicago to Oak Bluffs, including transfers.
Oak Bluffs is 1h ahead of Chicago. It is currently 5:02 AM in Chicago and 6:02 AM in Oak Bluffs.
There are 270+ hotels available in Oak Bluffs.
What companies run services between Chicago, IL, USA and Oak Bluffs, MA, USA?
JetBlue Airways, Cape Air, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Martha'S Vineyard Airport (MVY) every 4 hours.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $80–390
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 29m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $85–410
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
- $85–410
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $100–490
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via Reagan Washington
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via New York La Guardia
- Ave. Duration
- 5h 39m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $60–310
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 4h 47m
- When
- Saturday and Sunday
- Estimated price
- $65–320
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $65–320
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $80–390
- Website
- united.com
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $60–310
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 49m
- When
- Monday, Wednesday, Thursday, Friday, Sunday, and Tuesday
- Estimated price
- $65–320
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $80–390
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via New York La Guardia
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via New York JFK
- Ave. Duration
- 5h 38m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 12m
- When
- Every day
- Estimated price
- $60–310
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $80–390
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $100–490
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via Boston Logan Airport
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via New York JFK
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $80–390
Rome2Rio's guide to Amtrak
Contact DetailsContact 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
- $330–700
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 16h 25m
- Frequency
- Twice daily
- Estimated price
- $130–220
- Schedules at
- flixbus.com
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Bus from Newark Penn Station to Port Authority Bus Terminal
- Ave. Duration
- 39 min
- Frequency
- Every 15 minutes
- Estimated price
- $7–25
- Website
- https://www.njtransit.com
- Website
- https://njtworldcup.com/
- Adults
- $7–25
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Newark Penn Station to Port Authority Bus Terminal
- Ave. Duration
- 40 min
- Frequency
- Every 2 hours
- Estimated price
- $10–19
- Website
- https://www.greyhound.com/
- Phone
- +1 800-858-8555
- Website
- trailways.com
Bus from Newark Penn Station to Port Authority Bus Terminal
- Ave. Duration
- 20 min
- Frequency
- Once daily
- Estimated price
- $17–38
- Website
- https://trailways.com
- Schedules at
- https://trailways.com/schedules/
- Saver
- $17–35
- Flexible
- $35–38
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Port Authority Bus Terminal to Providence Downtown
- Ave. Duration
- 3h 50m
- Frequency
- Every 4 hours
- Estimated price
- $35–100
- Website
- https://peterpanbus.com
Bus from Boston South Station to Woods Hole
- Ave. Duration
- 1h 45m
- Frequency
- Every 3 hours
- Estimated price
- $16–45
- Website
- https://peterpanbus.com
Bus from Boston Airport to Woods Hole
- Ave. Duration
- 2h 15m
- Frequency
- Every 3 hours
- Estimated price
- $17–45
- Website
- https://peterpanbus.com
Bus from Boston Airport to Woods Hole
- Ave. Duration
- 2h 15m
- Frequency
- Every 3 hours
- Estimated price
- $17–45
- Website
- https://peterpanbus.com
- Phone
- +1 (508) 746-0378
- [email protected]
- Website
- p-b.com
Bus from Boston Airport to Woods Hole
- Ave. Duration
- 2h
- Frequency
- 4 times a day
- Estimated price
- $28–40
- Website
- https://www.p-b.com/
- One Way - Adult
- $28–40
Bus from Boston Airport to Woods Hole
- Ave. Duration
- 2h
- Frequency
- 4 times a day
- Estimated price
- $28–40
- Website
- https://www.p-b.com/
- One Way - Adult
- $28–40
- Phone
- +1 401-295-4040
- [email protected]
- Website
- vineyardfastferry.com
Ferry from Quonset Point Pier, Quonset Point, RI to Oak Bluffs, Martha's Vineyard, MA
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $75–90
- Schedules at
- vineyardfastferry.com
- Infants 0-2
- $30–45
- Children 3-11
- $60–75
- Seniors 60+
- $65–85
- Adult 12-59
- $75–90
Ferry from Quonset Point Pier, Quonset Point, RI to Oak Bluffs, Martha's Vineyard, MA
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $75–90
- Schedules at
- vineyardfastferry.com
- Infants 0-2
- $30–45
- Children 3-11
- $60–75
- Seniors 60+
- $65–85
- Adult 12-59
- $75–90
Ferry from Quonset Point Pier, Quonset Point, RI to Oak Bluffs, Martha's Vineyard, MA
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $75–90
- Schedules at
- vineyardfastferry.com
- Infants 0-2
- $30–45
- Children 3-11
- $60–75
- Seniors 60+
- $65–85
- Adult 12-59
- $75–90
- Phone
- +1 (508) 477-8600
- Website
- steamshipauthority.com
Car ferry from Woods Hole to Oak Bluffs
- Ave. Duration
- 44 min
- Frequency
- 3 times a day
- Estimated price
- $8–170
- Schedules at
- steamshipauthority.com
- Passenger
- $11
- Passenger Automobiles
- $70–170
Car ferry from Woods Hole to Oak Bluffs
- Ave. Duration
- 44 min
- Frequency
- 3 times a day
- Estimated price
- $8–170
- Schedules at
- steamshipauthority.com
- Passenger
- $11
- Passenger Automobiles
- $70–170
Car ferry from Woods Hole to Oak Bluffs
- Ave. Duration
- 44 min
- Frequency
- 3 times a day
- Estimated price
- $8–170
- Schedules at
- steamshipauthority.com
- Passenger
- $11
- Passenger Automobiles
- $70–170
Car ferry from Woods Hole to Oak Bluffs
- Ave. Duration
- 44 min
- Frequency
- 3 times a day
- Estimated price
- $8–170
- Schedules at
- steamshipauthority.com
- Passenger
- $11
- Passenger Automobiles
- $70–170
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