There are 11 ways to get from Southbury to Naperville by car, plane, train or bus

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Drive to White Plains, fly to Chicago O'Hare, train  •  5 h 34 min

  1. Drive from Southbury to White Plains
  2. Fly from White Plains (HPN) to Chicago O'Hare (ORD) HPN - ORD
  3. Take the train from Chicago Union Station to Naperville

$213 - $702

Cheapest option

Bus to New York La Guardia, fly to Chicago O'Hare, train  •  8 h 10 min

  1. Take the bus from Southbury, CT to New York
  2. Fly from New York La Guardia (LGA) to Chicago O'Hare (ORD) LGA - ORD
  3. Take the train from Chicago Union Station to Naperville

$100 - $456

9 alternative options

Bus to Hartford, fly to Chicago Midway, train  •  7 h 25 min

  1. Take the bus from Southbury, CT to Hartford
  2. Fly from Hartford (BDL) to Chicago Midway (MDW) BDL - MDW
  3. Take the train from Chicago Union Station to Naperville

$205 - $492

Bus to Hartford, fly to Chicago O'Hare, train  •  7 h 43 min

  1. Take the bus from Southbury, CT to Hartford
  2. Fly from Hartford (BDL) to Chicago O'Hare (ORD) BDL - ORD
  3. Take the train from Chicago Union Station to Naperville

$195 - $433

Bus to New York La Guardia, fly to Chicago Midway, train  •  7 h 59 min

  1. Take the bus from Southbury, CT to New York
  2. Fly from New York La Guardia (LGA) to Chicago Midway (MDW) LGA - MDW
  3. Take the train from Chicago Union Station to Naperville

$135 - $575

Train to Newark, fly to Chicago Midway, train  •  8 h 52 min

  1. Take the train from Bridgeport to Grand Central
  2. Fly from Newark (EWR) to Chicago Midway (MDW) EWR - MDW
  3. Take the train from Chicago Union Station to Naperville

$192 - $532

Bus D&J Bus  •  20 h 16 min

  1. Take the bus from Southbury, CT to New York
  2. Take the bus from New York to Chicago, IL Djb149 / ...

$124 - $149

Bus, train  •  22 h 13 min

  1. Take the bus from Southbury, CT to Pittsfield, MA
  2. Take the train from Pittsfield Amtrak to Chicago Union Station
  3. Take the train from Chicago Union Station to Naperville

$144 - $421

Bus Greyhound USA  •  22 h 38 min

  1. Take the bus from Southbury, CT to New York
  2. Take the bus from New York, Ny to Chicago, Il
  3. Take the bus from Chicago, Il to Naperville Rt59

$119 - $275

Train  •  24 h 44 min

  1. Take the train from Bridgeport Amtrak to New York Penn Station
  2. Take the train from New York Penn Station to Chicago Union Station
  3. Take the train from Chicago Union Station to Naperville

$259 - $682

Drive  •  14 h 29 min

  1. Drive from Southbury to Naperville 885.1 miles

$85 - $130

Questions & Answers

The distance between Southbury and Naperville is 775 miles. The road distance is 885.1 miles.

Get driving directions

The best way to get from Southbury to Naperville without a car is to bus which takes 20 h 16 min and costs .

More details

It takes approximately 5 h 34 min to get from Southbury to Naperville, including transfers.

More details

The best way to get from Southbury to Naperville is to bus which takes 20 h 16 min and costs . Alternatively, you can train, which costs and takes 24 h 44 min.

Mode details

The quickest flight from White Plains Airport to Chicago O'Hare Airport is the direct flight which takes 2 h 27 min.

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Naperville is 1 h behind Southbury. It is currently 3:35 PM in Southbury and 2:35 PM in Naperville.

Yes, the driving distance between Southbury to Naperville is 885 miles. It takes approximately 14 h 29 min to drive from Southbury to Naperville.

