Train from Waterloo, IN, US to Chicago: Tickets & Schedules

Next train departures

Next departures for Waterloo to Chicago on November 30
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
AmtrakTrain
Waterloo Station
Chicago (Union Station), ILCheapestFastest
AmtrakTrain
Waterloo Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Waterloo Station
Chicago (Union Station), ILNo tags

Last refresh of the prices: Yesterday at 9:57 PM EST.

Get from Waterloo to Chicago

This route is served by train only

The journey takes about 3 hours 9 minutes, and with fares starting at just $38, it presents an excellent value for a comfortable ride.

2train per day
3h 9mAverage Duration
224 kmDistance
20kgCO₂ emissions

Frequently asked questions about travelling from Waterloo, IN, US to Chicago by train

Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.

  1. How much is the train ticket from Waterloo to Chicago?

    The cheapest train tickets from Waterloo to Chicago start at $38. The average price for this train route is around $60. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.

  2. How long is the train ride from Waterloo to Chicago?

    The average train trip from Waterloo to Chicago takes 3h 9m and covers 224 km. The quickest train gets you there in 3h 9m and is operated by Amtrak.

  3. Which train operators serve the Waterloo to Chicago route?

    Several major train operators serve this route, with 2 trains available per day.

  4. What are the earliest and latest departure times for the train from Waterloo to Chicago?

    The earliest train from Waterloo to Chicago departs at 6:36am. The latest train departs at 7:51am.

Find cheapest prices for trains

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

Best price found
11-27
$95
11-28
$114
Today
$114
11-30
$114
12-01
$95
12-02
$95
12-03
$56
12-04
$56
busbud logoThe cheapest trip from Waterloo, IN, US to Chicago was searched and found on Dec 3, 2025 with a price of $56

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

You can expect to pay from $56 to $869 for a train ticket from Waterloo, IN, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $56 which is on 2025-12-03.

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