Next train departures

Next departures from Ann Arbor to Chicago on 17 April
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended	Price and booking link
	Train	19:00	Train Station	4h 40m	22:40	Chicago (Union Station), IL	CheapestFastest
	Train	19:00	Train Station	4h 40m	22:40	Chicago (Union Station), IL	No tags

Next departures from Ann Arbor to Chicago on 18 April
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	19:00	Train Station	4h 40m	22:40	Chicago (Union Station), IL	Cheapest
Train	07:14	Train Station	4h 18m	10:32	Chicago (Union Station), IL	Fastest
Train	10:23	Train Station	4h 39m	14:02	Chicago (Union Station), IL	No tags
Train	10:23	Train Station	4h 39m	14:02	Chicago (Union Station), IL	No tags
Train	19:00	Train Station	4h 40m	22:40	Chicago (Union Station), IL	No tags

Next departures from Ann Arbor to Chicago on 19 April
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	07:14	Train Station	4h 18m	10:32	Chicago (Union Station), IL	CheapestFastest
Train	07:14	Train Station	4h 18m	10:32	Chicago (Union Station), IL	No tags
Train	10:23	Train Station	4h 39m	14:02	Chicago (Union Station), IL	No tags
Train	10:23	Train Station	4h 39m	14:02	Chicago (Union Station), IL	No tags
Train	19:00	Train Station	4h 40m	22:40	Chicago (Union Station), IL	No tags

Next departures from Ann Arbor to Chicago on 20 April
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:00	Train Station	4h 40m	21:40	Chicago (Union Station), IL	CheapestFastest
Train	07:51	Train Station	5h 18m	12:09	Chicago (Union Station), IL	No tags
Train	07:51	Train Station	5h 18m	12:09	Chicago (Union Station), IL	No tags
Train	18:00	Train Station	4h 40m	21:40	Chicago (Union Station), IL	No tags

Next departures from Ann Arbor to Chicago on 21 April
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:00	Train Station	4h 40m	21:40	Chicago (Union Station), IL	CheapestFastest
Train	07:51	Train Station	5h 18m	12:09	Chicago (Union Station), IL	No tags
Train	07:51	Train Station	5h 18m	12:09	Chicago (Union Station), IL	No tags
Train	18:00	Train Station	4h 40m	21:40	Chicago (Union Station), IL	No tags

Next departures from Ann Arbor to Chicago on 22 April
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:00	Train Station	4h 40m	21:40	Chicago (Union Station), IL	CheapestFastest
Train	07:51	Train Station	5h 18m	12:09	Chicago (Union Station), IL	No tags
Train	07:51	Train Station	5h 18m	12:09	Chicago (Union Station), IL	No tags
Train	18:00	Train Station	4h 40m	21:40	Chicago (Union Station), IL	No tags

Next departures from Ann Arbor to Chicago on 23 April
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:00	Train Station	4h 40m	21:40	Chicago (Union Station), IL	CheapestFastest
Train	07:51	Train Station	5h 18m	12:09	Chicago (Union Station), IL	No tags
Train	18:00	Train Station	4h 40m	21:40	Chicago (Union Station), IL	No tags

Next departures from Ann Arbor to Chicago on 24 April
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	18:00	Train Station	4h 40m	21:40	Chicago (Union Station), IL	Cheapest
Train	07:51	Train Station	4h 18m	11:09	Chicago (Union Station), IL	Fastest
Train	07:51	Train Station	4h 18m	11:09	Chicago (Union Station), IL	No tags
Train	10:23	Train Station	4h 39m	14:02	Chicago (Union Station), IL	No tags
Train	10:23	Train Station	4h 39m	14:02	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 13:12 EDT.

Compare 2 ways to travel from Ann Arbor to Chicago

We recommend taking the train

Among the sustainable travel choices, the Train stands out as a good way to reach Chicago. The journey takes about 4 hours 39 minutes and with fares starting at just MAD 394, it presents an excellent value for a comfortable ride.

3train per day

4h 39mAverage duration

202 milesDistance

30kgCO₂ emissions

	Average price	Average duration	CO₂ emissions	Actions
Bus	Average priceMAD 329 - MAD 991	Average duration7h 10m	CO₂ emissions 8kg CO₂e
Train	Average priceMAD 394 - MAD 1,178	Average duration4h 39m	CO₂ emissions 30kg CO₂e

Where are the popular train stations and stops in Ann Arbor and Chicago?

Ann Arbor

A
Train Station
325 Depot St, Ann Arbor, MI 48104, USA
Visit page

Chicago

A
Union Station
225 S Canal St, Chicago, IL 60606, USA

Find cheapest prices for trains

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

Best price found

15/04

MAD 370

16/04

MAD 758

Today

MAD 1,127

18/04

MAD 370

19/04

MAD 370

20/04

MAD 370

21/04

MAD 370

22/04

MAD 370

The cheapest trip from Ann Arbor to Chicago was searched and found on 15 Apr 2026 with a price of MAD 370

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

You can expect to pay from MAD 370 to MAD 1,420 for a train ticket from Ann Arbor to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at MAD 370, which is on 2026-04-18.