Trains tickets from Winslow to Chicago

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TodayJul 27
TomorrowJul 28
TueJul 29
from $312
WedJul 30
ThuJul 31
from $355
FriAug 1
SatAug 2
from $363
SunAug 3

Trains leaving Tuesday

One passenger / one way

  • This trip is recommended because it is: Cheapest
    Departure time: July 29 at
    Departure city: Winslow
    Departure location: Winslow Station
    Arrival time: July 30 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • This trip is recommended because it is: Fastest
    Departure time: July 29 at
    Departure city: Winslow
    Departure location: Winslow Station
    Arrival time: July 30 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: July 29 at
    Departure city: Winslow
    Departure location: Winslow Station
    Arrival time: July 30 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: July 29 at
    Departure city: Winslow
    Departure location: Winslow Station
    Arrival time: July 30 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: July 29 at
    Departure city: Winslow
    Departure location: Winslow Station
    Arrival time: July 30 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:

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Train Winslow to Chicago: Trip Overview

Please note, this information is subject to change.

Average ticket price$363
Average train trip duration1d 12h
Number of daily trains2
Earliest train departure5:03am
Distance1327 miles (2139 km)

Winslow to Chicago Train

Busbud shows you the best train ticket fares and train schedules so you can easily plan and book a trip by train from Winslow to Chicago.

Train service from Winslow to Chicago will be provided by the most trusted companies.

From train tickets to high-end trains trip from Winslow to Chicago, we offer a wide range of train services to best suit your needs depending on how much your budget is.

Frequently asked questions for your trip Winslow - Chicago

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
07/25
$318
07/26
No data
Today
$289
07/28
No data
07/29
$300
07/30
No data
07/31
$341
08/01
No data
busbud logoThe cheapest trip from Winslow to Chicago was searched and found on Jul 27, 2025 with a price of $289

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Winslow to Chicago, as early as possible.

You can expect to pay from $289 to $1,251 for a train ticket from Winslow to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $300 which is on 2025-07-29.

About Train Travel

Train Travel Tips

Do you like to go fast? With high-speed trains going faster than 300 km/h on certain routes, the time will fly by. Taking a train between Winslow and Chicago is also a great way to travel to arrive in the city centre and save more time for your stay in Chicago.

No matter if you plan to take a regional or high-speed train to Chicago, the planet will thank you. You’ll help to protect the beautiful landscapes that will unfold before your very eyes.

The train emits up to 30x less CO2 for a trip between Winslow and Chicago compared to the same trip made by plane or car. A truly ecological mode of transport that will allow you to easily reduce your carbon footprint.

Make a music playlist for your train ride from Winslow to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.

Did you know?

The first high-speed train line was inaugurated in 1964, in Japan, to connect Tokyo with Osaka. It was during the Olympics that the first passengers traveled aboard the Shinkansen at a speed of 210 km / h.

Some trains in Sweden can recover more than a fifth of the energy they use by braking. This is especially true with ore trains as they descend from Narvik to Kiruna.

New York holds the record for the most platforms and track numbers in a single station. Grand Central Station in Manhattan is one of the largest rail terminals in the world with more than 44 platforms and 67 tracks to accommodate passengers.

Will you be returning to Winslow by train?

Train from Chicago to Winslow

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