Get driving directions

United Airlines, American Airlines and Delta offer flights from White Plains Airport to Chicago O'Hare Airport.

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There are 150+ hotels available in Naperville. Prices start at $71 USD per night.

More details

Map of how to get from Southbury to Naperville.
Launch map view
  • Distance: 775 miles
  • Duration: 5 h 34 min

What companies run services between Southbury, CT, USA and Naperville, IL, USA?

You can take a bus from Southbury to Naperville via Southbury, CT, New York, W 4 St, East Broadway, New York, Chicago, IL, Cermak-Chinatown Red Line Station, North Riverside Mall, North Riverside Park Mall, and Yorktown Center in around 20 h 16 min. Alternatively, you can take a train from Southbury to Naperville via Beacon Falls, Bridgeport, Bridgeport Amtrak, New York Penn Station, and Chicago Union Station in around 24 h 44 min.

Airlines
Southwest Airlines
Website
southwest.com
Flights from Hartford to Chicago Midway
Ave. Duration
2 h 25 min
When
Every day
Estimated price
$190 - $900
Flights from Hartford to Chicago Midway via Baltimore
Ave. Duration
4 h 44 min
When
Every day
Estimated price
$190 - $900
Flights from Hartford to Chicago Midway via St. Louis
Ave. Duration
4 h 35 min
When
Sunday
Estimated price
$190 - $900
Flights from New York La Guardia to Chicago Midway
Ave. Duration
2 h 29 min
When
Every day
Estimated price
$120 - $600
Flights from Newark to Chicago Midway
Ave. Duration
2 h 22 min
When
Every day
Estimated price
$120 - $750
Delta
Website
delta.com
Flights from White Plains to Chicago O'Hare via Detroit
Ave. Duration
4 h 41 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$280 - $1,100
Flights from White Plains to Chicago O'Hare via Atlanta
Ave. Duration
5 h 27 min
When
Every day
Estimated price
$280 - $1,100
Flights from Hartford to Chicago Midway via Detroit
Ave. Duration
5 h 7 min
When
Saturday
Estimated price
$200 - $750
Flights from Hartford to Chicago O'Hare via Detroit
Ave. Duration
4 h 25 min
When
Every day
Estimated price
$340 - $750
Flights from New York La Guardia to Chicago O'Hare
Ave. Duration
2 h 39 min
When
Every day
Estimated price
$95 - $700
Flights from New York La Guardia to Chicago Midway via Detroit
Ave. Duration
4 h 18 min
When
Every day
Estimated price
$240 - $1,200
Flights from Newark to Chicago Midway via Detroit
Ave. Duration
4 h 11 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$120 - $750
United Airlines
Website
united.com
Flights from White Plains to Chicago O'Hare
Ave. Duration
2 h 29 min
When
Every day
Estimated price
$400 - $1,200
Flights from Hartford to Chicago O'Hare
Ave. Duration
2 h 33 min
When
Every day
Estimated price
$320 - $750
Flights from Hartford to Chicago O'Hare via Washington Dulles
Ave. Duration
4 h 19 min
When
Every day
Estimated price
$320 - $750
Flights from New York La Guardia to Chicago O'Hare
Ave. Duration
2 h 32 min
When
Every day
Estimated price
$110 - $700
American Airlines
Website
aa.com
Flights from White Plains to Chicago O'Hare
Ave. Duration
2 h 39 min
When
Every day
Estimated price
$270 - $1,200
Flights from White Plains to Chicago O'Hare via Reagan Washington
Ave. Duration
5 h 9 min
When
Every day
Estimated price
$270 - $1,200
Flights from Hartford to Chicago O'Hare
Ave. Duration
2 h 40 min
When
Every day
Estimated price
