There are 12 ways to get from Chicago to New Haven by plane, train, bus or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly Chicago Midway to Hartford, train  •  6 h 5 min

  1. Fly from Chicago Midway (MDW) to Hartford (BDL) MDW - BDL
  2. Take the train from Hartford Amtrak to New Haven Union Station

$195 - $463

Cheapest option

Bus  •  19 h 48 min

  1. Take the bus from Chicago, Il to New York, Ny 1604
  2. Take the bus from New York, Ny to New Haven, Ct 2010 / ...

$94 - $232

10 alternative options

Fly Chicago O'Hare to Hartford, train  •  6 h 23 min

  1. Fly from Chicago O'Hare (ORD) to Hartford (BDL) ORD - BDL
  2. Take the train from Hartford Amtrak to New Haven Union Station

$185 - $404

Fly Chicago Midway to New York La Guardia, train  •  6 h 34 min

  1. Fly from Chicago Midway (MDW) to New York La Guardia (LGA) MDW - LGA
  2. Take the train from New York Penn Station to New Haven Union Station

$172 - $686

Fly Chicago O'Hare to New York La Guardia, train  •  6 h 50 min

  1. Fly from Chicago O'Hare (ORD) to New York La Guardia (LGA) ORD - LGA
  2. Take the train from New York Penn Station to New Haven Union Station

$137 - $567

Fly Chicago O'Hare to White Plains, train  •  7 h 26 min

  1. Fly from Chicago O'Hare (ORD) to White Plains (HPN) ORD - HPN
  2. Take the train from Stamford Amtrak to New Haven Union Station

$212 - $822

Fly Chicago Midway to Newark, train  •  7 h 18 min

  1. Fly from Chicago Midway (MDW) to Newark (EWR) MDW - EWR
  2. Take the train from New York Penn Station to New Haven Union Station

$166 - $565

Train to Milwaukee, fly to New York La Guardia, train  •  8 h 11 min

  1. Take the train from Chicago Union Station to Milwaukee Intermodal Station
  2. Fly from Milwaukee (MKE) to New York La Guardia (LGA) MKE - LGA
  3. Take the train from New York Penn Station to New Haven Union Station

$205 - $766

Bus, train  •  17 h 49 min

  1. Take the bus from Chicago, IL to New York Djb149 / ...
  2. Take the train from Grand Central to New Haven New Haven

$111 - $140

Train  •  21 h 19 min

  1. Take the train from Chicago Union Station to Springfield Amtrak Lake Shore Limited
  2. Take the train from Springfield Amtrak to New Haven Union Station Shuttle / ...

$150 - $409

Train via New York Penn Station  •  22 h 7 min

  1. Take the train from Chicago Union Station to New York Penn Station Lake Shore Limited
  2. Take the train from New York Penn Station to New Haven Union Station Acela Express / ...

$199 - $558

Drive  •  14 h 24 min

  1. Drive from Chicago to New Haven 869 miles

$85 - $130

Questions & Answers

The cheapest way to get from Chicago to New Haven is to drive which costs $85 - $130 and takes 14 h 24 min.

More details

The quickest way to get from Chicago to New Haven is to fly and train which costs $190 - $470 and takes 6 h 5 min.

More details

No, there is no direct bus from Chicago to New Haven. However, there are services departing from Chicago, Il and arriving at New Haven, Ct via New York, Ny. The journey, including transfers, takes approximately 19 h 48 min.

More details

No, there is no direct train from Chicago station to New Haven station. However, there are services departing from Chicago Union Station and arriving at New Haven Union Station via Springfield Amtrak. The journey, including transfers, takes approximately 21 h 19 min.

More details

The distance between Chicago and New Haven is 764 miles. The road distance is 869 miles.

Get driving directions

The best way to get from Chicago to New Haven without a car is to bus and train which takes 17 h 49 min and costs $110 - $140.

More details

It takes approximately 6 h 5 min to get from Chicago to New Haven, including transfers.

More details

Chicago to New Haven bus services, operated by Greyhound USA, depart from Chicago, Il station.

More details

Chicago to New Haven train services, operated by Amtrak, arrive at Chicago Union Station.

More details

The best way to get from Chicago to New Haven is to bus which takes 19 h 48 min and costs $90 - $240. Alternatively, you can train, which costs $150 - $410 and takes 21 h 19 min.

Mode details

Map of how to get from Chicago to New Haven.
Launch map view
  • Distance: 764.1 miles
  • Duration: 6 h 5 min

What companies run services between Chicago, IL, USA and New Haven, CT, USA?

