How much is the train ticket from Stamford to Chicago?

The cheapest train tickets from Stamford to Chicago start from $130. The average price for this train route is around $364. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.

Which train operators service the Stamford to Chicago route?

Several major train operators operate on this route with 3 trains available per day.

What is the earliest and latest departure time for the train from Stamford to Chicago?

The earliest train departs from Stamford to Chicago at 9:30am. And the latest train departs at 9:55pm.

Train Stamford to Chicago from $106 | Refundable Tickets

Next train departures

Next departures for Stamford to Chicago on March 25
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	12:53pm	Stamford Station	22h 19m	10:12am	Chicago (Union Station), IL	CheapestFastest
Train	12:53pm	Stamford Station	22h 19m	10:12am	Chicago (Union Station), IL	No tags
Train	12:53pm	Stamford Station	22h 19m	10:12am	Chicago (Union Station), IL	No tags

Last refresh of the prices: Yesterday at 9:43 AM EDT.

Compare 2 ways to go from Stamford 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 1 day, 5 hours 50 minutes and with fares starting at just $109, it presents an excellent value for a comfortable ride.

4bus per day

1d 5hAverage Duration

730 milesDistance

29kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$109 - $420	Average Duration1d 5h	CO₂ emissions 29kg CO₂e
Train	Average Price$130 - $2,185	Average Duration1d	CO₂ emissions 107kg CO₂e

Where are the popular train stations and stops in Stamford, CT, US and Chicago?

Stamford, CT, US

A
Stamford Station
48 Station Pl, Stamford, CT 06902, USA
Visit page

Chicago

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

Train Companies

Amtrak

4/55,776 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5776 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $130

US train companies:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about traveling from Stamford, CT, 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.

How much is the train ticket from Stamford to Chicago?
The cheapest train tickets from Stamford to Chicago start from $130. The average price for this train route is around $364. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
Which train operators service the Stamford to Chicago route?
Several major train operators operate on this route with 3 trains available per day.
What is the earliest and latest departure time for the train from Stamford to Chicago?
The earliest train departs from Stamford to Chicago at 9:30am. And the latest train departs at 9:55pm.

Find cheapest prices for trains

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

Best price found

03/23

No data

03/24

$284

Today

$284

03/26

$136

03/27

No data

03/28

No data

03/29

No data

03/30

$106

The cheapest trip from Stamford, CT, US to Chicago was searched and found on Mar 30, 2026 with a price of $106

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

You can expect to pay from $106 to $2,074 for a train ticket from Stamford, CT, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $106 which is on 2026-03-30.