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

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There are 7 ways to get from Surprise to Chicago by plane, bus, train, bus (Greyhound), 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)planePHX - MDW
    6h 32m
    $106–559
  2. Bus, train via Flagstaff

    1. Take the bus from Denny's Restaurant to Flagstaff AmtrakbusGroome Transportation
    2. Take the train from Flagstaff to Chicago Union StationtrainSouthwest Chief
    36h 42m
    $234–1,451
  3. Bus (Greyhound)

    1. Take the bus from Phoenix Sky Harbor Airport/44th Street Sky Train Station to El Paso Bus Stationbus
    2. Take the bus from El Paso Bus Station to Denver Union Stationbus
    3. Take the bus from Denver Union Station to Chicago Bus Stationbus
    47h 27m
    $214–509
  4. Drive 1,706.2 mi

    1. Drive from Surprise to Chicagocar1,706.2 mi
    30h 24m
    $312–450
  5. Fly to Chicago O'Hare International Airport

    1. Fly from Phoenix (PHX) to Chicago O'Hare International Airport (ORD)planePHX - ORD
    6h 48m
    $226–609
  6. Fly to General Mitchell International Airport, train

    1. Fly from Phoenix (PHX) to General Mitchell International Airport (MKE)planePHX - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain
    8h 52m
    $268–1,324
  7. Bus, train (Amtrak)

    1. Take the bus from North Phoenix Metro Center Transit Station to Maricopa AmtrakbusAmtrak Thruway Connecting Service
    2. Take the train from Maricopa Amtrak to Chicago Union StationtrainTexas Eagle
    2d 9h

Surprise to Chicago by bus and foot (Greyhound)

Calendar10Weekly Services
Duration47h 27mAverage Duration
Ticket$214Cheapest Price
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Questions & Answers

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

Volaris, 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 Surprise PNR to Chicago Bus Station via Van Buren St & 2nd Av, Van Buren St & Central Av, Washington St & 44th St, Phoenix Sky Harbor Airport/44th Street Sky Train Station, El Paso Bus Station, and Denver Union Station in around 47h 27m.

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