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How to get fromChicago to Carefreeby plane, train, bus, bus (Flixbus, Greyhound), car, shuttle, or taxi

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There are 8 ways to get from Chicago to Carefree by plane, train, bus, bus (Flixbus, Greyhound), car, shuttle, or taxi

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Chicago Midway International Airport to Phoenix

    best
    1. Fly from Chicago Midway International Airport (MDW) to Phoenix (PHX)plane plane MDW - PHX
    6h 58m
    $154–282

  2. Train, bus via Flagstaff

    1. Take the train from Chicago Union Station to Flagstafftrain train Southwest Chief
    2. Take the bus from Flagstaff Amtrak Station to Phoenix Denny's Deer Valleybus bus Flagstaff
    35h 51m
    $515–1,134

  3. Bus

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus FlixBus 2510 / ...
    2. Take the bus from St Louis Bus Station to Phoenix Bus Stationbus bus Greyhound US1210
    38h 47m
    $319–497

  4. Drive  1,702.1 mi

    1. Drive from Chicago to Carefreecar car 1,702.1 mi
    29h 55m
    $311–449

  5. Fly Chicago O'Hare International Airport to Phoenix

    1. Fly from Chicago O'Hare International Airport (ORD) to Phoenix (PHX)plane plane ORD - PHX
    7h 21m
    $224–422

  6. Train to General Mitchell International Airport, fly to Phoenix

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Phoenix (PHX)plane plane MKE - PHX
    8h 32m
    $305–660

  7. Fly Chicago O'Hare International Airport to Tucson, shuttle, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Tucson (TUS)plane plane ORD - TUS
    2. Take a shuttle bus from Tucson Amtrak Station to Sky Harbor International Airportshuttle bus
    3. Take the taxi from Sky Harbor International Airport to Carefreetaxi taxi
    9h 49m
    $358–890

  8. Train, bus (Amtrak)

    1. Take the train from Chicago Union Station to Maricopa Amtraktrain train Texas Eagle
    2. Take the bus from Maricopa Amtrak to North Phoenix Metro Center Transit Stationbus bus Amtrak Thruway Connecting Service
    2d 11h
    $630–1,424

Chicago Midway International Airport (MDW) to Phoenix (PHX) flights

Calendar66Weekly Planes
Duration4h 5mAverage Duration
Ticket$134Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Carefree.ExpandLaunch map view
  • Distance: 1,485.1 mi
  • Duration: 6h 58m

What companies run services between Chicago, IL, USA and Carefree, AZ, USA?

Southwest Airlines flies from Chicago Midway International Airport (MDW) to Phoenix (PHX) every 3 hours. Alternatively, you can take a bus from Chicago Bus Station to Carefree via St Louis Bus Station, Phoenix, Bus Station (E Buckeye Rd), 24th St Station, Phoenix Sky Harbor Airport/44th Street Sky Train Station, 44th St PHX Sky Train Station, and Marriott Dr & Desert Ridge Marriott in around 38h 47m.

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