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
4h 38m$114–611Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane ORD - BDL
5h 8m$80–431Train (Amtrak)
- Take the train from Chicago Union Station to Springfieldtrain Lake Shore Limited
21h 17m$123–671Bus (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 20m$120–219Drive 887.9 mi
- Drive from Chicago to Windsor Lockscar 887.9 mi
15h 41m$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 - $220 and takes 25h 20m.
The fastest way to get from Chicago to Windsor Locks is to fly which takes 4h 38m and costs $110 - $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 20m.
The distance between Chicago and Windsor Locks is 796 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 17m and costs $120 - $700.
It takes approximately 4h 38m 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 4h 38m and costs $110 - $650. Alternatively, you can train, which costs $120 - $700 and takes 21h 17m, you could also bus, which costs $120 - $220 and takes 25h 20m.
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 11:55 AM in Chicago and 12:55 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) 4 times a day. Alternatively, Amtrak operates a train from Chicago Union Station to Springfield once daily. Tickets cost $120–480 and the journey takes 19h 19m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 16m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $120–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 11m
- When
- Every day
- Estimated price
- $75–420
Flights from Chicago O'Hare International Airport to Bradley International Airport via Reagan Washington
- Ave. Duration
- 4h 16m
- When
- Every day
- Estimated price
- $85–450
Flights from Chicago O'Hare International Airport to Bradley International Airport via Philadelphia
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $85–440
- Website
- united.com
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 14m
- When
- Every day
- Estimated price
- $75–420
Flights from Chicago O'Hare International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 4h 34m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $85–450
- Website
- delta.com
Flights from Chicago Midway International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 4h 19m
- When
- Monday to Friday
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $75–420
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
- $120–480
- 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
- $95–160
- Schedules at
- flixbus.com
Bus from New York Midtown to Hartford Union Station
- Ave. Duration
- 2h 30m
- Frequency
- Twice daily
- Estimated price
- $21–55
- 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 41m to drive from Chicago to Windsor Locks.
There are 179+ hotels available in Windsor Locks.




