Amtrak
Amtrak runs multiple routes out of Chicago, they go all directions, as Chicago is the center of the world for North American railroads.
The picture above is of Amtrak California Zephyr #5, with 2 private cars on the rear. Taken at Berwyn, IL.
Below is a list of all routes that stem from Chicago.
Amtrak Blue Water, to Port Huron, MI
Amtrak California Zephyr, to San Francisco, CA (Emeryville)
Amtrak Capitol Limited, to Washington, DC.
Amtrak Cardinal, to New York City via Cincinatti and Indianapolis
Amtrak Carl Sandburg, to Quincy, IL
Amtrak City of New Orleans, to New Orleans, LA
Amtrak Empire Builder, to Seattle, WA via Northern US
Amtrak Hiawatha, to Milwaukee, WI (commuter-ish train)
Amtrak Hoosier State, to Indianapolis, IN (operated by Iowa Pacific Holdings)
Amtrak Illini, to Carbondale, IL (one of 3 to use this same route, the others are City of New Orleans and Saluki)
Amtrak Illinois Zephyr, to Quincy, IL
Amtrak Lake Shore Limited to New York City, NY and Boston, MA (train splits)
Amtrak Lincoln Service, to St. Louis, MO
Amtrak Pere Marquette, to Grand Rapids, MI
Amtrak Saluki, to Carbondale, IL (one of 3 to use this same route, the others are City of New Orleans and Illini)
Amtrak Southwest Chief, to Los Angeles, CA
Amtrak Texas Eagle, to San Antonio, TX
Amtrak Wolverine, to Pontiac, MI via Detroit, MI
The picture above is of Amtrak California Zephyr #5, with 2 private cars on the rear. Taken at Berwyn, IL.
Below is a list of all routes that stem from Chicago.
Amtrak Blue Water, to Port Huron, MI
Amtrak California Zephyr, to San Francisco, CA (Emeryville)
Amtrak Capitol Limited, to Washington, DC.
Amtrak Cardinal, to New York City via Cincinatti and Indianapolis
Amtrak Carl Sandburg, to Quincy, IL
Amtrak City of New Orleans, to New Orleans, LA
Amtrak Empire Builder, to Seattle, WA via Northern US
Amtrak Hiawatha, to Milwaukee, WI (commuter-ish train)
Amtrak Hoosier State, to Indianapolis, IN (operated by Iowa Pacific Holdings)
Amtrak Illini, to Carbondale, IL (one of 3 to use this same route, the others are City of New Orleans and Saluki)
Amtrak Illinois Zephyr, to Quincy, IL
Amtrak Lake Shore Limited to New York City, NY and Boston, MA (train splits)
Amtrak Lincoln Service, to St. Louis, MO
Amtrak Pere Marquette, to Grand Rapids, MI
Amtrak Saluki, to Carbondale, IL (one of 3 to use this same route, the others are City of New Orleans and Illini)
Amtrak Southwest Chief, to Los Angeles, CA
Amtrak Texas Eagle, to San Antonio, TX
Amtrak Wolverine, to Pontiac, MI via Detroit, MI