There are 11 ways to get from Chicago to New Milford by subway, plane, train, bus, taxi, 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.
Subway to Chicago Midway International Airport, fly to Laguardia Airport, train, line 7 bus
best- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane MDW - LGA
- Take the train from 125th Street - Harlem to South Norwalktrain
- Take the train from South Norwalk to Danburytrain
- Take the bus from White Street and Patriot Drive to 44 Bridge Streetbus
8h 14mFly Chicago O'Hare International Airport to Bradley International Airport, train
cheapest- 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
10h 32m$112–475Train, taxi
- Take the train from Chicago Union Station to Poughkeepsie Amtrak Stationtrain Lake Shore Limited
- Take the taxi from Poughkeepsie Amtrak Station to New Milfordtaxi
19h 39m$472–811Bus, train
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain
- Take the bus from Norwalk Wheels Hub to Pulse Pointbus 15
22h 55mDrive 835.1 mi
- Drive from Chicago to New Milfordcar 835.1 mi
14h 16m$153–221Fly Chicago O'Hare International Airport to Laguardia Airport, train, line 7 bus
- Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane ORD - LGA
- Take the train from 125th Street - Harlem to South Norwalktrain
- Take the train from South Norwalk to Danburytrain
- Take the bus from White Street and Patriot Drive to 44 Bridge Streetbus
8h 34mFly Chicago O'Hare International Airport to John F. Kennedy International Airport, train, line 7 bus
- Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane ORD - JFK
- Take the train from Jamaica to Grand Central Terminaltrain
- Take the train from Grand Central Terminal to South Norwalktrain
- Take the train from South Norwalk to Danburytrain
- Take the bus from White Street and Patriot Drive to 44 Bridge Streetbus
8h 44mFly Chicago O'Hare International Airport to Newark Liberty International Airport, train, line 7 bus
- Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane ORD - EWR
- Take the train from Newark Airport Railroad Station to New York Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain
- Take the train from South Norwalk to Danburytrain
- Take the bus from White Street and Patriot Drive to 44 Bridge Streetbus
9h 18mFly Chicago O'Hare International Airport to Westchester County Airport, train, line 12 bus, line 7 bus
- Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane ORD - HPN
- Take the train from White Plains to Brewstertrain
- Take the bus from Brewster Village Mta to Federal Road Park & Ridebus
- Take the bus from Federal Road Park and Ride from Road to 44 Bridge Streetbus
9h 21mFly 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
10h 1m$138–575Fly Chicago Midway International Airport to Albany County Airport, train, bus
- Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane MDW - ALB
- Take the train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Stationtrain
- Take the bus from Poughkeepsie Train Station to Chamber of Commercebus
9h 32m$204–975
Chicago Midway International Airport (MDW) to Laguardia Airport (LGA) flights
Questions & Answers
The cheapest way to get from Chicago to New Milford is to drive which costs $150 - $220 and takes 14h 16m.
The fastest way to get from Chicago to New Milford is to fly and train and bus which takes 9h 32m and costs $200 - $1,000.
The distance between Chicago and New Milford is 822 miles. The road distance is 840 miles.
The best way to get from Chicago to New Milford without a car is to train and taxi which takes 19h 39m and costs $470 - $850.
It takes approximately 8h 14m to get from Chicago to New Milford, including transfers.
New Milford is 1h ahead of Chicago. It is currently 2:15 AM in Chicago and 3:15 AM in New Milford.
Yes, the driving distance between Chicago to New Milford is 840 miles. It takes approximately 14h 16m to drive from Chicago to New Milford.
There are 72+ hotels available in New Milford.
What companies run services between Chicago, IL, USA and New Milford, CT, USA?
There is no direct connection from Chicago to New Milford. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Laguardia Airport (LGA), walk to Lga/Terminal B, take the bus to E 125 St/Lexington Av, walk to 125th Street - Harlem, take the train to South Norwalk, take the train to Danbury, walk to White Street and Patriot Drive, then take the line 9 bus to 44 Bridge Street. Alternatively, you can take the train to Poughkeepsie Amtrak Station then take the taxi to New Milford.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Laguardia Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $120–650
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 Albany County Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $140–750
Flights from Chicago Midway International Airport to Albany County Airport via Baltimore
- Ave. Duration
- 4h 7m
- When
- Every day
- Estimated price
- $160–800
Flights from Chicago Midway International Airport to Albany County Airport via Nashville
- Ave. Duration
- 4h 40m
- When
- Tuesday and Wednesday
- Estimated price
- $200–950
- Website
- united.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $60–310
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport via Rochester
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $60–320
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
- Website
- aa.com
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 John F. Kennedy International Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $60–310
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport via Cleveland
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $60–310
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $60–310
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
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
- Website
- delta.com
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 Laguardia Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $60–310
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $60–310
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $60–310
