There are 10 ways to get from Chicago to Darien by plane, train, bus, train (Amtrak), 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.
Fly Chicago Midway International Airport to Laguardia Airport, train
best- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane MDW - LGA
- Take the train from 125th Street - Harlem to Darientrain
5h 23m$110–580Fly Chicago O'Hare International Airport to Laguardia Airport, train
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane ORD - LGA
- Take the train from 125th Street - Harlem to Darientrain
5h 51m$80–330Bus, train
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2641 / ...
- Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain Northeast Regional
19h 13m$125–214Train
- Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain
- Take the train from Croton-Harmon to 125th Street - Harlemtrain
- Take the train from 125th Street - Harlem to Darientrain
21h 41m$271–574Drive 822.5 mi
- Drive from Chicago to Dariencar 822.5 mi
13h 48m$151–217Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane ORD - JFK
- Take the train from Grand Central Terminal to Darientrain
5h 58m$528–1,242Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane ORD - EWR
- Take the train from Newark Liberty International Airport to Stamford Amtrak Stationtrain
7h 1m$80–516Fly Chicago O'Hare International Airport to Westchester County Airport, line 971 bus
- 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
7h 4m$452–623Fly Chicago Midway International Airport to Bradley International Airport, train
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the train from Windsor Locks to New Haventrain
- Take the train from New Haven to Darientrain
7h 31m$130–836Bus, train via Baltimore
- 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 Darientrain
23h 9m$181–357
Chicago to Darien by bus and train
Questions & Answers
The cheapest way to get from Chicago to Darien is to bus and train which costs $120 - $220 and takes 19h 13m.
The fastest way to get from Chicago to Darien is to fly and train which takes 5h 23m and costs $110 - $600.
No, there is no direct train from Chicago station to Darien. However, there are services departing from Chicago Union Station and arriving at Darien via Croton-Harmon and 125th Street - Harlem. The journey, including transfers, takes approximately 21h 41m.
The distance between Chicago and Darien is 778 miles. The road distance is 827.3 miles.
The best way to get from Chicago to Darien without a car is to bus and train which takes 19h 13m and costs $120 - $220.
It takes approximately 5h 23m to get from Chicago to Darien, including transfers.
Chicago to Darien train services, operated by Amtrak, depart from Chicago Union Station.
Darien is 1h ahead of Chicago. It is currently 8:39 AM in Chicago and 9:39 AM in Darien.
Chicago to Darien train services, operated by Amtrak, arrive at Croton-Harmon Amtrak Station.
Yes, the driving distance between Chicago to Darien is 827 miles. It takes approximately 13h 48m to drive from Chicago to Darien.
What companies run services between Chicago, IL, USA and Darien, CT, USA?
You can take a train from Chicago Union Station to Darien via Croton-Harmon and 125th Street - Harlem in around 21h 41m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $60–320
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport via Cleveland
- Ave. Duration
- 4h 30m
- When
- Tuesday
- Estimated price
- $60–320
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Westchester County Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $85–470
Flights from Chicago O'Hare International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $95–500
- Website
- united.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $55–310
- Website
- delta.com
Flights from Chicago Midway International Airport to Laguardia Airport via Detroit
- Ave. Duration
- 3h 49m
- When
- Every day
- Estimated price
- $95–550
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $60–320
Flights from Chicago O'Hare International Airport to Westchester County Airport via Detroit
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $85–470
Flights from Chicago Midway International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 3h 59m
- When
- Every day
- Estimated price
- $110–600
- Website
- southwest.com
Flights from Chicago Midway International Airport to Laguardia Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $95–550
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 30m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $120–650
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $60–320
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 11m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–290
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 7m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $65–290
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from 125th Street - Harlem to Darien
- Ave. Duration
- 47 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Croton-Harmon to 125th Street - Harlem
- Ave. Duration
- 1h 1m
- Frequency
- Every 20 minutes
- Estimated price
- $10–17
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Grand Central Terminal to Darien
- Ave. Duration
- 57 min
- Frequency
- Every 30 minutes
- Estimated price
- $12–19
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $12–13
- Peak
- $16–19
Train from New Haven to Darien
- Ave. Duration
- 1h 1m
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 49 min
- Frequency
- Every 2 hours
- Estimated price
- $5–200
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $5–200
- Business Class
- $45–230
Train from Newark Liberty International Airport to Stamford Amtrak Station
- Ave. Duration
- 1h 25m
- Frequency
- Every 4 hours
- Estimated price
- $6–210
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $6–210
- Business Class
- $50–240
Train from Windsor Locks to New Haven
- Ave. Duration
- 1h 7m
- Frequency
- Twice daily
- Estimated price
- $6–210
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $6–210
- Business Class
- $50–240
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 48 min
- Frequency
- Every 4 hours
- Estimated price
- $8–550
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $8–440
- First Class
- $100–550
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 43 min
- Frequency
- Once daily
- Estimated price
- $9–21
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 19h 23m
- Frequency
- Once daily
- Estimated price
- $250–550
- Website
- https://www.amtrak.com/home.html
Train from Windsor Locks to New Haven
- Ave. Duration
- 1h 3m
- Frequency
- Every 4 hours
- Estimated price
- $12–28
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 17h 5m
- Frequency
- 3 times a day
- Estimated price
- $110–190
- Schedules at
- flixbus.com
- Phone
- +1 860-525-9181
- Website
- cttransit.com
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
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Baltimore Downtown Bus Station
- Ave. Duration
- 17h 45m
- Frequency
- Twice daily
- Estimated price
- $120–240
- 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
- $35–75
- Website
- https://www.greyhound.com/
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Baltimore Downtown Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 3h 44m
- Frequency
- Every 2 hours
- Estimated price
- $45–100
- Website
- https://peterpanbus.com
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