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How to get fromMonterey to Chicagoby shuttle, plane, bus (Amtrak, Greyhound), bus, train, car or subway

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There are 9 ways to get from Monterey to Chicago by shuttle, plane, bus (Amtrak, Greyhound), bus, train, car, or subway

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

  1. Shuttle to Norman Y. Mineta San José International Airport, fly to Chicago Midway International Airport

    best
    1. Take a shuttle bus from Monterey - Calle Principal / Parking Garage to San Jose Airport Terminal Ashuttle bus
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane plane SJC - MDW
    7h 31m
    $223–863

  2. Fly Monterey Regional Airport to Chicago Midway International Airport

    cheapest
    1. Fly from Monterey Regional Airport (MRY) to Chicago Midway International Airport (MDW)plane plane MRY - MDW
    8h 6m
    $145–658

  3. Bus

    1. Take the bus from Salinas to San Franciscobus bus
    2. Take the bus from San Francisco Bus Station to Sparks Transit Centerbus bus
    3. Take the bus from Sparks Transit Center to Denver Union Stationbus bus
    4. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    2d 6h

  4. Bus, train (Amtrak)

    1. Take the bus from Salinas to Emeryvillebus bus Amtrak Thruway Connecting Service
    2. Take the train from Emeryville to Chicago Union Stationtrain train California Zephyr
    2d 9h

  5. Drive 2,223.6 mi

    1. Drive from Monterey to Chicagocar car 2,223.6 mi
    34h 36m
    $406–587

  6. Shuttle to Norman Y. Mineta San José International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Monterey - Calle Principal / Parking Garage to San Jose Airport Terminal Ashuttle bus
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane plane SJC - ORD
    7h 45m
    $173–613

  7. Shuttle to San Francisco International Airport, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Monterey - Calle Principal / Parking Garage to SFO Airport Terminal 2-Lower Levelshuttle bus
    2. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    8h 37m
    $194–677

  8. Shuttle to San Francisco International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Monterey - Calle Principal / Parking Garage to SFO Airport Terminal 2-Lower Levelshuttle bus
    2. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    8h 51m
    $154–487

  9. Shuttle, BART to Oakland International Airport, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Monterey - Calle Principal / Parking Garage to San Jose Airport Terminal Ashuttle bus
    2. Take the subway from Milpitas to Coliseumsubway subway
    3. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane plane OAK - MDW
    9h 8m
    $212–777

Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW) flights

Calendar31Weekly Planes
Duration6h 14mAverage Duration
Ticket$178Cheapest Price
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Questions & Answers

What companies run services between Monterey, CA, USA and Chicago, IL, USA?

You can take a bus from Tyler / Franklin to Chicago Bus Station via Salinas Transit Center / Gate 7, Salinas, San Francisco, San Francisco Bus Station, Sparks Transit Center, and Denver Union Station in around 2d 6h. Alternatively, United Airlines, Southwest Airlines, and three other airlines fly from Monterey Regional Airport (MRY) to Chicago Midway International Airport (MDW) 5 times a day.

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