There are 9 ways to get from Salisbury to Chicago by taxi, plane, train, bus (Flixbus), car, bus, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Taxi to Bradley International Airport, fly to Chicago Midway International Airport
best- Take the taxi from Salisbury to Hartford-Airport-BDLtaxi
- Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane BDL - MDW
4h 14m$334–689Drive 848.9 mi
cheapest- Drive from Salisbury to Chicagocar 848.9 mi
14h 26m$155–224Taxi, train (Amtrak)
- Take the taxi from Salisbury to Poughkeepsie Amtrak Stationtaxi
- Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain Lake Shore Limited
19h 1m$494–853Bus
- Take the bus from Great Barrington to Port Authority Bus Terminalbus Williamstown
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2641 / ...
21h 39m$260–427Taxi to Bradley International Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Salisbury to Hartford-Airport-BDLtaxi
- Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane BDL - ORD
4h 48m$324–629Taxi, bus to Albany County Airport, fly to Chicago Midway International Airport
- Take the taxi from Salisbury to Leetaxi
- Take the bus from Lee to Albanybus
- Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane ALB - MDW
7h 13m$286–774Taxi, bus to Albany County Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Salisbury to Leetaxi
- Take the bus from Lee to Albanybus
- Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane ALB - ORD
7h 42m$266–694Train, train to Laguardia Airport, fly to Chicago Midway International Airport
- Take the train from Wassaic to Southeasttrain
- Take the train from Southeast to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
7h 20m$300–710Train (Amtrak)
- Take the train from Pittsfield Amtrak Station to Chicago Union Stationtrain Lake Shore Limited
20h 52m$376–713
Bradley International Airport (BDL) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Salisbury to Chicago is to drive which costs $150 - $230 and takes 14h 26m.
The fastest way to get from Salisbury to Chicago is to taxi and fly which takes 4h 14m and costs $330 - $700.
No, there is no direct bus from Salisbury to Chicago station. However, there are services departing from Great Barrington and arriving at Chicago Bus Station via New York Midtown. The journey, including transfers, takes approximately 21h 39m.
No, there is no direct train from Salisbury station to Chicago station. However, there are services departing from Pittsfield Amtrak Station and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 20h 52m.
The distance between Salisbury and Chicago is 838 miles. The road distance is 853.8 miles.
The best way to get from Salisbury to Chicago without a car is to taxi and train which takes 19h 1m and costs $490 - $900.
It takes approximately 4h 14m to get from Salisbury to Chicago, including transfers.
Salisbury to Chicago bus services, operated by Peter Pan Bus Lines, depart from Great Barrington station.
Salisbury to Chicago train services, operated by Amtrak, depart from Pittsfield Amtrak Station.
The best way to get from Salisbury to Chicago is to bus which takes 21h 39m and costs $260 - $430. Alternatively, you can train, which costs $370 - $750 and takes 20h 52m.
What companies run services between Salisbury, CT, USA and Chicago, IL, USA?
You can take a vehicle from Salisbury to Chicago Bus Station via Great Barrington, Port Authority Bus Terminal, and New York Midtown in around 21h 39m. Alternatively, Amtrak operates a train from Pittsfield Amtrak Station to Chicago Union Station once daily. Tickets cost $280–600 and the journey takes 18h 30m.
- Website
- southwest.com
Flights from Bradley International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $75–380
Flights from Bradley International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 26m
- When
- Tuesday and Wednesday
- Estimated price
- $85–400
Flights from Albany County Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $110–550
Flights from Albany County Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 41m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $120–600
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $90–470
- Website
- united.com
Flights from Bradley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $65–320
Flights from Bradley International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $70–350
Flights from Albany County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $90–470
- Website
- delta.com
Flights from Bradley International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $75–380
Flights from Bradley International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 16m
- When
- Every day
- Estimated price
- $65–320
Flights from Albany County Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $110–550
Flights from Albany County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $90–470
Flights from Albany County Airport to Chicago O'Hare International Airport via Laguardia Airport
- Ave. Duration
- 4h 50m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–500
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $90–470
- Website
- aa.com
Flights from Bradley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $65–320
Flights from Bradley International Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 28m
- When
- Every day
- Estimated price
- $70–340
Flights from Albany County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $90–470
Flights from Albany County Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $100–550
Flights from Albany County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 4h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Poughkeepsie Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 2m
- Frequency
- Once daily
- Estimated price
- $280–600
- Website
- https://www.amtrak.com/home.html
Train from Pittsfield Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 30m
- Frequency
- Once daily
- Estimated price
- $280–600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from Wassaic to Southeast
- Ave. Duration
- 40 min
- Frequency
- Every 2 hours
- Estimated price
- $10–17
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Southeast to 125th Street - Harlem
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $14–23
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $14–17
- Peak
- $20–23
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Great Barrington to Port Authority Bus Terminal
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $25–65
- Website
- https://peterpanbus.com
- Adult
- $35–55
Bus from Lee to Albany
- Ave. Duration
- 1h 25m
- Frequency
- Twice a week
- Estimated price
- $10–26
- Website
- https://peterpanbus.com
Bus from Lee to Albany
- Ave. Duration
- 1h 25m
- Frequency
- Twice a week
- Estimated price
- $10–26
- Website
- https://peterpanbus.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 16h 55m
- Frequency
- Twice daily
- Estimated price
- $140–250
- Schedules at
- flixbus.com
- Website
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Once daily
- Schedules at
- flixbus.com
- Website
- example.com
Bus from Lee to Albany
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a week
- Schedules at
- example.com
Bus from Lee to Albany
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a week
- Schedules at
- example.com
- Ave. Duration
- 1h 2m
- Estimated price
- $160–310
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More Questions & Answers
Salisbury to Chicago bus services, operated by Peter Pan Bus Lines, arrive at Port Authority Bus Terminal station.
Chicago is 1h behind Salisbury. It is currently 2:41 AM in Salisbury and 1:41 AM in Chicago.
Salisbury to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Salisbury to Chicago is 854 miles. It takes approximately 14h 26m to drive from Salisbury to Chicago.
There are 1331+ hotels available in Chicago.









