There are 9 ways to get from Chicago Midway Airport (MDW) to Connecticut by plane, train, subway, 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.

Recommended option

Fly Chicago Midway to Hartford  •  2 h 49 min

  1. Fly from Chicago Midway (MDW) to Hartford (BDL) MDW - BDL

$172 - $410

Cheapest option

Bus  •  22 h 16 min

  1. Take the bus from Chicago, Il to New York, Ny 1604
  2. Take the bus from New York, Ny to Bridgeport, Ct 3464 / ...

$97 - $234

7 alternative options

Fly Chicago Midway to Newark, train  •  3 h 39 min

  1. Fly from Chicago Midway (MDW) to Newark (EWR) MDW - EWR
  2. Take the train from Grand Central to Stamford

$119 - $395

Fly Chicago Midway to New York La Guardia, train  •  4 h 9 min

  1. Fly from Chicago Midway (MDW) to New York La Guardia (LGA) MDW - LGA
  2. Take the train from New York Penn Station to Stamford Amtrak

$155 - $648

Subway to Chicago O'Hare, fly to Hartford  •  5 h 8 min

  1. Take the subway from Midway to Harold Washington Library
  2. Fly from Chicago O'Hare (ORD) to Hartford (BDL) ORD - BDL

$165 - $363

Subway to Chicago O'Hare, fly to New York La Guardia, train  •  6 h 25 min

  1. Take the subway from Midway to Harold Washington Library
  2. Fly from Chicago O'Hare (ORD) to New York La Guardia (LGA) ORD - LGA
  3. Take the train from New York Penn Station to Stamford Amtrak

$124 - $541

Bus, train  •  17 h 48 min

  1. Take the bus from Chicago, IL to New York Djb149 / ...
  2. Take the train from Grand Central to Bridgeport New Haven

$111 - $138

Train  •  23 h 42 min

  1. Take the train from Chicago Union Station Amtrak to New York Penn Station Lake Shore Limited
  2. Take the train from New York Penn Station to Bridgeport Amtrak Vermonter / ...

$147 - $424

Drive  •  14 h 7 min

  1. Drive from Chicago Midway Airport (MDW) to Bridgeport 848 miles

$80 - $120

Questions & Answers

The cheapest way to get from Chicago Midway Airport (MDW) to Connecticut is to drive which costs $80 - $120 and takes 14 h 7 min.

More details

The quickest way to get from Chicago Midway Airport (MDW) to Connecticut is to fly which costs $170 - $410 and takes 2 h 49 min.

More details

The distance between Chicago Midway Airport (MDW) and Connecticut is 778 miles. The road distance is 848 miles.

Get driving directions

It takes approximately 2 h 49 min to get from Chicago Midway Airport (MDW) to Connecticut, including transfers.

More details

No, there is no direct bus from Chicago Midway Airport (MDW) to Connecticut. However, there are services departing from Archer & Cicero and arriving at Bridgeport, Ct via Madison & Dearborn/State, Chicago, Il and New York, Ny. The journey, including transfers, takes approximately 22 h 16 min.

More details

What companies run services between Chicago Midway Airport (MDW), USA and Connecticut, USA?

Southwest Airlines and Delta fly from Chicago Midway Airport (MDW) to Hartford every 4 hours. Alternatively, you can take a bus from Chicago Midway Airport (MDW) to Bridgeport via Dearborn & Madison, Madison & Dearborn/State, Harrison & Morgan, Chicago, Il, and New York, Ny in around 22 h 16 min.

Airlines
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Hartford
Ave. Duration
1 h 58 min
When
Every day
Estimated price
$190 - $900
Flights from Chicago Midway to Hartford via Baltimore
Ave. Duration
4 h 11 min
When
Every day
Estimated price
$190 - $900
Flights from Chicago Midway to Newark
Ave. Duration
2 h
When
Every day
Estimated price
$120 - $750
Flights from Chicago Midway to New York La Guardia
Ave. Duration
2 h 4 min
When
Every day
Estimated price
$120 - $600
United Airlines
Website
united.com
Flights from Chicago O'Hare to Hartford
Ave. Duration
2 h 11 min
When
Every day
Estimated price
$320 - $750
Flights from Chicago O'Hare to Hartford via Washington Dulles
Ave. Duration
4 h 12 min
When
Every day
Estimated price
$320 - $750
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2 h 13 min
When
Every day
Estimated price
$110 - $700
Delta
Website
delta.com
Flights from Chicago Midway to Hartford via Detroit
Ave. Duration
4 h 8 min
When
Every day
Estimated price
$200 - $750
Flights from Chicago Midway to Newark via Detroit
Ave. Duration
4 h
When
Every day
Estimated price
$120 - $750
Flights from Chicago Midway to New York La Guardia via Detroit
Ave. Duration
3 h 54 min
When
Every day
Estimated price
$240 - $1,200
Flights from Chicago O'Hare to Hartford via Detroit
Ave. Duration
4 h 7 min
When
Monday to Friday
Estimated price
$340 - $750
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2 h 12 min
When
Every day
Estimated price
$95 - $700
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Hartford
Ave. Duration
2 h 5 min
When
Every day
Estimated price
$320 - $700
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2 h 10 min
When
Every day
Estimated price
$85 - $600
Spirit Airlines
Website
spirit.com
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2 h 13 min
When
Every day
Estimated price
$85 - $600
Train operators
Metro-North Railroad (MNR)
Website
mta.info
Train from Grand Central to Stamford
Ave. Duration
49 min
Frequency
Every 30 minutes
Estimated price
$10 - $22
Schedules at
mta.info
Off-peak at station
$10 - $12
Off-peak onboard
$16 - $18
Onboard
$15 - $22
At station
$12 - $16
Train from Grand Central to Bridgeport
Ave. Duration
1 h 32 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 Acela Express
Rome2rio's guide to Amtrak Acela Express
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from New York Penn Station to Stamford Amtrak
Ave. Duration
43 min
Frequency
Hourly
Estimated price
$55 - $160
Website
amtrak.com
Business Seat
$55 - $150
First Class Seat
$120 - $160
Amtrak
Rome2rio's guide to Amtrak
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from Chicago Union Station Amtrak to New York Penn Station
Ave. Duration
19 h 53 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
Train from New York Penn Station to Bridgeport Amtrak
Ave. Duration
1 h 13 min
Frequency
Every 4 hours
Estimated price
$25 - $50
Website
amtrak.com
Coach Seat
$25 - $40
Flexi Coach Seat
$40 - $65
Business Coach Seat
$35 - $50
Room
$140 - $200
Bus operators
D&J Bus
Bus from Chicago, IL to New York
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 Chicago to New York, NY
Ave. Duration
13 h
Frequency
3 times a week
Estimated price
$100
Schedules at
wandacoach.com
Greyhound USA
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 Chicago, Il to New York, Ny
Ave. Duration
17 h 40 min
Frequency
Hourly
Estimated price
$80 - $200
Website
greyhound.com
Economy
$80 - $130
Flexible
$150 - $200
Bus from New York, Ny to Bridgeport, Ct
Ave. Duration
2 h 4 min
Frequency
Hourly
Estimated price
$13 - $29
Website
greyhound.com
Economy
$13 - $19
Flexible
$23 - $29

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