Trains leaving Tuesday
One passenger / one way
- This trip is recommended because it is the: CheapestDeparture time: 29 July atDeparture city: WinslowDeparture location: Winslow StationArrival time: 30 July atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: Amtrak
Vehicle: TrainDuration: - This trip is recommended because it is the: FastestDeparture time: 29 July atDeparture city: WinslowDeparture location: Winslow StationArrival time: 30 July atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
- Departure time: 29 July atDeparture city: WinslowDeparture location: Winslow StationArrival time: 30 July atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
- Departure time: 29 July atDeparture city: WinslowDeparture location: Winslow StationArrival time: 30 July atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
- Departure time: 29 July atDeparture city: WinslowDeparture location: Winslow StationArrival time: 30 July atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
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Train Winslow to Chicago: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5343 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at US$147
Winslow to Chicago Train
Busbud shows you the best train ticket fares and train schedules so you can plan and book a trip by train easily from Winslow to Chicago.
Train services 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 on the trip Winslow - Chicago
How much does a cheap train ticket from Winslow to Chicago cost?
The average train ticket price from Winslow to Chicago is US$363. The best way to find cheap train tickets from Winslow to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the train trip from Winslow to Chicago?
A train trip between Winslow and Chicago is around 1d 12h, although the fastest train will take about 1d 7h. This is the time it takes to travel the 1327 miles that separates the two cities.
How many daily train are there between Winslow and Chicago?
The number of trains from Winslow to Chicago can differ depending on the day of the week. On average, there are 2. Some trains are direct while others include transferring trains. Simplify your train trip from Winslow to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Winslow to Chicago?
When taking the train from Winslow to Chicago, you can travel comfortably and safely with Amtrak.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Winslow to Chicago was searched and found on 27 Jul 2025 with a price of US$289To 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 US$289 to US$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 US$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 travelled 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.
Top Travelled Train Routes
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