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Getting There & Away in Chicago

Overall6/10Easier to reach than about 55% of cities

Good to Know

  • Chicago's two airports are 30 miles apart; avoid booking connecting flights between O'Hare and Midway on separate tickets
  • Blue Line from O'Hare runs 24/7; Orange Line from Midway stops around 1 AM—plan accordingly for late arrivals
  • CTA fares increased February 2026: Blue Line to O'Hare costs $5; standard train fare is $2.75; bus is $2.50
  • No direct airside connection between O'Hare and Midway; transfers require leaving the airport and crossing the city (1.5-2.5 hours minimum)
  • Chicago's Greyhound station location may change; verify current address before booking intercity bus travel
  • Downtown Chicago is extremely walkable and well-served by public transit; car rental is expensive due to high parking costs
  • Metra commuter rail offers quick access to Chicago suburbs and serves O'Hare via North Central Service from a transfer station
  • Many nearby day-trip destinations (Milwaukee, Indiana Dunes, Lake Geneva) are accessible by car, Amtrak, or regional transit

Airports

  • O'Hare International Airport (ORD)
    Location
    Northwest Chicago
    Characteristics
    Busiest airport, major international hub for United and American Airlines, 5 terminals, extensive amenities
    Distance From Downtown
    approximately 17 miles

    Ground Transport Options

    • Approximately 45 Minutes to Downtown
      Cost
      $5.00
      Notes
      24/7 service, most frequent service during peak hours, accessible from Terminals 1, 2, 3 (Terminal 5 requires free airport shuttle)
    • Approximately 35 Minutes to Downtown
      Cost
      $6.25
      Notes
      Less frequent than Blue Line, requires shuttle from terminals
    • 40-60+ Minutes Depending on Traffic
      Cost
      $50
      Notes
      Range $35-$60; surge pricing during peak times can exceed $100
    • 40-60+ Minutes Depending on Traffic
      Cost
      $50
      Notes
      Metered; range $35-$60
    • N/A
      Cost
      $15
      Notes
      Approximately $15 per day
  • Midway International Airport (MDW)
    Location
    Southwest Chicago
    Characteristics
    Smaller, more compact, primary hub for Southwest Airlines, easier navigation, fewer crowds
    Distance From Downtown
    approximately 12 miles

    Ground Transport Options

    • Approximately 25-30 Minutes to Downtown
      Cost
      $2.50
      Notes
      Direct terminal access, runs approximately 4 AM to 1 AM (not 24/7); for late arrivals, use N62 Archer bus
    • 20-45 Minutes Depending on Traffic
      Cost
      $30
      Notes
      Range $25-$40; lower cost than O'Hare
    • 20-45 Minutes Depending on Traffic
      Cost
      $30
      Notes
      Range $25-$40

Day Trip Access

  • Indiana Dunes National Park
    Distance
    Approximately 49-50 miles
    Drive Time
    55 minutes
    Transit Option
    South Shore Line train to park entrance
    Description
    15,000-acre park with 15 miles of beaches, sand dunes, 50 miles of hiking trails
  • Lake Geneva, Wisconsin
    Distance
    80 miles northwest
    Drive Time
    90 minutes to 2 hours
    Description
    Spring-fed lake, boat tours, historic mansions, Yerkes Observatory
  • Harbor Country, Michigan
    Distance
    Approximately 90 miles east
    Drive Time
    90 minutes
    Description
    Eight small towns along Red Arrow Highway, beaches, wineries, galleries
  • Milwaukee, Wisconsin
    Distance
    92 miles north
    Drive Time
    1.5 hours
    Transit Option
    Amtrak Hiawatha (multiple daily)
    Description
    Harley-Davidson Museum, Milwaukee Art Museum, RiverWalk, breweries
  • Wisconsin Dells
    Distance
    Approximately 210-240 miles northwest
    Drive Time
    3-4 hours
    Description
    Waterparks, theme parks, scenic hiking, Devils Lake State Park
  • Galena, Illinois
    Distance
    Approximately 165 miles northwest
    Drive Time
    About 3 hours
    Description
    Historic town, Galena River Valley views, charming downtown with shops and restaurants
  • Rockford, Illinois
    Distance
    Approximately 75-85 miles northwest
    Drive Time
    About 1.5 hours
    Description
    Anderson Japanese Gardens, Klehm Arboretum & Botanic Garden
  • Saugatuck, Michigan
    Distance
    Approximately 165 miles east
    Drive Time
    About 3 hours
    Description
    Dune rides, beaches, galleries, restaurants

Rail Connections

Metra Commuter Rail

Fare Range
$3.75
Access Points
Union Station (6 routes), plus other downtown terminals
Fare Range Max
$7.50
Notes
Zone-based fares; day passes and monthly passes available
Description
11 routes covering 200+ stations, 3,700 square miles throughout Chicago metropolitan area

Amtrak Union Station

Location
225 S Canal Street, Chicago Loop
Accessibility
Two Chicago L stations within walking distance; Metra commuter rail accessible; nearby CTA buses
Description
Historic 1925 Beaux-Arts station, serves as midwest hub for Amtrak

Major Routes

  • Daily
    Route Name
    Lake Shore Limited
    Travel Time
    Approximately 20-22.5 hours
    Destinations
    New York City and Boston
  • Daily
    Route Name
    California Zephyr
    Travel Time
    Approximately 51-52.5 hours
    Destinations
    San Francisco Bay Area (Emeryville) via Omaha, Denver, Salt Lake City, Reno
  • Daily
    Route Name
    Southwest Chief
    Travel Time
    Approximately 43 hours
    Destinations
    Los Angeles via Kansas City, Albuquerque
  • Multiple daily departures
    Route Name
    Lincoln Service / Michigan Service
    Destinations
    St. Louis, Illinois regional connections
  • Multiple daily
    Route Name
    Hiawatha
    Destinations
    Milwaukee, Wisconsin

Intercity Bus

Cost Range
$8.00
Main Provider
Greyhound
Station Location
630 W Harrison Street (Near West Side)
Destinations Served
127+ destinations including Indianapolis, Minneapolis, St. Louis, Detroit
Notes
Additional carriers include Megabus, FlixBus, Barons Bus Lines, Burlington Trailways at station
Status Note
Station status uncertain as of 2024; potential transition to Union Station Transit Center or curbside service
AI-generated estimateData refreshed July 2026

These are the sources cited in this getting there & away research for this city. Individual figures may not each trace to one of them.

  1. 1.flychicago.com
  2. 2.remitly.com
  3. 3.chicagounionstation.com
  4. 4.amtrak.com
  5. 5.greyhound.com
  6. 6.en.wikipedia.org
  7. 7.choosechicago.com
  8. 8.transitchicago.com
  9. 9.tourismattractions.net
  10. 10.littlechicagoguide.com
  11. 11.costcheckusa.com
  12. 12.thelocaltourist.com
  13. 13.lonelyplanet.com
  14. 14.timeout.com

Data last updated July 2026 · Verify anything important.