There are 9 ways to get from Chicago Midway Airport (MDW) to Winnetka by subway, train, bus, taxi, car, shuttle or towncar

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

Subway, train  •  1 h 49 min

  1. Take the subway from Midway to Clark/Lake Orange Line
  2. Take the train from Chicago OTC to Winnetka Up-N

$7 - $11

Cheapest option

Line 62 bus, line 22 bus  •  3 h

  1. Take the line 62 bus from Archer & Cicero to Dearborn & Madison 62
  2. Take the line 22 bus from Dearborn & Madison to Paulina & Howard Terminal 22 / ...

$6 - $7

7 alternative options

Subway, line 213 bus  •  2 h 2 min

  1. Take the subway from Roosevelt to Howard Red Line
  2. Take the line 213 bus from Howard CTA Station to Green Bay / Pine 213

$6 - $9

Subway, line 22 bus, line 213 bus  •  2 h 39 min

  1. Take the subway from Midway to Washington/Wabash
  2. Take the line 22 bus from Dearborn & Madison to Paulina & Howard Terminal 22 / ...
  3. Take the line 213 bus from Howard CTA Station to Green Bay / Pine 213

$6 - $9

Taxi  •  37 min

  1. Take a taxi from Chicago Midway Airport (MDW) to Winnetka 26.4 miles

$80 - $95

Drive  •  37 min

  1. Drive from Chicago Midway Airport (MDW) to Winnetka 26.4 miles

$2 - $4

Shuttle  •  37 min

  1. Take a shuttle bus from Chicago Midway Airport to Winnetka

$16 - $75

Towncar  •  37 min

  1. Take a town car from Chicago Midway Airport to Winnetka 26.4 miles

$120 - $170

Uber  •  37 min

  1. Take an Uber from Chicago Midway Airport (MDW) to Winnetka 26.4 miles

$30 - $45

Questions & Answers

No, there is no direct bus from Chicago Midway Airport (MDW) to Winnetka. However, there are services departing from Archer & Cicero and arriving at Green Bay / Pine via Dearborn & Madison and Howard CTA Station. The journey, including transfers, takes approximately 3 h.

More details

The distance between Chicago Midway Airport (MDW) and Winnetka is 22 miles. The road distance is 26.4 miles.

Get driving directions

The best way to get from Chicago Midway Airport (MDW) to Winnetka without a car is to subway and train which takes 1 h 49 min and costs .

More details

It takes approximately 1 h 49 min to get from Chicago Midway Airport (MDW) to Winnetka, including transfers.

More details

Chicago Midway Airport (MDW) to Winnetka bus services, operated by Chicago Transit (CTA), depart from Archer & Cicero station.

More details

Chicago Midway Airport (MDW) to Winnetka bus services, operated by Chicago Transit (CTA), arrive at Paulina & Howard Terminal station.

More details

Yes, the driving distance between Chicago Midway Airport (MDW) to Winnetka is 26 miles. It takes approximately 37 min to drive from Chicago Midway Airport (MDW) to Winnetka.

Get driving directions

There are 134+ hotels available in Winnetka. Prices start at $75 USD per night.

More details

Map of how to get from Chicago Midway Airport (MDW) to Winnetka.
Launch map view
  • Distance: 22.2 miles
  • Duration: 1 h 49 min

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

You can take a bus from Chicago Midway Airport (MDW) to Winnetka via Dearborn & Madison, Paulina & Howard Terminal, and Howard CTA Station in around 3 h.

Train operators
Chicago Transit (CTA)
Phone
+1 888-968-7282
Website
transitchicago.com
Subway from Midway to Clark/Lake
Ave. Duration
29 min
Frequency
Every 10 minutes
Estimated price
$2 - $4
Schedules at
transitchicago.com
Subway from Roosevelt to Howard
Ave. Duration
41 min
Frequency
Every 10 minutes
Estimated price
$2 - $4
Schedules at
transitchicago.com
Subway from Midway to Washington/Wabash
Ave. Duration
32 min
Frequency
Every 10 minutes
Estimated price
$2 - $4
Schedules at
transitchicago.com
Metra
Phone
+1 312-322-6777
Website
metrarail.com
Train from Chicago OTC to Winnetka
Ave. Duration
35 min
Frequency
Hourly
Estimated price
$5 - $7
Schedules at
metrarail.com
Bus operators
Pace Bus
Phone
+1(847)2282322
Email
Passenger.Services@PaceBus.com
Website
pacebus.com
Bus from Howard CTA Station to Green Bay / Pine
Ave. Duration
29 min
Frequency
Hourly
Estimated price
$2
Schedules at
pacebus.com
Chicago Transit (CTA)
Phone
+1 888-968-7282
Website
transitchicago.com
Bus from Dearborn & Madison to Paulina & Howard Terminal
Ave. Duration
1 h 7 min
Frequency
Every 5 minutes
Estimated price
$2 - $3
Schedules at
transitchicago.com
Bus from Archer & Cicero to Dearborn & Madison
Ave. Duration
53 min
Frequency
Every 10 minutes
Estimated price
$2 - $3
Schedules at
transitchicago.com
Other operators
Uber Chicago
Website
uber.com
Towncar from Chicago Midway Airport (MDW) to Winnetka
Ave. Duration
37 min
Frequency
On demand
Estimated price
$30 - $45
Signup at
uber.com
UberPool
$30 - $45
UberX
$30 - $45
UberXL
$60 - $75
Select
$65 - $85
Black
$100 - $130
Black SUV
$130 - $170
Taxi from Chicago Midway Airport (MDW) to Winnetka
Ave. Duration
37 min
Estimated price
$80 - $95
Flash Cab
Phone
+1 773-561-4444
Website
flashcab.com
Yellow Cab Chicago
Phone
+1 312-829-4222
Website
facebook.com
https://www.cityofchicago.org/
Website
cityofchicago.org
Checker
Phone
+1 312-243-2537
Website
checkertaxichicago.com
Jayride
Ave. Duration
37 min
Frequency
On demand
Shuttle from Chicago Midway Airport to Winnetka
Estimated price
$16 - $75
Towncar from Chicago Midway Airport to Winnetka
Estimated price
$120 - $170

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