There are 5 ways to get from Bennington to Chicago by bus, plane, train, bus (Flixbus), 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.
Bus, fly to Chicago Midway International Airport
best- Take the bus from Green Mountain Community Bus Terminal to Albany International Airport
- Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)ALB - MDW
5h 41m$111–616Bus, train
- Take the bus from Green Mountain Community Bus Terminal to AMTRAK Station Rensselaer7
- Take the train from Albany-Rensselaer Amtrak Station to Chicago Union StationLake Shore Limited
18h 12m$157–289Bus
- Take the bus from Green Mountain Community Bus Terminal to AMTRAK Station Rensselaer7
- Take the bus from Albany-Rensselaer to New York, NY
- Take the bus from New York Midtown to Chicago Bus Station
26h 21m$122–259Drive 843.7 mi
- Drive from Bennington to Chicago843.7 mi
14h 35m$154–223Bus, fly to Chicago O'Hare International Airport
- Take the bus from Green Mountain Community Bus Terminal to Albany International Airport
- Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)ALB - ORD
6h 18m$211–566
Bennington to Chicago by bus and train
Questions & Answers
The cheapest way to get from Bennington to Chicago is to bus which costs $120 - $260 and takes 26h 21m.
The fastest way to get from Bennington to Chicago is to bus and fly which takes 5h 41m and costs $110 - $650.
No, there is no direct bus from Bennington to Chicago station. However, there are services departing from Green Mountain Community Bus Terminal and arriving at Chicago Bus Station via Albany-Rensselaer and New York Midtown. The journey, including transfers, takes approximately 26h 21m.
The distance between Bennington and Chicago is 780 miles. The road distance is 848.6 miles.
The best way to get from Bennington to Chicago without a car is to bus and train which takes 18h 12m and costs $150 - $290.
It takes approximately 5h 41m to get from Bennington to Chicago, including transfers.
Bennington to Chicago bus services, operated by Vermont Translines, depart from Green Mountain Community Bus Terminal station.
Bennington to Chicago bus services, operated by Vermont Translines, arrive at AMTRAK Station Rensselaer.
Chicago is 1h behind Bennington. It is currently 12:08 AM in Bennington and 11:08 PM in Chicago.
Yes, the driving distance between Bennington to Chicago is 849 miles. It takes approximately 14h 35m to drive from Bennington to Chicago.
What companies run services between Bennington, VT, USA and Chicago, IL, USA?
You can take a bus from Green Mountain Community Bus Terminal to Chicago Bus Station via Albany-Rensselaer, New York, NY, and New York Midtown in around 26h 21m.
- Website
- southwest.com
Flights from Albany County Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $100–600
Flights from Albany County Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $120–650
- Website
- aa.com
Flights from Albany County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $80–430
Flights from Albany County Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $90–460
Flights from Albany County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $95–470
- Website
- united.com
Flights from Albany County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $80–430
Flights from Albany County Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $90–460
- Website
- delta.com
Flights from Albany County Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $100–600
Flights from Albany County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $80–430
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Albany-Rensselaer Amtrak Station to Chicago Union Station
- Ave. Duration
- 16h 7m
- Frequency
- Twice daily
- Estimated price
- $150–280
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 844- 888-7267
- info@vttranslines.com
- Website
- vttranslines.com
Bus from Green Mountain Community Bus Terminal to Albany International Airport
- Ave. Duration
- 1h 45m
- Frequency
- Twice daily
- Estimated price
- $8–12
- Website
- https://vttranslines.com
- Book at
- https://vttranslines.com/buy-tickets-now/
Bus from Green Mountain Community Bus Terminal to AMTRAK Station Rensselaer
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $6–9
- Website
- https://vttranslines.com
- Book at
- https://vttranslines.com/buy-tickets-now/
- Phone
- +1-877-462-6342
- questions@us.megabus.com
- Website
- us.megabus.com
Bus from Albany-Rensselaer to New York, NY
- Ave. Duration
- 2h 45m
- Frequency
- Every 4 hours
- Estimated price
- $20
- Website
- https://us.megabus.com
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Once daily
- Estimated price
- $95–230
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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