There are 5 ways to get from Windsor Locks to Chicago 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 to Chicago Midway International Airport
best- Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)BDL - MDW
4h 17m$94–487Train (Amtrak)
- Take the train from Springfield to Chicago Union StationLake Shore Limited
22h 18m$164–742Bus (Flixbus)
- Take the bus from Hartford Union Station to New York MidtownFlixBus 2610
- Take the bus from New York Midtown to Chicago Bus StationFlixBus N2640
26h 4m$118–276Drive 889.6 mi
- Drive from Windsor Locks to Chicago889.6 mi
15h 23m$163–235Fly to Chicago O'Hare International Airport
- Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)BDL - ORD
4h 43m$364–657
Windsor Locks to Chicago by bus and train (Amtrak)
Questions & Answers
The cheapest way to get from Windsor Locks to Chicago is to bus which costs $110 - $280 and takes 26h 4m.
The fastest way to get from Windsor Locks to Chicago is to fly which takes 4h 17m and costs $90 - $490.
No, there is no direct bus from Windsor Locks to Chicago station. However, there are services departing from Elm Sreet & Volunteer Drive and arriving at Chicago Bus Station via Bradley Int'l Airport @ Terminal A, Hartford Union Station and New York Midtown. The journey, including transfers, takes approximately 26h 4m.
The distance between Windsor Locks and Chicago is 792 miles. The road distance is 894.8 miles.
The best way to get from Windsor Locks to Chicago without a car is to train which takes 22h 18m and costs $160 - $750.
It takes approximately 4h 17m to get from Windsor Locks to Chicago, including transfers.
Windsor Locks to Chicago bus services, operated by Flixbus USA, depart from Hartford Union Station.
The best way to get from Windsor Locks to Chicago is to fly which takes 4h 17m and costs $90 - $490. Alternatively, you can train, which costs $160 - $750 and takes 22h 18m, you could also bus, which costs $110 - $280 and takes 26h 4m.
Windsor Locks to Chicago bus services, operated by Flixbus USA, arrive at New York Midtown station.
Chicago is 1h behind Windsor Locks. It is currently 9:14 AM in Windsor Locks and 8:14 AM in Chicago.
What companies run services between Windsor Locks, CT, USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW) 4 times a day. Alternatively, Amtrak operates a train from Springfield to Chicago Union Station once daily. Tickets cost $160–550 and the journey takes 19h 46m.
- Website
- southwest.com
Flights from Bradley International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $90–480
Flights from Bradley International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 43m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $100–500
- Website
- united.com
Flights from Bradley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $70–360
Flights from Bradley International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $75–380
- Website
- aa.com
Flights from Bradley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $70–360
Flights from Bradley International Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 51m
- When
- Every day
- Estimated price
- $75–380
- Website
- delta.com
Flights from Bradley International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 38m
- When
- Every day
- Estimated price
- $90–480
Flights from Bradley International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 1m
- When
- Every day
- Estimated price
- $70–360
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Springfield to Chicago Union Station
- Ave. Duration
- 19h 46m
- Frequency
- Once daily
- Estimated price
- $160–550
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Hartford Union Station to New York Midtown
- Ave. Duration
- 2h 40m
- Frequency
- Once daily
- Estimated price
- $20–40
- Schedules at
- 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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More Questions & Answers
Yes, the driving distance between Windsor Locks to Chicago is 895 miles. It takes approximately 15h 23m to drive from Windsor Locks to Chicago.
There are 1245+ hotels available in Chicago.








