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

Next train departures

Next departures for Waterloo to Chicago on May 25
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
AmtrakTrain
Waterloo Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Waterloo Station
Chicago (Union Station), ILNo tags

Last refresh of the prices: Yesterday at 12:00 AM EDT.

Compare 2 ways to go from Waterloo to Chicago

We recommend taking the bus

Among the sustainable travel choices, the Bus stands out as a good way to reach Chicago. The journey takes about 3 hours 9 minutes and with fares starting at just A$34, it presents an excellent value for a comfortable ride.

2bus per day
3h 9mAverage Duration
139 milesDistance
6kgCO₂ emissions
Average PriceA$34 - A$34Average Duration3h 9m
6kg CO₂e
Average PriceA$63 - A$123Average Duration3h 9m
20kg CO₂e

Frequently asked questions about traveling 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 from A$63. The average price for this train route is around A$87. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.

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

    The average train ride duration from Waterloo to Chicago is 3h 9m, covering a distance of 139 miles (224 km). The quickest train can get you there in 3h 9m and is operated by Amtrak.

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

    Several major train operators operate on this route with 2 trains available per day.

  4. What is the earliest and latest departure time for the train from Waterloo to Chicago?

    The earliest train departs from Waterloo to Chicago at 6:36am. And 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
05/21
A$117
05/22
A$117
Today
A$117
05/24
A$41
05/25
A$98
05/26
A$98
05/27
A$98
05/28
A$82
busbud logoThe cheapest trip from Waterloo, IN, US to Chicago was searched and found on May 24, 2026 with a price of A$41

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 A$41 to A$873 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 A$41 which is on 2026-05-24.

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