There are 10 ways to get from North Haven to Chicago by train, plane, train (Amtrak), bus (Greyhound, Flixbus), 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.
Train to Bradley International Airport, fly to Chicago Midway International Airport
best- Take the train from Wallingford Amtrak to Windsor Lockstrain
- Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane BDL - MDW
6h 28m$94–452Train to Bradley International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Wallingford Amtrak to Windsor Lockstrain
- Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane BDL - ORD
6h 50m$79–392Train (Amtrak)
- Take the train from Wallingford Amtrak to Springfieldtrain Amtrak Hartford Line / ...
- Take the train from Springfield to Chicago Union Stationtrain Lake Shore Limited
23h 13m$255–582Bus
- Take the bus from New Haven Bus Stop to Port Authority Bus Terminalbus Greyhound US0230 / ...
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
25h 41m$154–269Drive 864.5 mi
- Drive from North Haven to Chicagocar 864.5 mi
14h 38m$158–228Train to Laguardia Airport, fly to Chicago Midway International Airport
- Take the train from New Haven to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
7h 41m$226–698Fly Tweed-New Haven Airport to Chicago O'Hare International Airport
- Fly from Tweed-New Haven Airport (HVN) to Chicago O'Hare International Airport (ORD)plane HVN - ORD
6h 4m$125–562Train to Westchester County Airport, fly to Chicago O'Hare International Airport
- Take the train from New Haven to Stamfordtrain
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
9h 12m$118–1,219Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport
- Take the train from New Haven to Providencetrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane PVD - MDW
9h 6m$107–1,079Train via New York (Amtrak)
- Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain Northeast Regional / ...
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
23h 41m$270–1,207
North Haven to Chicago by bus and train (Amtrak)
Questions & Answers
The cheapest way to get from North Haven to Chicago is to fly which costs $120 - $600 and takes 6h 4m.
The fastest way to get from North Haven to Chicago is to fly which takes 6h 4m and costs $120 - $600.
No, there is no direct bus from North Haven to Chicago station. However, there are services departing from Washington Ave @ Walgreens and arriving at Chicago Bus Station via Temple St @ Chapel St, New Haven Bus Stop and New York Midtown. The journey, including transfers, takes approximately 25h 41m.
No, there is no direct train from North Haven to Chicago station. However, there are services departing from Wallingford Amtrak and arriving at Chicago Union Station via Springfield. The journey, including transfers, takes approximately 23h 13m.
The distance between North Haven and Chicago is 836 miles. The road distance is 869.5 miles.
The best way to get from North Haven to Chicago without a car is to train which takes 23h 13m and costs $250 - $600.
It takes approximately 6h 28m to get from North Haven to Chicago, including transfers.
North Haven to Chicago bus services, operated by Greyhound USA, depart from New Haven Bus Stop station.
North Haven to Chicago train services, operated by Amtrak, depart from Wallingford Amtrak station.
The best way to get from North Haven to Chicago is to train which takes 23h 13m and costs $250 - $600. Alternatively, you can bus, which costs $150 - $270 and takes 25h 41m, you could also fly, which costs $120 - $600 and takes 6h 4m.
What companies run services between North Haven, CT, USA and Chicago, IL, USA?
You can take a bus from Washington Ave @ opp Walgreens to Chicago Union Station via Center St @ N Colony St, Wallingford Amtrak, and Springfield in around 23h 13m. Alternatively, you can take a bus from Washington Ave @ Walgreens to Chicago Bus Station via Temple St @ New Haven Green, Temple St @ Chapel St, Union Ave @ Cinque Grn, New Haven Bus Stop, Port Authority Bus Terminal, and New York Midtown in around 25h 41m.
- Website
- southwest.com
Flights from Bradley International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $80–420
Flights from Bradley International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 30m
- When
- Tuesday to Friday
- Estimated price
- $85–440
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $90–490
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $75–410
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 4m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $85–420
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Wallingford Amtrak to Windsor Locks
- Ave. Duration
- 45 min
- Frequency
- Every 4 hours
- Estimated price
- $9–21
- Website
- Amtrak
Train from Wallingford Amtrak to Springfield
- Ave. Duration
- 1h 10m
- Frequency
- Every 4 hours
- Estimated price
- $13–29
- Website
- Amtrak
Train from Springfield to Chicago Union Station
- Ave. Duration
- 19h 46m
- Frequency
- Once daily
- Estimated price
- $240–550
- Website
- Amtrak
Train from Wallingford Amtrak to Windsor Locks
- Ave. Duration
- 45 min
- Frequency
- Every 4 hours
- Estimated price
- $9–21
- Website
- Amtrak
Train from New Haven to Stamford
- Ave. Duration
- 47 min
- Frequency
- Hourly
- Estimated price
- $10–23
- Website
- Amtrak
Train from New Haven to Providence
- Ave. Duration
- 1h 49m
- Frequency
- Every 3 hours
- Estimated price
- $29–70
- Website
- Amtrak
Train from New Haven to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 37m
- Frequency
- Hourly
- Estimated price
- $19–45
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station
- Ave. Duration
- 19h 32m
- Frequency
- Once daily
- Estimated price
- $250–600
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from New Haven Bus Stop to Port Authority Bus Terminal
- Ave. Duration
- 2h 10m
- Frequency
- 3 times a day
- Estimated price
- $11–22
- Website
- Greyhound
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More Questions & Answers
North Haven to Chicago bus services, operated by Greyhound USA, arrive at Port Authority Bus Terminal station.
Chicago is 1h behind North Haven. It is currently 3:58 AM in North Haven and 2:58 AM in Chicago.
North Haven to Chicago train services, operated by Amtrak, arrive at Springfield station.
Yes, the driving distance between North Haven to Chicago is 870 miles. It takes approximately 14h 38m to drive from North Haven to Chicago.
There are 1275+ hotels available in Chicago.





