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How to get fromValparaíso to Chicagoby bus, plane, train, or shuttle

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There are 7 ways to get from Valparaíso to Chicago by bus, plane, train, or shuttle

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

  1. Bus, fly to Chicago Midway International Airport

    best
    1. Take the bus from Cruce Casablanca to Terminal de Buses Pajaritosbus bus
    2. Fly from Comodoro Arturo Merino Benítez International Airport (SCL) to Chicago Midway International Airport (MDW)plane plane SCL - MDW
    16h 54m
    $286–1,083

  2. Bus, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Cruce Casablanca to Terminal de Buses Pajaritosbus bus
    2. Fly from Comodoro Arturo Merino Benítez International Airport (SCL) to Chicago O'Hare International Airport (ORD)plane plane SCL - ORD
    17h 6m
    $236–933

  3. Bus, fly to South Bend, train

    1. Take the bus from Cruce Casablanca to Terminal de Buses Pajaritosbus bus
    2. Fly from Comodoro Arturo Merino Benítez International Airport (SCL) to South Bend (SBN)plane plane SCL - SBN
    3. Take the train from South Bend Airport to Van Buren St.train train
    20h 12m
    $458–1,695

  4. Bus, fly to General Mitchell International Airport, train

    1. Take the bus from Cruce Casablanca to Terminal de Buses Pajaritosbus bus
    2. Fly from Comodoro Arturo Merino Benítez International Airport (SCL) to General Mitchell International Airport (MKE)plane plane SCL - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    20h 17m
    $438–1,642

  5. Bus, fly to Fort Wayne International Airport

    1. Take the bus from Cruce Casablanca to Terminal de Buses Pajaritosbus bus
    2. Fly from Comodoro Arturo Merino Benítez International Airport (SCL) to Fort Wayne International Airport (FWA)plane plane SCL - FWA
    3. Take the bus from Fort Wayne, IN to Chicagobus bus
    22h 14m
    $335–1,162

  6. Bus, fly to Central Illinois Regional Airport At Bloomington-Normal, train

    1. Take the bus from Cruce Casablanca to Terminal de Buses Pajaritosbus bus
    2. Fly from Comodoro Arturo Merino Benítez International Airport (SCL) to Central Illinois Regional Airport At Bloomington-Normal (BMI)plane plane SCL - BMI
    3. Take the train from Bloomington-Normal to Chicago Union Stationtrain train
    23h 35m
    $325–1,154

  7. Bus, fly to Indianapolis, shuttle, train

    1. Take the bus from Cruce Casablanca to Terminal de Buses Pajaritosbus bus
    2. Fly from Comodoro Arturo Merino Benítez International Airport (SCL) to Indianapolis (IND)plane plane SCL - IND
    3. Take a shuttle bus from Indianapolis Airport to Holiday Inn City Centreshuttle bus
    4. Take the train from Lafayette Amtrak Station to Chicago Union Stationtrain train
    22h 36m
    $448–1,583

Comodoro Arturo Merino Benítez International Airport (SCL) to Chicago Midway International Airport (MDW) flights

Calendar31Weekly Planes
Duration15h 36mAverage Duration
Ticket$275Cheapest Price
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Comparing Your Travel Options

Map of how to get from Valparaíso to Chicago.ExpandLaunch map view
  • Distance: 5,395 mi
  • Duration: 16h 54m

What companies run services between Valparaíso, Chile and Chicago, IL, USA?

There is no direct connection from Valparaíso to Chicago. However, you can take the bus to Cruce Casablanca, take the bus to Terminal de Buses Pajaritos, take the bus to Estación de Buses Aeropuerto Internacional Arturo Merino Benítez, walk to Comodoro Arturo Merino Benítez International Airport (SCL) airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take the bus to Cruce Casablanca, take the bus to Terminal de Buses Pajaritos, take the bus to Estación de Buses Aeropuerto Internacional Arturo Merino Benítez, walk to Comodoro Arturo Merino Benítez International Airport (SCL) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue.

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