$320 - $700
Flights from New York La Guardia to Chicago O'Hare
Ave. Duration
2 h 44 min
When
Every day
Estimated price
$85 - $600
Spirit Airlines
Website
spirit.com
Flights from New York La Guardia to Chicago O'Hare
Ave. Duration
2 h 32 min
When
Every day
Estimated price
$85 - $600
Porter Airlines
Website
flyporter.com
Flights from Newark to Chicago Midway via Billy Bishop Toronto City
Ave. Duration
4 h 19 min
When
Every day
Estimated price
$230 - $1,100
Train operators
Metra
Phone
+1 312-322-6777
Website
metrarail.com
Train from Chicago Union Station to Naperville
Ave. Duration
41 min
Frequency
Hourly
Estimated price
$6 - $8
Schedules at
metrarail.com
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from Chicago Union Station to Naperville Amtrak
Ave. Duration
33 min
Frequency
Twice daily
Estimated price
$21 - $40
Website
amtrak.com
Coach Seat
$21 - $35
Flexi Coach Seat
$35 - $55
Business Coach Seat
$28 - $40
Room
$130 - $180
Train from Pittsfield Amtrak to Chicago Union Station
Ave. Duration
17 h 36 min
Frequency
Once daily
Estimated price
$110 - $340
Website
amtrak.com
Coach Seat
$110 - $180
Flexi Coach Seat
$210 - $300
Business Coach Seat
$240 - $340
Room
$470 - $650
Train from New York Penn Station to Chicago Union Station
Ave. Duration
19 h 10 min
Frequency
Once daily
Estimated price
$120 - $370
Website
amtrak.com
Coach Seat
$120 - $190
Flexi Coach Seat
$220 - $330
Business Coach Seat
$260 - $370
Room
$500 - $700
Metro-North Railroad (MNR)
Phone
+1 877-690-5116
Website
mta.info
Train from Bridgeport to Grand Central
Ave. Duration
1 h 38 min
Frequency
Every 30 minutes
Estimated price
$14 - $29
Schedules at
mta.info
Off-peak at station
$14 - $16
Off-peak onboard
$20 - $22
Onboard
$21 - $29
At station
$19 - $22
Amtrak Northeast Regional
Rome2rio's guide to Amtrak Northeast Regional
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from Bridgeport Amtrak to New York Penn Station
Ave. Duration
1 h 22 min
Frequency
Every 3 hours
Estimated price
$70 - $190
Website
amtrak.com
Coach Seat
$70 - $110
Business Seat
$100 - $190
Bus operators
Peter Pan Bus Lines
Phone
1-800-343-9999
Website
peterpanbus.com
Bus from Southbury, CT to Hartford
Ave. Duration
1 h 5 min
Frequency
Twice daily
Estimated price
$13 - $18
Website
peterpanbus.com
Bus from Southbury, CT to New York
Ave. Duration
1 h 50 min
Frequency
Twice daily
Estimated price
$14 - $25
Website
peterpanbus.com
Bus from Southbury, CT to Pittsfield, MA
Ave. Duration
2 h 20 min
Frequency
Once daily
Estimated price
$15 - $25
Website
peterpanbus.com
D&J Bus
Bus from New York to Chicago, IL
Ave. Duration
14 h
Frequency
Once daily
Estimated price
$90
Schedules at
gotobus.com
Book at
gotobus.com
Wanda Coach
Phone
6466307186
Email
help@wandacoach.com
Website
wandacoach.com
Bus from New York, NY to Chicago
Ave. Duration
15 h
Frequency
3 times a week
Estimated price
$100
Schedules at
wandacoach.com
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from New York, Ny to Chicago, Il
Ave. Duration
17 h 55 min
Frequency
Every 3 hours
Estimated price
$80 - $210
Website
greyhound.com
Economy
$80 - $130
Flexible
$150 - $210
Bus from Chicago, Il to Naperville Rt59
Ave. Duration
1 h 5 min
Frequency
Hourly
Estimated price
$9 - $21
Website
greyhound.com
Economy
$9 - $14
Flexible
$16 - $21

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