There are 11 ways to get from Chicago to Provincetown, MA by plane, ferry, train, bus (Flixbus), car, or bus
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 Midway International Airport to Boston Logan Airport, ferry
best- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
- Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
7h 23m$194–755Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train, ferry
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 ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
10h$132–376Train, ferry
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
- Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry Fast Ferry
25h 14m$632–956Bus
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from New York Midtown to Bostonbus
- Take the bus from Boston South Buses to Hyannis Transportation Centerbus
- Take the bus from Hyannis to Provincetownbus
30h 4m$225–335Drive 1,070.7 mi
- Drive from Chicago to Provincetown, MAcar 1,070.7 mi
18h 57m$183–265Fly Chicago O'Hare International Airport to Boston Logan Airport, ferry
- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
- Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
7h 43m$624–1,105Train to General Mitchell International Airport, fly to Boston Logan Airport, ferry
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Boston Logan Airport (BOS)plane MKE - BOS
- Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
9h 1m$241–836Fly Chicago Midway International Airport to Manchester Airport, bus, ferry
- 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 ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
9h 21m$182–665Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train, ferry
- 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 ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
9h 33m$162–536Fly Chicago Midway International Airport to Bradley International Airport, bus, ferry
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the bus from Hartford Union Station to Bostonbus
- Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
10h 3m$242–980Fly Chicago O'Hare International Airport to Bradley International Airport, bus, ferry
- Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane ORD - BDL
- Take the bus from Hartford Union Station to Bostonbus
- Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
10h 23m$186–630
Chicago to Provincetown, MA by train, bus, foot, and ferry
Comparing Your Travel Options
The cheapest way to get from Chicago to Provincetown, MA is to drive which costs $180 - $270 and takes 18h 57m.
The fastest way to get from Chicago to Provincetown, MA is to fly and ferry which takes 7h 23m and costs $190 - $800.
No, there is no direct bus from Chicago station to Provincetown, MA. However, there are services departing from Chicago Bus Station and arriving at Provincetown via New York Midtown, Boston South Buses and Hyannis. The journey, including transfers, takes approximately 30h 4m.
The distance between Chicago and Provincetown, MA is 935 miles. The road distance is 1077 miles.
The best way to get from Chicago to Provincetown, MA without a car is to train and ferry which takes 25h 14m and costs $600 - $1,000.
It takes approximately 7h 23m to get from Chicago to Provincetown, MA, including transfers.
Chicago to Provincetown, MA bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Provincetown, MA bus services, operated by Flixbus USA, arrive at New York Midtown station.
Provincetown, MA is 1h ahead of Chicago. It is currently 7:56 PM in Chicago and 8:56 PM in Provincetown, MA.
Yes, the driving distance between Chicago to Provincetown, MA is 1077 miles. It takes approximately 18h 57m to drive from Chicago to Provincetown, MA.
What companies run services between Chicago, IL, USA and Provincetown, MA, USA?
You can take a bus from Chicago Bus Station to Provincetown via New York Midtown, Boston, Boston South Buses, and Hyannis in around 30h 4m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 12m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via Baltimore
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $80–420
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 42m
- When
- Friday, Tuesday, and Wednesday
- Estimated price
- $85–440
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 5h
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–440
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $150–850
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 27m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $170–900
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $70–380
Flights from General Mitchell International Airport to Boston Logan Airport via Philadelphia
- Ave. Duration
- 5h 20m
- When
- Monday to Friday
- Estimated price
- $130–650
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $50–260
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $50–270
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $50–270
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago O'Hare International Airport to Bradley International Airport via Reagan Washington
- Ave. Duration
- 4h 37m
- When
- Monday to Friday
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Bradley International Airport via Philadelphia
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $100–550
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $50–260
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 38m
- When
- Monday
- Estimated price
- $50–270
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago O'Hare International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 4h 54m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $100–550
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $70–380
Flights from General Mitchell International Airport to Boston Logan Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $50–260
Flights from Chicago Midway International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 3h 48m
- When
- Every day
- Estimated price
- $150–850
Flights from Chicago O'Hare International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 4h 4m
- When
- Every day
- Estimated price
- $95–500
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $70–380
Flights from General Mitchell International Airport to Boston Logan Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $120–650
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $550–900
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- 4 times a day
- Estimated price
- $150–240
- Schedules at
- Flixbus USA
Bus from New York Midtown to Boston
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $16–24
- Schedules at
- Flixbus USA
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $16–24
- Schedules at
- Flixbus USA
- Phone
- +1 (508) 746-0378
- [email protected]
- Website
- Plymouth & Brockton
Bus from Boston South Buses to Hyannis Transportation Center
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $27–35
- Website
- Plymouth & Brockton
- One Way - Adult
- $27–35
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Hyannis to Provincetown
- Ave. Duration
- 1h 35m
- Frequency
- Twice daily
- Estimated price
- $9–17
- Website
- Peter Pan
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a day
- Estimated price
- $9–15
- Website
- Greyhound
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 49m
- Frequency
- Hourly
- Estimated price
- $18–28
- Website
- Greyhound
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 49m
- Frequency
- Hourly
- Estimated price
- $18–28
- Website
- Greyhound
- Phone
- +1 617-748-1428
- Website
- Provincetown Fast Ferry
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 35m
- Frequency
- 3 times a day
- Estimated price
- $87
- Website
- Provincetown Fast Ferry
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 35m
- Frequency
- 3 times a day
- Estimated price
- $87
- Website
- Provincetown Fast Ferry
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 35m
- Frequency
- 3 times a day
- Estimated price
- $87
- Website
- Provincetown Fast Ferry
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 35m
- Frequency
- 3 times a day
- Estimated price
- $87
- Website
- Provincetown Fast Ferry
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 35m
- Frequency
- 3 times a day
- Estimated price
- $87
- Website
- Provincetown Fast Ferry
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 35m
- Frequency
- 3 times a day
- Estimated price
- $87
- Website
- Provincetown Fast Ferry
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 35m
- Frequency
- 3 times a day
- Estimated price
- $87
- Website
- Provincetown Fast Ferry
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 35m
- Frequency
- 3 times a day
- Estimated price
- $87
- Website
- Provincetown Fast Ferry
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 35m
- Frequency
- 3 times a day
- Estimated price
- $87
- Website
- Provincetown Fast Ferry
- Phone
- +1 866-307-2469
- Website
- City Experiences
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $72
- Website
- City Experiences
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $72
- Website
- City Experiences
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $72
- Website
- City Experiences
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $72
- Website
- City Experiences
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $72
- Website
- City Experiences
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $72
- Website
- City Experiences
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $72
- Website
- City Experiences
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $72
- Website
- City Experiences
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $72
- Website
- City Experiences
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Booking & Getting There
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