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Compare train tickets from New Haven to Chicago

New Haven-Chicago Train Schedule

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Trip Summary

How much are train tickets from New Haven to Chicago?

Lowest price$100.00
Fastest train22h 42m
Trains per day5
Train lines1

Frequently Asked Questions

Is it safe to travel by train from New Haven to Chicago during the COVID-19 pandemic?

Our train partners have implemented several different policies to keep you safe during the COVID-19 pandemic. From limiting vehicle capacity to enhancing cleaning protocols and upgrading air filters, train carriers are committed to maintaining a safe environment. For details on what each company is doing to ensure their fleet remains safe for travel, click here.

In addition, federal law requires all train passengers to wear a face covering for the entire duration of the trip. Please make sure you are wearing a face mask or you may not be allowed to board the train.

Please visit our COVID-19 Travel Guide for more information on all carrier policies and the latest travel advisories issued by every U.S. state, Canadian province, and European country.

Can you take a train all the way from New Haven to Chicago?

Yes, there are trains that can take you the entire way from New Haven to Chicago. However, there are also some trips on this route that require you to board another vehicle, such as a bus or a shuttle, during your journey. This is worth paying attention to as you book your trip, since a direct train may be preferable for its speed and convenience.

What is the price of a train ticket from New Haven to Chicago?

In the last month, $110.29 was the average price of a train ticket from New Haven, CT to Chicago, IL. Tickets are generally somewhat expensive for this particular train route, which is to be expected given the long distance. You can expect to find tickets at that price or lower if you book your trip at least 25 days in advance. Otherwise, expect to pay around $81.62 more than that for a same-day booking.

How long is the train journey from New Haven to Chicago?

The distance between New Haven and Chicago is approximately 760 miles, or 1223 kilometers. The average train journey between these two cities takes 26 hours and 2 minutes, although the absolute fastest you could get there is 22 hours and 42 minutes.

Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.

When are trains the most crowded?

Trains from New Haven to Chicago are the most crowded on Thursday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider traveling on Monday instead, as it tends to be the least crowded day of the week.

When are the first and last trains of the day?

The earliest train departs New Haven at 12:00am while the last train of the day leaves at 11:00am. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

Is there a direct train from New Haven to Chicago?

There are 5 scheduled trains on most days. Unfortunately, none of them are direct connections, so you will need to disembark from your original train and board a connecting train during your journey. Don't forget to bring your carry-on luggage when you switch trains. In some instances, you may also be responsible for transferring your own checked baggage.

You can also take a train for your return trip from Chicago to New Haven. If you're not not set on traveling by train, you could always take the bus from New Haven to Chicago for $127.00.

Which train should you take from New Haven to Chicago?

Amtrak is the one and only train line which connects New Haven, Connecticut to Chicago, Illinois. However, there are 5 trains per day to choose from.

TrainDaily TripsAvg. TimeAvg. Price
Amtrak51d 2h 3m$124.35

Amtrak train tickets from New Haven to Chicago start from $100, and on average cost $124. Daily there are 5 Amtrak schedules to Chicago. Amtrak in New Haven leaves from Union Station and one other station. And in Chicago trains arrive at Union Station - 225 S Canal St, From New Haven to Chicago train travel on Amtrak takes 26 hours and 3 minutes. If you are looking to get to Chicago faster, Amtrak offers more express schedule options with a travel time of 22 hours and 42 minutes. If you're considering a weeked trip, Amtrak offers 6 schedules for you to choose from. You can expect to pay $123 for a one-way train ticket to Chicago.

Price trends for trains from New Haven to Chicago

Monthly average prices

$150$120$90$60$30MJJASONDJFMA

Prices as travel date approaches

$175$140$105$70$353020100

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