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 58m$114–558Bus, ferry
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from New York Midtown to Providencebus
- Take the ferry from Quonset Point Pier, Quonset Point, RI to Oak Bluffs, Martha's Vineyard, MAferry
24h 55m$289–411Train, bus, car ferry
- Take the train from Chicago Union Station to Bostontrain
- Take the bus from Boston to Woods Holebus
- Take the carferry from Woods Hole to Oak Bluffscarferry
26h 35m$306–818Drive, car ferry
- Drive from Chicago to Woods Holecar
- Take the carferry from Woods Hole to Oak Bluffscarferry Woods Hole
18h 37m$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$188–515Fly 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 14m$168–435Fly 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 Logan International Airport to Woods Hole Terminalbus
- Take the carferry from Woods Hole to Oak Bluffscarferry
8h 33m$140–765Fly 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 Logan International Airport to Woods Hole Terminalbus
- Take the carferry from Woods Hole to Oak Bluffscarferry
8h 53m$640–1,215
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 37m.
The fastest way to get from Chicago to Oak Bluffs is to fly and ferry which takes 6h 52m and costs $180 - $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 24h 55m and costs $280 - $420.
It takes approximately 6h 58m to get from Chicago to Oak Bluffs, including transfers.
Oak Bluffs is 1h ahead of Chicago. It is currently 10:42 AM in Chicago and 11:42 AM in Oak Bluffs.
There are 294+ hotels available in Oak Bluffs.
What companies run services between Chicago, IL, USA and Oak Bluffs, MA, USA?
JetBlue Airways, Cape Air, and four other airlines fly from Chicago O'Hare International Airport (ORD) to Martha'S Vineyard Airport (MVY) every 3 hours.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 17m
- When
- Every day
- Estimated price
- $75–370
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 20m
- 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
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $100–550
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $60–300
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $60–300
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $75–390
- Website
- united.com
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 37m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–300
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $75–390
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via Boston Logan Airport
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via New York JFK
- Ave. Duration
- 7h 2m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via Reagan Washington
- Ave. Duration
- 4h 49m
- When
- Friday and Sunday
- Estimated price
- $120–600
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $75–390
- Website
- capeair.com
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via Boston Logan Airport
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $110–600
- Website
- delta.com
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 22m
- When
- Tuesday to Sunday
- Estimated price
- $75–370
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $75–390
- Website
- flytradewind.com
Flights from Chicago O'Hare International Airport to Martha'S Vineyard Airport via White Plains
- Ave. Duration
- 5h 13m
- When
- Monday, Wednesday, Thursday, Saturday, Sunday, and Friday
- Estimated price
- $110–550
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
- $280–650
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 17h 5m
- Frequency
- Twice daily
- Estimated price
- $120–210
- Schedules at
- Flixbus USA
Bus from New York Midtown to Providence
- Ave. Duration
- 3h 35m
- Frequency
- Twice daily
- Estimated price
- $24–40
- Schedules at
- Flixbus USA
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Boston to Woods Hole
- Ave. Duration
- 1h 45m
- Frequency
- Every 3 hours
- Estimated price
- $15–35
- Website
- Peter Pan
- Phone
- +1 (508) 746-0378
- [email protected]
- Website
- Plymouth & Brockton
Bus from Logan International Airport to Woods Hole Terminal
- Ave. Duration
- 2h
- Frequency
- 4 times a day
- Estimated price
- $29–40
- Website
- Plymouth & Brockton
- One Way - Adult
- $29–40
Bus from Logan International Airport to Woods Hole Terminal
- Ave. Duration
- 2h
- Frequency
- 4 times a day
- Estimated price
- $29–40
- Website
- Plymouth & Brockton
- One Way - Adult
- $29–40
- Phone
- +1 401-295-4040
- [email protected]
- Website
- Vineyard Fast Ferry
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
- Vineyard Fast Ferry
- 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
- Vineyard Fast Ferry
- 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
- Vineyard Fast Ferry
- 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
- Steamship Authority
Car ferry from Woods Hole to Oak Bluffs
- Ave. Duration
- 44 min
- Frequency
- 3 times a day
- Estimated price
- $8–170
- Schedules at
- Steamship Authority
- 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
- Steamship Authority
- 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
- Steamship Authority
- 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
- Steamship Authority
- Passenger
- $11
- Passenger Automobiles
- $70–170
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