The cheapest and fastest trains from New Haven, CT to Chicago, IL
Cheapest price
$213
Average price
$288
Fastest journey
23 h 6 m
Average duration
23 h 48 m
Trains per day
9
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 $288 if you buy it on the day, but the cheapest tickets can be found for only $213.
It's difficult to get from New Haven, CT to Chicago, IL without transferring at least once.
460 Amtrak Hartford Line · 449 Lake Shore Limited · 49 Lake Shore Limited11:02 AM24h10New Haven, CT10:12 AMChicago Union Station, Chicago, IL$2131One-way2 transfers
460 Amtrak Hartford Line · 449 Lake Shore Limited · 49 Lake Shore Limited11:00 AM24h12Union Station, New Haven, CT10:12 AMChicago Union Station, Chicago, IL$2141One-way2 transfers
460 Amtrak Hartford Line · 449 Lake Shore Limited11:02 AM24h10New Haven, CT10:12 AMChicago Union Station, Chicago, IL$2311One-way1 transfer
460 Amtrak Hartford Line · 449 Lake Shore Limited11:00 AM24h12Union Station, New Haven, CT10:12 AMChicago Union Station, Chicago, IL$2331One-way1 transfer
161 Northeast Regional · 49 Lake Shore Limited12:06 PM23h06Union Station, New Haven, CT10:12 AMChicago Union Station, Chicago, IL$2511One-way1 transfer
161 Northeast Regional · 49 Lake Shore Limited12:06 PM23h06Union Station, New Haven, CT10:12 AMChicago Union Station, Chicago, IL$2511One-way1 transfer
461 Valley Flyer · 161 Northeast Regional · 49 Lake Shore Limited11:49 AM23h23New Haven, CT10:12 AMChicago Union Station, Chicago, IL$2541One-way2 transfers
460 Amtrak Hartford Line · 449 Lake Shore Limited11:02 AM24h10New Haven, CT10:12 AMChicago Union Station, Chicago, IL$2311One-way1 transfer
460 Amtrak Hartford Line · 449 Lake Shore Limited · 49 Lake Shore Limited11:02 AM24h10New Haven, CT10:12 AMChicago Union Station, Chicago, IL$2131One-way2 transfers
460 Amtrak Hartford Line · 449 Lake Shore Limited · 49 Lake Shore Limited11:00 AM24h12Union Station, New Haven, CT10:12 AMChicago Union Station, Chicago, IL$2141One-way2 transfers
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 $124. For those with little time consider booking a flight which can get you there in 2h 46m. The ticket price range depends on the travel mode: a bus costs an average of $124, and a train costs an average of $116.
Distance: 761 miles (1225 km)
Compare train with
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$320 Average price | $193 Average price | $191 Average price Cheapest | $221 Average price (fuel + tolls) |
22h 29m Average total duration 21h 59m Onboard + 30m Additional time* | 5h 46m Average total duration Fastest 2h 46m Onboard + 3h 0m Additional time* | 28h 39m Average total duration 28h 9m Onboard + 30m Additional time* | 13h 14m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from New Haven, CT to Chicago, IL:
A bus is $2 (€2) less than a flight for this route with tickets for a flight from New Haven, CT to Chicago, IL costing on average $193 (€156).
A bus is $129 (€105) less than a train for this route with tickets for a train from New Haven, CT to Chicago, IL costing on average $320 (€259).
Other travel options to Chicago, IL take longer:
Train takes on average 21h 59m.
Bus takes on average 28h 9m.
Tickets start at around $320 (€259) compared to roughly $221 (€178) in fuel and tolls — a saving of about $-99.96 (€-80.85). The journey takes 21h 59m versus 13h 14m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
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, Saturday, May 23. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
65 Northeast Regional · 51 Cardinal | 9:10 PM Union Station, New Haven, CT | 38h15 | 10:25 AM Chicago Union Station, Chicago, IL | 1 transfer | |
| Sunday, May 24 | |||||
195 Northeast Regional · 40 Floridian | 9:06 AM Union Station, New Haven, CT | 24h39 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
40 Floridian+ 2271 Acela | 9:31 AM Union Station, New Haven, CT | 24h14 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
40 Floridian+ 2271 NextGen Acela | 9:31 AM Union Station, New Haven, CT | 24h14 | 8:45 AM Chicago Union Station, Chicago, IL | 1 transfer | |
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.
May 24
May 25
May 26
May 27
May 28
May 29
May 30
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 59m. Cheap train tickets for this journey start at $116 (€94) but you can travel from only $55 (€45) 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 59m |
Cheapest ticket price $116 (€94) |
Trains per day 8 |
Fastest train 23h 6m |
First train 5:34 AM |
Last train 9:30 PM |
Cheapest Month Mar |
Cheapest Day Tue |
High Season Oct - Dec |
Low Season Jul - Sep |
Best time to book 21 days |
Train companies: Amtrak from New Haven, CT to Chicago, IL trainsAmtrak trains will get you between New Haven, CT and Chicago, IL from $55 (€45). 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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