There are 11 ways to get from Chicago Station (CTA Logan Square branch) to Waterbury by plane, bus, train (Amtrak), bus (Flixbus, Greyhound), car, train, or bus (Greyhound)
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)MDW - BDL
- Take the bus from Main St @ Atheneum Sq to E Main St @ Phoenix St
6h 31m$106–567Fly Chicago O'Hare International Airport to Laguardia Airport, train
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)ORD - LGA
- Take the train from 125th Street - Harlem to Bridgeport
- Take the train from Bridgeport to Waterbury
8h 20m$86–316Train (Amtrak)
- Take the train from Chicago Union Station to SpringfieldLake Shore Limited
- Take the train from Springfield to MeridenAmtrak Hartford Line / ...
23h 44m$260–869Bus
- Take the bus from Chicago Bus Station to New York Midtown
- Take the bus from Port Authority Bus Terminal to New Haven Union Station
- Take the bus from Church St @ Chapel St to Grand St @ State St229
26h 50m$116–300Drive 863.7 mi
- Drive from Chicago Station (CTA Logan Square branch) to Waterbury863.7 mi
14h 13m$158–228Fly Chicago O'Hare International Airport to Bradley International Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)ORD - BDL
- Take the bus from Main St @ Atheneum Sq to E Main St @ Phoenix St
6h 33m$116–570Fly Chicago Midway International Airport to Laguardia Airport, train
- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)MDW - LGA
- Take the train from 125th Street - Harlem to Bridgeport
- Take the train from Bridgeport to Waterbury
8h 24m$96–423Fly 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)ORD - HVN
- Take the bus from Church St @ Chapel St to Grand St @ State St
7h 43m$108–321Fly 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)ORD - HPN
- Take the bus from Main St @ South Broadway to Stamford Transportation Center @ Bay A
- Take the train from Stamford to Bridgeport
- Take the train from Bridgeport to Waterbury
9h 36m$492–1,134Train via New York
- Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station
- Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Take the train from Bridgeport to Waterbury
26h 22m$174–782Bus via Baltimore
- Take the bus from Chicago Bus Station to Baltimore Downtown Bus Station
- Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminal
- Take the bus from Port Authority Bus Terminal to New Haven Union Station
- Take the bus from Church St @ Chapel St to State St @ W Main St229
27h 52m$118–295
Chicago Station (CTA Logan Square branch) to Waterbury by foot, subway, train, and bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago Station (CTA Logan Square branch) to Waterbury is to fly and train which costs $85 - $320 and takes 8h 20m.
The fastest way to get from Chicago Station (CTA Logan Square branch) to Waterbury is to fly and bus which takes 6h 31m and costs $100 - $600.
No, there is no direct bus from Chicago Station (CTA Logan Square branch) to Waterbury. However, there are services departing from Milwaukee & Thomas and arriving at Grand St @ State St via Madison & Canal, Chicago Bus Station, Port Authority Bus Terminal and Church St @ Chapel St. The journey, including transfers, takes approximately 26h 50m.
The distance between Chicago Station (CTA Logan Square branch) and Waterbury is 840 miles. The road distance is 868.7 miles.
The best way to get from Chicago Station (CTA Logan Square branch) to Waterbury without a car is to train which takes 23h 44m and costs $260 - $900.
It takes approximately 6h 31m to get from Chicago Station (CTA Logan Square branch) to Waterbury, including transfers.
Chicago Station (CTA Logan Square branch) to Waterbury bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago Station (CTA Logan Square branch) to Waterbury is to train which takes 23h 44m and costs $260 - $900. Alternatively, you can bus, which costs $110 - $300 and takes 26h 50m.
Chicago Station (CTA Logan Square branch) to Waterbury bus services, operated by Flixbus USA, arrive at New York Midtown station.
Yes, the driving distance between Chicago Station (CTA Logan Square branch) to Waterbury is 869 miles. It takes approximately 14h 13m to drive from Chicago Station (CTA Logan Square branch) to Waterbury.
What companies run services between Chicago Station (CTA Logan Square branch), IL, USA and Waterbury, CT, USA?
