There are 9 ways to get from Chicago to New Fairfield by plane, train, train (Amtrak), 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.
Fly Chicago O'Hare International Airport to Laguardia Airport, train
best- Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane ORD - LGA
- Take the train from 125th Street - Harlem to Southeasttrain
7h 59m$150–586Fly Chicago O'Hare International Airport to Westchester County Airport, train
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane ORD - HPN
- Take the train from White Plains to Southeasttrain
8h 37m$100–475Train
- Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain Lake Shore Limited / ...
- Take the train from Grand Central Terminal to Southeasttrain Harlem
24h 13m$267–579Bus, train
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2640 / ...
- Take the train from White Plains to Southeasttrain Harlem
25h 15m$161–243Drive 830 mi
- Drive from Chicago to New Fairfieldcar 830 mi
13h 50m$152–219Fly 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 Southeasttrain
7h 45m$220–686Fly 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 Southeasttrain
8h 20m$342–897Fly Chicago O'Hare International Airport to Bradley International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane ORD - BDL
- Take the train from Windsor Locks to New Haventrain
- Take the train from New Haven to South Norwalktrain
9h 41m$132–520Fly 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 South Norwalktrain
9h 27m$162–690
Chicago to New Fairfield by train, foot, and bus
Comparing Your Travel Options
The cheapest way to get from Chicago to New Fairfield is to drive which costs $150 - $220 and takes 13h 50m.
The fastest way to get from Chicago to New Fairfield is to fly and train which takes 7h 45m and costs $220 - $700.
No, there is no direct train from Chicago station to New Fairfield. However, there are services departing from Chicago Union Station and arriving at Southeast via Grand Central Terminal. The journey, including transfers, takes approximately 24h 13m.
The distance between Chicago and New Fairfield is 821 miles. The road distance is 834.9 miles.
The best way to get from Chicago to New Fairfield without a car is to train which takes 24h 13m and costs $260 - $600.
It takes approximately 7h 59m to get from Chicago to New Fairfield, including transfers.
Chicago to New Fairfield train services, operated by Amtrak, depart from Chicago Union Station.
New Fairfield is 1h ahead of Chicago. It is currently 10:44 AM in Chicago and 11:44 AM in New Fairfield.
Chicago to New Fairfield train services, operated by Amtrak, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Chicago to New Fairfield is 835 miles. It takes approximately 13h 50m to drive from Chicago to New Fairfield.
What companies run services between Chicago, IL, USA and New Fairfield, CT, USA?
You can take a train from Chicago Union Station to New Fairfield Company A Firehouse via Ny Moynihan Train Hall At Penn Station, W 42 St/9 Av, E 42 St/Madison Av, Grand Central Terminal, Southeast, and Southeast Station in around 24h 13m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 14m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $55–300
Flights from Chicago O'Hare International Airport to Westchester County Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $85–450
Flights from Chicago O'Hare International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $90–470
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Bradley International Airport via Reagan Washington
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $90–460
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from 125th Street - Harlem to Southeast
- Ave. Duration
- 1h 31m
- Frequency
- Hourly
- Estimated price
- $14–23
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $14–17
- Peak
- $20–23
Train from Grand Central Terminal to Southeast
- Ave. Duration
- 1h 41m
- Frequency
- Hourly
- Estimated price
- $15–24
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–18
- Peak
- $21–24
Train from White Plains to Southeast
- Ave. Duration
- 1h 7m
- Frequency
- Hourly
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–13
- Peak
- $15–17
Train from 125th Street - Harlem to Southeast
- Ave. Duration
- 1h 31m
- Frequency
- Hourly
- Estimated price
- $14–23
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $14–17
- Peak
- $20–23
Train from Grand Central Terminal to Southeast
- Ave. Duration
- 1h 41m
- Frequency
- Hourly
- Estimated price
- $15–24
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–18
- Peak
- $21–24
Train from White Plains to Southeast
- Ave. Duration
- 1h 7m
- Frequency
- Hourly
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–13
- Peak
- $15–17
Train from New Haven to South Norwalk
- Ave. Duration
- 53 min
- Frequency
- Hourly
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–13
- Peak
- $15–17
Train from New Haven to South Norwalk
- Ave. Duration
- 53 min
- Frequency
- Hourly
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–13
- Peak
- $15–17
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $140–220
- Schedules at
- Flixbus USA
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Booking & Getting There
There are 61+ hotels available in New Fairfield.


