There are 11 ways to get from Grand Central Station to Waterbury by plane, bus, bus (Flixbus, Greyhound), train (Amtrak), car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago Midway International Airport to Bradley International Airport, bus
best- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the bus from Main St @ Atheneum Sq to E Main St @ Phoenix Stbus
6h 20m$104–515Fly Chicago O'Hare International Airport to Bradley International Airport, bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane ORD - BDL
- Take the bus from Main St @ Atheneum Sq to E Main St @ Phoenix Stbus
6h 47m$80–415Bus
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from Port Authority Bus Terminal to New Haven Bus Stopbus
- Take the bus from Church St @ Chapel St to Grand St @ State Stbus 229
22h 13m$154–283Train (Amtrak)
- Take the train from Chicago Union Station to Springfieldtrain Lake Shore Limited
- Take the train from Springfield to Meridentrain Amtrak Hartford Line / ...
22h 27m$306–636Drive 860.8 mi
- Drive from Grand Central Station to Waterburycar 860.8 mi
14h 19m$158–227Fly Chicago O'Hare International Airport to Laguardia Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane ORD - LGA
- Take the train from 125th Street - Harlem to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
7h 35m$242–704Fly Chicago Midway International Airport to Laguardia Airport, train
- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane MDW - LGA
- Take the train from 125th Street - Harlem to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
7h 18m$232–604Fly Chicago O'Hare International Airport to Westchester County Airport, line 971 bus, train
- Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane ORD - HPN
- Take the bus from Main St @ South Broadway to Stamford Transportation Center @ Bay Abus
- Take the train from Stamford to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
8h 48m$120–545Fly Chicago O'Hare International Airport to Tweed-New Haven Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane ORD - HVN
- Take the bus from Church St @ Chapel St to Grand St @ State Stbus
8h 12m$176–496Train via New York
- Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain
- Take the train from Bridgeport to Waterburytrain
23h 52m$334–687Bus, train
- Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus
- Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus
- Take the train from Grand Central Terminal to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
24h 48m$189–396
Grand Central Station to Waterbury by foot and bus
Questions & Answers
The cheapest way to get from Grand Central Station to Waterbury is to bus which costs $150 - $290 and takes 22h 13m.
The fastest way to get from Grand Central Station to Waterbury is to fly and bus which takes 6h 20m and costs $100 - $550.
No, there is no direct bus from Grand Central Station station to Waterbury. However, there are services departing from Chicago Bus Station and arriving at Grand St @ State St via Port Authority Bus Terminal and Church St @ Chapel St. The journey, including transfers, takes approximately 22h 13m.
No, there is no direct train from Grand Central Station station to Waterbury. However, there are services departing from Chicago Union Station and arriving at Meriden via Springfield. The journey, including transfers, takes approximately 22h 27m.
The distance between Grand Central Station and Waterbury is 836 miles. The road distance is 865.8 miles.
The best way to get from Grand Central Station to Waterbury without a car is to bus which takes 22h 13m and costs $150 - $290.
It takes approximately 6h 20m to get from Grand Central Station to Waterbury, including transfers.
Grand Central Station to Waterbury bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Grand Central Station to Waterbury train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Grand Central Station to Waterbury is to bus which takes 22h 13m and costs $150 - $290. Alternatively, you can train, which costs $300 - $650 and takes 22h 27m.
What companies run services between Grand Central Station, IL, USA and Waterbury, CT, USA?