You can take a vehicle from Chicago Station (CTA Logan Square branch) to E Main St @ Phoenix St via Division, Clinton-Blue, Chicago Union Station, Springfield, Meriden, and State St @ Meriden Transit Center in around 23h 44m. Alternatively, you can take a vehicle from Chicago Station (CTA Logan Square branch) to Grand St @ State St via Milwaukee & Thomas, Washington & Canal, Madison & Canal, Harrison & Jefferson, Chicago Bus Station, New York Midtown, Port Authority Bus Terminal, New Haven Union Station, and Church St @ Chapel St in around 26h 50m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 17m
- When
- Every day
- Estimated price
- $85–440
Flights from Chicago O'Hare International Airport to Bradley International Airport via Philadelphia
- Ave. Duration
- 4h 5m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $90–460
Flights from Chicago O'Hare International Airport to Bradley International Airport via Reagan Washington
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $90–470
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Westchester County Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $85–460
Flights from Chicago O'Hare International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $90–480
Flights from Chicago O'Hare International Airport to Westchester County Airport via Charlotte
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $110–550
- Website
- southwest.com
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 21m
- When
- Monday to Saturday
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Laguardia Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $65–370
- Website
- united.com
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $85–440
Flights from Chicago O'Hare International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 4h 21m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $90–470
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $55–310
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 14m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Westchester County Airport via Detroit
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $85–460
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $55–260
- Website
- aveloair.com
Flights from Chicago O'Hare International Airport to Tweed-New Haven Airport
- Ave. Duration
- 2h 5m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $65–260
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Springfield
- Ave. Duration
- 19h 19m
- Frequency
- Once daily
- Estimated price
- $250–650
- Website
- https://www.amtrak.com/home.html
Train from Springfield to Meriden
- Ave. Duration
- 53 min
- Frequency
- Every 4 hours
- Estimated price
- $10–11
- Website
- https://www.amtrak.com/home.html
Train from Stamford to Bridgeport
- Ave. Duration
- 27 min
- Frequency
- Once daily
- Estimated price
- $11–80
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 20h 12m
- Frequency
- Once daily
- Estimated price
- $150–550
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Ave. Duration
- 1h 12m
- Frequency
- Once daily
- Estimated price
- $16–130
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Springfield to Meriden
- Ave. Duration
- 1h 2m
- Frequency
- Twice daily
- Estimated price
- $6–210
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $6–210
- Business Class
- $45–240
Train from Stamford to Bridgeport
- Ave. Duration
- 30 min
- Frequency
- Every 2 hours
- Estimated price
- $3–200
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $3–200
- Business Class
- $40–230
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 2 hours
- Estimated price
- $8–210
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $8–210
- Business Class
- $50–250
- Phone
- 877.690.5114
- Website
- mta.info
Train from 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 21m
- Frequency
- Every 30 minutes
- Estimated price
- $14–22
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $14–16
- Peak
- $19–22
Train from Bridgeport to Waterbury
- Ave. Duration
- 1h 5m
- Frequency
- Every 3 hours
- Estimated price
- $11–17
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–12
- Peak
- $15–17
Train from Stamford to Bridgeport
- Ave. Duration
- 42 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–15
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $9–11
- Peak
- $13–15
- Phone
- +1 860-525-9181
- Website
- cttransit.com
Bus from Main St @ Atheneum Sq to E Main St @ Phoenix St
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $2–6
- Website
- https://www.cttransit.com
- Book at
- https://buypasses.storesecured.com
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $5–6
Bus from Church St @ Chapel St to Grand St @ State St
- Ave. Duration
- 1h 7m
- Frequency
- Hourly
- Estimated price
- $2–5
- Website
- https://www.cttransit.com
- Book at
- https://buypasses.storesecured.com
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
Bus from Main St @ South Broadway to Stamford Transportation Center @ Bay A
- Ave. Duration
- 25 min
- Frequency
- Hourly
- Estimated price
- $2–4
- Website
- https://www.cttransit.com
- Book at
- https://buypasses.storesecured.com
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $3–4
Bus from Church St @ Chapel St to State St @ W Main St
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $2–5
- Website
- https://www.cttransit.com
- Book at
- https://buypasses.storesecured.com
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Once daily
- Estimated price
- $100–250
- Schedules at
- flixbus.com
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Port Authority Bus Terminal to New Haven Union Station
- Ave. Duration
- 1h 55m
- Frequency
- Every 4 hours
- Estimated price
- $10–40
- Website
- https://peterpanbus.com
- Adult
- $10–40
Bus from Baltimore Downtown Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 3h 44m
- Frequency
- Every 2 hours
- Estimated price
- $30–65
- Website
- https://peterpanbus.com
- Adult
- $30–65
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Port Authority Bus Terminal to New Haven Union Station
- Ave. Duration
- 2h 5m
- Frequency
- Every 4 hours
- Estimated price
- $15–23
- Website
- https://www.greyhound.com/
Bus from Chicago Bus Station to Baltimore Downtown Bus Station
- Ave. Duration
- 17h 40m
- Frequency
- Twice daily
- Estimated price
- $75–180
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 3h 20m
- Frequency
- Every 3 hours
- Estimated price
- $30–60
- Website
- https://www.greyhound.com/
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Italian Lakes: Getting around by train
Read the travel guide
Why you should take the train in the US
Read the travel guide
More Questions & Answers
There are 98+ hotels available in Waterbury.















