There are 11 ways to get from Chicago to Wellfleet by plane, ferry, train, car, bus (Flixbus), 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 Logan Airport Ferry Terminal to Seaport/Fan Pierferry
- Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
9h 39m$198–717Fly 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
12h 25m$138–429Train, drive
- Take the train from Chicago Union Station to Bostontrain
- Take the train from South Station to Kingstontrain
- Drive from Kingston to Wellfleetcar
25h 30m$292–626Bus
- 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 Station to Hyannis Transportation Centerbus
- Take the bus from Hyannis Transportation Center to Wellfleetbus
29h 58m$171–312Drive 1,056.6 mi
- Drive from Chicago to Wellfleetcar 1,056.6 mi
18h 32m$193–279Fly 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 Logan Airport Ferry Terminal to Seaport/Fan Pierferry
- Take the ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MAferry
10h 4m$238–527Fly 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
11h 44m$196–720Fly 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
12h$162–569Fly Chicago O'Hare International Airport to Manchester Airport, bus, ferry
- Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane ORD - 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
12h 23m$160–530Fly 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
12h 31m$190–742Fly 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
13h 3m$160–532
Chicago to Wellfleet by bus
Questions & Answers
The cheapest way to get from Chicago to Wellfleet is to bus which costs $170 - $320 and takes 29h 58m.
The fastest way to get from Chicago to Wellfleet is to fly and ferry which takes 9h 39m and costs $190 - $750.
No, there is no direct bus from Chicago station to Wellfleet. However, there are services departing from Chicago Bus Station and arriving at Wellfleet via New York Midtown, Boston South Station and Hyannis Transportation Center. The journey, including transfers, takes approximately 29h 58m.
The distance between Chicago and Wellfleet is 945 miles. The road distance is 1062.8 miles.
The best way to get from Chicago to Wellfleet without a car is to bus which takes 29h 58m and costs $170 - $320.
It takes approximately 9h 39m to get from Chicago to Wellfleet, including transfers.
Chicago to Wellfleet bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Wellfleet bus services, operated by Flixbus USA, arrive at New York Midtown station.
Wellfleet is 1h ahead of Chicago. It is currently 5:54 AM in Chicago and 6:54 AM in Wellfleet.
Yes, the driving distance between Chicago to Wellfleet is 1063 miles. It takes approximately 18h 32m to drive from Chicago to Wellfleet.
What companies run services between Chicago, IL, USA and Wellfleet, MA, USA?
You can take a bus from Chicago Bus Station to Wellfleet via New York Midtown, Boston, Boston South Station, and Hyannis Transportation Center in around 29h 58m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 30m
- When
- Every day
- 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
- $80–450
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 35m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $90–470
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $90–470
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $100–600
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 16m
- When
- Every day
- Estimated price
- $110–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Manchester Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $75–410
Flights from Chicago O'Hare International Airport to Manchester Airport via Reagan Washington
- Ave. Duration
- 4h 26m
- When
- Sunday
- Estimated price
- $85–450
Flights from Chicago O'Hare International Airport to Manchester Airport via Philadelphia
- Ave. Duration
- 5h 1m
- When
- Every day
- Estimated price
- $85–440
Flights from Chicago O'Hare International Airport to Manchester Airport via Charlotte
- Ave. Duration
- 5h 49m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $60–320
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 27m
- When
- Sunday
- Estimated price
- $60–330
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $70–390
Flights from Chicago O'Hare International Airport to Bradley International Airport via Philadelphia
- Ave. Duration
- 4h 33m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $75–410
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Manchester Airport via Washington Dulles
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $85–450
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 53m
- When
- Every day
- Estimated price
- $60–330
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $70–390
Flights from Chicago O'Hare International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $80–420
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $70–390
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $75–400
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
- $270–600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from South Station to Kingston
- Ave. Duration
- 1h 2m
- Frequency
- Every 4 hours
- Estimated price
- $4–13
- Website
- https://www.mbta.com
- Adult
- $4–13
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $6–16
- Website
- https://www.mbta.com
- Adult
- $6–16
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Once daily
- Estimated price
- $120–220
- Schedules at
- flixbus.com
Bus from New York Midtown to Boston
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $26–50
- Schedules at
- flixbus.com
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 50m
- Frequency
- 3 times a day
- Estimated price
- $12–22
- Schedules at
- flixbus.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
- $15–35
- Website
- https://peterpanbus.com
Bus from Hyannis Transportation Center to Wellfleet
- Ave. Duration
- 1h
- Frequency
- 3 times a day
- Estimated price
- $7–16
- Website
- https://peterpanbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $9–17
- Website
- https://www.greyhound.com/
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $17–35
- Website
- https://www.greyhound.com/
- Phone
- +1-617-222-3200
- Website
- mbta.com
Ferry from Logan Airport Ferry Terminal to Seaport/Fan Pier
- Ave. Duration
- 10 min
- Frequency
- Every 4 hours
- Estimated price
- $3–10
- Website
- https://www.mbta.com
- Adult
- $3–10
- Phone
- +1 617-748-1428
- Website
- baystatecruisecompany.com
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 40m
- Frequency
- 3 times a day
- Estimated price
- $70–90
- Website
- https://baystatecruisecompany.com
- Phone
- +1 866-307-2469
- Website
- cityexperiences.com
Ferry from World Trade Center Pier, Boston, MA to MacMillan Pier, Provincetown, MA
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $72
- Schedules at
- cityexperiences.com
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