You can take a vehicle from Grand Central Station to Grand St @ State St via Chicago Bus Station, New York Midtown, Port Authority Bus Terminal, New Haven Bus Stop, and Church St @ Chapel St in around 22h 13m. Alternatively, you can take a vehicle from Grand Central Station to E Main St @ Phoenix St via Chicago Union Station, Springfield, Meriden, and State St @ Meriden Transit Center in around 22h 27m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $100–500
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Laguardia Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $120–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Bradley International Airport via Reagan Washington
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $85–430
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Westchester County Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago O'Hare International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 4h 34m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Westchester County Airport via Charlotte
- Ave. Duration
- 5h 23m
- When
- Every day
- Estimated price
- $130–650
- Website
- united.com
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $85–420
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $100–550
- Website
- delta.com
Flights from Chicago Midway International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $100–500
Flights from Chicago O'Hare International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Laguardia Airport via Detroit
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago O'Hare International Airport to Westchester County Airport via Detroit
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $95–500
- Website
- aveloair.com
Flights from Chicago O'Hare International Airport to Tweed-New Haven Airport
- Ave. Duration
- 2h 32m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–450
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Springfield
- Ave. Duration
- 19h 19m
- Frequency
- Once daily
- Estimated price
- $290–650
- Website
- Amtrak
Train from Springfield to Meriden
- Ave. Duration
- 54 min
- Frequency
- Every 3 hours
- Estimated price
- $13–29
- Website
- Amtrak
Train from Stamford to Bridgeport
- Ave. Duration
- 30 min
- Frequency
- Every 2 hours
- Estimated price
- $7–15
- Website
- Amtrak
Train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 20h 12m
- Frequency
- Once daily
- Estimated price
- $300–650
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $18–40
- Website
- Amtrak
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 26m
- Frequency
- Every 20 minutes
- Estimated price
- $15–23
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–17
- Peak
- $20–23
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 26m
- Frequency
- Every 20 minutes
- Estimated price
- $15–23
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–17
- Peak
- $20–23
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Stamford to Bridgeport
- Ave. Duration
- 45 min
- Frequency
- Every 15 minutes
- Estimated price
- $9–15
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–11
- Peak
- $13–15
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Grand Central Terminal to Bridgeport
- Ave. Duration
- 1h 36m
- Frequency
- Every 15 minutes
- Estimated price
- $15–24
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–18
- Peak
- $22–24
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
- Phone
- +1 860-525-9181
- Website
- CT Transit
Bus from Main St @ Atheneum Sq to E Main St @ Phoenix St
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $2–6
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–6
Bus from Church St @ Chapel St to Grand St @ State St
- Ave. Duration
- 1h 7m
- Frequency
- Hourly
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
Bus from Main St @ Atheneum Sq to E Main St @ Phoenix St
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $2–6
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–6
Bus from Main St @ South Broadway to Stamford Transportation Center @ Bay A
- Ave. Duration
- 25 min
- Frequency
- Hourly
- Estimated price
- $2–4
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $3–4
Bus from Church St @ Chapel St to Grand St @ State St
- Ave. Duration
- 1h 7m
- Frequency
- Hourly
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 17h 5m
- Frequency
- 5 times a day
- Estimated price
- $140–240
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Port Authority Bus Terminal to New Haven Bus Stop
- Ave. Duration
- 2h 5m
- Frequency
- Every 2 hours
- Estimated price
- $11–22
- Website
- Greyhound
Bus from Chicago Bus Station to Baltimore Downtown Bus Station
- Ave. Duration
- 17h 45m
- Frequency
- 4 times a day
- Estimated price
- $110–220
- Website
- Greyhound
Bus from Baltimore Downtown Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 3h 20m
- Frequency
- Hourly
- Estimated price
- $35–70
- Website
- Greyhound
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Port Authority Bus Terminal to New Haven Bus Stop
- Ave. Duration
- 1h 55m
- Frequency
- Every 4 hours
- Estimated price
- $16–45
- Website
- Peter Pan
Bus from Baltimore Downtown Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 3h 44m
- Frequency
- Every 2 hours
- Estimated price
- $45–130
- Website
- Peter Pan
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More Questions & Answers
Grand Central Station to Waterbury bus services, operated by Flixbus USA, arrive at New York Midtown station.
Grand Central Station to Waterbury train services, operated by Amtrak, arrive at Springfield station.
Yes, the driving distance between Grand Central Station to Waterbury is 866 miles. It takes approximately 14h 19m to drive from Grand Central Station to Waterbury.
There are 117+ hotels available in Waterbury.












