There are 5 ways to get from Chicago to Windsor Locks by plane, train (Amtrak), 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.
Fly from Chicago Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
3h 52m$104–608Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane ORD - BDL
4h 30m$78–438Train (Amtrak)
- Take the train from Chicago Union Station to Springfieldtrain Lake Shore Limited
21h 2m$154–675Bus (Flixbus)
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2640
- Take the bus from New York Midtown to Hartford Union Stationbus FlixBus 2610
25h 4m$120–307Drive 887.9 mi
- Drive from Chicago to Windsor Lockscar 887.9 mi
15h 40m$162–235
Chicago to Windsor Locks by train and bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Windsor Locks is to bus which costs $120 - $310 and takes 25h 4m.
The fastest way to get from Chicago to Windsor Locks is to fly which takes 3h 52m and costs $100 - $650.
No, there is no direct bus from Chicago station to Windsor Locks. However, there are services departing from Chicago Bus Station and arriving at Elm Street & South Elm Street via New York Midtown, Hartford Union Station and Bradley Int'l Airport @ Terminal A. The journey, including transfers, takes approximately 25h 4m.
The distance between Chicago and Windsor Locks is 792 miles. The road distance is 893.1 miles.
The best way to get from Chicago to Windsor Locks without a car is to train which takes 21h 2m and costs $150 - $700.
It takes approximately 3h 52m to get from Chicago to Windsor Locks, including transfers.
Chicago to Windsor Locks bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago to Windsor Locks is to fly which takes 3h 52m and costs $100 - $650. Alternatively, you can train, which costs $150 - $700 and takes 21h 2m, you could also bus, which costs $120 - $310 and takes 25h 4m.
Chicago to Windsor Locks bus services, operated by Flixbus USA, arrive at New York Midtown station.
Windsor Locks is 1h ahead of Chicago. It is currently 1:06 PM in Chicago and 2:06 PM in Windsor Locks.
What companies run services between Chicago, IL, USA and Windsor Locks, CT, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL) twice daily. Alternatively, Amtrak operates a train from Chicago Union Station to Springfield once daily. Tickets cost $150–490 and the journey takes 19h 19m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 17m
- When
- Every day
- Estimated price
- $75–430
Flights from Chicago O'Hare International Airport to Bradley International Airport via Philadelphia
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $80–440
Flights from Chicago O'Hare International Airport to Bradley International Airport via Reagan Washington
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $85–450
- Website
- united.com
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $75–430
Flights from Chicago O'Hare International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $85–450
- Website
- southwest.com
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–600
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h
- When
- Sunday
- Estimated price
- $110–650
- Website
- delta.com
Flights from Chicago Midway International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 4h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–600
Flights from Chicago O'Hare International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $75–430
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Springfield
- Ave. Duration
- 19h 19m
- Frequency
- Once daily
- Estimated price
- $150–490
- Website
- https://www.amtrak.com/home.html
- 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
- $95–230
- Schedules at
- flixbus.com
Bus from New York Midtown to Hartford Union Station
- Ave. Duration
- 2h 30m
- Frequency
- Twice daily
- Estimated price
- $21–75
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Chicago to Windsor Locks is 893 miles. It takes approximately 15h 40m to drive from Chicago to Windsor Locks.
There are 106+ hotels available in Windsor Locks.




