Next departures for Hartford to Chicago on November 24
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Vehicle type
Departure time
Departure location
Trip duration
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Recommended
Price and booking link
Harford Union Station
Chicago (Union Station), IL
Cheapest
Harford Union Station
Chicago (Union Station), IL
Fastest
Harford Union Station
Chicago (Union Station), IL
No tags
Harford Union Station
Chicago (Union Station), IL
No tags
Harford Union Station
Chicago (Union Station), IL
No tags
Next departures for Hartford to Chicago on November 27
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Harford Union Station
Chicago (Union Station), IL
CheapestFastest
Harford Union Station
Chicago (Union Station), IL
No tags
Harford Union Station
Chicago (Union Station), IL
No tags
Harford Union Station
Chicago (Union Station), IL
No tags
Harford Union Station
Chicago (Union Station), IL
No tags
Last refresh of the prices: 11/16/2025 EST.
Compare 2 ways to go from Hartford to Chicago
We recommend taking the bus
Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 3 hours 35 minutes and with fares starting at just $69, it presents an excellent value for a comfortable ride.
Based on 5600 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 $146
Frequently asked questions about traveling from Hartford, CT to Chicago by train
How much does a train ticket from Hartford to Chicago cost?
The average train ticket price from Hartford to Chicago is $263. The best way to find train tickets from Hartford 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 Hartford to Chicago?
A train trip between Hartford and Chicago is around 1d 3h, although the fastest train will take about 23h 26m. This is the time it takes to travel the 769 miles that separates the two cities.
How many daily trains are there between Hartford and Chicago?
The number of trains from Hartford to Chicago can differ depending on the day of the week. On average, there is 1. Some trains are direct while others have layovers. Simplify your train trip from Hartford to Chicago by comparing and selecting the train that fits you travel style and budget on Busbud.
Which train companies travel from Hartford to Chicago?
When taking the train from Hartford to Chicago, you can travel comfortably and safely with Amtrak.
What are the best sights and things to do in Chicago?
Once in Chicago, you can explore the city. The top sights and things to do are Museum of Contemporary Art, Willis Tower (Sears Tower), Chicago Shakespeare Theater on Navy Pier, Navy Pier, Lincoln Park Zoo.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/21
$227
11/22
$271
Today
$139
11/24
$421
11/25
$441
11/26
$227
11/27
$227
11/28
No data
The cheapest trip from Hartford, CT to Chicago was searched and found on Nov 23, 2025 with a price of $139
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Hartford, CT to Chicago, as early as possible.
You can expect to pay from $139 to $1,215 for a train ticket from Hartford, CT to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $227 which is on 2025-11-26.
The cheapest trip from Hartford, CT to Chicago was searched and found on Nov 23, 2025 with a price of $139
