There are 10 ways to get from Chicago to Provincetown, MA by plane, ferry, train, bus (Greyhound), 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 27m$174–655Fly Chicago Midway International Airport to Provincetown Municipal Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Provincetown Municipal Airport (PVC)plane MDW - PVC
5h 35m$128–624Train, 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 13m$629–952Bus
- Take the bus from Chicago Bus Station to Cleveland Bus Stationbus
- Take the bus from Cleveland Bus Station to Bostonbus
- Take the bus from Boston South Buses to Hyannis Transportation Centerbus
- Take the bus from Hyannis to Provincetownbus
27h 12m$192–309Drive 1,070.7 mi
- Drive from Chicago to Provincetown, MAcar 1,070.7 mi
18h 57m$196–283Fly 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 46m$674–1,105Fly 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 20m$182–663Fly 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 37m$162–536Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train, ferry
- 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 4m$138–416Bus, ferry
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from New York Midtown to Bostonbus
- Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
28h 39m$248–365
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 bus which costs $190 - $310 and takes 27h 12m.
The fastest way to get from Chicago to Provincetown, MA is to fly which takes 5h 35m and costs $120 - $650.
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 Cleveland Bus Station, Boston South Buses and Hyannis. The journey, including transfers, takes approximately 27h 12m.
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 13m and costs $600 - $950.
It takes approximately 7h 27m to get from Chicago to Provincetown, MA, including transfers.
Chicago to Provincetown, MA bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Provincetown, MA is to bus which takes 27h 12m and costs $190 - $310. Alternatively, you can fly, which costs $120 - $650 and takes 5h 35m.
Chicago to Provincetown, MA bus services, operated by Greyhound USA, arrive at Cleveland Bus Station.
Provincetown, MA is 1h ahead of Chicago. It is currently 6:13 AM in Chicago and 7:13 AM in 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 Cleveland Bus Station, Boston, Boston South Buses, and Hyannis in around 27h 12m. Alternatively, Southwest Airlines, Cape Air, and Delta fly from Chicago Midway International Airport (MDW) to Provincetown Municipal Airport (PVC) 3 times a day.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $100–550
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 30m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport via Nashville
- Ave. Duration
- 4h 55m
- When
- Sunday
- Estimated price
- $130–650
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 36m
- When
- Every day
- Estimated price
- $85–440
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 31m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $85–450
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $70–390
Flights from Chicago O'Hare International Airport to Boston Logan Airport via Syracuse
- Ave. Duration
- 4h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–390
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $55–300
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $60–320
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $70–390
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $55–300
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $60–310
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $70–390
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $55–300
- Website
- capeair.com
Flights from Chicago Midway International Airport to Provincetown Municipal Airport via Boston Logan Airport
- Ave. Duration
- 4h 16m
- When
- Tuesday to Saturday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Provincetown Municipal Airport via Detroit, Boston Logan Airport
- Ave. Duration
- 7h 34m
- When
- Every day
- Estimated price
- $110–600
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $70–390
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
- $550–900
- 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
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Cleveland Bus Station
- Ave. Duration
- 7h 10m
- Frequency
- Twice daily
- Estimated price
- $55–90
- Website
- Greyhound
Bus from Cleveland Bus Station to Boston
- Ave. Duration
- 13h 55m
- Frequency
- Once daily
- Estimated price
- $100–170
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
- 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
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $140–220
- Schedules at
- Flixbus USA
Bus from New York Midtown to Boston
- Ave. Duration
- 4h 20m
- Frequency
- Every 2 hours
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
- 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
- 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
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Booking & Getting There
Yes, the driving distance between Chicago to Provincetown, MA is 1077 miles. It takes approximately 18h 57m to drive from Chicago to Provincetown, MA.
There are 370+ hotels available in Provincetown, MA.
















