Rome2Rio

How to get fromWindsor Locks to Chicagoby plane, train (Amtrak), bus (Flixbus) or car

Find Transport to Chicago

See all options

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.

  1. Fly to Chicago Midway International Airport

    best
    1. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)planeBDL - MDW
    4h 17m
    $94–487
  2. Train (Amtrak)

    1. Take the train from Springfield to Chicago Union StationtrainLake Shore Limited
    22h 18m
    $164–742
  3. Bus (Flixbus)

    1. Take the bus from Hartford Union Station to New York MidtownbusFlixBus 2610
    2. Take the bus from New York Midtown to Chicago Bus StationbusFlixBus N2640
    26h 4m
    $118–276
  4. Drive 889.6 mi

    1. Drive from Windsor Locks to Chicagocar889.6 mi
    15h 23m
    $163–235
  5. Fly to Chicago O'Hare International Airport

    1. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)planeBDL - ORD
    4h 43m
    $364–657

Windsor Locks to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration22h 18mAverage Duration
Ticket$164Cheapest Price
See schedules

Questions & Answers

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.

Airlines
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

More Questions & Answers