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Overview

Galesburg Gallop: Chicago to Galesburg
Galesburg, IL 61401, USA
Jul 9, 2026
Colonial Pullman Company image
Colonial Pullman Company
$150

About this trip

Step back into the golden age of railroad travel and travel across the Illinois prairie. The Galesburg Gallop invites you to experience a spirited afternoon dash in timeless Pullman style aboard the private Colonial Crafts. Departing Chicago Union Station, we will be pulled by the legendary Southwest Chief, retracing the initial miles of the historic "Train of the Stars" route. Relax in the refined atmosphere of our vintage lounge as the urban skyline of the Windy City transitions into the fertile plains and wide-open horizons of the Midwest. Whether you are admiring the classic rail architecture or enjoying the rhythmic pace of the journey, you’ll arrive in historic Galesburg, perfectly timed to explore this cornerstone of American railroad history.

Upon arrival, the charm of Galesburg is yours to discover. Located just steps from the station, the Seminary Street Historic District offers a delightful array of boutique shops, restaurants, and cafes, including the local favorite Landmark Café & Creperie. History enthusiasts can visit the Galesburg Railroad Museum or the Carl Sandburg State Historic Site, the birthplace of the Pulitzer Prize-winning poet. If you’re traveling with family, the Discovery Depot Children’s Museum provides interactive exhibits right across the street from the platform. For those looking to unwind before the return trip, you can sample local craftsmanship at Reserve Artisan Ales or one of the many downtown wineries, soaking in the friendly atmosphere of one of Illinois’ most storied rail towns.

Each passenger is welcome to tailor their return journey as they desire. While you may coordinate your own travel via Amtrak or other means, a natural and convenient choice is to depart Galesburg at 6:56 PM on Metra Train #382, arriving back at Chicago Union Station at 9:51 PM. This allows for a delightful evening transition from the quiet charm of Galesburg back to the vibrant energy of the city.

Guests can tailor this trip as they desire: get on or off the train at any Amtrak station between Chicago and Galesburg. The pricing for each segment remains the same regardless of where you board or disembark. If you purchase a one-way ticket, you can easily coordinate the other half of your journey via Amtrak or airplane. Your ticket price includes hors d'oeuvres, snacks, and beverages. Enjoy historic luxury with personal care by our on-board servers. Your ticket also grants you access to the Amtrak VIP lounge in Chicago to ensure your journey is comfortable from start to finish.

What's included

Hors d’oeuvres

Snacks

Beverages

First-class service

Westbound - July, 9

Westbound - July, 9 image

Gallop to Galesburg

Enjoy the splendid scenery as you ride in 1950s style on the Southwest Chief. See the beauty of the Midwest along in Pullman comfort.

 

Southwest Chief Amtrak Train 3

  • Chicago, IL - Union Station(CHI) - July 09, 1:30pm

  • Naperville, IL (NPV)2:00pm | 2:03pm

  • Mendota, IL (MDT)2:53pm | 2:54pm

  • Princeton, IL (PCT)3:14pm | 3:16pm

  • Galesburg, IL (GBB) - July 09, 4:06pm

  • Note: You can start and end your trip at any Amtrak stop our train makes. 

Location

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1. Galesburg, IL 61401, USA

Galesburg, IL 61401, USA

About your organizer

We operate a historic railcar that's available for use throughout the United States. We offer scheduled and chartered vintage railcar experiences. The Colonial Crafts was built in 1949 for the Pennsylvania Railroad as a three double bedroom, one drawing room, buffet kitchen, lounge. We can sleep nine passengers and seat twenty in the lounge. Elvis rode the car in March 1960 from DC to Memphis after returning from military service overseas. He then rode the car out to Los Angeles a couple weeks later to shoot the picture G. I. Blues.

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