You can take a bus from Chicago to New Haven via New York, Ny in around 19 h 48 min. Alternatively, you can take a train from Chicago to New Haven via Springfield Amtrak in around 21 h 19 min.

Airlines
Delta
Website
delta.com
Flights from Chicago Midway to Hartford via Detroit
Ave. Duration
3 h 57 min
When
Every day
Estimated price
$200 - $750
Flights from Chicago O'Hare to Hartford via Detroit
Ave. Duration
3 h 55 min
When
Every day
Estimated price
$340 - $750
Flights from Chicago Midway to New York La Guardia via Detroit
Ave. Duration
4 h
When
Monday and Saturday
Estimated price
$240 - $1,200
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2 h 11 min
When
Every day
Estimated price
$95 - $700
Flights from Chicago O'Hare to White Plains via Detroit
Ave. Duration
4 h 1 min
When
Monday to Friday
Estimated price
$280 - $1,100
Flights from Chicago O'Hare to White Plains via Atlanta
Ave. Duration
5 h 7 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$280 - $1,100
Flights from Chicago Midway to Newark via Detroit
Ave. Duration
4 h 2 min
When
Monday to Friday
Estimated price
$120 - $750
Flights from Milwaukee to New York La Guardia
Ave. Duration
2 h 13 min
When
Every day
Estimated price
$210 - $700
Flights from Milwaukee to New York La Guardia via Detroit
Ave. Duration
3 h 57 min
When
Monday, Tuesday, Thursday and Sunday
Estimated price
$210 - $700
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Hartford
Ave. Duration
2 h
When
Every day
Estimated price
$190 - $900
Flights from Chicago Midway to Hartford via Baltimore
Ave. Duration
3 h 56 min
When
Every day
Estimated price
$190 - $900
Flights from Chicago Midway to New York La Guardia
Ave. Duration
2 h 4 min
When
Every day
Estimated price
$120 - $600
Flights from Chicago Midway to Newark
Ave. Duration
2 h
When
Every day
Estimated price
$120 - $750
Flights from Milwaukee to New York La Guardia
Ave. Duration
2 h 2 min
When
Every day
Estimated price
$260 - $850
United Airlines
Website
united.com
Flights from Chicago O'Hare to Hartford
Ave. Duration
2 h 9 min
When
Every day
Estimated price
$320 - $750
Flights from Chicago O'Hare to Hartford via Washington Dulles
Ave. Duration
4 h 3 min
When
Every day
Estimated price
$320 - $750
Flights from Chicago O'Hare to Hartford via Newark
Ave. Duration
4 h 5 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$320 - $750
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2 h 12 min
When
Every day
Estimated price
$110 - $700
Flights from Chicago O'Hare to White Plains
Ave. Duration
2 h 15 min
When
Every day
Estimated price
$400 - $1,200
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Hartford
Ave. Duration
2 h 2 min
When
Every day
Estimated price
$320 - $700
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2 h 9 min
When
Every day
Estimated price
$85 - $600
Flights from Chicago O'Hare to White Plains
Ave. Duration
2 h 7 min
When
Every day
Estimated price
$270 - $1,200
Flights from Chicago O'Hare to White Plains via Reagan Washington
Ave. Duration
4 h 41 min
When
Every day
Estimated price
$270 - $1,200
Flights from Chicago O'Hare to White Plains via Charlotte
Ave. Duration
4 h 51 min
When
Every day
Estimated price
$270 - $1,200
Spirit Airlines
Website
spirit.com
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2 h 14 min
When
Every day
Estimated price
$85 - $600
Porter Airlines
Website
flyporter.com
Flights from Chicago Midway to Newark via Billy Bishop Toronto City
Ave. Duration
4 h 4 min
When
Monday, Thursday, Friday and Sunday
Estimated price
$230 - $1,100
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from Hartford Amtrak to New Haven Union Station
Ave. Duration
46 min
Frequency
Every 3 hours
Estimated price
$22 - $45
Website
amtrak.com
Coach Seat
$22 - $35
Flexi Coach Seat
$40 - $60
Business Coach Seat
$30 - $45
Room
$130 - $190
Train from Chicago Union Station to Milwaukee Intermodal Station
Ave. Duration
1 h 29 min
Frequency
Every 4 hours
Estimated price
$28 - $60
Website
amtrak.com
Coach Seat
$28 - $45
Flexi Coach Seat
$50 - $75
Business Coach Seat
$40 - $60
Room
$150 - $220
Train from Chicago Union Station to Springfield Amtrak
Ave. Duration
18 h 58 min
Frequency
Once daily
Estimated price
$120 - $360
Website
amtrak.com
Coach Seat
$120 - $190
Flexi Coach Seat
$220 - $320
Business Coach Seat
$250 - $360
Room
$490 - $700
Train from Springfield Amtrak to New Haven Union Station
Ave. Duration
1 h 21 min
Frequency
Every 3 hours
Estimated price
$25 - $55
Website
amtrak.com
Coach Seat
$25 - $40
Flexi Coach Seat
$45 - $65
Business Coach Seat
$35 - $55
Room
$140 - $200
Train from Chicago Union Station to New York Penn Station
Ave. Duration
19 h 53 min
Frequency
Once daily
Estimated price
$120 - $370
Website
amtrak.com
Coach Seat
$120 - $190
Flexi Coach Seat
$220 - $330
Business Coach Seat
$260 - $370
Room
$500 - $700
Amtrak Acela Express

