There are 8 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 50 min

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

$4 - $7

7 alternative options

Subway  •  2 h 19 min

  1. Take the subway from Midway to Clark/Lake Orange Line
  2. Take the subway from Clark/Lake to Davis Purple Line

$6 - $11

Line 62 bus, line 147 bus  •  2 h 52 min

  1. Take the line 62 bus from Archer & Cicero to Dearborn & Madison 62
  2. Take the line 147 bus from State & Madison to Paulina & Howard Terminal 147 / ...

$6 - $7

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

The cheapest way to get from Chicago Midway Airport (MDW) to Winnetka is to drive which costs $2 - $4 and takes 37 min.

More details

The quickest way to get from Chicago Midway Airport (MDW) to Winnetka is to taxi which costs $80 - $95 and takes 37 min.

More details

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

Get driving directions

It takes approximately 1 h 50 min to get from Chicago Midway Airport (MDW) to Winnetka, including transfers.

More details

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 State & Madison, Paulina & Howard Terminal and Davis CTA Station. The journey, including transfers, takes approximately 2 h 52 min.

More details

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, State & Madison, Paulina & Howard Terminal, Church & Maple, and Davis CTA Station in around 2 h 52 min.

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 Clark/Lake to Davis
Ave. Duration
47 min
Frequency
Hourly
Estimated price
$2 - $5
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
$2 - $3
Schedules at
metrarail.com
Bus operators
Chicago Transit (CTA)
Phone
+1 888-968-7282
Website
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
Bus from State & Madison to Paulina & Howard Terminal
Ave. Duration
49 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
POOL
$30 - $45
uberX
$35 - $45
uberXL
$60 - $80
UberSELECT
$65 - $90
UberBLACK
$100 - $130
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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