The cheapest and fastest trains from New Haven, CT to Chicago, IL
Cheapest price
$260
Average price
$260
Fastest journey
1 d 12 m
Average duration
1 d 12 m
Trains per day
1
Distance
1225 km
The best way to find a cheap train ticket from New Haven, CT to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from New Haven, CT to Chicago, IL will cost around $260 if you buy it on the day, but the cheapest tickets can be found for only $260.
Of the 1 trains that leave New Haven, CT for Chicago, IL on Sat, Nov 22, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Nov 22 the direct trains cover the 1225 km distance in an average of 1 d 12 m but if you time it right, some trains will get you there in just 1 d 12 m .
On Sat, Nov 22 the slowest trains will take 1 d 12 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


Travel Information
Compare train, bus, and flight for New Haven, CT to Chicago, IL
Omio recommends booking the train as it is the most popular option from New Haven, CT to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from €61. For those with little time consider booking a flight which can get you there in 2h 21m. The ticket price range depends on the travel mode: a bus costs an average of €61, and a train costs an average of €113.
Distance: 761 miles (1225 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
€214 Average price | €145 Average price | €106 Average price Cheapest |
21h 52m Average total duration 21h 22m Onboard + 30m Additional time* | 5h 21m Average total duration Fastest 2h 21m Onboard + 3h 0m Additional time* | 26h 44m Average total duration 26h 14m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
New Haven, CT to Chicago, IL train times
The table below shows live departures for New Haven, CT to Chicago, IL trains for today, Friday, November 21. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 9:34 AM New Haven, CT | 28h11 | 1:45 PM Chicago, IL | 0 transfersDirect | |
![]() | 10:12 AM New Haven, CT | 27h33 | 1:45 PM Chicago, IL | 0 transfersDirect | |
![]() | 2:51 PM New Haven, CT | 24h21 | 3:12 PM Chicago, IL | 0 transfersDirect | |
![]() | 3:00 PM New Haven, CT | 24h12 | 3:12 PM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets New Haven, CT to Chicago, IL by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Nov 22
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Nov 28
Journey information
Overview: Train from New Haven, CT to Chicago, IL
Trains from New Haven, CT to Chicago, IL run on average 8 times per day, taking around 21h 22m. Cheap train tickets for this journey start at $138 (€113) but you can travel from only $74 (€60) by flight.
The earliest train runs at 05:34, the last at 21:30. The fastest train covers the 761 miles (1225 km) distance in 23h 6m.
Distance 761 miles (1225 km) |
Average train duration 21h 22m |
Cheapest ticket price $138 (€113) |
Trains per day 8 |
Fastest train 23h 6m |
First train 05:34 |
Last train 21:30 |
Train companies: Amtrak from New Haven, CT to Chicago, IL trainsAmtrak trains will get you between New Haven, CT and Chicago, IL from $74 (€60). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from New Haven, CT to Chicago, IL
Find answers to the most common questions about traveling from New Haven, CT to Chicago, IL by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from New Haven, CT to Chicago, IL
- 5:00 AM - 11:00 PM Monday - Sunday
- Free
- Parking is available 24/7 with both short-term and long-term options.
- Union League Cafe
- Zinc New Haven
- Outside the main entrance.
- Elevators, ramps.
- $0.50
- The Study at Yale
- Omni New Haven Hotel at Yale
- New Haven Hotel
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, platforms for Amtrak and Metro-North services
- Hall 2: ticketing and waiting area
- Hall 3: access to parking and car rental services
- Bus: CTtransit New Haven routes
- Amtrak: Northeast Regional, Acela Express
- Metro-North Railroad: New Haven Line
- 5:00 AM - 12:00 AM Monday - Sunday
- Free
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
- The Chicago Firehouse Restaurant
- Lou Mitchell's
- Outside the main entrance.
- Elevators, ramps, restrooms.
- $1
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
- Located in the main hall
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
- Bus: Several lines available
- CTA: Blue Line, Pink Line
Most popular train connections from New Haven, CT
More options for your journey from New Haven, CT to Chicago, IL
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