Rome2Rio

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

Find Transport to Carefree

See all options

There are 9 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
    7h 8m
    $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
    $1,025–1,574

  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
    $352–531

  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 24m
    $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 37m
    $231–833

  7. Fly Chicago Midway International Airport to Tucson, shuttle, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Tucson (TUS)plane plane MDW - 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 32m
    $418–1,190

  8. Train to South Bend, fly to Phoenix-Mesa Gateway Airport, taxi

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Phoenix-Mesa Gateway Airport (AZA)plane plane SBN - AZA
    3. Take the taxi from Sky Harbor International Airport to Carefreetaxi taxi
    8h 43m
    $250–776

  9. 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

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

Calendar73Weekly Planes
Duration4h 7mAverage Duration
Ticket$141Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Carefree.ExpandLaunch map view
  • Distance: 1,485.1 mi
  • Duration: 7h 8m

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.

Airlines
Train operators
Bus operators
Other operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Booking & Getting There