Amtrak Vacations
USA and Canada Eastern Rail Journey
Independent rail journey from New York City through Canada to Chicago
11 daysfrom $2,419
36% of days by rail
Route
New York City to Chicago by train
3 rail vacations run between New York City and Chicago, from 1 operator, 6 to 11 days, from $609 per person. Trips running the reverse direction are included; the itinerary pages show exact routings.
Amtrak Vacations
New York City Complete Getaway Roundtrip from Chicago
Roundtrip rail getaway from Chicago to New York City with skyline dinner
7 daysfrom $609
29% of days by rail · rough est.
Amtrak Vacations
Chicago Ultimate Getaway Roundtrip from New York City
Roundtrip rail getaway NYC to Chicago on the Lake Shore Limited
6 daysfrom $709
35% of days by rail · rough est.