Flights from Chicago O'Hare International Airport to Westchester County Airport via Detroit
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $95–500
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
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $60–310
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from Adams/Wabash to Midway
- Ave. Duration
- 23 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $2–5
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from 125th Street - Harlem to South Norwalk
- Ave. Duration
- 57 min
- Frequency
- Every 20 minutes
- Estimated price
- $12–19
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $12–14
- Peak
- $17–19
Train from South Norwalk to Danbury
- Ave. Duration
- 53 min
- Frequency
- Hourly
- Estimated price
- $9–15
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–11
- Peak
- $13–15
Train from 125th Street - Harlem to South Norwalk
- Ave. Duration
- 57 min
- Frequency
- Every 20 minutes
- Estimated price
- $12–19
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $12–14
- Peak
- $17–19
Train from South Norwalk to Danbury
- Ave. Duration
- 53 min
- Frequency
- Hourly
- Estimated price
- $9–15
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–11
- Peak
- $13–15
Train from Grand Central Terminal to South Norwalk
- Ave. Duration
- 1h 7m
- Frequency
- Every 20 minutes
- Estimated price
- $12–20
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $12–15
- Peak
- $18–20
Train from South Norwalk to Danbury
- Ave. Duration
- 53 min
- Frequency
- Hourly
- Estimated price
- $9–15
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–11
- Peak
- $13–15
Train from South Norwalk to Danbury
- Ave. Duration
- 53 min
- Frequency
- Hourly
- Estimated price
- $9–15
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–11
- Peak
- $13–15
Train from White Plains to Brewster
- Ave. Duration
- 51 min
- Frequency
- Every 20 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $15–17
Train from New Haven to South Norwalk
- Ave. Duration
- 54 min
- Frequency
- Every 20 minutes
- 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
- 54 min
- Frequency
- Every 20 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–13
- Peak
- $15–17
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Poughkeepsie Amtrak Station
- Ave. Duration
- 18h 43m
- Frequency
- Once daily
- Estimated price
- $280–600
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 49 min
- Frequency
- Every 2 hours
- Estimated price
- $11–24
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 49 min
- Frequency
- Every 2 hours
- Estimated price
- $11–24
- Website
- Amtrak
Train from Windsor Locks to New Haven
- Ave. Duration
- 1h 3m
- Frequency
- Every 3 hours
- Estimated price
- $15–35
- Website
- Amtrak
Train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Station
- Ave. Duration
- 1h 1m
- Frequency
- Every 2 hours
- Estimated price
- $21–45
- Website
- Amtrak
Train from Windsor Locks to New Haven
- Ave. Duration
- 1h 3m
- Frequency
- Every 3 hours
- Estimated price
- $15–35
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 46 min
- Frequency
- Every 4 hours
- Estimated price
- $8–550
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $8–440
- First Class
- $100–550
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 46 min
- Frequency
- Every 4 hours
- Estimated price
- $8–550
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $8–440
- First Class
- $100–550
- Phone
- +1-718-217-5477
- Website
- Long Island Rail Road
Train from Jamaica to Grand Central Terminal
- Ave. Duration
- 20 min
- Frequency
- Every 10 minutes
- Estimated price
- $5–9
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $5–8
- Peak
- $5–9
- Phone
- +1 973-275-5555
- Website
- New Jersey Transit
Train from Newark Airport Railroad Station to New York Penn Station
- Ave. Duration
- 27 min
- Frequency
- Every 20 minutes
- Estimated price
- $15–19
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult Airport
- $15–19
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Station
- Ave. Duration
- 59 min
- Frequency
- Once daily
- Estimated price
- $18–160
- Website
- VIA Rail
- Escape
- $18–65
- Business
- $50–150
- Business Plus
- $60–160
- Economy
- $20–75
- Economy Plus
- $23–80
- Phone
- +1 203-744-4070 ext. 1
- [email protected]
- Website
- HarTransit
Bus from White Street and Patriot Drive to 44 Bridge Street
- Ave. Duration
- 40 min
- Frequency
- Hourly
- Website
- HarTransit
- Schedules at
- HarTransit
Bus from Norwalk Wheels Hub to Pulse Point
- Ave. Duration
- 1h
- Frequency
- 3 times a day
- Website
- HarTransit
- Schedules at
- HarTransit
Bus from White Street and Patriot Drive to 44 Bridge Street
- Ave. Duration
- 40 min
- Frequency
- Hourly
- Website
- HarTransit
- Schedules at
- HarTransit
Bus from White Street and Patriot Drive to 44 Bridge Street
- Ave. Duration
- 40 min
- Frequency
- Hourly
- Website
- HarTransit
- Schedules at
- HarTransit
Bus from White Street and Patriot Drive to 44 Bridge Street
- Ave. Duration
- 40 min
- Frequency
- Hourly
- Website
- HarTransit
- Schedules at
- HarTransit
Bus from Brewster Village Mta to Federal Road Park & Ride
- Ave. Duration
- 28 min
- Frequency
- Twice daily
- Website
- HarTransit
- Schedules at
- HarTransit
Bus from Federal Road Park and Ride from Road to 44 Bridge Street
- Ave. Duration
- 31 min
- Frequency
- Hourly
- Website
- HarTransit
- Schedules at
- HarTransit
- 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
- Phone
- +1 845-473-8424
- [email protected]
- Website
- Dutchess County Public Transit
Bus from Poughkeepsie Train Station to Chamber of Commerce
- Ave. Duration
- 58 min
- Frequency
- Every 4 hours
- Estimated price
- $2
- Schedules at
- Dutchess County Public Transit
- Ave. Duration
- 56 min
- Estimated price
- $190–230
H & H Taxi
- Phone
- +1 845-380-3990
- Website
- handhtaxi.com
Moe Taxi Service
- Phone
- +1 845-275-7924
- Website
- taxiservicepoughkeepsie.com
TWO SUP TAXI POUGHKEEPSIE NY
- Phone
- +1 845-418-0998
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