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak Acela Express
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from New York Penn Station to New Haven Union Station
Ave. Duration
1 h 37 min
Frequency
Hourly
Estimated price
$70 - $190
Website
amtrak.com
Business Seat
$70 - $170
First Class Seat
$140 - $190
Train from Stamford Amtrak to New Haven Union Station
Ave. Duration
52 min
Frequency
Hourly
Estimated price
$55 - $160
Website
amtrak.com
Business Seat
$55 - $150
First Class Seat
$120 - $160
Shore Line East
Website
shorelineeast.com
Train from Stamford to New Haven Union Station
Ave. Duration
58 min
Frequency
4 times a day
Estimated price
$6 - $9
Schedules at
shorelineeast.com
Metro-North Railroad (MNR)
Phone
+1 877-690-5116
Website
mta.info
Train from Stamford to New Haven
Ave. Duration
58 min
Frequency
3 times a day
Estimated price
$11 - $24
Schedules at
mta.info
Off-peak at station
$11 - $13
Off-peak onboard
$18 - $19
Onboard
$17 - $24
At station
$14 - $18
Train from Grand Central to New Haven
Ave. Duration
2 h 5 min
Frequency
Every 30 minutes
Estimated price
$16 - $35
Schedules at
mta.info
Off-peak at station
$16 - $19
Off-peak onboard
$23 - $25
Onboard
$25 - $35
At station
$24 - $26
Bus operators
D&J Bus
Bus from Chicago, IL to New York
Ave. Duration
14 h
Frequency
Once daily
Estimated price
$90
Schedules at
gotobus.com
Book at
gotobus.com
Wanda Coach
Phone
6466307186
Email
help@wandacoach.com
Website
wandacoach.com
Bus from Chicago to New York, NY
Ave. Duration
13 h
Frequency
3 times a week
Estimated price
$100
Schedules at
wandacoach.com
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Chicago, Il to New York, Ny
Ave. Duration
17 h 40 min
Frequency
Hourly
Estimated price
$80 - $200
Website
greyhound.com
Economy
$80 - $130
Flexible
$150 - $200
Bus from New York, Ny to New Haven, Ct
Ave. Duration
1 h 50 min
Frequency
Every 30 minutes
Estimated price
$14 - $35
Website
greyhound.com
Economy
$14 - $21
Flexible
$25 - $35

Want to know more about travelling around United States

Rome2rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

More Questions & Answers

The quickest flight from Chicago Midway Airport to Hartford Airport is the direct flight which takes 1 h 55 min.

Search flights

Chicago to New Haven bus services, operated by Greyhound USA, arrive at New Haven, Ct station.

More details

New Haven is 1 h ahead of Chicago. It is currently 8:01 PM in Chicago and 9:01 PM in New Haven.

Chicago to New Haven train services, operated by Amtrak, arrive at New Haven Union Station.

More details

Yes, the driving distance between Chicago to New Haven is 869 miles. It takes approximately 14 h 24 min to drive from Chicago to New Haven.

Get driving directions

Delta and Southwest Airlines offer flights from Chicago Midway Airport to Hartford Airport.

Search flights

Book your Chicago to New Haven train tickets online with Rome2rio.

Search and book

Book your Chicago to New Haven bus tickets online with Greyhound and Greyhound.

Search and book

There are 63+ hotels available in New Haven. Prices start at $72 USD per night.

More details

The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23 min and costs $2 - $4.

More details