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How to get fromSurprise to Chicagoby plane, bus, train, bus (Greyhound, Flixbus) or car

Find Transport to Chicago

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There are 7 ways to get from Surprise to Chicago by plane, bus, train, bus (Greyhound, Flixbus), or car

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 to Chicago Midway International Airport

    best
    1. Fly from Phoenix (PHX) to Chicago Midway International Airport (MDW)plane plane PHX - MDW
    6h 22m
    $146–759
  2. Bus, train via Flagstaff

    1. Take the bus from Phoenix Denny's Deer Valley to Flagstaff University Northbus bus Phx
    2. Take the train from Flagstaff to Chicago Union Stationtrain train Southwest Chief
    36h 44m
    $526–1,099
  3. Bus

    1. Take the bus from Phoenix Bus Station to St Louis Bus Stationbus bus Greyhound US1210
    2. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus FlixBus N2521 / ...
    41h 1m
    $294–562
  4. Drive 1,706.2 mi

    1. Drive from Surprise to Chicagocar car 1,706.2 mi
    30h 32m
    $312–450
  5. Fly to Chicago O'Hare International Airport

    1. Fly from Phoenix (PHX) to Chicago O'Hare International Airport (ORD)plane plane PHX - ORD
    6h 48m
    $256–559
  6. Fly to General Mitchell International Airport, train

    1. Fly from Phoenix (PHX) to General Mitchell International Airport (MKE)plane plane PHX - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 55m
    $267–1,268
  7. Bus, train (Amtrak)

    1. Take the bus from North Phoenix Metro Center Transit Station to Maricopa Amtrakbus bus Amtrak Thruway Connecting Service
    2. Take the train from Maricopa Amtrak to Chicago Union Stationtrain train Texas Eagle
    2d 9h
    $567–1,329

Surprise to Chicago by bus and train (Amtrak)

Calendar3Weekly Services
Duration2d 9hAverage Duration
Ticket$567Cheapest Price
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Questions & Answers

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

Frontier Airlines and Southwest Airlines fly from Phoenix (PHX) to Chicago Midway International Airport (MDW) every 2 hours. Alternatively, you can take a bus from 111th Av & Thunderbird Bl to Chicago Bus Station via Sunnyslope TC, Jefferson St & 12th St, Phoenix Bus Station, and St Louis Bus Station in around 41h 1m.

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